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The Complete Oregon Road Trip Itinerary (50 Stops & 4 Unique Routes!)

Post Summary: The Ultimate Oregon Road Trip Itinerary According To A PNW Local

Oregon. That magical spot in the corner of the United States where roaring waterfalls, epic coastlines, and mysteries in the forest all thrive next to each other. 

It’s an incredible place that requires the guidance of PNW experts (that’s us!) to divulge all the best stops in the state. We’ve been exploring Oregon for years , so you can count on us to provide well-rounded tips to give you the best experience!

In this post, we’re sharing the most epic Oregon road trip route , including our favorite stops and custom trips of 2-weeks, 10-days, and 1-week to cater to your specific needs. Scroll all the way to the bottom to find a free Oregon road trip itinerary download , too!

Okay, enough talking, let’s get exploring!

The Ultimate Oregon Road Trip Itinerary (Exactly Where To Find The Best Spots!)

First of all, where is oregon.

Oregon is located in a region called the Pacific Northwest , which is located in the northwest corner of the contiguous United States.

Fixed between its northern neighbor, Washington , and its southern neighbor, Northern California , Oregon is a unique mix of giant redwood trees, raging waterfalls, high desert, and beautiful coastal wilderness.

It’s got a little bit of everything , which is why taking an Oregon road trip will probably be the most incredible thing you will do this year!

Here’s a little bit about Oregon to start…

Oregon is broken down into seven distinct regions, each with its own unique spin on Oregon culture and iconic destinations . Here’s a breakdown of what you might expect from each:

• The Oregon Coast: 363 miles of accessible beaches, historic lighthouses, sea stacks, and gorgeous little Oregon beach towns . 
• Central Oregon: A High Desert escape including popular spots like Sisters, Bend, and Smith Rock State Park . 
• Eastern Oregon : Lonely vast desert with incredible geological features scattered across the area. Known for the Alvord Desert, Pendleton, and the Painted Hills. 
• Portland Region: The urban center for creatives, makers, and foodies. Known for its epic food culture, bridges, and accessibility to nature.
• Mt. Hood & The Columbia River Gorge: Home to the highest mountain in Oregon (Mt Hood), and some of the most famous Oregon waterfalls like Multnomah Falls. 
• Southern Oregon: Home to Crater Lake National Park, this region also boasts adventurous caves, gorgeous forests, and hidden hot springs (Umpqua Hot Springs). 
• The Willamette Valley: Known for its amazing wine, tulips, and orchards, this farming community is a hub for a perfect weekend getaway.

Great…So Where Do I Start My Oregon Road Trip?

The easiest place to start your Oregon road trip is in Portland . This is the biggest city, where you will find the most options for car rentals, flights into the state ( Portland International Airport – PDX ), and stores to pick up any last-minute supplies.

Our Oregon road trip itinerary has you starting in Portland and heading east, but you can always fit the route to suit your own needs and desires! Keep scrolling to see all the stops so you can make your decision.

How Do I Get Around On My Oregon Road Trip?

The easiest way to get around on an Oregon trip is to drive in a car . It’s unreasonable to believe that you can fly from place to place. The biggest major airport is in Portland (PDX) and the rest are smaller local airports.

It’s easiest to get around Oregon in a car , and we highly suggest this mode of transportation! If you are hoping to do some camping along the way, we recommend checking out the company Outdoorsy to rent a campervan . It’s like having your transportation AND accommodations all in one place.

Outdoorsy does local recreational vehicle rentals (kind of like Airbnb but for cars!) so you can travel around Oregon in style with a cool vintage VW bus or cute teardrop trailer!

Where Do I Stay During My Oregon Road Trip?

The good thing about Oregon road trips is that they are completely customizable! You can stay at some of the coolest lodges and hotels in Oregon, explore backcountry roads for camping, or do a little mix of both!

Finding Epic Campsites in Oregon: There are so many amazing campsites in Oregon that the topic requires its own blog post! However, one of our most coveted tools for finding the best camping spots is through The Dyrt . The Dyrt is a campground finding app , and one of the best ones we’ve used! It’s got great reviews with photos, offline maps, road trip routing tools, and more! Our readers get to try it free for 30-days by using our code Mandagies !

Our favorite lodges & resorts in Oregon: Some amazing accommodations stand out among the others, and we think that some of these places deserve their own recognition! Here are some of our favorite lodges in Oregon that we recommend checking out!

FivePine Lodge – Sisters, OR (Central) Bay Point Landing – Coos Bay, OR (Southern Coast) Headlands Lodge – Pacific City, OR (Northern Coast) The Independence Hotel – Willamette Valley (Northwest/Central ORegon)

The Mega Oregon Road Trip Itinerary (All The Best Stop In Oregon)

This two week Oregon road trip will bring you to all the best spots!

Stop 1: Portland, Oregon

Before departing the city, spend some time visiting Portland’s coolest locations! Some of the most popular outdoor places to visit in the city include the Portland Rose Garden, Washington Park, the Pittock Mansion (with its view of the city!), and Forest Park.

Grab a bite to eat at one of the several food truck communities around town. Click here to locate all the food truck pods around Portland!

From here, make sure to stock up with snacks at your favorite grocery store, fill up with gas, and hit the road!

Stop 2: Columbia River Gorge Scenic Byway

Begin your Oregon road trip in Portland and head to Interstate 84 East to start your Columbia River Gorge Scenic Drive . This is a great start to any Oregon road trip itinerary for its iconic stops like Multnomah Falls, Latourell Falls, and Bridal Veil Falls. 

If you want to go hiking in this area, consider Wahclella Falls Trail (only 1.9-miles long) or Munra Point Trail for incredible panoramic views.

To spend more time checking out cool waterfalls in Oregon , consider taking the Historic Columbia River Highway (that parallels I-84), which provides easy access to many of them. Don’t forget to drive a little farther than Hood River to check out Rowena Crest , that famous hairpin road!

Note: The Eagle Creek Fire of 2017 devastated much of this area, and hikes/waterfall trails are slowly opening after restoration efforts. Click here to be updated on real-time trail openings in the Columbia River Gorge . 

Extra Stops Between Portland and Hood River:

• Vista House – A museum, observatory, and rest stop
• Bridge of the Gods – Many of the Pacific Crest Trail Hikers cross here!
• Beacon Rock State Park (on the Washington side)
• More than 25 Columbia River Gorge waterfalls to see!

Stop 3: Hood River, Oregon

Hood River, Oregon is the perfect place to stay after a day of planning fun things to do in the Columbia River Gorge ! Placed conveniently on the river’s edge, there is easy access to Mount Hood directly south, water activities like windsurfing , and Washington waterfalls right across the river in the Gifford-Pinchot National Forest to the north.

If you want a little more adventure, consider crossing the toll bridge ($2) to Washington and venturing on nearby trails to Falls Creek Falls , Panther Creek Falls, or Lower Lewis Falls.

Cool Places To Stay in Hood River, Oregon

Modern Townhome in White Salmon, WA (just across the river) MtAdamsView in Hood River (TONS of gorge and mountain views, sleeps 6) Best Western Plus in Hood River (great value, free breakfast)

Stop 4: Mount Hood

Route your Oregon road trip from the river’s edge to the mountains, more specifically to all the cool things to do in Mount Hood !

Watch a sunrise at  Trillium Lake – one of the easiest lakes to reach on Mount Hood. On a clear day, you will be able to see the reflection of the picturesque Mount Hood beautifully framed in the distance! Other Mount Hood lakes include Frog Lake,  Lost Lake,  and  Mirror Lake –  each with their own unique reflection of the mountain. 

If you are interested in discovering some cool hiking trails around Mout Hood, consider  Ramona Falls trail. This gorgeous horsetail falls is hidden deep in the forest, but the payoff is huge once you see it with your own eyes. Care for a short waterfall hike for your Portland day trip? Consider  Tamanawas Falls , an easy 3.3-mile trail with a gorgeous view!

Want to challenge yourself? Here are some other longer hikes in the Mount Hood area.

• Tom Dick and Harry  (9 miles out and back)
• Bald Mountain  (6 miles out and back)
• McNeil Point Trail  (9.6 miles out and back)

Stop 5: The Painted Hills

After stopping at Mount Hood (overnight or just for a day trip) take the 3.5-hour drive from Mount Hood to the Painted Hills to catch a gorgeous sunset in the Oregon desert. 

The Painted Hills gets its name from the exposed layers of colorful soil that are revealed in the rolling hills of the John Day Fossil Beds . Make sure to stay on the boardwalks as you explore the Painted Hills. The hills are extremely fragile!

In the morning, return to the John Day Fossil Bed units and see the Painted Hills as the sun rises! This is a gorgeous time of day in the hills, and you’ll likely get it all to yourself in the early hours of the morning. 

Need a place to sleep? Consider these nearby campgrounds (or click here to discover FREE campsites nearby too! )

Stop 6: Smith Rock State Park

From the Painted Hills through the Ochoco National Forest , take the 1.5-hour drive to Smith Rock State Park . Smith Rock is a hub for climbers , but there are several other things to do here, including hiking, biking, and taking photos!

To stretch your legs on this Oregon road trip, take the short but *very* steep Misery Ridge Trail . This 0.68-mile trail climbs 600 feet giving even the most experienced hiker a run for their money! The views at the top are worth it though, especially during sunrise or sunset!

Stop 7: Bend, Oregon

The city of Bend is an excellent stop on any good Oregon road trip! It’s an outdoor-loving town that connects Western Oregon and Eastern Oregon, making it a great pit stop to pick up last-minute gear, groceries, and maybe even tune ups for your car.

For a little relaxation from the road, grab a beer in town at any of the iconic stops on the Bend Ale Trail . If you are visiting in the summertime, floating the Deschutes River is a popular activity on a hot day. Make sure to bring your PFDs, water sandals, and a garbage bag!

In the morning, grab breakfast in Bend at The Sparrow Bakery, (their ocean rolls are famous!), and some to-go coffee at Spoken Moto and make some fun stops around Bend on your way south. Lava Island Falls and Lava River Cave are both easy and accessible places to see along your Oregon road trip route going out of town.

More adventures near Bend, Oregon

• Hiking to Tumalo Falls (6.5 miles out-and-back)
• Go backpacking in the Three Sisters Wilderness
• Take a road trip detour on the Cascades Lake Highway

Read More: How to Spend 4 Days In Bend, Oregon

Oregon Road Trip Bonus Route – Eastern Oregon!

Psst…want to spend a lot more time in Eastern Oregon? Check out our Eastern Oregon Road Trip route right here !

From Bend, you have the option of extending your Oregon Road trip going east , or continue south and west towards the coast! Either option is great, it really just depends on how much time you have.

Stop 8: Oregon Waterfalls

The drive from Bend to Crater Lake National Park is pretty short, about 1.5 hours. This gives you plenty of time to make some fun stops along the way , most notably, to waterfalls in Oregon !

For longer Oregon waterfall hikes, make your way west on Highway 58 for a fun hike at Salt Creek Falls and Diamond Creek Falls . Continue your drive south and divert north on Highway 138 for a stop at Watson Falls before making your way to the Crater Lake North Entrance. 

More Oregon Waterfalls Near The Area:

• Proxy Falls (Highway 242 – North of Bend)
• Chush Falls (Near Sisters, Oregon)
• Dillon Falls
• Benham Falls

Stop 9: Crater Lake National Park

Crater Lake National Park is one of the most iconic stops on an Oregon road trip, and the ONLY national park stop in the state. Spend sunset capturing the iconic Wizard Island on Crater Lake, and top it off by spending the night at the historic Crater Lake Lodge .

In the morning, spend an entire day hiking around Crater Lake on Watchman Peak Trail, Cleetwood Cove Trail, or Cloudcap Overlook.

At Crater Lake , you can spend the morning driving the Rim Drive , which takes about 2 hours to go all the way around. Hike to Plaikni Falls in the afternoon and in the evening watch the sunset at Garfield Peak or Sinnott Memorial Observation Station.

Bonus Oregon Road Trip Stop: Oregon Hot Springs

Now, this is the part of your road trip route in Oregon where you can choose where you’d like to spend your time! You can opt to continue driving east to explore some of the famous Eastern Oregon hot springs . 

If you decided to check out some hot springs in Oregon , we highly suggest booking an overnight stay (Summer Lakes Hot Springs and Crystal Crane have lodging available!) or bringing your camping gear to find some free camping nearby . 

Here are some Oregon hot springs you should be checking out on this leg of your Oregon road trip itinerary:

• Crystal Crane Hot Springs – Hot spring pond and private soaking tubs
• Summer Lakes Hot Springs – Communal bathhouse
• Hart Mountain Hot Springs – Structured underground pool and open springs, both natural
• Have an extra day? Drive farther east and check out Alvord Hot Springs , and Willow Creek Hot Springs !

Stop 10: Umpqua National Forest

Another iconic destination on your Oregon road trip is an adventure in Umpqua National Forest . You’ve probably seen pictures of those cliffside hot springs pools, or the rushing waterfall flanked by towering basalt cliffs. Well, these places are Umpqua Hot Springs and Toketee Falls !

Both places are easy to reach, each with a short hike to the final destination. Come with a national forest pass to hang in your car’s rearview mirror. You can pick one up at the Diamond Lake Ranger Station nearby if you need one. See the difference between Pacific Northwest forest passes here to find the correct one.

Leave No Trace Notes: Umpqua Hot Springs is notorious for garbage . Please pack out your trash, and consider taking other garbage with you, too. Hiking to the base of Toketee Falls is prohibited , no matter how many pictures you see of people doing so. It is possible to get cited for climbing down to the bottom, so don’t risk it!

Stop 11: Southern Oregon Coast

Finally, the first ocean stop on your Oregon road trip!

The Southern Oregon Coast is arguably the most beautiful area of an Oregon road trip. If you love seaside cliffs, hidden coves, and gorgeous beaches, this is the place for you!

Spend some time exploring the 12 miles of protected coastline at Samuel H. Boardman Scenic Corridor . This part of your road trip in Oregon will take an entire day, between stops, viewpoints, and even a hike to a place called Secret Beach .

Finally, end your day in Gold Beach for the evening. Here, you can find tons of amenities, hotels, and beach rentals for a quiet and relaxing evening. Make sure to stop at our favorite beach, Myers Creek Beach to enjoy a beautiful Oregon coast picnic to end the day!

Read More: The 25 best beaches in Oregon (From North to South!)

Stop 12: Central Oregon Coast

Central Oregon is full of adventurous destinations and unique curiosities. If you like thrills, try renting an ATV to ride across the Oregon Dunes, stretching 40 miles across the coastline.

You can also check out incredible places like Cape Perpetua , which is filled with churning coves, sea spouts, and lots of tide pools along the Oregon Coast .

Devil’s Punchbowl State Natural Area is another great place to explore, with a giant sea cave and surfing opportunities!

In the evening, splurge to go glamping and one of Coos Bay’s coolest spots – Bay Point Landing ! This luxury camping resort has plenty of pull-in sites for RVs and trailers. You can also rent a standalone cabin , airstream , or renovated RV of your own to enjoy upscale camping. The grounds have amenities like a pool, lounge room, upscale bathrooms, and a cute camp store.

Stop 13: Eugene, Oregon

If you wanted to go inland to explore the Cascade Mountains, this is the part of your Oregon road trip to make that decision! Drive away from the Oregon coast to go inland to Eugene, Oregon, and explore this upbeat college town.

But before leaving the coast, consider stopping by Heceta Head Lighthouse and Cape Perpetua for one last adventure by the water. The lighthouse can be seen up close with a short hike, which is incredible at sunrise and sunset!

Cape Perpetua is best explored during low tide, where you can access the many tide pools and curiosities that dot the shore. If you do come during high tide, don’t fret! You can see the waves push up through Thor’s Well for a dramatic display, and the Devil’s Churn to watch the waves crash around this small cove. 

Stop 14: Willamette National Forest

Heading inland from Eugene, there are a ton of beautiful places to see in the Willamette National Forest . The first stop is Terwilliger Hot Springs (often called Cougar Hot Springs) for a lovely natural soak. Keep driving to choose a waterfall adventure – Proxy Falls , Sahalie and Koosah Falls , The Blue Pool , and Tamolitch Falls .

You’ll want to spend at least a full day in this area (or even go camping overnight!) because the trails here are packed with adventure! Keep driving on Highway 126 as it continues on Highway 22 north to Silver Falls State Park and Salem, Oregon to continue on your epic Oregon road trip.

Stop 15: Salem and The Willamette Valley

If you like good food, you’re going to love this stop on your Oregon road trip. The Willamette Valley is full of wineries, farms, and beautiful vineyards! There are lots of options to enjoy farm-to-table dinners, wine tastings, and all-day experiences. Consider staying nearby at the Independence Hotel .

For a little adventure, head to Silver Falls State Park where you can hike the Trail of Ten Falls . This Oregon hike is exactly what its name entails – ten beautiful falls in an 8.7-mile trail. Come enjoy this condensed version of many iconic Oregon waterfalls all in one place!

Stop 16: Northern Oregon Coast

Refueling in Salem, it’s time to get back to the coast! The final stops on your Oregon road trip include classic North Oregon Coast stops and beautiful Oregon beach towns , hikes, and plenty of dreamy overlooks.

Beginning in Cape Kiwanda , spend the day hiking up the sand dunes to watch the dory boats dock onshore and paragliders sail down to the beach. Make sure to stop and eat lunch at Pelican Brewing . They have incredible beer and pub food, with an outdoor patio overlooking Pacific City’s own Haystack Rock.

Continuing north to another iconic “Haystack Rock” (arguably the most popular one too) Cannon Beach is the best place to grab a coffee and take a walk along the beach. During low tide, you can get close to the rock and spot puffins in their natural habitat!

If you want a little more adventure in your day, drive up to Ecola State Park to hike Crescent Beach Trail , the trail to Indian Sands, or Tillamook Rock Lighthouse Viewpoint. These lush Oregon Coast hikes are sure to leave you breathless!

Stay either at the Headlands Lodge in Pacific City , Oregon Coast Modern Cabin in Manzanita , or affordable hotels in Cannon Beach !

Stop 17: Finish Your Oregon Road Trip Back to Portland, Oregon 

On your way back to Portland to finish your Oregon road trip, you can take the short way on Highway 26, or the long way through Astoria, Oregon, and heading back to the city on Highway 30.

The detour through Astoria won’t disappoint! Filled with great restaurants, antique and vintage shops, and lots of history, it’s a perfect final stop on the Oregon coast road trip section of your drive.

For outdoorsy activities, stop by Fort Steven’s State Park to check out the historic military installation, as well as the famous Peter Iredale shipwreck . For hiking, stay close to town and check out the Cathedral Tree Trail and the Astoria Column .

And you’ve done it! You’ve completed the coolest Oregon road trip to see all the best highlights, hikes, and iconic locations in the state.

Oregon Road Trip Itinerary Examples

Below, we’re sharing some Oregon road trip itinerary examples to help you customize it exactly to fit your needs. For even more resources, we created this road trip itinerary in Oregon to print out and take on your journey!

(We’re running some email maintenance – this download will be back soon!)

Two Week Oregon Road Trip

See the detailed breakdown of our two-week Oregon road trip itinerary above!

10 Day Oregon Road Trip

You can see a lot with 10 days in Oregon! This route is a compressed version of our two-week road trip, with just a little less time in each spot but plenty of stops for an epic and interesting route!

• Day 1: Portland to Hood River
• Day 2: Hood River to Bend, Oregon
• Day 3: Bend, Oregon to Crater Lake National Park
• Day 4: Crater Lake to Umpqua National Forest
• Day 5: Umpqua National Forest to Samuel H. Boardman
• Day 6: Samuel H. Boardman to Coos Bay
• Day 7: Coos Bay to Eugene, Oregon
• Day 8: Eugene, Oregon to Salem, Oregon
• Day 9: Salem, Oregon to Cannon Beach
• Day 10: Cannon Beach to Portland, Oregon

One Week Oregon Road Trip

One week for an Oregon road trip will introduce you to Oregon’s vast and diverse landscape! From Crater Lake to Bend, Coos Bay to Cannon Beach, this route will bring you to some of the best of Oregon photography locations. 

• Day 1: Portland to Hood River
• Day 2: Hood River to Bend, Oregon
• Day 3: Bend, Oregon to Crater Lake National Park
• Day 4: Crater Lake to Samuel H. Boardman
• Day 5: Samuel H. Boardman to Coos Bay
• Day 6: Coos Bay to Cannon Beach
• Day 7: Cannon Beach to Portland, OR

5 Day Oregon Road Trip

With 5 days in Oregon, you can see the highlights! This quick trip averages about 3-4 hours of driving per day, and takes you through mountains, by waterfalls, and meets up with some of the most scenic views along the Oregon Coast.

• Day 1: Portland to Bend
• Day 2: Bend to Eugene
• Day 3: Eugene to Samuel H. Boardman
• Day 4: Samuel H. Boardman to Yachats
• Day 5: Yachats to Portland

Have you ever experienced an Oregon road trip? What Oregon itinerary is your favorite? Tell us in the comments below!

Amazing! I know nothing about traveling all over the country, what a wonderful looking place to explore.

I’m really glad you liked our Oregon road trip route! I hope you et a change to travel across this beautiful state!

My Ticklefeet

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The Perfect Oregon Road Trip Itinerary – 7 or 10 days

Last updated on September 25th, 2023 at 01:38 pm

Oregon (pronounced “Ore-gun”, not “Ore-gone”!) is often overshadowed by its extremely popular neighboring state of California in the US. But if you are looking for a road less traveled then you have to take an Oregon road trip. In this blog post, we will share our detailed itinerary including what to see, do, and where to stay.

Below is a map of the route we took on this trip, click here to go to Google Maps. We drove across the state in a clockwise direction but you can do the same in an anti-clockwise direction as well. If you remember we did a similar 7-day road trip in Iceland and trust me when I say that our Oregon road trip was just as adventurous. Don’t forget to check out our post on waterfalls near Portland for more incredible inspiration.

FUN FACT: Oregon is the only other state in the US after New Jersey to have assistants at gas stations to fill gas in your car.

How Many Days Do You Need for an Oregon Road Trip?

We were able to make this a total of the 10-day trip including travel time. If you follow our Oregon itinerary you will have plenty of time to go on hikes, take wine tours, and relax on this road trip.

You can easily make this a 7-day road trip and we’ll tell you how in the modified itinerary below. However, if you have less than 7-days then I suggest visiting only Portland, Columbia River Gorge, Mt. Hood region, & Cannon Beach from the itinerary below.

Disclaimer: This post contains affiliate links.

Related Read: SF to LA – An ultimate west coast road trip guide

Starting point 

We flew into Portland and spend 2 days in the city before starting our road trip. TIP: You do not need a car in Portland city so save yourselves some cash by renting a car the day you hit the road.

Portland would be our recommendation as a starting point for all those who are flying into Oregon. For those who are driving from the South i.e. California, the best starting point for you would be either the coast or Crater lake in this loop.

Oregon Road Trip Itinerary

Below is our detailed itinerary is broken out by each day. If you want to do a 7-day road trip then we have listed where it makes the most sense to skip things.

Day 1 & 2 – Portland

After you land in Portland spend 2 days in this funky city. We not only explored the city landmarks but in reality spend the entire weekend food binging in Portland. TIP: If you want to make this a 7-day road trip then spend just 1 day in Portland.

We will be writing a separate post on what to do on a weekend in Portland. But to highlight a few things –

• Eat your heart out in the food capital on the west coast. From food trucks to delicious worldwide cuisines all around town you’re going to return with some additional baggage on your body.
• Check out the largest bookstore in the world – Powell’s Bookstore
• Must eat doughnuts (try both Bluestar & Vodoo doughnuts to give your own verdict no matter what the locals say)
• Take a walking city tour or a Segway tour to learn more about the city
• Check out the Japanese Garden

ACCOMMODATION: It usually nice if you stay in either downtown or the pearl district so you’re walking distance away from all the things –

• Hilton Portland Downtown or the Hampton Inn Pearl District
• The Bidwell Marriott Portland or the Courtyard Marriott City Center

More Places to Stay in Portland, Oregon

Harlow Hotel

Inn at Northrup Station

Day 3 – Columbia River Gorge Waterfalls & wineries

Fasten your seatbelts and drive to the Columbia River Gorge which is only 30 minutes away from Portland. If you start driving early in the morning, you’ll easily be able to cover all the stopovers mentioned below in that order. For more details, read our in-depth blog post on Columbia Gorge road trip .

• Portland Women’s Forum vista point (has the best sunrise view if there are no wildfire smoke)
• Latourell Falls (add a short 2.4 mile hike here)
• Multnomah Falls
• Bridal Veil Falls (add a short 1.2 mile hike here)
• Starvation Creek Falls
• Wineries tour in Mt. Hood/Gorge

ACCOMMODATION: Spend the night in White Salmon, WA or Hood River, OR

Find fun things to do in Oregon during your road trip!

Day 4 – Explore Mt. Hood Region

We spent 2 nights in Mt. Hood region which gave us the time to not only explore but also relax in the most gorgeous setting. There are a ton of outdoor activities to do here so spending only 1 day would be an injustice to this region. We have broken down the activities by each day for you –

• Explore Hood River town which is known as the world’s kite surfing capital, perhaps indulge in some water activity or grab lunch here
• The Gorge White House makes for a great stop for Apple cider tasting and fresh fruit & flower farm
• If you happen to visit in spring don’t forget to check out the “ fruit loop ” trails for spring blossoming trees .
• Drive to the historic Timberline Lodge and either take the chair lift to get to the summit or if you are up for an adventure there are tons of hiking trails behind the lodge. We did a section of the zigzag overlook trail which starts at the lodge parking area. Ask the lodge visitor center for more info on trails. Enjoy a nice early dinner or a cup of coffee with a view.
• If you are not up for visiting the lodge then consider hiking the Mirror Lake loop trail that afternoon. We skipped the mirror lake loop.
• Return to Government Camp for dinner unless you are staying back at Timberline Lodge.

ACCOMMODATION: Spend the night in Mt. Hood region. We stayed in a gorgeous farmhouse surrounded by apple & pear orchards booked through Airbnb . Your other best option is to stay at the historic  Timberline Lodge or hotels in Government Camp , a small town in Mt. Hood region.

Day 5 – Explore Mt. Hood Region

Here’s what to do on your second day in Mt. Hood region –

• Hit the Tamanawas Falls hiking trail in the morning (alternatively, you can do the Mirror Lake loop). Tamanawas trail is amazing, take our word for it.
• Have your lunch at Tamanawas Falls. Pack your lunch with you so you can eat with the waterfall views at the end of the hike.
• After lunch head to Trillium Lake in the afternoon. Walk along the lake trail or rent a kayak and enjoy the serene Mt Hood view from the water. TIP: Book your kayak rental in Govt Camp as there are no rental facilities at Trillium lake. The rental company will bring your kayak to the lake area. Don’t miss the sunset at Lake Trillium!  TIP: Bring mosquito spray, there are like a thousand of them here. You can also rent campgrounds at Trillium lake if you want to camp in this area.

ACCOMMODATION: We stayed back at the same farmhouse Airbnb with the perfect view of Mt. Hood. Your other best option is to stay at the historic  Timberline Lodge or hotels in Government Camp , a small town in Mt. Hood region.

Day 6 – Smith Rock State Park, Painted Hills & 3 Sisters

As you drive south from Mt. Hood, take a day to explore the desert region of Oregon. You’d be surprised to know that a big part of Oregon is, in fact, desert land. What was really fascinating to us was that our families in India instantly knew about Oregon out of all the places. They were the ones to tell us about Rajneeshpuram.  FACT: Rajneeshpuram (from ‘Wild Wild Country’ series on Netflix) was not too far from this part of Oregon.

TIP: For a 7-day Oregon road trip, skip this section and head straight to Crater Lake from Mt. Hood.

• Stop at Smith Rock State Park as you drive south from Mt. Hood region. and enjoy the gorgeous scenery.
• Drive about 2 hours east to see the Painted Hills which are in the deep end of the Oregonian desert.
• Reach Bend and head to Summit Park for a great view of the 3 Sisters volcano peaks .
• If you want to get a better view of 3 sisters then drive 30 mins from Bend to Dutchman Flat Sno Park in Deschutes National Forest.

ACCOMMODATION: Spend the night in Bend, OR .

Where to Stay in Bend, Oregon

Element Bend

Campfire Hotel

Holiday Inn Express & Suites

Day 7 – Crater Lake National Park

Crater Lake National Park is about 2 hours away from Bend or about 4 hours from Govt Camp. If you leave early in the morning, you can reach Crater Lake just in time to drive around the rim and see the following viewpoints & sneak in one easy hike.

Pick and choose your favorite spots to see in Crater Lake National Park , below are a few that we recommend –

• Sinnott Memorial Outlook at Rim Visitor Center
• Sun Notch (0.8 miles easy hike with views of Phantom Ship)
• Phantom ship overlook
• Discovery Point (2 miles)
• Watchman Peak (1.6 miles moderate steep hike)
• Pumice castle overlook,
• Cloudcap overlook,
• Vidae Falls
• Pinnacles Overlook.

ACCOMMODATION: Spend the night in Crater Lake Lodge or campgrounds in the park . If you don’t get a reservation in either of these then consider staying in Fort Klamath or Chemult or Chiloquin which are small towns near Crater Lake. TIP: If you stay at Crater Lake Lodge, then don’t miss the splendid sunset from the lobby’s back patio.

PLEASE NOTE:   The Crater Lake itinerary was a part of our original plan until west coast wildfires & smoke completely ruined the experience. When we arrived at Crater Lake National Park, it became really difficult to breathe without inhaling the fumes. Not to mention, the visibility of the Lake was near zero. We had booked a campground for the night but for good reasons we decided to turn around. As a backup plan, we headed to spend more time on the Oregon coast. PRO   TIP: Watch out for wildfire and smoke reports in Oregon before you head here!

Day 8 – Umpqua National Forest & drive to Eugene

Next morning stop by the Crater Lake vista points that you might’ve missed on the previous day. On your way to the coast of Oregon, you must take a pitstop at Umpqua National Forest for a bonus waterfall & hidden hot springs.

• Drive around Crater Lake in the morning to cover any missed vista points from the previous day.
• Hike the  Toketee Waterfall trail in Umpqua National Forest as you exit Crater Lake. It’s an easy 0.8 miles round trip hike to the gorgeous waterfalls as you can see in our photos.
• If you enjoy natural hot springs , then as you exit from Toketee waterfalls take a left and head to Umpqua Hot Springs . There is a $5/vehicle charge to park at the hot springs. Clothing is not enforced here so consider yourself forewarned. In full disclosure, we did not visit the hot springs due to a lack of time.
• Drive to Eugene from Toketee Falls should take around 2.30 hrs.

ACCOMMODATION: Spend the night in Eugene, OR .

Where to Stay in Eugene, Oregon

Comfort Suites Eugene

Maverick Hotel

Graduate Eugene

Day 9:  Oregon Coast road trip

The next morning we headed to Florence from Eugene where we started our Oregon coast drive. The coastal drive takes you on Highway 101 which, in fact, is a continuation of California’s coast to Oregon’s.

Given that we just had one day set aside for this Oregon coast road trip, we only stopped at the vista points mentioned below in bold. We’ve listed some additional awesome pit stops along the way if you have more time.

• Drive past Florence 
• Heceta Head Lighthouse  Scenic Viewpoint (There is a B&B at this lighthouse now) or stop at Sea Lion vista point to see the lighthouse from a distance.
• Cape Perpetua Overlook (Thor’s Well is another stop before turning right to Cape Perpetua overlook)
• Yachats (stop by for a drink or early lunch)
• Newport (If you skip Yachats then stop here for lunch)
• Devil’s punchbowl and Otter Rock
• Tillamook (stop by at the cheese factory or the Tillamook ice-creamery)
• Cannon Beach, get here before sunset to watch the magic unfold

ACCOMMODATION: Spend the night in Cannon Beach, OR .

Day 10: Lewis & Clark National Park OR Evergreen Aviation Museum

We took a red-eye back to the east coast since we wanted to squeeze every second of our last day. TIP: For a 7-day Oregon road trip, skip this part and fly out on your last day.

• We visited the Evergreen Aviation & Space Museum in the morning but you can choose to visit the Lewis & Clark National Park near Cannon Beach to get an insight into expeditions that were an integral part of US history.
• Head back to Portland to grab an early dinner before heading out to the airport for an evening flight.

Phew, another long guide, isn’t it? But there is so much to see & do here that you have to plan it right and we’ve to give all the right info to do so. And by the way, if Oregon wasn’t on your list, we sure hope it is now!

If you liked this extensive Oregon road trip planning guide then don’t forget to share it along with family & friends.

More on Travel in the United States:

• America’s favorite road trip – the Blue Ridge Parkway
• Bucket List Arizona Road Trip – The perfect long weekend 4-day itinerary
• Best places to see fall colors in New Hampshire – A Roadtrip through New England
• Ultimate SF to LA Road trip – Best stops along California’s Pacific Coast Highway

Happy Traveling!

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23 comments on “ the perfect oregon road trip itinerary – 7 or 10 days ”.

Such a detailed guide. Thanks for sharing! Perhaps this fall my family and I will go to the Oregon. Awesome photos!

Thanks Michael. Hopefully the fires will be in control by then and the smoke out of OR skies. This year the wildfires have been terrible for Oregon.

Wow you really packed a lot in to tour trip. As someone who lives in Oregon, this is a great post. Come back soon!

We would love to!!! 😀

Wow! Mind blowing and eye catching photography. All places are just awesome. Hope to trip to those places in the near future. Stunning! You must (please) take me there when I visit. Thanks for sharing such a beautiful place.

You are most welcome and hope you visit Oregon someday 🙂

We did a Northern California road trip in June last year and did a tiny bit of Oregon so that we could try some of the wineries up there. I wish we’d done more of Oregon because it looks amazing and I’m filing your post for our next trip!

There’s always a next time 🙂

I’ve never visited the northwest USA but I really have to get there asap, this road trip looks amazing! 🙂

Yeah the Pacific Northwest is truly magical 🙂

Wow, great itinerary! I hope to come back to USA next year and was just looking into California and neighboring states for potential road trip ideas. Oregon looks an idea place to visit! Love the nature and national parks

Oh yes definitely visit OR if you are coming to CA, you will love it! 🙂

Oregon is such a beautiful state, I can’t wait to spend more time there. This looks like a really good way to see a lot of the state in one well, a great itinerary. I live in Vancouver Canada so this is such a doable trip for me

Oh yeah, definitely easily doable from Vancouver. I believe there is an easy train ride from Seattle to Portland, wonder if there is a train from Vancouver to Portland as well?!

I love a good road trip! Thanks for sharing these great places in Oregon 🙂

Most welcome! There’s nothing like sharing cool places to do a great road trip. 😀

We did a similar trip a few years ago, but looks like we missed the Umpqua National Forest. Oh well! Looks like we just need to head back.☺️ Thanks for the post!

You’ve got to leave something out to return back to such amazing places right?! 😉

I had no idea Oregon was this beautiful! I love the suggestion of seeing the state through a road trip, definitely saving for later 🙂

Yeah, this is one of the perfect States to visit in one road trip 🙂

There is obviously plenty to do in Oregon. My personal goals for almost any trip is to do lots of hiking and visit lots of breweries and wineries. I didn’t know that you could have your gas filled by station attendants there. I think I might plan a trip there for that alone. It would be so cool!

It’s great to learn that you should stay downtown when going on a trip to Portland. My wife and I are looking to travel to Oregon soon and we were wondering where we should stay at in the state. I’ll be sure to let my wife know that we can stay in downtown Portland.

Oh yes, Portland is so close to a lot of nature in Oregon. However, if you want to do a road trip around the entire State then as mentioned above you might have to pick other cities for overnight stay esp when going down south or east.

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The Ultimate Oregon Road Trip: Itinerary Inspiration and Must-See Stops

last Updated: May 17, 2021 bend cannon beach crater lake mt hood oregon portland road trip

FYI: Affiliate links may be sprinkled throughout the awesome, free content you see below. I’ll receive a small commission when you purchase from my links (at no extra cost to you), which I’ll totally blow on adult things like boba tea and avocado toast. As always, thanks for the support.

Are you ready to be blown away by shimmering lakes, snowy mountain tops, and enough craft beer to last a lifetime? Get ready for an Oregon road trip, my Pacific-Northwest-craving friends. Sharing tons of details below to get you started planning your trip to the Oregon coast and beyond!

Just last year I had never visited Oregon before. Yeah, yeah, shame on me (I kiiinda recently moved to the west coast so you’ll cut me some slack, yea?) ;p I visited for the first time last year, and let’s just say I’m a tad obsessed. I had heard Portland was kinda cool, and after one look at Crater Lake I knew I had to make it there sooner than later. Alas, my first few trips to Oregon were planned, and I’ve now found myself in the state 3 times within a ~6 month period (something that just NEVER happens).

So without further ado, I’m sharing my ideal Oregon road trip, from the quirkiness that is Portland south to the dazzling still water of Crater Lake and west to the allure that is the stunning Oregon coast.

Oregon Road Trip Itinerary Overview

• Stop 1: Portland (2-3 days)
• Stop 2: Columbia River Gorge/Multnomah Falls (1 day)
• Stop 3: Mt. Hood (1 day)
• Stop 4:  Silver Falls State Park (1 day)
• Stop 5: Smith Rock State Park (½-1 day) 
• Stop 6:  Painted Hills (½ day)
• Stop 7: Bend (1-2 days)
• Stop 8: Crater Lake (1-2 days)
• Stop 9: Ashland (1 day)
• Stop 10: Coos Bay / Southern Oregon Coast (1 day)
• Stop 11: Newport, Tillamook, and Cannon Beach (1-2 days)
• END: Portland

Over the course of the road trip, expect to drive approximately 24 hours (round trip) and around 1000 miles. You’ll notice on the map below that I haven’t included the drive from Portland to Silver Falls State Park (that’ll add another 2 hours or so to the time listed on the map), as well as the 1.5 hour drive back to Portland from Cannon Beach (limits of technology). In order to complete this Oregon road trip in a timely manner (a week to 10 days or so), you’ll be driving almost every day, with some being longer driving days than others. Plan accordingly and bring snacks! The time in the car doesn’t have to be absolutely horrible. :p

→ Read next: Top Tips for Long Car Trips // Long Road Trip Essentials

When to Visit Oregon

Like the rest of the Pacific Northwest, Oregon experiences four seasons. To be completely transparent (and as noted above), I visited these different spots in the state on a few different occasions. I visited Portland in early June, Crater Lake in early September, and Bend in the snowy winter months. Oregon is spectacular year round, but if you’re on the hunt for some sunshine and minimal precipitation, I’d recommend planning your Oregon road trip between the months of April and September.

The best month for visiting the Oregon Coast is typically September, as the summer months are usually pretty foggy. It’ll be the wettest throughout the state between November and March, and the warmest between June and September. The roads around Crater Lake typically don’t fully open to cars until July, so keep this in mind if you’re visiting prior!

If you have the luxury of picking exactly when to take your Oregon road trip, choose September! The weather is glorious – little to no rain, clear coastlines, and warm weather. Just like my home state of California, Oregon typically experiences an Indian Summer, which lasts until early-mid October.

Getting to Oregon (and Portland in particular)

First things first, if you’re not a resident of Oregon, you’ll of course need to get yourself there! Since PDX is a major international airport, it’s wise to start your Oregon road trip in Portland, as you’ll be able to find decently priced tickets from throughout the US, highly dependent on the airport you’re departing from. For reference, from SFO (San Francisco), I commonly see round trip tickets to PDX (Portland) for under $200, and many times under $150.

New Yorkers can fly to Portland for roughly $300 if bought far enough in advance. I swear by Skyscanner and Google Flights whenever searching for tickets, and more often times than not, find the cheapest prices on one of them. The ability to track prices (and get email notifications when the price drops) is top notch and one of my favorite features. Take advantage of Skyscanner , you guys, they’re seriously the best.

quirky coffee shops everywhere you go in Portland – this one’s in a converted school bus!

If you’ll be following this complete Oregon road trip itinerary you’ll be doing a full loop from Portland, hence the need for round trip tickets from PDX. If you’re coming from Northern California and don’t mind doing a bit of extra driving, you can start this road trip from wherever you see fit (Crater Lake is roughly 7-8 hours from San Francisco, and the southern Oregon Coast – Coos Bay – is about 9 hours). Just remember that you’ll need to head back to your original destination. 🙂

Since this is in fact a road trip , you’ll need a vehicle to get you from place to place! Worth mentioning so you don’t forget to account for the cost of a rental car when following this Oregon road trip! And since you’ll be returning the car in the same place you picked it up, no need for pesky extra drop-off fees. I commonly use this booking site when searching for low-cost car rental options, and like Skyscanner , frequently find great deals on there!

I like to search  via this site in order to compare rental companies to see who has the best price.

How Long Should This Oregon Road Trip Take?

In all honesty, that’s a kinda hard question to answer, as the duration of the trip highly depends on your interests and how long you wanna stay in each place. I’d say a week if you’re picking and choosing a few stops to 2 and a half weeks if you wanna see and do mostly everything on this Oregon itinerary at a leisurely pace.

Now let’s get this Oregon road trip under way!

The Complete Oregon Road Trip Itinerary

Stop #1: start in portland (2-3 days).

Portland, Oregon is best known for its delectable donuts, snobby coffee culture, orgasmic food, and, of course, for being weird. It is in their slogan after all! Two to three days in the city will give you enough time to see all the highlights, as well as eat to your heart’s content. It’s the best place to start your Oregon road trip since renting a car will be easy peasy if you’re flying into PDX.

With two days in Portland, you can easily fit in these activities:

• Pittock Mansion: Looking for spectacular views of the entire city? You’ll find those here at Pittock Mansion. Note that while the view is free to admire, a ticket is required to tour the mansion grounds.

• International Rose Test Garden (located within Washington Park): What’s better than rows and rows of sweet-smelling roses? Hint: not much. The garden boasts over 10,000 of the pretty things, in every color combination imaginable (over 650 varieties)! Wander around for a half hour or so, and be sure to actually stop and smell the roses (yes, pun intended). Make sure you visit when the roses are in bloom (April through October, although June is the peak season). FYI – Entrance to the garden is free, but you’ll need to pay a few bucks for parking.

• Powell’s City of Books: Book lovers, rejoice! You can easily spend hours (and hours) exploring Powell’s flagship store – you’ll even need a map (which they happily supply). Be warned: this place is HUGE huge (like, multiple floors with rooms opening into rooms opening into rooms, etc etc). It actually takes up an entire city block and then some. If you can’t find what you’re looking for, you’re just not looking hard enough – they have EVERYTHING imaginable and then some (new, used, rare, and even out-of-print books). I was like a kid in a candy store…

• Keep Portland Weird Sign: Right across from Voodoo Donuts you’ll find this quick photo spot → don’t miss this iconic mural! The sign itself is just a wall in a parking lot, but just go, be weird, and take your picture. The actual address is 350 W Burnside St in case you can’t find it (it’s right behind Dante’s).

• Tilikum Crossing: Have more time and looking for a scenic leisurely walk over the river? Head to Tilikum Crossing, also known as the “bridge of the people”, a .35 mile pedestrian, bike, and light rail bridge with unparalleled views of the Willamette River. Smart, right? Why don’t more cities have this (bridges that ban cars that is)? You can easily do this walk back and forth in under an hour. I reckon it’d be even more dramatic and scenic at night with all the city lights shining down on the river! Be sure to look out for the submarine near OSMI!

→ Read Next: 3 Perfect Days in Portland

Where (and what) to eat in Portland (my favorites):

• Pok Pok: order the Vietnamese fish sauce wings
• Blue Star Donuts: just do it, more than once (calories don’t count on vacation)
• Coffee at Stumptown: grab some at the airport if you don’t have time
• Salt and Straw ice cream: try some of their wacky flavors, changing all the time!
• Abyssinian Kitchen: some of the tastiest Ethiopian food around
• Katchka (Russian): try the herring under a fur coat, Siberian dumplings, lamb with rice, and cauliflower schnitzel (all super tasty)
• Pine State Biscuits: I’m drooling just thinking about my breakfast
• Fried Egg, I’m in Love: the best egg sandwiches in Portland, in my opinion
• Tov Coffee: located in a converted school bus; get “the mint thing”, it’s orgasmic
• Voodoo Donut: a Portland must-stop, even if everyone says Blue Star is better

Sleep: Portland (I’ve been lucky enough to stay with friends/family when visiting the area, but I’ve heard fantastic things about Ace Hotel Portland , Jupiter Hotel , Kimpton Hotel Monaco , and Stay Pineapple at Hotel Rose . Browse all hotels in Portland here .

Stop #2: Multnomah Falls and the Columbia River Gorge (1 day)

Distance: 30 miles to Multnomah Falls | Driving time: 45 minutes + driving through the Gorge

It’s time to grab those wheels (hint: car rental) and make our way towards our first official stop on this Oregon road trip, Multnomah Falls!

Being the tallest waterfall in all of Oregon state, a stop at Multnomah Falls really should be on any Oregon road trip itinerary, no matter how long or short. Looking up at the 600+ foot tall roaring cascade of icy water is awe-inspiring to say the least! It’s actually the most visited natural recreation site in the Pacific Northwest (whoaaa Nelly), so be prepared to share the views with 34,534 of your closest Portland-loving friends if you come after 10am. Visit before 9am and you’ll have the place almost to yourselves, season dependent.

Once Multnomah Falls is outta the way (and as noted earlier, head here early due to the crowds that arrive by 9/10am), continue on your waterfall-finding journey – there’s dozens upon dozens (!!!) of them in the Columbia River Gorge. The Gorge is essentially a canyon of the Columbia River, stretching more than 80 miles and up to 4,000 feet deep, and is kinda a divide between Washington and Oregon. With stunning vistas and enough waterfalls to last a lifetime, you’ll want to carve out at least half a day to explore.

Note that trails close on occasion due to wildfires, so you’ll want to make sure access is available before you set off on any hike. I’ve heard Horsetail Falls, Latourell Falls (it’s a few minutes before Multnomah, but go afterwards to beat the rush at Multnomah), and Wahkeena Falls are spectacular – but all were closed during my June 2018 visit due to the horrific fire in 2017.   Check for possible trail closures here .

Note that it’s about 45 minutes from Multnomah Falls to the town of Hood River, which is a good place to base yourself for the night. If you’re exploring other waterfalls in the Gorge, you’ll be even closer to Hood River.

Sleep: Hood River (Check out the Hampton Inn & Suites Hood River and the Best Western Plus Hood River – both great options). Browse all hotels near Hood River here.

Stop #3: Hood River and Mt. Hood (1 day)

Psst – if you’re really pressed for time you can combine stop #2 and #3 into one long day. It’s definitely doable, it’ll just be a little rushed. Do note that if you plan on doing some hiking, you’ll probably wanna split up the days, but your call! I visited everything in one day, but wasn’t able to do all the hiking I wanted due to the trail closures as mentioned above.

Distance: 47 miles to Timberline Lodge | Driving time: 1hr

Next up, Hood River, but first, a short pit stop at Rowena Crest . Sure, it’s about 25 minutes outta the way, but most definitely worth it for that instashot (I’m sure you’ve seen it somewhere – haha)! So what is it about this place that makes it rather popular?! Yes, it’s technically just a bend in the road but the surrounding scenery makes it a worthwhile stop.

This iconic horseshoe curve is actually one of the most photographed roads in all of Oregon! It does get pretty windy up here, so if you’re planning on taking that insta-photo, please be extra extra careful! Note that you’ll need to hoist yourself up and over the railing if you want more than just shoes in your shot (I was too much of a chicken to do so).

On your way to Mt. Hood, you’ll most likely wanna stop in Hood River for some lunch. My suggestion – Solstice Wood Fire Cafe for, you guessed it, some wood-fired pizza. Stretch those legs and go for a walk along the Hood River Waterfront for some great views of the area as well!

Additional pit stop: Hood River Lavender Farm ! An absolute must-stop for anyone who’s even a little bit lavender obsessed. Not only can you wander around the whole place smelling the sweet smells, but for $5, you can pick your own lavender to tie up and bring home! The place was smaller than I had expected, but there’s tons and tons of lavender bushes so it doesn’t even matter. Be extra careful when picking, as there’s lots of bees!

Be sure to look inside the gift shop for lavender jams/jellies, soaps, etc. If you come on a clear day you can even see Mt. Hood in the distance! FYI: Lavender picking season is from April/May to November, with peak bloom being July-August.

Wanna brag to your friends about finding the best views of Mt. Hood? Head to Trillium Lake , where the mountain literally reflects in the water and creates the most peaceful setting. What’s better than a mountain reflection in a jazzy blue lake? Not much! On a clear day, you’ll find Mt. Hood perfectly reflected in the water. Worth the short photo stop for sure! You can also walk around the lake for additional views as well, but we wanted to make it back by dinner so skipped the almost-2-mile loop trail. I want to visit during sunrise or sunset next time!

End this long day at Timberline , a mountain lodge right at the base of Mt. Hood, where you can watch the skiers summer ski and grab a bite to eat (if you’re so inclined). You of course can spend the night here if you’re planning on actually using the mountain for skiing or snowboarding (be sure to make reservations in advance), but we were just observers for the day.

Sleep in Mt Hood : Timberline Lodge if you’re feelin’ fancy, or check out Best Western Mt. Hood Inn or Collins Lake Resort for budget options in the area.

Stop #4 ( optional ): Silver Falls State Park (1 day)

(adds an extra 2-3 hours of driving time)

Distance : 94 miles to Silver Falls State Park | Driving time : 2hr plus traffic

→ Note that it’s more than possible to visit Silver Falls State Park as a day trip from Portland, so if you wanna do that and tack on a day to your Portland stop, feel free! → That’s what I did! It’s actually only about 1 hour, 15 minutes south of Portland, so if you prefer staying in the city and switching hotels one less time, a day trip to Silver Falls from Portland may be your best bet!

If the waterfall at Multnomah wasn’t enough for you, or you’re just a waterfall fanatic like myself, make the 2-3 hour detour to Silver Falls State Park. (Psst – I actually found the waterfall at Silver Falls State Park even more spectacular than those on the Columbia River Gorge). There are numerous trails available, with the easiest of them leading to the most impressive waterfall in the park – South Falls. You can even go behind some of them! Definitely reminded me of the some of the waterfalls I saw in Iceland!

If you’re looking for a longer hike, trek the entire 9 miles and you’ll be rewarded with 10 waterfalls (yes, 10!). Where else can you see 10 waterfalls on one hike?! We hiked about 3 miles or so and saw two waterfalls.

People actually call it the “crown jewel” of the Oregon State Parks system – you’ll quickly understand why after your first visit! I mean, who doesn’t appreciate a leisurely walk the rainforest (Oregon’s only one actually!)

Sleep : Browse all hotels near Silver Falls State Park here.

Stop #5: Smith Rock State Park (½ – 1 day)

Drive: 3 hours to Smith Rock State Park from Silver Falls State Park -or- 2 hours from Timberline

Located roughly 30 minutes north of Bend (next up on this Oregon road trip itinerary) in central Oregon’s High Desert (riiiight off the highway I might add), this is a spot you’d be absolutely mistaken to miss, no matter the weather. With scenic views of deep river canyons and ample hiking opportunities, Smith Rock is any outdoor-lovers dream. If you’re up for a workout on tons of switchbacks, head up to Misery Ridge for dramatic views of the entire canyon and nearby rock formations. This spot is a mecca for rock climbers, and even if you don’t subject yourself to Misery Ridge (it is called Misery Ridge for a reason), you can still spot them from the canyon floor.

we visited in winter, hence the reason we’re bundling up (obv)

Psst: if you’re an alpaca fanatic like I am (guilty!), be sure to check out Crescent Moon Ranch located in Terrebonne (right near Smith Rock State Park). make sure to head into the visitor’s lounge to pick up some alpaca food to feed the little guys and check out all the goods made from their soft, luxurious fleece. Wool sweaters, wool socks, wool stuffed animals, and oh so much more – it’s all there.

Sleep: near Smith Rock ( Sleep Inn & Suites Redmond and Best Western Plus Rama Inn are viable options) or in the areas of Mitchell / Prineville near the Painted Hills (depends if you wanna do more driving today)

Stop #6 ( optional ): Painted Hills and surrounding areas (1 day)

This minor detour to Painted Hills will take you roughly an hour and 45 minutes outta the way, but hey, you might as well see a lot of the state on this Oregon road trip. And plus, it’s one of the Seven Wonders of Oregon, so you kinda gotta see it.

The Painted Hills are just that – full of hills of a whole myriad of different colored soils, including yellows, golds, blacks, and reds. Top Tip: these different colors are best viewed in the late afternoon (the claystones appear different dependent on light and moisture).

But don’t leave just yet – the Painted Hills are just one of three units that make up the John Day Fossil Beds. You’ll find mars-like landscapes at the Clarno Unit, and fossils of plants and animals at the Sheep Rock Unit (which make up 55 million years of evolution with a giant collection of 40,000 fossils). And no, I didn’t exaggerate those numbers. It’s the real deal over in these parts! All of these three units have short trails to dramatic viewpoints of colorful rock formations – you could easily spend all day here. Note that the three units are roughly 1 hour away from each other, so you’ll need to account for some extra driving should you want to visit two or all three.

→ Important: If you’re staying after dark to watch the sunset (highly recommended), be extra careful when driving to your accommodations at night. There’s lots of wildlife out and about near the roads (deer, elk, etc).

Note that today’s kinda a lot of driving if you decide to see Smith Rock and the Painted Hills in one day, so you may want to consider sleeping in Mitchell near the Painted Hills (30 min drive) and driving to Bend the next morning. If you wanna get a head start the drive to Bend, sleep in Prineville (roughly 1 hr, 15 minutes from the Painted Hills and on the way to Bend).

Sleep : Bend at LOGE Entrada Bend (where I stayed and brand spankin-new) or The Oxford Hotel (another top-notch option recommended by a couple we met on our Craft Beverage Tour).   Browse all hotels in Bend here . (or Mitchell / Prineville near the Painted Hills)

Stop #7: Bend (2-3 days)

Drive: 2 hours to Bend from the Painted Hills

Located between the snow-covered peaks of the Cascade Mountains and the high desert plateaus of Central Oregon, Bend really has it all, and then some. Because of its prime location for outdoor activities (think hiking, biking, river sports, etc), you’ll find a ton of sporty enthusiasts living the rugged lifestyle.

Bend is basically an adults playground. And the town is super cute, too, with a whole slew of mouthwatering restaurants and cafes to indulge in!

As noted above, we visited Bend in it’s snowy winter months , and have yet to experience the area in all it’s warm-weather summer-glory. We fully enjoyed our time in Bend covered in snow, and went snowshoeing, took a craft beverage tour, and ate everything in sight (for real).

However, since I have a feeling you’ll be planning this Oregon road trip for a warmer month, I’ve compiled some of the best things to do in Bend sans piles and piles of snow. I have a few friends and cousins who frequent the area quite often (they’re Bend-obsessed), so I got some recommendations from them for you to enjoy.

Since Bend is sooo well known for its craft beers, you can’t leave town without taking part in the fun for at least a little while. The city is actually known as Beer Town USA, and has more breweries per capita than any other city in Oregon. Craft beverage tours like the Bend Ale Trail or the Local Pour Tour with Wanderlust Tours are especially popular to sample local sips.

We loved the mixture of the Local Pour Tour, visiting a local cidery, kombucha tap room, a whisky distillery, and of course a brewery. There’s even a non-alcoholic beer brewed for pups! Crazy, right?! They do love their beer over in Bend! If you’re a beer fanatic as well, you may want to schedule your trip to Bend during one of it’s many annual beer celebrations, including Central Oregon Beer Week, Bend BrewFest, or Bend Oktoberfest (among many, many more).

Alternatively, simply wander around the Old Mill District and Downtown Bend, which have tons of places to eat, stroll, or shop.

Outdoor lovers will also find tons to do here. During the summer, book a kayaking or canoeing expedition on the Cascade Lakes or the Deschutes River with Wanderlust Tours, who we actually went snowshoeing with in the winter and LOVED!

You can also enjoy the outdoors on foot or by bike, and you’ll see tons of people out on the trails on warm, sunny days. The Pilot Butte Trail is a popular hiking trail in Bend that takes you to the top of an extinct volcano (yup, I said volcano alright), with thrilling views of the surrounding Cascade Mountains nearby. It’s a beautiful, scenic trail for beginners and seasoned hikers alike. For bikers, you can’t beat the Deschutes River Trail, which extends over 12 miles and borders the Deschutes River, winding through canyons and beautiful green forests along the way.

what you can expect Bend to look like in the winter (that snow, swoon)

And if you’re looking to amp up your photography skills, book yourself a private lesson with Toni from Bend Photo Tours. She was oh so patient with me and answered all my silly (and quite embarrassing) questions without batting an eye. Next time I’m there I’m hoping the weather conditions are sufficient for some night-sky photography!

→ Read Next: A Snowy Weekend Trip to Bend, Oregon

Sleep: Bend at LOGE Entrada Bend (where I stayed and brand spankin-new) or The Oxford Hotel (another top-notch option recommended by a couple we met on our Craft Beverage Tour).   Browse all hotels in Bend here .

Stop #8: Crater Lake National Park (2 days)

Drive: 2 hours, 30 minutes to Crater Lake National Park from Bend

Crater Lake National Park has got to be one of the most mesmerizing places I’ve been to date, and thankfully, it’s up next on this Oregon road trip. With its calm dazzling blue waters, scenic highways, and super starry night skies, you can be sure you’ll never forget your visit to Crater Lake. And that’s a promise!

Some quick facts:

• Crater Lake is currently the 10th-deepest lake in the world, with a maximum depth of almost 600 meters (1,949 feet). It’s also the deepest lake in the USA!
• The magnificent intense blue color of Crater Lake is primarily due to it’s great, great depth, and remarkable clarity. The waters stay so clear since the lake has no other bodies of water flowing into it, meaning little-to-no pollution!  

We spent most of our time hiking, but there’s lot more to do at the National Park if hiking isn’t your jam. Revel in the views from Rim Drive’s multitude of lookout points, get some fancy drinks and/or a dessert at Crater Lake Lodge, take a boat cruise to Wizard Island, and even go for a swim (if you dare to step foot in the chilly waters)!

Although the park is open every single day of the year, many of the park’s roads, trails, and facilities are closed seasonally due to snow, which usually do not reopen until summer (June/July). If you want to ensure you’ll be able to drive around the perimeter of the lake (Rim Drive), schedule your trip for late July, August, or September. These also happen to be the most popular times to visit Crater Lake, but don’t fret – the park is rather large so you’ll still be able to find your own spots of peace and solitude.  

Sleep : Melita’s Crater Lake Lodge nearby Crater Lake (or you can head right to Ashland if you prefer). Browse all hotels near Crater Lake National Park here.

Stop #9: Ashland (1 day) – OPTIONAL

Drive: 2 hours to Ashland from Crater Lake National Park

Get one last look at Crater Lake, then hit the road; it’s time to make our way to Ashland, one of southern Oregon’s hot spots and loved by all.

Ashland is a classic Pacific Northwest hippie town with a love for nature, beer, and admittedly, all things weird. Here, you can find a very alternative vibe, with tons of green, vegan health shops, locally-brewed beers, and tons of places where you can get in touch with the quirky and downright strange personality of the place.

It’s not everywhere that you can watch Shakespeare, drink Sriracha flavored beer, and go to a paranormal activity hotspot in just one day. But in Ashland, you can do all this and more! Told you it was weird.

Speaking of Shakespeare, The Oregon Shakespeare Festival (OSF) is a must-see here, with regular shows at the Green Show, a performance venue and courtyard that’s frequented by visitors and locals alike. But if you’re not a fan of Shakespeare himself (say what?!), you can see other productions the group puts on, like Hairspray and Alice in Wonderland. The OSF shows usually happen during the summer, and if you choose to go to a classic Shakespeare show, don’t miss the ones at the Allen Elizabethan Theatre.

Aside from Shakespeare, there are tons of other weird and wacky things to do in Ashland. Beer lovers can find the strangest and most unique beers at the Caldera Brewing Tap House, a local favorite that made waves with its Sriracha Stout beer. You can also visit the Oregon Vortex, which is a weirdly spiritual spot known for paranormal activity and other strange happenings located about 30 minutes from town. And of course, don’t forget to enjoy the beautiful nature in the area, especially in the fall, when the leaves turn all kinds of beautiful colors.

Technically , if you wanna save a bit of driving and don’t have all the time in the world, you may choose to cut Ashland out of your Oregon itinerary. Your call, but I think it’s worth at least a day or so.

Sleep: Bard’s Inn Ashland . Browse all hotels in Ashland here.

Stop #10: Coos Bay // Southern Oregon Coast (1-2 days)

Drive: 3 hours, 15 minutes from Ashland to Coos Bay

It’s finally time to get this Oregon coast road trip itinerary underway! The drive from Ashland and Crater Lake will essentially take the same amount of time, so there’s no absolute NEED to visit Ashland if you’re pressed on time.  If you’re coming from either one, you have two options – the long way (~5 hour drive with more exploration of the southern Oregon coast), or the shorter way (3 and a half hours cutting straight to Coos Bay from Ashland/Crater Lake). I suggest opting for the short route as in my opinion, you won’t be missing out on too much by skipping the southern coast below (as Coos Bay is one of most scenic areas on the Oregon Coast)– but obviously, your choice!

Coos Bay is home to the Cape Arago Beach Loop, which is where I’d spend the rest of the day.

On this driving/exploring/sightseeing loop, you’ll venture into three Oregon State Parks, watch a ton of seals and sea lions play, as well as stop at numerous breathtaking vantage points. The drive is not super long, but you’ll definitely want the better portion of the day to stop and soak it all in!

A few must-see stops: 1) Bastendorff Beach (say goodbye to crowds and hello to oh so much natural beauty), 2) Sunset Bay State Park (those towering sea cliffs sure are something, especially with the beautiful sandy beaches and amazing tide pool explorations), 3) Cape Arago Lighthouse Viewpoint (you unfortunately can’t view the inside but you can get fantastic views from here), 4) Shore Acres State Park and Botanical Gardens (tons and tons of blooms), 5) Simpson Beach (look out for the migrating whales and hundreds of seals and sea lions), 6) Shell Island (breeding and rest areas for seabirds and Marine mammals), and finally 7) Cape Arago State Park.

Sleep in Coos Bay : Browse all hotels near Coos Bay here.

Stop #11: Newport, Tillamook, and Cannon Beach (2 days)

Next up on this Oregon coast road trip → making the way back up north to Cannon Beach!

Prepare yourself as today’s primarily a driving day, but don’t worry, there’s tons of scenic stops along the way. Think scenic seaside towns, sand dunes, spectacular lighthouses, and cheese! Yes, cheese! Because who isn’t fascinated by cheese?

Sure, California’s Highway One surely steals the show when it comes to coastal road trips, but Oregon’s coast is one for the bucket list as well! With quiet seaside coves, bustling beach towns, and secluded hideaways, you won’t want to miss the beauty that is Oregon.

A few recommended stops between Coos Bay and Cannon Beach, where we’ll be ending the drive today. If you’re not pressed on time you can easily spread these activities/stops out over two days.

• Oregon Dunes National Recreation Area: Wind-sculpted sand dunes for days (literally, miles and miles and miles). This NRA is actually one of the largest expanses of temperate coastal sand dunes in the world, so yea, I wasn’t kidding when I said Oregon’s coastline is on par with California’s .  You can even take a buggy or ATV tour of the dunes!
• Haceta Head Lighthouse : The first of numerous lighthouses on our list, and this one just happens to be the brightest light on the Oregon coast and most photographed in the whole state. To say it’s simply stunning is a huge understatement.
• Cape Perpetua: Don’t miss the Spouting Horn, an exploding salt water geyser, and Thor’s Well, a gaping pit with violent waves crashing in every direction that ultimately fall into a hole, just as weird and wonderful as it sounds.
• Nye Beach: The perfect stop for a late lunch, depending on how much exploring/sand-duning you did earlier. This is also a great place to spend the night if you’ll be splitting the drive from Coos Bay to Cannon Beach into two days.
• Yaquina Head Light: Being the tallest lighthouse on the Oregon Coast, you can’t miss this towering beauty
• Devils Punchbowl State Reserve: This is a popular whale watching site and displays an intriguing geology. Also, as the name suggests, there’s a hollow rock formation shaped like a huge punch bowl. Better yet, go at sunset if you want to see something spectacular.
• Tillamook Cheese Factory: Who could resist some fine, fine creamy cheese samples? Not I, that’s for sure! If you’re not familiar with the brand, Tillamook is a leading cheese provider in the area, who aims to connect farmers with everyday food lovers (hi!) with cheese and ice cream. Don’t miss the tour.
• Cannon Beach: Phew, made it (finally)! HAYSTACK ROCK, enough said.

Finally, the last official stop on this Oregon coast road trip, the one and only Cannon Beach. Here at Cannon Beach, you’ll find the famous and ever-so-popular Haystack Rock (it’s a sight to be seen).

No matter where you stand, you’ll see it (I promise), as it towers 235 feet over the beach. If you can, plan your visit during low tide so you’re able to walk right up to Haystack Rock to search for sea creatures (crabs, sea anemone, mussels, and snails). Check here to see when the tide is at its lowest. Check out Pelican Brewing Company should you get hungry (the fish tacos were absolutely bomb).

Sleep: Hallmark Resort and Spa Cannon Beach or Surfsand Resort if you’re feeling fancy, or Hidden Villa Cottages for a less expensive room. Note that many of the hotels are quite expensive in Cannon Beach, so expect to pay at least $250 a night or so.

Thankfully, you’ve only got about an hour and a half drive west back to the city of Portland to complete this full Oregon road trip. Choose to drive back after your first night in Cannon Beach, or the morning after your second.

End: Portland → Phew, you made it back! Grab some Stumptown Coffee on your way home!

Are you visiting the state soon? What are you most excited about on this Oregon road trip itinerary!?

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April 5, 2024 at 8:41 am

Sharp photos! Bend is definitely vibrant in the summer. You should make the trip. Be sure to check out Galveston and the oldmill district =)

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Magical Oregon Road Trip: Steal this Itinerary!

Home » Blog » U.S.A. » Magical Oregon Road Trip: Steal this Itinerary!

With hundreds of miles of coastline, thick forests, snow capped mountains, remote hot springs, and raging waterfalls, there’s no arguing an Oregon is absolutely perfect for a road trip adventure.

From Crater Lake National Park to Mount Hood to adorable seaside towns, like Cannon Beach, there are so many places to visit on an Oregon road trip. 

Like, an overwhelming amount of places! 

But fear not, we’re here to help you plan the ultimate Oregon road trip .

Why trust our advice?

We live in Oregon and have spent months upon months taking road trips around our beautiful state. It’s easily one of our favorite things to do in Oregon .

And the best part is, we’re sharing all our favorite places, plus tons of insider tips and hidden gems, with you. (Aka all the stuff that has taken us several years of exploring to learn!)

Oregon Road Trip Contents

• Oregon road trip itineraries

Tips for planning a road trip

Enroute entertainment, transportation.

• Oregon road trip destinations

Grab a pen and paper (and maybe some coffee!) and let’s get started…

Psst! Keep these other articles on how to plan an epic USA road trip and money-saving tips for a cheap road trip handy while you plan!

Whether you are staying in a hotel, living in a campervan or RV, or you’re trekking in the backcountry, here is everything you’ll want to pack for the road . Plus tips and advice on making your next road trip go as smoothly as possible!

Oregon Road Trip Itineraries

We’ve created two perfect itineraries that you can steal for the ultimate Oregon road trip! 

On these routes you’ll find:

• cute oceanside towns on the Oregon coast
• the best things to do in Portland 
• unforgettable hikes around the state
• incredible foodie experiences
• remote hot springs that are worth the effort to reach
• the most beautiful waterfalls in the state
• an Oregon road trip map of all the places we’d recommend

Plus, this route is flexible, so you can add or subtract places depending on how much time you have.

Whether you’re passing through on a West Coast road trip, or you’re lucky enough to call this state home (like we are!), we’ve put together a guide to planning the perfect road trip in Oregon.

You could truly spend more than a month road tripping around Oregon and still not see everything. In fact, we still have plenty of places on our Oregon bucket list (like the Wallowas!) and we’ve been living and traveling in this region for years.

But don’t worry, we’ve narrowed it down for you into a manageable itinerary that will show you the best of Oregon.

We’ve created 1-week and 2-week itineraries that both start and end in Portland.  

You can certainly adjust the route if you don’t need it to loop back to Portland. We also have suggestions for more places if you have additional time.

One thing to note is that in the effort of seeing as many places in Oregon as possible, these itineraries are pretty action-packed. If one of the places looks especially cool to you, we’d recommend spending an additional day here or there so you don’t feel rushed. We’ve even made notes where we’d personally recommend you spend more time if possible.

1 Week Oregon Road Trip Itinerary

• Day 1: Portland
• Day 2: Astoria , Cannon Beach *
• Day 3: Tillamook , Lincoln City
• Day 4: Silver Falls , Willamette Valley
• Day 5: Bend * 
• Day 6: Smith Rock , Mount Hood , Hood River
• Day 7: Columbia River Gorge , Portland

*places we’d recommend adding a day if you have time

2 Week Oregon Road Trip Itinerary

• Day 2: Astoria
• Day 3: Cannon Beach  
• Day 4: Lincoln City  
• Day 5: Florence
• Day 6: Umpqua National Forest
• Day 7: Crater Lake
• Day 8: Bend
• Day 9: Bend
• Day 10: Smith Rock , Mount Hood
• Day 11: Hood River
• Day 12: Columbia River Gorge , Portland
• Day 13: Day trip to Silver Falls and Willamette Valley , Portland
• Day 14: Portland 

Have more time?

Here are more places we’d recommend adding to your Oregon road trip if you have the time!

Bandon : Cute oceanside town with some unique artsy attractions and a beautiful state park with gardens nearby.

Samuel H. Boardman : This is a State Scenic Corridor, and holy cow, we think it is one of the most underrated places in the state. That said, it is very far south and is kind of a pain to get to unless you don’t mind backtracking or looping down into California a bit.

Ashland : Home to just over 20,000 people, this small-ish town is undeniably charming. Surrounded by foothills and mountains, Ashland is known for its famed Shakespeare Festival, beautiful gardens, cute B&Bs and burgeoning restaurant scene.

Alvord Desert : This dry lake bed is an otherworldly landscape that is a unique camping spot. Chances are you’ve never seen anything quite like it!

We’ll be the first to admit, we’ve made plenty of road trip mistakes over the years. We’ve learned our lessons and we want to pass along our knowledge so your Oregon road trip can go as smoothly as possible!

1. Give yourself enough time

It can be tempting to pack as much as possible within your given time frame, but we’d strongly encourage you to plan your Oregon road trip with a bit of “buffer time”.

As you’re planning, take into account that things might go wrong. Bad traffic or a flat tire might delay you. Or maybe the weather turns when you have an epic hike planned, and you want to stay an extra day.

While planning your route from behind your computer screen, it may be tempting to think you can pack it all in and survive long stretches of driving on the road . Only to realize when you’re on the road, even a few hours can be exhausting and have you itching to get out of the car and stretch your legs!

2. Plan ahead during busy season

Sometimes the busy season is the only time you have to travel. We’ve certainly been there.

If you’re traveling to Oregon during the summer months, be sure to spend a little extra time planning:

• Book your accommodation further in advance.
• Research hidden spots and how to get away from the crowds.
• Budget a little more money.
• Plan to start your days earlier than you typically would.

3. Don’t stick to your route, exactly

After planning a road trip route, you might feel the need to follow it exactly. But we’d advise otherwise… 

Sometimes the best road trip stops are the unplanned adventures off the main road and into that cute little ocean-side town or a quick pull over on the side of the road that turns into a hike to an unknown viewpoint. 

Give yourself some “wiggle room” in your itinerary for the opportunity to get lost and explore some hidden gems along the way.

We have tons more tips, including common mistakes to avoid in our road trip planning guide . 

Road trip snacks

Maybe it’s because we always have food on the brain, but road trip snacks are an essential part of our road trip planning and experience. 

We try to have a mix of healthy and indulgent foods on hand in the car, because hunger can strike at any time during a long road trip.

Here are a few of our favorites:

• Fresh fruit
• Peanut butter-filled pretzels
• Veggies and hummus
• Dried fruit
• Dark chocolate

Psst! Did you know a lot of our favorite hiking snacks double as great road trip snack options!?

If you’re like us, one of the first things we plan when going on a road trip is which audiobooks we want to listen to and which podcasts to download for our enroute entertainment. We put together some of our top recommendations in case you’re looking for something new to listen to.

• Where the Crawdads Sing by Delia Owens: One of my favorite reads from 2020. A beautifully-descriptive coming of age tale about how society is quick to judge and misunderstand those deemed “outsiders”. It also reads like a love letter to nature.
• A Walk in the Woods by Bill Bryson: This funny account of one man and his ill-prepared companion’s attempt to hike the Appalachian Trail. A humorous and adventurous quick read.
• You are a Badass by Jen Sincero: If you need a little motivation right now (I’m with ya!), Jen will give you the kick in the pants you need to stop doubting yourself. It reads like you’re talking to a good friend.
• Whatever You Do, Don’t Run: True Tales of a Botswana Safari Guide by Peter Allison: A collection of personal stories recounting hilarious and sometimes terrifying tales of life living in the African bush as a safari guide, coming face to face with some of the fiercest wild animals, and managing the hordes of camera-toting tourists. 
• Shantaram by Gregory David Roberts: The thrilling story of an escaped convict who flees a maximum security prison in Australia, fleeing to Bombay with his guide and companion, where they can disappear forever in the criminal underworld.

If you like these recommendations and want more, we have an entire list of books for travelers – broken out by category, from memoirs to fictional travel stories. 

Podcasts 

• Favorite Episodes: Mr. Hodges, All in the Family
• Favorite Episodes: Lonely Planet, Patagonia, Burton, AWAY Luggage, Canva
• Science Vs. (Gimlet Media): Dives into hot button topics and major political issues (from essential oils to immigration) and goes over the FACTS of both sides of the argument, while incorporating humor. 
• Favorite Episodes: Brownie Lady, The Chase (interview with a “professional” streaker)

Most people will use their everyday car as the vehicle for their Oregon road trip. And that’s a great choice; however, there are other options to consider. Especially if you will be flying in from out of state. 

Campervan rental

It’s no secret we are big fans of #vanlife. If you want to give it a test drive, we’ve got tons of resources for you! 

Check out our list of top companies for USA Campervan Rentals , from budget to bougie, including exclusive discounts for our readers.

Related: If you already know you’re flying in and out of Portland, we also have a guide to the best campervan rentals in Portland specifically.

One company we’d recommend looking into is Escape Campervans . They have 12 different locations across North America (including Portland, making it a great choice for an Oregon road trip). They come fully loaded with all the gear you need for an epic road trip, and they are a good budget option.

BONUS: We’ve partnered with them to give you a 10% off discount when you use our link !

Rental cars

Renting a car is a great option for your road trip if you don’t want to put extra miles on your own vehicle, or are flying in from out of state. 

Personally, for road trips in the USA, we’ve had good experiences with Booking.com (formerly RentalCars.com). We’ve booked through them several times and have found some really great deals. For example, we rented a small SUV for a road trip in Washington State and paid less than $30 per day, and in Tucson, Arizona we paid just $17 a day. Heck yes!

Prices vary depending on your location, number of days, season, and type of car. Our advice is to compare Booking.com to other platforms with your specifics so you can be sure you’re getting the best deal.

Search & Compare Rental Car Prices

• Discover Cars : We personally use this aggregate site to compare rental car prices from all the big name companies and get the best price possible. 
• Booking.com :  We’ve had good experiences finding rental cars with this site (formerly RentalCars.com) in the past. 

Oregon Road Trip Destinations

Here is where we’ll go over all of our recommended places to visit in Oregon to fit into either of the road trip itineraries we suggested above. 

Let’s start with the obvious. Portland. 

This will likely be the starting and ending point if you’re flying in from out of state. 

Dubbed the “weirdest city in the USA”, there’s plenty of things to keep you entertained in this metropolis. 

We’ve been to Portland at least a dozen times over the past few years (one of the perks of living in Oregon!) and each time we visit, we find new fun and quirky things to do.

In fact, we are constantly updating our things to do in Portland guide to include all our new finds so that you have TONS of ideas to choose from, but we’ll share some highlights with you below.

Things to do in Portland

• Explore the cute and quirky Mississippi neighborhood
• Get lost in at Powell’s City of Books , the largest independent bookstore in the world
• Taste Portland’s best donuts (it’s probably not where you think)
• Find zen at Portland’s Japanese Garden or the Lan Su Chinese Garden
• Order a Spanish coffee at Huber’s Cafe
• Hike to the Witch’s Castle

Have more time in Portland?

• Head down to the Willamette Valley for wine tasting !
• If Silver Falls State Park isn’t on your road trip route, consider making a day trip here from Portland. It can be combined with some time in the Willamette Valley for one epic day trip!
• DISCOUNT: Book a tour with Lost Plate and get $5 off your tour with the code: twowanderingsoles

Where to stay in Portland

Below are our Portland Airbnb and hotel recommendations broken down by neighborhood.

Pearl District: This is where many of the touristy attractions are located, making it easy to walk around. That said, there are some dodgy areas and most hotels charge quite a bit for garage parking (which you’ll definitely want to have downtown). 

• Hotel Lucia

Mississippi Neighborhood: This neighborhood has fun vibes and cool restaurants and shops. However, it is a bit far from some of the “must see” places, like Powell’s Bookstore.

• Mississippi SkyNest
• Pink House off Mississippi Ave

Central Eastside: Just beside the river, this is perhaps the best of both worlds . Near downtown, but more of a “neighborhood vibe”. 

• Jupiter NEXT
• Comfy Buckman Neighborhood Home

For more options, check out our guide to the best Airbnbs in Portland .

From Portland, you’ll make your way toward the Oregon Coast, beginning with the charming riverfront town of Astoria. 

With a cool vibe and a burgeoning food and craft beer scene, Astoria is a perfect place to start the coastal section of your Oregon road trip.

Situated at the mouth of the Columbia River Gorge, Astoria is steeped in history and has enough things to do to occupy a few days.

But if you’ve only got part of a day to explore, we’ve outlined some of our recommendations below.

Things to do in Astoria

• Grab a latte at Coffee Girl , which is located at the end of a historic pier and has sweeping views of the Columbia River and the cargo ships that will likely be hanging out not far from shore.
• Hike to the Cathedral Tree for a nice little jaunt in nature.
• Walk along on the Astoria Riverwalk .
• Grab a beer at Buoy Beer Co.

Have more time? We have a whole guide with things to do in Astoria , and we’d recommend adding a day if you can. 

Cannon Beach

As you make your way down the coast, the next stop on your itinerary is Cannon Beach. With cedar shingled houses, a charming downtown strip, and a massive sandy beach with an iconic rock formation, it’s not hard to fall in love with Cannon Beach.

One of the most popular towns on the Oregon Coast , we find ourselves coming back time and time again. And once you see it, we think you’ll understand the allure.

Things to do in Cannon Beach

• Marvel at the viewpoints in Ecola State Park
• Have a bonfire on the beach with views of Haystack Rock
• Eat fish and chips
• See a waterfall next to the ocean at Hug Point

Want more tips? We have a whole article dedicated to the best things to do in Cannon Beach .

Where to stay in Cannon Beach:

• Charming dog-friendly cottage
• Splurge: The Ocean Lodge
• Check out our round up of the best camping near Cannon Beach .

Tillamook 

As you pass through Tillamook on your way down the coast, be sure to stop at the famous Tillamook Creamery. 

Here, you can take a self-guided tour and see firsthand how the dairy is processed. 

And come hungry so you can indulge in a grilled cheese and ice cream from the source!

Lincoln City

As one of the largest and most commercialized cities on the Oregon Coast, Lincoln City is known for their bi-annual kite festivals, glass blowing community and eclectic, artsy vibe. 

While not as quaint as some of the smaller towns on the Oregon Coast, Lincoln City has a relatively large and spacious beach as well as a burgeoning foodie scene. We actually found ourselves enjoying the town more than we’d expected to.  

Things to do in Lincoln City

• Scour the beach for intricately designed glass floats (balls). Through a program called Finders Keepers , local glass blowers “hide” the floats for people to find.
• If you don’t find a glass float, craft your own at the Lincoln Glass Center .
• Hike to God’s Thumb for beautiful meadows and dramatic coastal cliffs.
• Get smoked salmon at Barnacle Bill’s Seafood Market .
• Stroll through the (totally free!) Connie Hansen Garden Conservatory . Especially in spring, it’s filled with blooming flowers.

Where to stay in Lincoln City

• The Starfish
• Sandcastles and Sunsets
• Camping: Devil’s Lake Campground

Silver Falls State Park

Next up is Silver Falls State Park, home to some of the most beautiful waterfalls in Oregon , as well as one of Oregon’s most popular hiking destinations. The park has a lot to offer everyone from experienced outdoor enthusiasts to families looking for a day hike. 

It’ll cost you $5 for a day-use parking pass at Silver Falls. If you plan on going to a lot of parks, it might also be worth it to get yourself the $30, 12-month parking pass for all Oregon State Parks .

For more information about your visit, including all of the best hikes in the park, check out our guide to Silver Falls State Park . 

Willamette National Forest

Sandwiched between Eugene and Bend, about an hour and a half drive from either direction, you can make it into the heart of the Willamette National Forest. There are so many things to do in this part of Oregon, we only scratched the surface. 

Cougar Hot Springs

The setting of Cougar Hot Springs (also known as Terwilliger Hot Springs) is something that you would find at a luxurious spa, but it’s so much better because you are only surrounded by nature.

There are 5 rock-walled pools that could fit about 8 people comfortably. Be sure to arrive early as it gets busy later in the day. Entrance Fee is $6/day and the trail starts on the west side of the Cougar Reservoir. We have a complete guide to visiting Cougar Hot Spring on our sister site with directions on how to get there and information you’ll need to know before your visit.

Psst! Are you a big fan of hot springs? You’ll want to check out this detailed guide to the best hot springs in Oregon ! 

Tamolitch Blue Pool

No filters were used in this photo – the water really is that blue!

And oh, so cold! Seriously, even on the hottest summer day, jumping in this spring-fed pond is sure to cover your body in goosebumps. But it is totally worth it, and feels amazing when you dry off in the sun. 

Tip: Be careful that you don’t jump in with anything in your pockets or sunglasses on your head. While we were there, a couple guys decked out in scuba gear were diving for all the valuable items people lose in the depths of the water (aka GoPros, watches, designer sunnies, wallet, etc.). Don’t be that guy (or gal!).

How to get there: Be sure to start from the proper Tamolitch Trailhead and hike the McKenzie River Trail north to the Blue Pool. We have all the directions and everything else you need to know in our guide to visiting the Tamolitch Blue Pool on our sister site. 

Sahalie and Koosah Falls

These two large waterfalls are only 10 minutes walk apart from each other and worth a quick stop. I know you can easily get sick of waterfalls in this region, you shouldn’t miss these. Park the lot next to Sahalie Falls and hike south to Koosah.

McCredie Hot Springs

If you’re a huge hot spring fanatic, you can add this one to your route too. It will be a bit out of the way, so plan accordingly. We’ve even got a guide to McCredie Hot Springs to help you plan your visit!

Where to stay near in the Willamette National Forest

• Loloma Lodge
• Belknap Hot Springs Lodge

Situated at the mouth of the Siuslaw River, the charming seaside town of Florence boasts views of both the ocean and river coastlines. We also happen to think it has one of the cutest, most adorable town centers on the coast.  

Just beyond the city center, the sand dunes are Florence’s star attraction. If you prefer a slightly more relaxed pace of adventure, there are several great beaches, lakes, and lovely hiking trails nearby.

Things to do in Florence

• Rent a sandboard and play on the dunes!
• Visit Heceta Head Lighthouse , one of the most picturesque lighthouses on the coast
• Wander the historic “old town” of Florence
• Go to the Sea Lion Caves to see these gentle creatures in their natural habitat
• Hike to Hobbit Beach , one of the most stunning stretches of sand on the coast
• In the summer, check out the lively weekend farmer’s market

Where to stay in Florence

• Heceta Beach Hideaway
• Chicken coop glamping
• Camping: Port of Siuslaw Campground

Umpqua National Forest

Home to some of the best hikes in Oregon , with lakes, waterfalls and mountains, Umpqua National Forest is well worth a visit. Located in Oregon’s southern Cascade Mountains, we fell in love with this area and wished we had longer to explore.

Toketee Falls

A short drive off of Highway 138, you can park your car and go for a short walk to the waterfall viewpoint. This massive two tier waterfall is a major symbol of the region. Be careful on the trail, the rocks can be slippery. 

Umpqua Hot Springs

There’s a good chance these hot springs have shown up in your Instagram before. There are a handful of pools big enough to fit 2 to 4 people. The hotter pools start at the top and they get cooler as the water flows down. As with all hot springs in the area, nudity is acceptable and to be expected. Just to give you fair warning so you don’t feel uncomfortable. 

We put together an entire guide to visiting Umpqua Hot Springs on our sister site, so you know exactly how to get there and what to expect when you do.

Watson Falls

Not a far drive from Toketee Falls, Watson Falls is a nice 0.6 mile hike to a 272 foot waterfall. It’s an easy walk with not too many people when we visited. The first part you walk by a mossy babbling creek that leads up to the towering waterfall. You get a whole lotta nature within such a short hike.

Insider Tip:  There is a (free) dispersed campground with 5 spots called Lemolo Forebay 2. It is first come first serve and has a vault toilet. We’ve camped here twice and love this spot because it is tucked away from everything else and it is super peaceful. Oh, and did we mention it’s free?! Just be sure to clean up after yourself, please.

Diamond Lake

Stop off at Diamond Lake for a view of the lake and the surrounding mountains. If you have time, you can drive 12 miles all the way around the lake or take a paddle boat out from the resort. 

Where to stay in the Umpqua National Forest

• Steamboat Inn
• Wilderness Cabins, RV Park and Glamping: Umpqua’s Last Resort

Crater Lake National Park

Between the deep blue color and the fact that this lake is inside a sleeping volcano, your jaw is sure to drop at the sight of Crater Lake. We think it’s one of the more underrated National Parks in the United States .

With a depth of 1,949 feet (594 m), Crater Lake is the deepest lake in the United States and the 3rd deepest in the world (for average depth; 9th in the world for maximum depth). Crater Lake has been entirely fed by rainwater and snowmelt, and it’s known for its unsurmountable clarity.

Visiting Crater Lake will surely be a highlight of your time in Oregon.

Things to do at Crater Lake

If possible, get here early as the summer crowds can make it difficult to find a parking spot. 

• Viewpoints – The Rim Village Visitor Center has a nice overlook of the lake, but I wouldn’t say it was our favorite angle. Head to the east side of Crater Lake to Watchman’s Overlook to get a good view of Wizard Island up close. 
• Want more hiking suggestions? Check out our guide to the best hikes in Crater Lake National Park for more options for all levels.
• Swimming – Don’t forget your bathing suit because you can take a dip in the waters, but it’s only for the brave. Crater Lake water is only rain and snowmelt so it will be cold. You can hike down the Cleetwood Cove Trail to the boat launch and practice your cannonballs. 

With close proximity to epic adventures as well as a fun and vibrant downtown, this mid-sized city in the heart of Central Oregon begs all types of travelers to fall in love.

Funny story… When we first wrote this article back in 2017, here’s what the “Bend section” said:

“If we were going to move to Oregon, we would without a doubt relocate to Bend. Like, we’ve already talked about it and looked up real estate… It is the perfect size town (in our opinion) — not too big, not too small.”

Fast forward a few years and we DID end up moving to this Central Oregon town in 2019.

There’s a perfect brewery-to-green-space ratio, cute shops, healthy restaurants, yoga studios and a river that cuts through town. With plenty of outdoor adventures just outside the city limits, there’s a lot to love about Bend.

Things to do in Bend, Oregon

Being that this is our home base, we know Bend really well! Lucky for you, we put together a giant guide on all the fun things to do in Bend with recommendations on where to eat and stay, plus plenty of info about the town we now call home. 

Here are just a few of our suggestions…

• Grab a pint: There are loads of microbreweries scattered through town just begging for a brewery crawl. In fact, you can follow the “ Bend Ale Trail ” and win a prize.
• Picnic at Drake Park: This riverside park is a beautiful place to take a stroll in the morning or hang out with a picnic.
• Cascade Lakes Highway: Drive along this highway (open seasonally) and stop by some gorgeous alpine lakes.
• And while you’re at it, check out some more of our favorite restaurants in Bend .
• Day Trip to Sisters: Sitting at the foothills of the Oregon Cascade Mountain Range, Sisters is the perfect launch pad for any adventure activities you want to do in the mountains.
• Broken Top Hike is one of our favorite hikes in Central Oregon (though it is a longer one)
• South Sister Summit : If you’re looking for a killer but super worthwhile hike, you can summit the third highest mountain in Oregon
• Green Lakes Trail: Not too long or difficult, and beautiful lake views at the end
• Visit Tumalo Falls: Just 12 miles west of the brewery-lined streets of downtown lies Tumalo Falls , a beautiful 97-foot waterfall in the Deschutes National Forest.

Where to stay in Bend

• McMenamins Old St. Francis School
• Splurge: Tethrow Hotel
• Check out our round up of the best camping near Bend, Oregon .

Smith Rock State Park

As you leave Bend and head north, you absolutely must make a stop at Smith Rock State Park. This is a rock climber’s heaven (in fact, this is where sport climbing began in the USA). But it’s also a great spot for both casual and avid hikers.

Smith Rock Hikes

If you’re short on time or don’t want too strenuous of a hike, follow the Crooked River Trail . If you want a more challenging trek, Misery Ridge is for you!

We have an entire guide to Smith Rock State Park with all of the information you need to plan your visit including more details on the best hikes in the park.

Named one of the 7 wonders of Oregon   by the Oregon Tourism board, Mount Hood is certainly a sight to behold. 

Whether you’re passing through on your way to Hood River or you have a night or two to spend here, we recommend carving out some time to explore this area.

Things to do at Mount Hood National Forest

• Get one of the best views of Mount Hood from Lost Lake , which is located deep in the Mt. Hood National Forest . Be sure to have a full tank of gas and preferably 4-wheel drive (we’ve done it before without 4WD, and it was a little rough!) You can spend the day there hiking around the lake or rent a kayak and paddle to the middle. There are plenty of cabins and campsites around too, but you’ll have to book at Lost Lake Resort well in advance. 
• Go hiking! From epic trails where you can camp overnight, like Tom, Dick & Harry , to roadside trails that are well-worth the stop, like Tamanawas Falls , to the 42-mile loop that circumnavigates the mountain, known as the Timberline Trail, there are plenty of Mount Hood hikes for adventurers of all levels to choose from. 
• Psst! Check out these other breathtaking Oregon lavender farms you can visit!
• Go skiing (any time of the year!) . Mount Hood has the longest ski season in the United States, making it totally possible to get turns in January or on the Fourth of July!
• Sample the local brews at Mt. Hood Brewing Co .

Tip: The America the Beautiful Annual Park Pass covers entrance fees to over 2,000 Federal recreational sites (including Mt. Hood National Forest!) as well as all the US National Parks. You could save a lot of money on entrance fees if you are planning to visit multiple parks in the upcoming year.

This adorable town situated on the Columbia River is a perfect mix of laid back vibes with plenty of things to do.

In fact, we’re getting ready to publish a big ‘ol guide to the best things to do in Hood River, but if you want a taste of the highlights, see our list below.

Things to do in Hood River

• Check out the water sports: The Columbia River is home to some of the best kitesurfing in the world, and Hood River is the prime place to be. If you’re keen to learn, Big Wind offers beginner classes. Or, simply watch the kite surfers from the comfort of shore.
• Explore the Hood River Fruit Loop , a 35-mile scenic drive through delightful local farms, wineries, cideries, fruit stands, and orchards. We recommend visiting as many as possible, but not all are open year-round, so check out our guide to the best stops along the Hood River Fruit Loop  to create your self-guided tour. 
• Recommended to us by a friend who’s a master brewer in Portland (coolest job ever?!), pFriem Family Brewers creates artisanal award-winning beers that will give you flavor explosion in your mouth.
• Another large brewery in town is Full Sail Brewery . You can find their beers in pretty much any grocery store in the PNW. Try their IPA, it’s one of their flagship beers (see what I did there?!).
• Our favorite brewery in town, Double Mountain , has great beers and excellent wood-fired pizzas.
• Sip your way through the best wineries in Hood River . 
• Get breakfast at Kickstand Coffee & Kitchen : This cute cafe is open all day, you could get lunch or dinner here too (they have great cocktails!), but we are obsessed with their breakfast offerings.

Psst! Check out our complete guide with all the fun things to do in Hood River to help you plan your trip!

Where to stay in Hood River

• Inn at the Gorge
• Splurge: Klickitat Treehouse

Columbia River Gorge

Less than 20 miles east of Portland, the Columbia River Gorge stretches over 80 miles through a canyon reaching up to 4,000 deep in places as it winds along the Columbia River, following the Oregon/Washington border. This stretch of canyon has been designated a National Scenic Area and is the largest in America.  

Known for its high concentration of waterfalls —the Gorge has over 90 on the Oregon side alone!—it’s one of the best places to see waterfalls near Portland . 

Note: To enter the Gorge, you’ll need to purchase a  Northwest Forest Pass  for $5 for a daily entry, or you can gain access to the national scenic area using your  America the Beautiful Annual Park Pass . 

Things to Do in the Columbia River Gorge

• Road-trip along the 70-mile Historic Columbia River Highway , stopping to take in scenic viewpoints (including roadside waterfalls!) along the way.
• Stop at the 100-year-old   Crown Point Vista House  observatory for ahhh-mazing views
• Visit Multnomah Falls , the tallest waterfall in Oregon , where you can simply marvel and take photos or embark on a short hike.
• Hike the Oneonta Trail and view the slot canyons from above.
• Watch the seasonal salmon spawn , swimming from the ocean and heading upstream.
• Take a river cruise and sample local craft beer and delicious pizza in Cascade Locks.

With just over 3,000 residents, this tiny oceanside town is a picturesque and laid-back place to stop during a road trip along Oregon’s coast. 

Wander past cute shops on the main street, enjoy amazing seafood and see a unique art exhibit that will both disgust and inspire you. 

Things to do in Bandon, Oregon

• Face Rock State Scenic Viewpoint : Discover tide pools at low tide or watch the sunset behind these beautiful sea stack rock formations.
• Washed Ashore: With the tagline “art to save the sea”, Washed Ashore builds and exhibits artwork made from trash that has washed up on the beach. Their intention is to educate the public about plastic pollution in our oceans and inspire people to make positive changes. How cool it that?!
• Sample the local seafood at Tony’s Crab Shack or Bandon Fish Market . Both restaurants are highly rated and long-time favorites. 
• Grab a local brew at Bandon Brewery . We enjoyed the beer, pizza and live music at this cozy joint.
• Explore the gardens at Shore Acres State Park .

Samuel H. Boardman State Scenic Corridor

Just across the border from California, lies Samuel H. Boardman State Scenic Corridor, which is well worth a stop if you find yourself in the south of Oregon. 

With interesting sea stack rock formations and hiking trails, you can easily spend a day getting lost in the beauty before your eyes.

There are many turnouts, some with parking lots, that are worth stopping at. The Natural Bridges is a short hike with some pretty spectacular views. Secret Beach is a short hike down to the sandy beach when there is low tide. The trailhead for this is just north of Miller Creek on Highway 101. 

This city in southern Oregon is known for its Oregon Shakespeare Festival, which attracts nearly 400,000 people annually. If you will be taking your road trip between late April through December, we’d highly recommend passing through here to check out the festival. 

And if you’re not a huge fan of Shakespeare, don’t worry. The plays are not limited to just those of Shakespeare – in fact, there are many contemporary works as well as Shakespearean dramas, performed on 3 different stages throughout the 8-month event. 

Alvord Desert

Located in the southeastern part of the state, this is one of the most interesting and unexpected geographical landscapes in all of Oregon. (And that’s saying something!)

The massive dry lake bed known as the Alvord Desert will have you feeling like you’ve driven straight out of Oregon and landed on another planet entirely. Often referred to as “the playa”, the expanse of cracked earth extends for miles and is a popular destination for outdoor adventure-seekers. 

Things to do in Alvord

• Go camping! It is BLM land, so you can technically park your van or pitch your tent anywhere on the playa. Just know you will need a self-contained vehicle, unless you want to stay near the Frog Spring access point, which has a drop toilet for public use. 
• If you like hot springs, Willow Creek and Alvord Hot Springs are worth a visit.
• Stop at Fields Station for a killer (and huge!) milkshake.

Are you planning a trip to Oregon?

Being that Oregon is our home state, we have TONS of content to help you plan your trip. Start with our Oregon Homepage and be sure to check out the articles below. Leave us a comment if you have any more questions!

• Keep this list of epic things to do in Oregon handy.
• Plan your  Oregon coast road trip  with our insider tips & map.
• Don’t skip  Cannon Beach , our favorite small town in Oregon.
• Check out all the  weirdly awesome things to do in Portland .
• Read up on all the  fun things to do in Bend, Oregon .
• There’s plenty of fun things to do in Hood River to plan a weekend trip!
• You’ll want to keep this  road trip planning guide  handy.
• And here’s some great  money-saving tips for a cheap road trip .
• If you need more ideas, here are some incredible places to visit in Oregon .

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We want to hear from you!

Are you ready for your Oregon road trip? Where are you planning to go? Would you add anything to our list? Let us know in the comments below.

Comments (32) on “ Magical Oregon Road Trip: Steal this Itinerary! ”

Is the trail for Oneonta Gorge open? I’m interested in many of these places but have this one especially on my list (first time upcoming visitor to OR). I’ve read it was closed due to fire several years ago but this article appears to be more current than that? Is it open?

Hi Lori, you’re right, the 2017 fire really changed the Oneonta Gorge Trail. You can now hike above the gorge and see the waterfall at the end, but you’ll no longer be able to hike through the slot canyon.

What an amazing list! We are right there with you when it comes to moving to Bend, as we have recently done so ourselves! We absolutely fell in love with the city when we visited, and that’s when we knew it was time to take the leap and make it our new home.

We are from Vancouver Canada thinking of a early May trip to Oregon hoping to find some warmer and drier weather. Currently considering Hood River as aside from the above looking for a destination that facilitates e-biking preferring bike-ways vs shared roads and… has dog friendly restaurants, breweries etc. Yes the dog likes to come for the bike rides and is too large to be inconspicuous. Not looking for an itinerary but would be open to alternate destinations if you have any suggestions.

“Hey, I would love to put my comment on this blog post!

This blog post helps me a lot!

Thanks for sharing this content worldwide!”

Possibly coming to OR from Montana. We will be traveling in a 5th wheel and hoping to utilize Thousand Trail campgrounds. We plan to stay in OR for about 2 to 2 1/2 weeks. I’m lost on where to begin the trip. I love everything in your blog! We are new full timers! Help!!

what itinerary would you recommend from Las Vegas to Oregon leaving on a Monday returning Saturday?

Does the weather in the early weeks of October affect more than half of these destinations? Particularly, any hikes and Hot Springs?

Does anyone happen to have a road map of this great sounding adventure?!

Hey! Minnesota born & raised here! I’m happy I stumbled upon your blog! I’m wondering how long of a road trip you took to visit all 11 of these gorgeous places?

Hey Kati! We took about 11 days during our Oregon road trip. Of course, we’d recommend spending more time there, but we were pretty pressed for time that summer. Hope this helps!

Oregon is in my wish list due to beautiful canyons and volcanic fields. You have taken a beautiful road trip along the Oregon eastern side. I loved the pictures of Painted Hills.

Thank you so much Mihika! We hope you get to Oregon someday, and when you do let us know if you have any questions!

Hi Katie &Ben, great article on Hood River but you’ve mislabeled the image of the lavender farm in your article- the correct name of the lavender farm image you feature is Lavender Valley in Parkdale. Thank you for correcting the photo/ farm credit. ?

Hi Francisco! Thanks for the note, we have updated the photo and caption. We had a lovely time stopping by Lavender Valley, wish we could have stayed longer!

In my, just previous, comment I forgot to enter my email address: [email protected]

Looking to travel 2 days down the coast from Newport to Cresent City. Are there falls along the way worth viewing? We will be short hiking as well. Thanks for your assistance. Susan

Hi Susan! If you travel along the coast, we highly recommend stopping off along the Samuel J. Boardman State Scenic Corridor. There are some waterfalls and short hikes with amazing views!

Have you been to Polychrome Pool?

Hey Jessica, no we haven’t yet. Where is that located?!?

I just love this. Always searching for this kinds of idea. Really great thinking. Thanks for sharing.

You are very welcome, Suj!

Great list! We are with you about moving to Bend, as we just did! We loved it when we visited and decided to take the plunge and relocate.

Nice! That’s so great to hear! Can’t wait to visit Bend again someday!

this is one of the best list I have seen by far. You are doing an amazing. please make more and have fun. my trip will be so much better because of your work.

You are too kind Solomon! Thank you for you words of encouragement. We don’t plan to stop any time soon!

Amazing post.Love reading your post.Pictures are stunning.As a traveler i love road trips.I would love to visit this place with my girl friend.She loves these kinds of places.Thanks for the post.Keep sharing.

Thanks so much, Diego. Glad you really liked our article. We hope you and your girlfriend have the chance to visit Oregon sometime. Let us know if you have any questions about planning a trip to Oregon.

Wow very eye opening ! I never, ever, imagined Oregon like that… the pictures are beautiful and there’s a lot of things to do and see. Thanks for the article 🙂

Hey Steven, Thanks a lot, glad you liked it! Are you planning on going to Oregon soon?

Ahah I can only wish… I don’t have any vacation planned until the end of the year !

Maybe one to add to the list for someday 🙂

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The Epic Oregon Road Trip Itinerary

This Oregon Road Trip Itinerary will help you live an epic and fabulous adventure through this glorious Pacific Northwest state. Mountains, waterfalls, river gorges, dense forests, a fairy-tale coast, wineries, hot springs, wonderful cities, ghost towns, and the USA’s deepest lake. Oregon impresses with its attractiveness and variety of landscapes. We show you must-see stops and things to do. Oregon is also a picture-perfect state, so we tell you the best photo spots to catch its wild natural beauty. We give you also hints on where to stay and what to pack. So, check our Epic Oregon Road Trip Itinerary with lots of tips and photos to prepare for an adventure.

Oregon Road Trip Itinerary – Introduction

We fell in love with Oregon on our first visit and have been to it several times. We admire this state because of its incredible beauty and variety. Moreover, we love to photograph waterfalls, mountains, covered bridges, and original architecture in Oregon.

My partner Chris and I developed this itinerary based on our experiences and insights. We show you the places you should not miss during the Oregon Road Trip. All photos presented in this article we took during our several Oregon road trips.

How many days do I need for the Oregon Road Trip?

Oregon is beautiful, so the longer the road trip you plan, the better. Our itinerary includes a 10-day Oregon road trip that begins and ends in Portland . A 10-day Oregon road trip will allow you to enjoy this state, see its greatest attractions, and take great photos.

But at the end of this article, you will find tips on what to add to your itinerary if you have 14 days . We also tell you how to shorten this plan if you only have 7 days to travel and want to see as many places in Oregon as possible.

Below, you will find our plan at a glance. Later, each day is described in detail with the itineraries, road suggestions, driving time, the most interesting stops, and attractions. We assure you that you fall in love with this state after seeing these places and want to return to Oregon.

The Epic Oregon Road Trip Itinerary Overview

Day 1. Arriving at Portland and exploring Portland. Day 2 . Driving to Mount Hood and hiking in the Mount Hood area. Day 3. Sightseeing of Shaniko Ghost Town and driving to Sisters. Day 4. Exploring Sisters and Bend – Willamette National Forest area. Day 5. Driving to Crater Lake National Park and Umpqua National Forest. Day 6. Exploring Crater Lake National Park. Day 7. Driving to Oregon Coast and Oregon Coast Road Trip. Day 8. Oregon Coast Rod Trip – exploring Oregon Coast. Day 9. Exploring Oregon Coast and return to Portland. Day 10. Exploring Portland and Columbia River Gorge/Multnomah Falls.

What Should You Know About Oregon Before You Go On A Road Trip?

• Oregon is a state where you  refuel your car without leaving it . At the gas station, you are served by a gas station employee . Refueling by yourself in Oregon carries a fine of up to $500. It’s similar only in New Jersey. It is worth remembering this when planning your Oregon road trip. This rule does not only apply to motorcyclists.
• There is  no sales tax in Oregon . Therefore, it is a state worth visiting, if only for shopping. Oregon is one of only five states (alongside New Hampshire, Montana, Delaware, and Alaska) where the price you see on the product is what you pay at the checkout. So, it’s worth shopping in Oregon. The best shopping in Portland.

What is the best time for Oregon Road Trip?

Oregon is attractive all year round. It all depends on your favorite outdoor activities and the way you travel. But this Oregon road trip itinerary is fully usable during the summer and fall months from May to the end of October.

Some of the recommended places to visit are inaccessible in winter due to closed roads. However, we tell you which roads are closed in winter so that you can also adapt your itinerary to the winter months.

Summer and Fall are also the best months for all our suggested activities. Pleasant weather enables longer hikes in the fresh air. The days are also long, so you will see more places and drive longer distances.

However, most tourists will certainly be in the high season in July and August. Therefore, if you are going during these months, we suggest that you start your sightseeing in the morning to avoid the crowds.

Oregon Road Trip Map

Please, take a paper map for your Oregon road trip. You will need it. Believe us, very often, there is no phone coverage, and you must use the traditional map. We love modern apps, but they have become useless in places like mountains, deep forests, and challenging hikes. So, a paper map is best when no cell service exists.

We use Benchmark Oregon Road & Recreation Atlas . It is very informative and detailed. Thanks to this atlas, our trips were more interesting, as we could quickly learn what was nearby and plan our route. It’s also a useful alternative to GPS maps when traveling.

Where to stay during the Oregon Road Trip?

It all depends on your needs, travel style, and budget. We traveled both by car and slept in lodges/hotels and by an RV, and stayed at campsites. Therefore,  we recommend specific lodging options for each day of the trip—only those we checked and were satisfied with—hotels and RV campgrounds for each location .

But no matter what you decide,  book your accommodation well in advance .

If you plan camping in Oregon, check our Car Camping Checklist.

What to pack for the Oregon Road Trip?

Our journey leads through the mountains, dense forests, waterfalls, hot springs, and heavenly beaches, so you should pack properly. Oregon’s climate is temperate but fairly humid, with frequent rainfall. The humidity is felt in the mountains and forests, so always be ready for rain.

Please check our detailed  Day Hiking Packing List  to see what to pack for hiking trails.

Furthermore, check our  Road Trip Packing List Essentials  to make your Oregon Road Trip safe and comfortable.

Day 1 Oregon Road Trip Itinerary: Arriving in Portland and exploring Portland

Arriving in portland.

Our Oregon road trip begins in the capital of the state – Portland. The city has an international airport, so it’s the most convenient way to get there. You can rent a car from the rental located at the airport.

Lodging in Portland

For this Oregon road trip itinerary, we recommend you book 2 nights in Portland – the first and the last . Of course, you can modify the plan to your needs.

During our few trips, we stayed in the  Courtyard by Marriott Portland City Center . We really enjoyed staying here. Our room was clean, and it had a lot of space, the service was great.

We also stayed in the  Mark Spencer Hotel , which is fabulous, in the city’s heart. But check below on the Deals finder the best offers.

During the last trip with the motorhome, we stopped at Portland Fairview RV Park .

Sightseeing Portland

Portland is a delightful city, so we’ve put together a detailed Portland Itinerary . What do we suggest you see during the day after your arrival? Start from Downtown Portland and the river waterfront loop. It’s a 2.6-mile loop that runs right along the Willamette.

There are 12 fabulous bridges over the Willamette River. If you have time, visit Portland Japanese Garden and go to the Pittock Mansion situated 1,000 feet above the city.

Day 2 Oregon Road Trip Itinerary: Driving to Mount Hood and hiking in the Mount Hood area

Drive to timberline lodge & mount hood.

Take US-26 W and drive to the Mount Hood area. The drive will take you about 2 hours, and it is a scenic route.

Lodging in the Mt Hood area

We suggest 1 night in the Mount Hood area in this Oregon Road Trip Itinerary.

Timberline Lodge is a historic beauty hotel near the magnificent Mount Hood. Moreover, the psychological horror “The Shining” from 1980, directed by Stanley Kubrick, was shot at the Timberline Lodge. You can check our photos from this fabulous and thrilling filming location here. If you can, stay overnight at Timberline Lodge. If the place is busy, choose one of the nearby accommodations. Nearby are Best Western Mt. Hood Inn , The Mt. Hood Oregon Resort .

Hiking in the Mount Hood area

No matter where you stay for the night, head to Timberline Lodge and see this fabulous scenery. Moreover, they have great restaurants where you can have lunch or dinner. Finally, the Timberline Lodge parking lot provides access to many trails on the flanks of Mount Hood. So, you can choose one or two hikes in Mount Hood National Forest.

• Mountaineer Trail Loop Hike is a great hike because there is such an easy road that goes so high on the mountain. The distance is 2.7 miles. The easiest hiking opportunity is to stroll in any direction you feel like.
• Zigzag Overlook Hike is also easy to hike. The distance is 4.4 miles. You will see the alpine areas of Mount Hood’s south side. You’ll pass alpine and subalpine meadows to reach an overlook over the deeply gouged Zigzag River Canyon, with the craggy ramparts of Mount Hood above.
• Paradise Park from Timberline Lodge Hike is a longer but fabulous hike. The distance is 12.1 miles, and it isn’t easy. Is a classic mountain trek. In addition to the mountain vistas and wildflowers, the route passes several waterfalls and offers unique views of the high country south and west of Mount Hood.

Day 3 Oregon Road Trip Itinerary: Sightseeing of Shaniko Ghost Town and driving to Sisters

Drive to shaniko ghost town and explore it.

From Mt Hood, take OR-216 and in Maupin, take Bakeoven Road. It’s about 77 miles and 1 hour 45 minutes driving to Shaniko. You need about 2-3 hours to explore Shaniko. From 1903 Shaniko gained the nickname “Wool Capital of the World.” 

You will find an old railway station, antique items, and wooden architecture from over 100 years ago. The town has an amazing history. You can read more about it and check more our photos in our post- Shaniko Ghost Town .

Drive to Sisters

From Shaniko, take US-97 S and OR-126 W to Sisters. It’s 84 miles and about 1 hour and 40 minutes driving.

Sisters is a fabulous town, surrounded by mountains and forests. We detailed described its attractions in post Things to do in Sisters .

We also described interesting routes in the area there. Situated in the foothills of Oregon’s Cascade Range, Sisters and Bend are perfect for holidays. Moreover, it’s a great idea to spend here also winter vacation if you like skiing.

Lodging in Sisters or Bend

We suggest 2 nights at Sisters during your Oregon Road Trip. The area is fabulous. However, it might be difficult to stay overnight in the summer. Therefore it is also worth considering the nearby Bend. It’s about 25 minutes from Sisters. It is a larger city and has a well-developed accommodation and catering base. It’s worth visiting Bend for sure.

Best Western   Sisters Oregon is our favorite one. It is a small, charming Ponderosa Lodge with 48 oversized guest rooms renovated in a country theme. Tasty breakfasts and friendly service. 

If you need RV camping, the best RV park in the area is  Bend / Sisters Garden RV Resort . But you have to  book it well in advance . It’s closest to the Sisters, located in a beautiful setting, and it’s hard to get a spot, especially in high season.

Hotel rates in Bend are much more affordable than in Sisters, so consider this place for optimizing your holiday budget.

Day 4 Oregon Road Trip Itinerary: Exploring Sisters and Bend – Willamette National Forest area

We suggest you actively explore the Willamette National Forest area on this day. Below are three of our favorite hikes. They are not long, so it is possible to make them in one day. Or you can choose the ones that suit you best. Prepare some more snacks and lunch.

Sunrise or early morning hike at Sparks Lake

Sparks Lake is 49 miles and an hour’s drive from Sisters. You have to drive through Bend. So, take US-20 E to Bend and turn onto Cascade Lakes National Scenic Byway. The scenery is breathtaking. If you like sunrises – they look fabulous in this place. But you can also go there during the day for a walk. This road may be closed in winter.

Proxy Falls Hike & McKenzie Pass Scenic Byway

Proxy Falls, AKA Lower Proxy Falls, is a dazzling cascade waterfall hidden in the Three Sisters Wilderness. It’s near McKenzie Pass and McKenzie River in the Willamette National Forest. From Sisters, it is only 28 miles and approximately 50 minutes drive via OR-242 W. For more photos and tips, see our Proxy Falls Hike post . The best idea is to combine this hike with The McKenzie Pass-Santiam Pass Scenic Byway. Oregon Route 242, known as a portion of the McKenzie Highway, takes you on a journey through a land of contrasts. You’ll encounter lush forests, crystal-clear lakes, and lava fields on the west side of the Cascades. Stop at the  Dee Wright Observatory . In our opinion, Route 242 is one of the most scenics, so it’s a must in Oregon Road Trip Itinerary. This road is closed in winter.

Tamolitch Blue Pool Hike

Tamolitch Falls, also known as Blue Pool due to its amazing blue color of the water, is a popular hiking spot in  Willamette National Forest , Oregon. The deep turquoise and stunning clarity of the Blue Pool make this place unforgettable. The approximate hike time is 1 hour and 30 minutes one way. From Sisters stay on US-20 West. Then turn onto OR-126 E for 10.8 miles. Turn right at a sign for Trailbridge Campground/Blue Pool. You must cross a bridge and turn right onto gravel road NF-730. After about a third of a mile, park along the right side of the road.

Day 5 Oregon Road Trip Itinerary: Driving to Crater Lake National Park via Umpqua Hot Springs

Saok in umpqua hot springs.

From Sisters is 115 miles and 2 hours 15 minutes driving via US-97 N to Crater Lake National Park . But we suggest you take a bit off course and soak into one of Oregon’s best hot springs – Umpqua Hot Springs.

So if you like hot springs, take from Sisters US-97 S and OR-138 W to get to Umpqua Hot Springs. It’s 2 hours 45 min driving (143 miles). They are located in Umpqua National Forest. This set of 7 geothermal pools sits right on the edge of a rock face, spilling 108-degree water into the North Umpqua River below. The view is breathtaking. There is a short hike to get to the hot springs. It should take you 20 minutes to get to the pools. For more photos, hike & trailhead descriptions, hot springs etiquette, you can check in our Ultimate Guide to Umpqua Hot Springs in Oregon .

Driving to Crater Lake National Park and Lodging option in the area

The Oregon road trip itinerary would not be complete without a visit to a fairy-tale volcanic Crater Lake. You are less than an hour’s drive to Crater Lake National Park from the hot springs, depending on where you are staying. Try to reach the sunset because they are spectacular above Crater Lake. It is the only national park in Oregon. Moreover, it is the deepest lake in the USA with the clearest and bluest water in America. We prepared a detailed guide to this place with tips, so read Top Things To Do in Crater Lake National Park .

If you plan your Oregon road trip in May or the beginning of June, check the weather on the NPS website . Sometimes in May, there is still a lot of snow. You can visit the park, but some roads might be closed.

Lodging option

We suggest 2 nights at the Crater Lake NP area. Crater Lake Lodge   is a historical lodge inside the Park. Unfortunately, it’s not easy to book it. It’s pretty expensive. Moreover, it’s open only from May – September, filling up guests quickly.

But Chiloquin is only 8.5 miles from Crater Lake National Park, so check accommodation there. 

If you are looking for a campground Diamond Lake Resort & RV Park  is a great place to relax. It’s only 4 miles to Crater Lake park entrance, so the location is perfect. Book in advance.

But if you plan a winter trip, 1 night in Crater Lake should be enough because some roads and trails are closed. So, 1 day for sightseeing in winter will be optimal.

Sunset at Crater Lake and Crater Lake Rim Scenic Drive

Crater Lake looks great before and just after sunset. The light is the warmest then. The water surface is flickering. The historic  Crater Lake Rim Drive is a 33-mile (53-km) long road , which offers breathtaking and panoramic vistas of the lake, forests, and meadows. Along the way, there are 30 overlooks with ample car parking, which provide opportunities to stop for views, admire it, relax, taking photos.

Day 6 Oregon Road Trip Itinerary: Exploring Crater Lake National Park

On this day of the Oregon Road Trip Itinerary, we focus on exploring Crater Lake National Park’s beauty. If you can do it, get up for the sunrise. The view is worth your effort. Have a picnic at one of the viewpoints. Take one or two trails. We describe 7 Best Day Hikes in Crater Lake National Park  from easy to strenuous here . It’s worth visiting Rim Village Visitor Center and Crater Lake Lodge.

Day 7 Oregon Road Trip Itinerary: Driving to Oregon Coast and Exploring Oregon Coast

From this day, we start the Oregon coast road trip itinerary. The coast of Oregon is very varied. Rocky, sandy, covered with dense forests, often shrouded in fog. Look carefully and you will see seals or sea lions basking on the rocks. Moreover, you can encounter coyotes, roe deer, and deer on the slopes of rocks and in coastal forests. As well as gulls, hawks and other birds.

Drive to Oregon Coast

Start driving early in the morning. You have almost a 4 1/2 hours drive to the Oregon coast.

Stop at the Girardet Vineyards

If you have more time and are a wine lover, you can change the route a bit and make a short stop on the way to the coast. You can stop at Tenmile in Girardet Winery and Wine Cellar . The place is unique. You will not only taste and buy excellent wines here, but you will also meet wonderful people who create this winery with a passion.

Moreover, if you have more time for your Oregon Road Trip, consider staying in their fabulous Chardonnay Chalet at the Vineyard . The address of Girardet Winery is 895 Reston Road, Roseburg, OR 97471. From Crater Lake, drive via OR-62 W to get there. It’s 119 miles and 2 hours 30 minutes driving. They are open Wednesday-Sunday from 11 a.m. – 5 p.m., year-round. Moreover, they are RV friendly and Family & Pet Friendly.

Stop at the Cape Blanco Lighthouse

Cape Blanco Lighthouse is the first fabulous stop at the coast in this Oregon Road Trip itinerary. To get there directly from the Crater Lake NP, take OR-42 E and OR-138 E. It’s 205 miles and 4 hours 20 minutes driving. If you are going from Girardet Winery, take OR-42 W and US-101 S. It’s 90 miles and 2 hours of driving.

Drive to Cape Arago Lighthouse and lodging

The next stop is at Cape Arago Lighthouse. It’s 53 miles and a 1 hour 15 minutes drive from Cape Blanco. Take the US – 101 N. Cape Arago is stunning to get there. Therefore, we suggest accommodation in this area. So, Book 1 night here.

If you are traveling by RV, book an advance spot in Sunset Bay State Park .

Exploring Cape Arago

We like this place because, in a small area, you have as many as three great state parks offering stunning views of the Oregon Coast.

• Cape Arago State Park
• Shore Acres State Park
• Sunset Bay State Park

So, start this afternoon and evening by visiting each of these parks and taking at least a short walk along the coast. Wait for the sunset.

Day 8 Oregon Road Trip Itinerary: Oregon Coast Rod Trip – exploring Oregon Coast

It’s another intense day exploring the Oregon coast and a lot of driving. Therefore, start your day early. Pack some snacks for the road.

Drive and stop at Umpqua River Lighthouse

The next interesting stop we suggest doing in our Oregon road trip itinerary is Umpqua River Lighthouse. It’s 45 minutes (32 miles) from Cape Arago via Cape Arago Hwy and US-101 N.

Stop at Heceta Head Lighthouse Scenic Viewpoints

From Umpqua River, take US-101 N and drive about 40 miles (55 minutes) to the next scenic viewpoint: Heceta Head Lighthouse.

Stop at Rockaway Beach

Next stop during this Oregon Coast road trip plan at Rockaway Beach. It’s 122 miles and about 2 hours and 45 minutes driving via Oregon Coast Hwy.

Sunset at Cannon Beach and lodging

Rockaway Beach is just a 40-minute drive and 26 miles from Oregon’s famous Cannon Beach. Try to get there at sunset.

We suggest booking 1 night in this beautiful area. If you are looking for something special, you can choose one of the exclusive beachfront hotels as Surfsand Resort or Hallmark Resort .

If you’re traveling in a motorhome, a great place to spend the night is Cannon Beach RV Resort . Book it in advance. A great choice is also Seaside RV Resort .

Day 9 Oregon Road Trip Itinerary: Exploring Oregon Coast and returning to Portland

This is the penultimate day of our Oregon Road Trip Itinerary. We suggest you focus on the rest of the Oregon coast. You can stay in Cannon Beach and relax on the beach. Except for Cannon Beach is worth visiting Ecola State Park and taking Clatsop Loop Trail to see Tillamook Rock Lighthouse.

Or you can continue to go north. You can drive to Lewis and Clark National Historical Park and Astoria (it’s about 40 minutes from Cannon Beach). If you decide to go through Astoria, visit Astoria Pier and Marina, Cathedral Tree Trail, and Astoria-Megler Bridge.

Moreover, you can check Goonies’ film locations. And then, from Astoria, drive via US-30 E and I-5 S and return to Portland. It’s 105 miles and 2 hours of driving.

If you have more time, you can go shopping in Portland. Remember that there is no sales tax in the state of Oregon, so it’s worth shopping here. It is much cheaper. For more things to do, you can check in our detailed 3 days in Portland Itinerary .

Day 10 Oregon Road Trip Itinerary: Exploring Portland and Columbia River Gorge/Multnomah Falls

We don’t know how much time you have on the last day of your Oregon road trip, so modify it according to your needs. If you do not have too much time on day 10, transfer your visit to Multnomah Falls and Columbia River George to day 9 or 1 of the Oregon Road Trip Itinerary.

Multnomah Falls is an icon of the Pacific Northwest. So, it’s worth your visit. It’s only 40 minute drive from Portland. More photos, tips, and directions we described in a separate article about Multnomah Falls and Columbia River Gorge .

How to shorten this Oregon Road Trip Itinerary to 7 days?

If you only have 7 days for your Oregon road trip and you would like to see all the places we write about, we suggest the following solution. Book 1 instead of 2 nights in Sisters / Bend. Remove Tamolitch Blue Pool Hike from the plan. Book 1 instead of 2 nights at Crater Lake NP. Make only a scenic drive loop and stop at the park’s best viewpoints. Finally, shorten your stay on the Oregon coast.

How to extend this Oregon Road Trip Itinerary to 14 days?

If you have 14 days for your Oregon Road Trip, you can, of course, spend more time in each place we describe. Depending on your preferences, you can spend more time in the mountains or at the seaside.

Add to your Oregon Road Trip Itinerary Alvord Desert and Hot Springs

But you can also visit other interesting places . One of our favorites we suggest adding to your Oregon road trip itinerary is Alvord Desert with Alvord Desert Hot Springs and Crystal Crane Hot Springs .

If you want to see the desert and desert hot springs, adding them to your Oregon road trip itinerary is best after visiting Sisters and Bend. So, take US-20 E and OR-78 E to get there. It’s about 260 miles and 4,5 hours of driving.

Add to your Oregon Road Trip Itinerary Covered Bridges of Oregon

Another option is adding some covered bridges to your Oregon road trip itinerary. We have described the most beautiful Oregon-covered bridges . It’s best to add them to your Oregon Road Trip Itinerary on your way to Crater Lake NP. Detailed GPS coordinates you will in our post.

We hope this article helped you plan your Oregon Road Trip. If you like our Oregon Road Trip Itinerary, please share it! We wish you a fabulous Oregon adventure!

Do you like it? Pin it!

Agnes Stabinska is a writer, photographer, and co-founder of The Van Escape. She loves wildlife, landscape photography, and outdoor adventures, especially hiking, camping, and exploring U.S. national parks. Although she has traveled to many countries for almost 20 years, her favorite places are Alaska, the American Southwest, and the Pacific Northwest, which she often visits and explore with her partner, Chris. Their travel tips, itineraries, and recommendations will help you get away from it all and plan a wonderful vacation.

15 Comments

The only place I have done in the Pacific North West is Cape Flattery and Seattle and as an outdoor person, I got a lot to do in Washington, Montana and also Oregon. I have always dreamt of going to Oregon and try and hit up as much as I can including the Pacific Crest trail. You have giving me more ideas on your list here including those waterfalls! I might wait until my daughters have got a bit older so we can do outdoorsy stuff together. (living in the UK sucks sometimes when all the amazing nature stuff in the US is on the west coast!) 😛 

Well I guess I would have been $500 without reading this article. I’m not used to states where they fill up your gas tank for you! Ten days still doesn’t seem like long enough to see all of these sites. My gosh, the state is so beautiful especially Multnomah Falls, Crater Lake and the Hot Springs. I just want to see it all! Maybe I should move, lol.

You sure take some really good photographs. The waterfall  has given me new goals. And I would love to see Shaniko. In India, we don’t fill our own fuel, so that part is easy to handle. But the drive looks super in Oregon. 

So glad I came across this Oregon road trip itinerary! I am planning a road trip from Minnesota to the west coast for this upcoming summer and didn’t know where I should go…. Now I know, Oregon! I have been to Seattle and many spots in California, but haven’t been to any of these beautiful spots in Oregon.

I would like to visit Oregon, especially the coast and the hot springs. As of now, I prefer to stay away from Portland area. I think I read about Sister from your post before. Interesting town. So, by cross out Portland from the itinerary, 7 days will be enough for us.  

I have been wanting to visit Oregon for a while so this is a great comprehensive list of things you must see. I love all the nature and scenic views, so I’m sure a road trip is a great way to embrace that! Thank you for all the information!

I haven’t been able to do too many road trips till now except few when in Europe. This Oregon road trip certainly looks one I must do. Thanks for all the comprehensive information which would certainly help when we plan a trip there. Seeing the bridges of Oregon would be exciting too.

PNW has long been in my bucketlist! I can imagine doing it on a roadtrip with a campervan. The trails, nature and mountains that can be witnessed seem so amazing. I love your waterfall additions. This road trip will def be on our dream destinations one day.

Wow that’s interesting that in Oregon there are people to fill the fuel and doing on our own attracts a fine. Coming from India this is common but in Australia we have to do it on our own. Anyway I have never been to Oregon and this road trip definitely seems epic and the pictures look awesome. I will keep this itinerary in mind when I plan a trip in future.

Wow, what a great comprehensive guide to visiting Oregon! I’ve always wanted to visit Crater Lake and now I have even more places to add to my list. There really is something special about the Pacific Northwest, it’s such a gorgeous area.

Ooh saving this. What a fab looking itinerary. I have travelled extensively around the US but not been around Portland and Oregon yet. Keep hearing good things. May have to wait a while before returning to the States, but this trip will be high on my list!

What a great Oregon road trip itinerary! Yes, I would add more time at the vineyards, but that’s just me! I would also love to just sit out and watch the seal & sea lions! I think I would also really enjoy visiting the Crane Hot Springs Resort! 

Truly Oregon is such a pretty state. We’ve done all those you mentioned here. Perhaps more days for Bend, Painted Hills, and caves of Oregon!

Love the ghost town you mentioned and the wineries you included! so cool!

This was one very detailed itinerary for a road trip in Oregon. I don’t think I’ve seen anything that comes close to offering this level of information for a holiday idea. The photos you used are amazing as well. If I live in the US, I would definitely try this road trip out

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How to Plan the Perfect Weekend Road Trip Through Oregon

While unpaved roads and covered wagons are (thankfully) a thing of Oregon Trail past, you’ll still find bucolic wineries, charming stays, and impressive scenery worth the drive. Here’s how to see it all in a weekend.

An avid Italophile, Laura is always on the hunt for the next great travel trends, luxury hotels, best places to eat and drink, and hidden gems. Her writing has appeared in dozens of publications. She also co-wrote "New York: Hidden Bars and Restaurants," an award-winning guide to the city's speakeasy scene.

See recent posts by Laura Itzkowitz

Day 1: Portland

MORNING Start your trip in Portland, one of the Pacific Northwest’s most dynamic destinations known for its enterprising chefs, local artists, surplus of microbreweries and coffee shops, and laid-back sensibility that extends to its best hotels. The Ace is an obvious choice, though the vibe is more college dorm than chic hotel. For something a bit more grown-up but still fun, stay at the Sentinel . The grand lobby retains details from the building’s historic past, while rooms are done up in tweed and evergreen.

Explore More: See hotel details | See all Portland, OR hotels

AFTERNOON After you check in, head to Pine Street Market for lunch—it’s a collection of stalls by up-and-coming chefs and producers as well as some of Portland’s most beloved restaurants. We loved the green falafel pita at Shalom Y’all and salted caramel soft serve at Salt & Straw’s Whiz Bang Bar . Walk or bike your lunch off along the Willamette River, then head a few blocks west to check out the famous Powell’s Books (JS Tip: A tote bag from Powell’s makes a great souvenir) and quirky boutiques like Tender Loving Empire and Woonwinkel . Or visit the International Rose Test Garden , where you might feel like Alice in Wonderland frolicking around the hedges blooming with brilliantly colored and striped roses. The nearby Japanese Garden is worth a stop if you have time.

EVENING For happy hour, book a table at the Multnomah Whiskey Library , a speakeasy that looks like an old-school library except whiskey bottles line the shelves instead of books. The bartenders serve more than their fair share of Old Fashioneds, but if you ask them for a recommendation (and you should), they’ll geek out over obscure whiskey cocktail recipes. While “farm-to-table” may be a buzzword, Portland chefs take it very seriously, and there are so many standout restaurants here that you really can’t go wrong. One of our favorites is  Pok Pok , which truly lives up to the hype with its multi-flavor, Chaing Mai-style dishes and famous chicken wings. If you’re in the mood for a nightcap, head to Pépé Le Moko , the Ace Hotel’s barrel-vaulted underground cocktail lounge for an espresso Martini made with Stumptown coffee.

Photo by Torsten Kjelistrand, Photo by Lincoln Restaurant

Photo courtesy of Jamies Francis and Travel Portland

Photos by Chris Hornbecker

Day 2: The Columbia Gorge and Willamette Valley

MORNING Fuel up in the early hours with Stumptown coffee and a donut. Skip the long lines at Voodoo and head straight to Blue Star Donuts , which makes creative flavors like blueberry bourbon and PB&J. Portlanders love having nature so easily accessible from the city, so do as the locals do and take a detour to see the majestic Columbia Gorge and Multnomah Falls, about 30 minutes east of Portland. A drive along the winding Columbia River Highway takes you passed several other waterfalls, some of which you can hike right up to.

AFTERNOON When you’re ready to vineyard-hop, drive 90 minutes to Carlton, your first stop in the Willamette Valley. Figuring out where to start among the region’s 500 individual wineries can be a bit daunting, but a few stand out from the pack—including Sokol Blosser . Founders Bill Blosser and Susan Sokol Blosser planted their first vines in 1971, and they’re still leaders when it comes to sustainability and organic farming. Stop by to taste their excellent Pinot Noirs and Rieslings in the modern tasting room that looks out over the surrounding valleys. After the wine tasting, you’ll need to fill your stomach. We recommend lunch at The Horse Radish, a casual café that serves great salads and sandwiches on freshly baked bread.

RELATED: 7 Gorgeous Wine Country Hotels Around the World

When you’re ready for another round, head to the Stoller Family Estate in nearby Dundee Hills. Many wineries buy grapes from other vineyards, but not Stoller. In addition to Pinot Noir, they produce Pinot Gris, Chardonnay, Riesling, and Syrah using grapes grown on their 373 acres of vineyards. Fun fact: the airy, modern tasting room runs on solar panels and features reclaimed wood from Powell’s bookstore. If you can, snag one of the Adirondack chairs on the patio for sips with a view.

EVENING Check into the award-winning Allison Inn & Spa , the Willamette Valley’s most luxurious hotel. Of course, this is Oregon, so the property isn’t just beautiful; it’s also LEED Gold-certified. Drop off your bags in one of the 85 spacious rooms and unwind with a walk around the sculpture-dotted gardens or a dip in the pool before dinner at the hotel’s restaurant Jory, where chef Sunny Jin (an alum of the French Laundry and El Bulli) whips up mouthwatering seafood and veggies grown in the property’s garden.

Explore More: See hotel details | See all Newberg, OR hotels

Photo courtesy of Travel Oregon

Photo by Carolyn Wells Kramer, Photo by Andrea Johnson

Stoller Vineyard by Mike Haverkate

Day 3: The Pacific Coast

MORNING If you haven’t fully explored the Allison yet, you’ll want to spend some time there this morning—perhaps to indulge in a treatment at the renowned spa, work out in the fitness studio, or request a tour of the chef’s garden, which is dotted with rows of hazelnut trees (Oregon is the country’s largest producer of hazelnuts).

AFTERNOON Stop for a quick bite at Red Hills Market in Dundee before hitting the road. You’ll drive about two hours northwest through the Tillamook State Forest before reaching Cannon Beach on the Pacific Coast. The beach is known for its giant Haystack Rock and the quaint shingled houses lining the shore. Don’t expect to swim, though: even in summer, it can be cold, so bring a warm jacket.

RELATED: The Dreamiest Beaches to Hit Up in Fall

EVENING There aren’t a lot of hotels in town, but if you want to stay overnight, the Waves is a good option. What the place lacks in style it makes up for in location—right on the oceanfront just minutes from Cannon Beach village with easy beach access. Otherwise, make your way back to Portland on the US26 for one last night in this wild, wonderful state.

Explore More: See all Cannon Beach hotels

Photos courtesy of The Allison Inn & Spa , Photos courtesy of Travel Oregon

Photos courtesy of Travel Oregon and Christian Heeb

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How to Plan an Incredible Oregon Road Trip (14 Days)

Looking to plan an amazing Oregon Road Trip? You’re in the right place. We live in Portland, and spend a big chunk of our summers on the road exploring our adopted home state of Oregon. We’re here to use our experiences around Oregon to help you plan your own amazing Oregon adventure. 

We’re going to go over a perfect road trip itinerary that takes you to many of our favorite places in Oregon over 14 days, which is based on our own experiences exploring the state. 

Have more or less time than that? Have no fear, we’ve got ideas on how to structure a trip with more and less time below the main itinerary, and you can use the details in the main itinerary to help you plan out your trip. 

We were lucky enough to spend two whole months on a road trip around Oregon a few summers ago after we had to scrap our international travel plans, and it taught us an important lesson: you don’t need to fly halfway around the world to find wild and beautiful places – sometimes they’re right in your backyard the whole time . 

It also cemented our belief that Oregon was the place we wanted to put down roots and create a home base after years of living on the road. 

Fast forward a couple of years, and we decided to make our forever home in Portland, Oregon, and that initial time exploring Oregon was a huge part of why we ultimately ended up making that decision.

Oregon has it all – the coast, the mountains, the desert, a truly unbelievable number of amazing waterfalls, and more. 

In this complete guide to planning your Oregon road trip itinerary, we’re going to give you the logistics you need to know – when to visit and our recommended route – along with a mini guide to each place on the itinerary. 

That mini guide will have information like what to do and where to stay – all based on our own experiences exploring Oregon – along with links to more in-depth content we’ve written on the destination. 

In each “where to stay” section, we’ll give you options for camping (which is what we usually do) and not camping, which we recognize is what the vast majority of people prefer. 

Finally, at the end, we’ll give you some ideas on how to shorten or lengthen the itinerary to fit your particular trip. 

Sound good to you? This guide is super detailed, full of our tips and favorite places based on our extensive experience exploring Oregon, which means it’s LONG. Strap yourself in, grab a cup of coffee (or beer or wine, no judgment here), and let’s get to exploring Oregon!

Disclaimer: Some of the links in this post, like hotel and vacation rental links, are affiliate links, meaning at no additional cost to you we make a little bit of money if you click through and book. That being said, we would absolutely never recommend something to you that we don’t stand behind 100%.

A Quick (and Oversimplified) Oregon Geography Lesson

Before we get into the road trip itinerary, let’s quickly talk about Oregon’s geography, and what it means for your trip. 

First of all, Oregon is a lot bigger than you probably think. It’s the 9th largest state in the country by square mileage, which is a fact that blew my mind. Driving between places can take several hours, if not more. 

Why do we bring this up? Because it has one major implication for your trip.

Unless you want to spend full days of your trip driving without stopping to see the scenery, you’re not going to be able to see the entire state .  

Fear not – we have a strong perspective on where you should focus your time if it’s your first trip to Oregon. Which means we need to talk about Oregon’s geography. 

Oregon is a very diverse state when it comes to landscapes, which is part of why we love it. It’s home to rocky coastline, wide sandy beaches, rolling hills and lush valleys, moist rainforests, towering snowy peaks, and even the high desert. 

When you think about Oregon’s geography, we’d cut the state roughly into quadrants, with Eugene as the center point in the state.

If it’s your first time in Oregon, you’re going to want to focus on the northwest quadrant, almost exclusively . The exception might be Crater Lake National Park, which we have a whole section on below to help you figure out where to fit it in. 

If you start to try fitting in places all over the state, you’re going to spend entire days driving long distances, which we don’t really think is the best experience. For reference, it takes three and a half hours to go from Newport on the Oregon Coast over to Bend (without traffic). Then, it’s another two hours to the Painted Hills from Bend. And a full four hours back to Portland from there. 

In this itinerary, Bend is the furthest east you’ll go. It’s just not feasible to get to every corner of the state, especially with limited time. 

If you happen to have an extra week (lucky you!), that’s when we’d add the Painted Hills and Wallowa Mountains, and some of the other spots in eastern Oregon. Or the southern Oregon coast, which is much more rugged and wild than the northern coast that you’ll cover in this itinerary. 

How Many Days Do You Need for this Road Trip?

We really, really think that to do a full road trip around Oregon that includes both the northern coast and Bend, you need a full two weeks (14 days) . Otherwise, you’ll spend way too much time driving, and not enough time out exploring. 

Which is exactly how we’ve written the road trip below. 

If you have 7-10 days , we’d do a more focused road trip that follows a figure-8 with Portland at the center. Head east to the Columbia River Gorge, Hood River, and Mount Hood, then come back through Portland and head out to the Oregon Coast for a few nights, focusing on the stretch from Astoria to Tillamook. Here’s a map .

If you do have less time, we have example itineraries for 7 and 10 day road trips below the main itinerary to help you organize your time. 

The Best Time to Plan a Road Trip in Oregon

This is a very, very important section in this guide, which is why it’s the first thing we’re talking about. 

If you are interested in hiking in the Cascades – specifically near Mount Hood or Bend – your trip will need to be sometime between July and mid-October . 

Otherwise, high elevation hiking trails will be covered in snow, and some roads and sections of the parks will be closed. 

The exact timing depends on the year, precipitation, and spring temperatures (among other factors), but you will be most safe with a trip in August or September . 

The best time to plan this road trip is going to be July, August, and September . That’s when roads are open, trails are largely snow-free, and you’ll be able to see everything you want to see.

During the summer and early fall, mountain passes and hiking trails are clear of snow, days are warm and sunny, the sun rises before 6:00 am and sets after 9:30 pm, and it’s an all around spectacular time to be in Oregon. 

The downside is that, in recent years, Oregon has been ravaged by forest fires during the summer, bringing a thick smoke that makes it really unhealthy and unpleasant to be outside. It’s hard to predict, but it’s something to be aware of if you’re planning a trip in the summer. 

Early fall is another great time to visit Oregon. The weather is, for the most part, still great (though it’s a little more unpredictable than summer). 

As you get into October, things start to cool off and snow can begin to show up in some of the passes through the Cascades (the McKenzie River Scenic Byway, for example), which can make travel a bit more difficult. 

Spring is gray and wet, though late spring (think Memorial Day into June) is a cool time to visit Oregon because of the blooming rhododendrons and roses. The weather isn’t going to be the best, but you’ll probably get a few nice, clear days over the course of your trip. 

In the spring, hiking trails at elevation – like around Mount Hood and Bend – are still going to be closed. If you’re into hiking, we’d definitely recommend waiting until later in the summer .  

Winter isn’t a great time to do this road trip, if we’re being totally honest. The Cascades are blanketed in snow, which means you won’t get much of a taste of the mountains in Oregon (though you can get some skiing in at Mount Bachelor!) and the mountain passes are harder to navigate, often closing for days at a time due to winter storms. 

The upside of visiting in the winter is that the waterfalls in Oregon are WILD when it’s raining.

If you’re visiting in the winter, we’d stick to the areas west of the mountains and do the Columbia River Gorge, Hood River, Silver Falls State Park, and the Oregon Coast . For what it’s worth, we’ve done the Oregon Coast multiple times in the winter, and it’s very moody (and wet). 

Here’s a map of what a winter road trip in Oregon might look like. 

Where to Start and End Your Road Trip

This one is easy – Portland! 

Portland is not really central in terms of the state – it’s up in the northwest corner – but it is central to some of Oregon’s best sights (the coast, Mount Hood, the Columbia River Gorge, etc etc) AND it’s the best airport in the state (dare we say country?). 

Unless you live somewhere in Oregon or you’re driving up from California, the answer is Portland . 

The exception is if you have 10 days in Oregon and follow our road trip itinerary below. In that scenario, we’d recommend flying into Portland, and out of Bend (Redmond Municipal Airport, RDM) to save time on driving back to Portland just to catch a flight. 

Flights out of Bend will be more expensive and involve connecting through Portland or Seattle, but it’ll save you four hours of driving. 

Where to Fly in and Out of?

The best option, with the most flights coming in and going out, is going to be our home airport – Portland International Airport (PDX) . 

Having lived in both Seattle and San Francisco, PDX is amazing when you compare it to those airports. 

It’s relatively well organized (as well organized as an airport can really be), and it’s clean, has good local food and drink options, and the security lines are never “oh no am I going to miss my flight?” long. 

There are a couple of smaller airports in Oregon that could work, but will likely be more expensive and have fewer flight options. Those would be places like Eugene (EUG) and Bend / Redmond (RDM) .

Chances are, PDX is going to be the best choice for about 99% of people. Plus, there are more rental car options! 

Do You Need to Rent a Car?

It probably goes without saying that you will need a car to do this road trip. If you’re coming from out of state, that probably means renting a car when you arrive. 

One thing we’d recommend is that you avoid having your rental car when you’re in the city of Portland .

We’ve organized the itinerary below to have Portland at the end, and we’d strongly recommend that you drop your car off at the airport when you roll into Portland, and spend your day or two in town carless. 

Another cool option would be renting a campervan for this road trip! On our six week road trip around Oregon in 2020 – the one that made us fall in love with the state and eventually move here – we lived out of our converted Honda Odyssey. 

We love the flexibility of van living, though it certainly isn’t nearly as sexy as it looks in all of those pictures on Instagram.

We have a few favorite campgrounds in Oregon that we’ll give you in the itinerary below that are a once-in-a-lifetime experience (looking at you, Trillium). 

One thing we’ve been DYING to do is rent an Escape Campervan . If you’re looking to experience the whole camping thing, but don’t want to sleep in a tent (to be clear, we’re all for tent camping), then a campervan might be for you!

Escape’s vans are all hand-painted, have full kitchens, and would be a lovely way to experience Oregon.

Escape has an office in Portland , which is where you’d pick up and drop off your van. 

The Route for This Road Trip

With that in mind, here’s a summary of the 14 day road trip we’ll cover in detail below. 

Day 1: Astoria

Day 2: cannon beach, days 3-4: tillamook & the three capes scenic route, day 5: newport, cape perpetua, & heceta head lighthouse, day 6: drive the mckenzie river scenic byway to bend, days 7-8: bend (and the cascade lakes scenic byway).

• Day 9: Smith Rock State Park
• Days 10-11: Mount Hood (Government Camp) 

Days 12-13: Hood River and the Columbia River Gorge

• Day 14: Explore Portland

Here’s a map of that route. 

We think this itinerary is a good blend of scenic drives (the Oregon Coast and the McKenzie River Scenic Byway are two of our favorites), cool towns (Astoria, Hood River, and Bend), and great outdoor adventures.

Which is basically everything we love about Oregon, packed into two weeks (minus some of the further out spots that don’t make sense here). 

Like we said, you can’t fit it all into one road trip. But we’ve done our best to include the highlights in hopes that you’ll fall in love with Oregon and come back a second (and third) time to explore more. 

Of course, that’s just the base itinerary that we’d recommend. The exact route you take is going to depend on your particular interests, what time of year you’re visiting, and more factors than we can possibly take into account here. 

We have ideas for shorter and longer itineraries below the main itinerary if you have more or less time. 

We’ll do our best to give you all the information you need to plan YOUR road trip in Oregon, but if we miss something or you have more questions, leave us a comment below and we’ll do our best to either answer your question, or point you to someone who can.

Exactly How to Plan an Amazing Oregon Road Trip Itinerary

Now that we’ve covered the logistics you need to know to really plan your trip, let’s get into the itinerary itself!

There are a couple of principles that we’re going to follow as we take you through our perfect version of a road trip in Oregon. 

• We think you should see the mountains and the coast . Both are spectacular, and part of the reason we love Oregon is that you can go from the mountains to the coast in about two hours, give or take. It’s magical.
• Oregon is big, and you don’t want to spend the entire time driving . We’re going to try and make sure you’re only driving a maximum of four hours between destinations, which means more time exploring, less time driving.
• There are too many places to see in one trip . Instead of trying to fit every single place into one road trip, we think you should focus so that you aren’t just rolling into a place in the late afternoon, and leaving the next morning. This, of course, means that you’re probably not going to be able to fit every single place into your itinerary. And that’s okay! You can always come back. In this itinerary, we’re focusing on the western half of the state, which is NOT to say there aren’t amazing things to see east of the Cascades. 

With those principles in mind, we’ve created this 14 day Oregon itinerary so that you can almost literally copy and paste it for your trip if that’s what you want. 

Or, you can use bits and pieces of it to cobble together your own version of the road trip. Whatever works best for you!

Drive Time / Distance from Portland International Airport to Astoria: 2 hours / 95 miles

Where to Stay in Astoria: You want to stay centrally so you can walk to the attractions downtown. We stayed at Norblad on our last trip, and liked it (nice location, stylish rooms, comfy beds). 

Astoria is a fitting first stop on this itinerary, because in many ways, it’s where the state of Oregon as we know it today began. Lewis and Clark Historical Park, which is just south of the city center, is near the location where Lewis and Clark made camp for three months, having completed their mission to find the Pacific Ocean. 

Now, you might be thinking that Lewis and Clark, who had completed their ultimate goal after a significant chunk of time spent struggling west from St. Louis, might have been celebrating with their feet up. 

But their arrival and stay happened to be smack dab in the middle of winter – from December through February – so rather than celebrating with the long, warm days of an Oregon summer, they were treated to constant drizzle and less than eight hours of sunlight. FUN. 

Anyway, Astoria is meaningful in many ways, from the early 19th Century and Lewis and Clark’s antics, to the time when John Jacob Astor tried to make Astoria the New York City of the west (he almost had it!). 

Today, it sits at the northwestern corner of Oregon, and is home to what has to be the highest number of breweries per capita in the country (there’s four or five, and Astoria is tiny), and filming locations for some of the iconic films of the 90’s (the Goonies and Kindergarten Cop, among others). 

What to Do in Astoria

Here are some of our favorite things to do in Astoria. 

Lewis and Clark National Historical Park : Like we mentioned, Lewis and Clark National Historical Park is near the site of Fort Clatsop, which is where they set up camp for three miserable months before heading home to report back to Jefferson. There’s a model of Fort Clatsop here, a bunch of fun information on what life was like on that expedition (and some very charismatic rangers eager to share anecdotes like the one above), and a hike that connects the fort with the coast, a route that they covered many times. However, the hike isn’t really worth too much of your time – it’s 6.5 miles one way out to the coast – we’d do the first mile or so, enjoying the ferny forests of sitka spruce trees before heading back. 

The Astoria Column : The Astoria Column is perched up on the hill above town with a commanding view out over the Columbia River and the famous Astoria-Megler Bridge – that’s the green bridge crossing the river to the Washington side. The Column is an interesting piece of art, because it is wrapped in the story of Astoria. It’s hard to see the artwork when you’re standing at the base looking up at it, but there’s a digital re-creation with labels that is helpful to understand exactly what you’re viewing. You can climb to the top of the column for an even more impressive view of the river. It costs $5 to park in the lot at the Column, or you can park at the base of the hill in town (roughly here ) and hike the Cathedral Tree Trail up for free. 

Fort Stevens State Park : This is the northwest corner of Oregon, and also – fun fact – the site of the only attack on a military base in the contiguous United States since the War of 1812 (the Japanese shelled it a few times in 1942). It’s a State Park, though it was a military base through the early 20th Century. Today, the bunkers are one of the main draws here, and are particularly interesting when there are rangers and volunteers out there to tell you stories about the local history (which is usually on weekends in the summer). It’s worth driving out to the coast and hitting the wreck of the Peter Iredale , a shipwreck on a wide sandy beach, and Clatsop Spit at Lot C ( here on Google Maps) where you can walk out along the rocks on the Pacific. 

The Breweries: Two of Oregon’s best breweries are up in Astoria – Buoy Beer Co and Fort George Brewing – and are basically a must-stop for any beer aficionados who find themselves in the state’s northwest corner. They each have a taproom within walking distance of the main drag, and both have food menus and extensive taplists, with many beers you’re not going to find outside of the taproom. In addition, there are a few smaller breweries (like Fortune and Glory Cider Company – technically not a brewery, I guess). Across the street from them is Bridge & Tunnel Bottleshop & Taproom , the best beer bar in Astoria (and a good place to try multiple beers from different breweries). 

Drive Time / Distance from Astoria to Cannon Beach: 40 minutes / 25 miles

Where to Stay in Cannon Beach: For Cannon Beach, you have two choices – on the beach (more expensive, nice experience) or a few blocks away from the beach (cheaper, less romantic). We’ve stayed at the Inn at Haystack Rock twice , which falls in the latter category and is nice enough (but probably needs a bit of a facelift in the next couple of years). 

Cannon Beach is one of the most popular day trips from Portland , because it’s a mere 90 minutes from downtown Portland. As a result, the area can feel unbearably overcrowded on summer weekends, as Portlanders (us included) flock to the coast to escape the inland heat. 

However, on a weekday or early in the morning and later in the evening, Cannon Beach is a lovely place to spend some time.

We recently went out to Cannon Beach – our first beach foray with our dog, Lupine – midweek in January, and we were basically the only people on the hiking trail in Ecola State Park. It was wet and muddy, yes, but it was so peaceful. 

The highlights in Cannon Beach are actually the state parks that border the town on the north and south end, Ecola State Park and Oswald West State Park .

Sure, Cannon Beach – the town AND the beach – is nice, and you should definitely do a sunset walk on the beach. But definitely don’t miss the nearby state parks.  

What to Do in Cannon Beach

Here are some Cannon Beach highlights that you really shouldn’t miss. 

Haystack Rock: It’s cliche, but Haystack Rock really is an impressive sight, especially if you’re not used to the towering sea stacks that you find up and down the Oregon and Washington coast. In fact, we’d argue that Haystack Rock is up near the top of the list of tourist attractions in Oregon, somewhere below Multnomah Falls and above Powell’s Books in Portland. It’s a huge sea stack, rising 235 feet out of the surf to tower over the beach and surrounding community. It’s particularly spectacular at low tide, when you get some cool reflections in the wet sand. On our first trip to Cannon Beach, we witnessed a pair of Bald Eagles raiding the resident puffin colony for their eggs! It was quite the drama, and there are rangers on the beach in the summer who talk about the puffins and the attempts to keep them alive. 

Ecola State Park: Ecola State Park was closed for years and years until very recently, when it was reopened to the public. As you drive in on the windy, tree-lined road, it’s easy to see why a couple of bad storms put the park out of commission for a couple of years. This park is one of the most popular destinations on the Oregon Coast, so it’s likely to be busy if you’re here in the summer or on a weekend. Get there early to get a parking spot in the relatively small lots! There are two things not to miss in Ecola State Park, we think. 

• The first is Crescent Beach , which is a short hike accessed either from the main parking lot, or by walking into the park from Cannon Beach. From the main lot, which you should visit whether you do the hike or not for the views, it’s a short downhill hike that winds through the ferny forest before an aggressive descent down to the beach. The beach is best at low tide, when it’s wide and sandy and littered with driftwood and sea stacks. Basically, everything you could possibly want in a Pacific Northwest beach.
• The second is Indian Beach . There’s a parking lot right at Indian Beach that fills up early because it’s a popular surfing destination. You can also hike out to Indian Beach from the main parking lot in the park, which is worth doing for the coastal views along the way. 

Hiking in Oswald West State Park: This is the other Oregon state park we referenced above, and it’s equally worthwhile. There are three hikes here to focus your time on. First is the hike to the top of Neahkahnie Mountain , which is an aggressive ascent up switchbacks to a viewpoint where you can see miles and miles of coastline to the south. Second is the hike out to Cape Falcon , which navigates out to the cape on the north side of Short Sand Beach, where you’ll have excellent views back towards the beach. Be aware that this hike is almost always extremely muddy. Seriously, do not underestimate the mud, even in the early summer. Third is the hike – though it’s more of a leisurely walk – out to Short Sand Beach , which is a wide sandy beach (at low tide, anyway) that is very popular with surfers. 

Drive Time / Distance from Cannon Beach to Tillamook: 55 minutes / 40 miles

Where to Stay in Tillamook: Tillamook itself isn’t really the nicest city, but there are some nice places to stay up and down the coast from town. We stayed in one of the tiny homes at Sheltered Nook , which is just north of the city, and really liked it (full kitchens, nice outdoor seating). 

Everyone who has spent any significant amount of time in the Pacific Northwest knows Tillamook because of the cheese, ice cream, sour cream, or some other dairy product that every supermarket carries. 

And while you’re in Tillamook, you should definitely visit their factory for a tasty, educational experience. 

However, Tillamook is also home to the Three Capes Scenic Route, which is well worth a half day of your time to explore as well. 

What to Do Around Tillamook

Here are three things not to miss when you’re in Tillamook. 

The Three Capes Scenic Route: Like we mentioned above, this is probably the premier thing to do near Tillamook. The Three Capes Scenic Route covers a 30 mile stretch of the Oregon Coast from Cape Meares to Cape Kiwanda (Cape Lookout is between them, and rounds out the “Three Capes”) where you’ll have great coastal views around every bend in the road. If you’re following this itinerary as we’ve laid it out, you’ll be heading north to south.

• Cape Meares is your first stop, and there are two things to check out. First is the Cape Meares Lighthouse, which is the shortest lighthouse on the Oregon Coast. However, it has an impressive lens that was installed in 1890. The second thing not to miss is the Octopus Tree (it’s a weird looking tree with eight branches, hence the name) and the viewpoint right past it that looks out over the beaches to the south, including Short Beach. It’s a short walk from the main parking lot.
• Cape Lookout is your next stop, and is our personal favorite of the three. The highlight, by far, is the hike out to Cape Lookout . It’s a relatively easy hike that hugs the cape, which narrows as you get further and further out onto it before the trail ends at its western tip, where the views are amazing and you can hear the seals frolicking on the rocks below. It’s also a good place for whale watching in spring, because it’s about as close to the migrating mammals as you can get.
• Cape Kiwanda is the last of the three capes, and it’s a little different. It’s very popular with surfers, and you can drive out onto the beach, which means it’s a slightly different crowd that includes fishermen and boaters. From the parking lot, the main attraction is up and to the right of the beach, where you can hike up onto the cape for some great views in both directions. You’ll be hiking up in deep sand, so it’s harder than it looks. Make sure to catch the hang gliders, if they’re out, who use the northern end of the cape as a jumping off point. 

Tillamook Cheese Factory: The Tillamook Cheese Factory is legendary. Not only is there a cool educational experience where you can see how they make the cheese, but there are some truly great food options, including a huge ice cream scoop shop. If you’ve never had their ice cream before, it’s incredibly creamy. That’s their whole thing. The chocolate peanut butter swirl is Alysha’s favorite, with thick, creamy swirls of peanut butter tucked into their chocolate ice cream.They also have a retail store here, where you can buy all of their cheeses, including some of their hard-to-find reserve varieties, along with a selection of other local products. If they have them, do not miss their cheese curds, which are only available at the factory and are incredible (we’d never had them before we bought them a few years ago and fried them up post-hike over our camp stove – incredible). 

More Cheese: There’s actually a second cheese destination down the road – Blue Heron French Cheese Co – though we weren’t nearly as impressed with the presentation. The cheese – which leans towards French style – is really good, though. 

Hiking in Lincoln City: Technically this isn’t Tillamook – it’s 30-45 minutes south – but we’re including it here because two of our favorite hikes on the Oregon Coast are in and around the sleepy coastal community of Lincoln City. The first is Cascade Head , which is maintained by the Nature Conservancy (no dogs allowed). It’s a great hike that climbs through the forest and emerges onto a (very windy) bluff over the ocean, which you can climb up for some great coastal views. It’s windy as you get out onto the coast, so be prepared. The second is God’s Thumb , which is a short hike from the north end of Lincoln City that takes you out to a point, which looks out over the Oregon Coast both north and south. Along the loop, you’ll pass the Knoll, where you’ll have a great view of the neverending sandy beach that stretches out to the south. 

Drive Time / Distance from Tillamook to Newport: 1 hour 30 minutes / 70 miles

Where to Stay in Newport: We haven’t stayed there ourselves yet, but the Inn at Nye Beach has been on our list for years now. 

Newport is the biggest city on the central Oregon Coast, and has the best selection of places to stay, restaurants, and other amenities like grocery stores before you get into the more rural southern Oregon Coast. 

The structure for today is essentially using Newport as a home base to continue your road trip south along the coast past Newport (which is one of our favorite stretches of the Oregon Coast) and then returning to Newport for the night to set yourself up for a long drive the next day. 

Just south of Newport, the coast starts its transformation from the very developed, very tourist-friendly northern Oregon Coast to the more rugged southern Oregon Coast, which is rockier, less-traveled, and offers a little more peace and quiet than places like Cannon Beach and Seaside. 

From Newport, you can hit one of the most scenic drives on the coast – the area around Cape Perpetua and Heceta Head – before returning to Newport for the night to eat some fresh seafood and check out one of the many beaches in town. 

What to Do Around Newport

Here are our favorite things to do in and around Newport. 

Devil’s Churn: A short stop where you’ll hike down to an overlook with a view of an inlet that is partially covered at the end. Which means at high tide, if you’re lucky, the waves coming in will meet the waves going out and create an explosion of water.  

Cape Perpetua: The view from the top of Cape Perpetua is one of our favorite views on the coast, and it reminds us a lot of Big Sur down on the California Coast (at least on a sunny day). You can hike from the lower road up to the top , which is a nice workout, but you can also just drive to the top (which we didn’t know until we got up there, sweaty and huffing and puffing). There really isn’t a reason to do the hike other than a workout – there aren’t really any additional views you get by hiking. 

Heceta Head Lighthouse: This is one of the most beautiful lighthouses on the coast, and it’s easily accessible from the parking lot. It sits on a 1,000 foot headland that towers over the Pacific, and they have tours of the lighthouse, a charming B&B in the old light keeper’s home, and tidepools and trails to explore. You can hike out to Hobbit Beach from the lighthouse, which is a nice little trail that follows the coast to a sandy beach. 

Sea Lion Caves: We drove past this place on our first trip, saw a line out the door of a tiny little touristy-looking hut, and said “look at those suckers!” Then we learned what it actually was later on from some Oregonians, and were at least a little bit disappointed that we didn’t stop in. If you want to see sea lions, this is the place to do it. That hut sits over an elevator that takes you down hundreds of feet to the water level, where there’s a sea cave – America’s largest, in fact – filled to the brim with barking sea lions. Skeptical? Here’s the webcam where you can see for yourself. They’re open 9:00 am – 4:00 pm 363 days a year, and it costs $16 for adults, $10 for kids (under 4 are free!), making it a little bit pricey. 

Exploring Newport: Newport is probably best known for its world-class aquarium – the Oregon Coast Aquarium – which we stopped at and immediately turned around when we saw the flood of small children (it would be a good family activity, though!). There are two lighthouses in town, and the Yaquina Head Lighthouse is at the northern end of town, and is well worth a stop (the Yaquina Bay Lighthouse is less impressive). Definitely head down to the charming Historic Bayfront for dinner and the shops there ( here on Google Maps) and head out to Agate Beach ( here on Google Maps) for a good view of the lighthouse. 

Drive Time / Distance from Newport to the McKenzie River: 3 hours / 130 miles

Full disclosure here: this part of the itinerary requires a long drive, but we think it’s worth it because this part of Oregon might just be our favorite in the entire state. 

The McKenzie River Scenic Byway follows the path of, you guessed it, the McKenzie River, which is one of Oregon’s many important rivers. For your purposes, we’d recommend driving it from the I-5 corridor (you’ll take Highway 126 from Eugene, which connects you to Highway 242) all the way to the eastern end in Sisters. 

It’s a gorgeous drive, littered with waterfalls, tight switchbacks, alpine lakes, and lava flows. 

There are a few things you need to know about this stretch. First, it’s closed outside of summer and early fall (usually open between July and October).

Second, it’s a narrow one way road, so it might not be best for RVs or trailers . 

This is going to be a long day of driving, but ultimately we think it’s worth the journey. At some point, you have to cross over the state from the coast over to the Cascades, and it’s going to take 2-3 hours, depending on how you do it. 

We went back and forth on whether or not to add a night here in Eugene, which would cut down on the drive time, but ultimately we think your time is better spent on a long drive today to give yourself some extra time in other places (which we think are more worthy of your limited time than Eugene).  

Note: You’ll spend the night in Bend tonight, so we’re skipping the “where to stay” section here. 

What to Do Along the McKenzie River Scenic Byway

Also, if you follow this itinerary as we’ve written it, you’ll be approaching from the west (coming from the Eugene area). We’ve organized the stops from west to east for that reason. 

Proxy Falls: Over the course of this trip, you’re going to see a bunch of incredible waterfalls, especially as you get into the Columbia River Gorge later in the itinerary. Proxy Falls will likely be in your top three. It’s a short hike – roughly 1.5 miles – that takes you to a massive waterfall that cascades down the mossy rocks into Proxy Creek. You can do a loop that takes you to both Lower Proxy Falls and Upper Proxy Falls. The lower falls is the more impressive of the two, and the view from the base is incredible. 

Scott Lake: This pristine lake is one of the spots we’re hoping to return to this summer. It’s a gorgeous lake with a perfect reflection of the Three Sisters (really two of the three sisters), one of the most distinctive natural features of central Oregon, and a bunch of first come, first served campsites along the lakeshore. However, the tradeoff here is the mosquitoes, which are intense in the early summer. For your purposes, we’d park along the lake and walk out to the western shore to get that reflection picture. It’s best in the afternoon, when the sun is behind you. 

Dee Wright Observatory : As you ascend the tight switchbacks along the road as you pass Scott Lake, you’ll notice an abrupt change in the landscape. In what seems like a few minutes, you’ll go from dense evergreen forests to an open, rocky landscape. That shift is a result of a massive eruption of the Belknap Crater two millennia ago, and that dark rock stretching out as far as the eye can see is the resulting lava flow. The Dee Wright Observatory is an excellent stop not only to admire the lava flows, but because it gives you a great overview of the numerous rocky peaks surrounding you. This, my friends, is the heart of the Cascades in Oregon, and you’ll see the Sisters, Broken Top, Mount Washington, and Mount Jefferson, along with a handy key atop the Observatory to help you identify which is which. 

Sisters: Sisters represents the end of the McKenzie River Scenic Byway, and the beginning of central Oregon and the high desert, which stretches for hundreds of miles to the east until you get into the Wallowas in eastern Oregon. 

Sisters itself is a cute little town that’s a great base for adventures into the nearby Three Sisters Wilderness. 

It’s a vaguely western-themed town, with some great spots to eat and drink ( Sisters Coffee and Sisters Meat and Smokehouse are good stops) and a cute little downtown area where you can do some window shopping. 

Drive Time / Distance from the McKenzie River to Bend: 1 hour 30 minutes

Where to Stay in Bend: This choice basically comes down to whether you want to be downtown in the heart of all the action, or in a quieter locale. Stay at the Oxford Hotel in Downtown Bend for the best location in the middle of the action. Stay at LOGE Bend – we’ve stayed at other properties they own before – if you want to be right near the Cascade Lakes Scenic Byway.

Over the past decade or so (though it seems like it happened overnight), Bend has gone from being somewhat on the map, to being one of the most famous outdoor destinations in the western United States. 

As you drive through the Cascade Mountains into the heart of Central Oregon, you’ll notice that the landscape starts to change.

First you hit the eastern foothills, which are notably more dry than the western foothills, and as you continue to Bend and beyond, you’ll be right in the heart of the high desert that stretches across Central Oregon. 

Bend is perfectly placed between the mountains and the high desert. Within 45 minutes or so, you can be in the heart of the alpine paradise in the Cascades, or hiking through the desert dodging rattlesnakes in Smith Rock State Park (more on that in a second). 

Within 45 minutes or so, you’ve got great hiking, cycling, skiing, watersports, and more. Plus, Bend itself has a pretty good food scene, the Deschutes River and all the watersports it has to offer, and perhaps the best selection of breweries in the country. 

What to Do in Bend

Here are some things to do in Bend, including some of the things to do just outside of town along the Cascade Lakes Scenic Byway. 

Hikes Around Bend: Within the Bend city limits, there are a few good hikes (we’re not counting the hikes in the mountains or at Smith Rock, which we have separate sections for below). Pilot Butte is right in the middle of town, and after a quick ascent you have a panoramic view of the surrounding landscape that serves as a nice introduction to Central Oregon’s geography. To the west, you’ll be able to see the snow capped peaks of the Cascades (there’s a topographic map to help you identify which peak is which). To the east, it’s a lot of flat land. We also have hiked pieces of the Deschutes River Trail , which heads south out of town along the river. You could follow the trail for miles and miles, but there’s a nice 2.7 mile loop that focuses on the part of the trail near the Old Mill District that would be a lovely way to spend a morning. It would look something like this . If you want something a little longer, continue south from Farewell Bend Park, which is where the trail gets a little less developed. For more information, read our guide to hiking in Bend .

Explore Downtown Bend: Downtown Bend is centered around Drake Park along the Deschutes River (there are several areas that could be confused as “downtown” so we wanted to clarify). There’s also the Old Mill District, which is a little bit south (and has more chain retailers and Red Robin vibes, if you know what we mean), and the Box Factory, which is between them. In downtown Bend, go to Lone Pine for coffee, The Lemon Tree for brunch (it’s popular so go early), and Bontà for gelato. Then, poke your head into the many shops and boutiques along NW Wall and NW Bond. 

Brewery Hopping: Bend, like Portland, is known for its breweries. And like Portland, there are way, way too many breweries to visit in just a couple days. Here are a couple that we like for one reason or another.

• Deschutes Brewing : In many ways, the OG Craft Brewery in Bend that set off the craft beer craze in Oregon. It’s still owned by the original owners (rather than Anheuser-Busch), which is cool. They do tours (which we’ve done and enjoyed), and they have an onsite taproom with beers that you can’t find elsewhere.
• Silver Moon Brewing : A cozy taproom outside of town – we like them for their Thursday trivia nights! They have a cool space that has both indoor and outdoor seating with a lineup of live music in the summer. They also have a couple of food trucks onsite.
• Crux Fermentation Project : Our friends who are beer nerds think this is the best beer in Bend (though they also note that there’s too many and they’re too different to really choose). What we like about them is their HUGE outdoor terrace, which is a perfect place for some cold beer after a morning of hiking.  

Cider in Bend: If you’re more into cider (we are!), the small town of Tumalo just north of Bend has a couple of our favorite cideries in Oregon, and they’re just around the corner from each other. The first is Tumalo Cider , which has a nice taproom and great, dry ciders. The second is Bend Cider Company , which has a new-ish taproom a couple of blocks away. They do fun flavor combinations featuring fruits and botanicals (but not too sweet!) – we liked the Blackberry Ancho we tried recently. There’s a food cart pod across the street from Tumalo Cider which would make a good stop for lunch between cider tastings.

Tumalo Falls: Honestly, the hike to Tumalo Falls kind of sucks. But the waterfall is cool, so there’s that! It’s a 97 foot high plunge into Tumalo Creek, and if you do the six mile hike, you’ll reach the viewing platform and realize that it’s a five minute walk from the upper parking lot. We’d drive to the parking lot and check out the falls, saving your energy for a more interesting hike (there are many!) later. 

Explore the Cascade Lakes Scenic Byway: This scenic drive (also known as Highway 372) leaves Bend, heading southwest out into the alpine paradise that is Deschutes National Forest. Skiers and snowboarders familiar with Oregon will know this stretch because it takes you out to Mount Bachelor, one of the state’s premier skiing destinations. Which, if we think about our other favorite hiking spots in the Pacific Northwest, is a great indicator of a good summer hiking destination. It’s worth spending a day driving the byway, starting in Bend and working your way down to Elk Lake before returning the way you came. You could also do a loop, taking NF-40 back towards Bend, but we’d prefer driving the more scenic byway both ways. This is a very popular stretch, and there is a permit you’ll need to enter during the peak summer season. 

Hiking Along the Byway: The Cascade Lakes Scenic Byway is full of great hikes, particularly as you get out past Mount Bachelor. Here are a few good ones. 

• Green Lakes Trail : Potentially our favorite hike in central Oregon (technically it’s in the Cascades, so does that count as central Oregon?), this hike has everything we love about hiking in Oregon . Following a babbling creek the entire way, which is the perfect white noise for a hike? Check. Pristine alpine lake (really, lakes)? Check. All sorts of peaks to admire? Check. It’s 9 miles, but it’s an easy 9 miles, we think.
• Tumalo Mountain Trail : A tough ascent, but the views from atop Tumalo Mountain are worth the sweat. You’ll have Mount Bachelor, the South Sister, and Broken Top right in your face, with various other peaks peeking out behind them. It’s basically straight up, straight down.
• If you’re really up for a challenge, there are two excellent but difficult hikes here: Broken Top & No Name Lake and the South Sister . Both are very difficult, and should not be underestimated. The South Sister is going to be better if you can backcountry camp the night before at Moraine Lake or Green Lakes, which cuts down your ascent (but requires an extra night of backpacking, and all the associated gear). 

Sparks Lake: We love Sparks Lake. The main photo on the homepage of this site (at the time of writing) was taken there on an early summer morning just after sunrise. Head to the day use area, park, and walk along the southeastern shore of the lake, where you’ll be treated to an absurdly good view of the South Sister and Broken Top, with a reflection in the still water of the lake if you’re lucky. 

Day 9: Smith Rock State Park (and Drive to Government Camp)

Drive Time / Distance from Bend to Smith Rock State Park: 36 minutes / 23 miles

I will never forget the first time that I laid eyes on Smith Rock State Park during a spring trip to Bend with friends. I had only really ever been to Bend to go skiing in the winter at that point, which had us out in the forest to the city’s west at Mount Bachelor. 

Smith Rock, with its winding river snaking its way between orange-hued rock formations, looks like it belongs somewhere in Utah or Arizona, not in Oregon. At least in my mind, having never explored Oregon east of the Cascades at that particular point in my life. 

Bend is perched in the eastern foothills of the Cascades, and it is situated between the lush evergreen forests that cover the western part of the state, and the high desert that covers most of central and eastern Oregon. 

Remember at the beginning of this guide, when we said that Oregon is the ninth biggest state in the country? Bend is about 25% of the way from the western border (the coast) to the eastern border with Idaho. Which means the high desert stretches for a LONG time from Bend to the east. 

Smith Rock State Park is a destination that is definitely worth stopping at, but it’s not worth an entire section with separate things to do and places to stay. Instead, we’d recommend a stop on the way from Bend up to Mount Hood. It’s a perfect location for that. 

There’s really only one hike in Smith Rock State Park – though you can do it two ways – and that’s the Misery Ridge Trail . It’s accurately named, because the initial ascent up to Misery Ridge is brutal, especially on a hot summer day with full exposure to the sun. 

The views from the top of the ascent, though, are worth the price of admission. You’ll have a panoramic view of central Oregon, with the snowy peaks of the Cascades to the west, and the high desert stretching out as far as the eye can see to the east. 

On the descent, you’ll pass Monkey Face, a very popular destination with rock climbers. It is also accurately named, because from a certain angle, it looks exactly like the face of a monkey. 

The trail descends back down to the river, where you can either head left to return on the River Trail (shorter and flatter) or right to continue on the Summit Trail (longer with better views and more climbing) to finish the loop.

Note: This is another place where you’ll stop along the way to another destination – in this case Mount Hood – so you’ll spend the night in and around Government Camp after your exploration of Smith Rock. 

Days 10-11: Mount Hood (Government Camp) 

Drive Time / Distance from Smith Rock to Mount Hood: 1 hour 40 minutes / 86 miles

Where to Stay at Mount Hood: There aren’t that many places to stay here, but you do want to be in or around Government Camp on the south slopes of the mountain. There’s a Best Western , a campground at Trillium Lake that we like, and a bunch of nice cabins in the woods to choose from. 

Mount Hood is our favorite hiking destination within a couple of hours of Portland. We fell in love with it on that first road trip that eventually led us to move here, and we go back there as often as we can. 

Matt is from Seattle, where the towering peak of Mount Rainier is a near constant reminder of the natural beauty that lives just outside of the sprawling city (and also a constant barometer of the weather – “is the mountain out?” is a common question to evaluate whether it’s a nice day in Seattle). 

Mount Hood plays a similar role for Portland, and we often have a similar conversation around Portland around whether Hood is out. 

During the winter, Mount Hood is home to some of Oregon’s best skiing. Then, when the snow melts in the late summer, it turns into a veritable alpine wonderland, with wildflowers blooming, roaring waterfalls, and stunning vistas of Mount Hood around every bend in the trail. 

The part you’re going to want to focus on here is the area in and around Government Camp , on Mount Hood’s southern side. 

That’s where all the action is, though that’s not to say there aren’t worthwhile places to visit on other sides of the mountain. 

By focusing there, you’re also nicely positioned for the next stop on your itinerary, Hood River, where you’ll just hop back on Highway 26 and continue north to Oregon’s northern border. 

What to Do at Mount Hood

Here are some of our favorite things to do and see near Mount Hood.

McNeil Point (or Bald Mountain via Lolo Pass): For some of the best views in Oregon, you should hike one of these two trails. However, be warned, the hike up to McNeil Point is no joke. Not even a little bit. We did it at the peak of our hiking powers, during a summer where we were hiking 7-8 miles almost every day, and it kicked our butts. With that warning out of the way, it’s a fantastic hike. It takes you up to an alpine wonderland on Hood’s northwestern slope where you’ll have unobstructed views of the mountain, and you’ll feel like you’re close enough to reach out and touch it. The full hike to McNeil Point is a 10 mile lollipop – you should do the lollipop section counterclockwise because it involves a scramble that is easier to do uphill (you can also go around and make it an out and back, but it’s about 2 miles longer). 

Our favorite view in Oregon is the view from Bald Mountain: You’ll find it plastered all over this website – which you can access either on the way up to McNeil Point, or as a different, much easier hike from the Lolo Pass Trailhead. That’s a good shorter option that is more accessible for more hikers. 

Ramona Falls : If you want a waterfall hike, this is it. Don’t let the 7 miles scare you off – it’s a pretty easy hike with the exception of the crossing of the Sandy River, which used to have a bridge, but has since been relegated to “I don’t know, find your own way across.” It’s not an easy one, though it is worth noting that hundreds of hikers do it every day in the peak of the summer. There are various logs, and some narrower sections of the river a bit upstream from the trail where you can make the crossing. We wouldn’t take our dog, though. Ramona Falls, unlike some of the waterfalls in the Columbia River Gorge, is a wide cascading falls that dribbles down a rock wall rather than plunging down into a pool. Still, it’s very impressive, and it’s 120 feet tall – tall enough that it’s hard to get the whole thing in frame on a photo without a wide angle lens. 

Timberline Lodge and the hike to ZigZag Canyon: The iconic Timberline Lodge is an uber-rustic lodge that is reminiscent of the various national park lodges in the American West. It was built in 1937, and has since been declared a National Historic Landmark. If you’re up for a splurge, their rustic rooms would be a fun place to stay. However, even if you’re not staying here, it’s worth coming up to do some exploring on the trails around the lodge (in the summer, anyway, it’s a ski resort during the winter months). Our favorite of the bunch is a piece of the Timberline Trail, which circumnavigates Mount Hood, and it’s the stretch between the lodge and Zigzag Canyon . It’s a beautiful, somewhat easy hike that ends with a view of the peak up a canyon. 

Trillium Lake: This is our favorite campground in Oregon, although it’s also one of the most competitive. We’ve camped here a few times, and we’ll do it again. The draw here is the excellent views of Mount Hood, often reflected in the surface of the lake, which you can find from the southern end of the lake near the day use parking. It’s also a great place to bring watercraft like kayaks and stand up paddleboards in the summer. 

Drive Time / Distance from Government Camp to Hood River: 50 minutes / 43 miles

Where to Stay in Hood River: Hood River is a very nice little downtown area, and there aren’t that many places to stay downtown. We actually like staying across the river in Washington, either at the Society Hotel in Bingen or at the lovely RubyJune Inn (a very charming B&B in a tranquil setting run by lovely people). 

The Columbia River Gorge runs along the northern border of Oregon (it separates Oregon from Washington State), and has the highest concentration of waterfalls in the state. 

Depending on how good your memory is (and how long ago high school was for you), you may remember the Columbia River from your days learning about Lewis and Clark, because it’s the river that they came up as they made their way out to their final destination just south of Astoria. 

Living in Portland, the Columbia River Gorge is essentially our backyard. It takes 30-40 minutes for us to get out there, and when we’re looking for an easily accessible hike for a random Thursday morning, this is generally where we’re heading. 

It’s also on our itinerary for every single first-time visitor who comes to Portland to visit us. 

There is a nice mix of different hikes in the Columbia River Gorge , from easy waterfall hikes to hikes that climb to the rim of the Gorge, where you’ll find dramatic vistas out over the Columbia River and the gorge beyond. 

Hood River is a town in the Columbia River Gorge, and it is perched at a crossroads of sorts. It sits at the point where the wet, temperate climate of western Oregon transitions to the dry, more extreme climate of the high desert in eastern Oregon. 

To the west, you’ll find some of the best waterfalls in Oregon. To the east, the high desert. And both north and south are the Cascade Range, and places like Mount Hood and Mount Adams. 

There are a bunch of great things to do in Hood River, and that list grows longer when you include the fertile Hood River Valley and its fruit trees as far as the eye can see and the wineries along the Columbia River. 

Hood River is a great home base to use to explore the Gorge and the fertile Hood River Valley, which is what you’ll be doing for this stretch of the itinerary. 

Note that we’ve split the “what to do” sections below into Hood River and the Columbia River Gorge to make it easier for you to plan and group things together.

What to Do in Hood River

Here are a few of our favorite things to do in and around Hood River.

Tamanawas Falls: This hike is on the eastern slopes of Mount Hood, and would be an excellent stop between Government Camp and Hood River. It’s right on Highway 26, and it’s a nice, easy hike up to a spectacular waterfall. Parking is limited, so you’ll want to get there early, or be prepared to wait for a spot in the tiny lot – parking along the highway is illegal, and we’ve seen many people get tickets here. 

Read More: Everything You Need to Know to Hike the Spectacular Tamanawas Falls Trail

Drive the Fruit Loop: The Hood River Fruit Loop is a perfect half-day activity near Hood River that takes you through the fertile Hood River Valley, with apple and pear trees as far as the eye can see (with backdrops of Mount Adams, Mount St. Helens, and Mount Hood). There are a bunch of worthwhile stops here, but our favorite is Draper Girls Country Farm , which does u-pick cherries for a short window in the summer, and has all around excellent produce more or less from spring to fall. They have a lovely back patio area with great views of Hood, and a lush collection of various fruit trees. Plus, a great selection of locally made jams, honeys, and other stuff inside the shop. 

Wine Tasting near Hood River: The area around Hood River, both on the Oregon side of the Gorge, and on the Washington side, is a great place to grow grapes and make wine. There are a bunch of wineries in Hood River itself ( Hood River Common House is a good spot), but the real way to do it is to hop in the car and drive out to one of the wineries dotting the landscape around Hood River. We like the Gorge White House (not the best wine and cider, but the setting is amazing) and Loop de Loop (the friendliest wine makers and the best dog, plus an amazing view), and have also heard good things about AniChe Cellars , Le Doubblé Troubblé , and Analemma Wines (this one came highly recommended from the folks at the Ruby June Inn, where we stayed on our recent trip). 

What to Do in the Columbia River Gorge

Here are our favorite stops in the Columbia River Gorge.

Wahclella Falls: This is the best bang-for-your-buck waterfall adventure in the Columbia River Gorge, we think. Multnomah Falls is great, yes, but it’s an absolute zoo at all hours. The short and easy hike out through a canyon with steep rocky walls here weeds out most of the visitors, and you end up at a beautiful waterfall that tumbles off of a ledge into a pool 65 feet below. 

Read More: Everything You Need to Know to Hike the Wahclella Falls Trail

Drive The Historic Columbia River Highway: The Historic Columbia River Highway runs from the town of Dodson, just west of Bonneville (and the dam of the same name), all the way to the town of Troutdale, which is just east of Portland. It’s a windy two lane road that parallels I-84, and is the original road that was used to traverse the Gorge on the Oregon side. Our recommendation would be to drive it from Multnomah Falls to its western terminus, because there are routinely huge traffic jams along the road at the base of Multnomah, and it’s better to park in the big lot along I-84. 

Multnomah Falls: Multnomah Falls is the queen of the waterfalls in Oregon. It’s by far the most impressive waterfall in the state, we think, and it’s actually the biggest tourist attraction in Oregon thanks to its location about 40 minutes away from downtown Portland. It’s a two-tiered waterfall that, all-in, falls 620 feet down from the top of the rocky ledge high above the viewing platform. The only issue we have with Multnomah Falls is the fact that, at any given moment, you’re likely to be sharing the experience with around 1,000 of your closest friends. It’s worth seeing, but there are so many other waterfalls in the Gorge to get to with a fraction of the visitors (especially if you’re willing to hike a little bit). Oh, definitely park at the bigger parking lot along the freeway ( here on Google Maps) – the smaller lots at the base of the falls are an absolute nightmare, and we’ve seen massive backups along the Historic Columbia River Highway of people just waiting to get a spot. The bigger lot has more parking, and you just have to walk a few hundred feet to get to the falls. 

Latourell Falls : Lower Latourell Falls is one of the most scenic waterfalls in the Gorge after Multnomah, particularly in the winter when the water level is high AND there’s a bright greenish-yellow moss covering the rocks on either side of the falls. The lower falls is the more impressive, we think, as it falls 225 feet off of a ledge in one single drop. There’s a nice wooden bridge at the base of the falls, which is a short hike from the trailhead that is a must-do, that is a good spot for pictures. There’s a nice, relatively easy two mile loop hike that takes you up to the Upper Falls and down around to the base of the lower falls that is a worthy excursion if you have the time and energy. 

The Vista House & Portland Women’s Forum Scenic Viewpoint: These are two excellent viewpoints at the western end of the Historic Columbia River Highway to cap off a day full of great views. Pictures are worth 1,000 words here, we think, so here’s a few we’ve gotten from up here. 

Day 14: Explore Portland 

Drive Time / Distance from Hood River to Portland: 1 hour / 63 miles

Where to Stay in Portland: Portland is – by far – the biggest city in this guide, so we’d recommend reading our in-depth guide to choosing a place to stay in Portland for the information you need to make the best choice for you (which takes more than a couple of sentences).

What can we say about Portland? We have fallen head-over-heels in love with our new home. Everyone always talks about the “weirdness,” which we have come to understand as an implicit permission to be whoever you want to be. 

That idea flows through to the unique small business culture that exists in Portland, where you can find all sorts of locally made foods, crafts, and home goods.

The funny part about Portland is that there aren’t really any big name tourist attractions. Seattle has the Space Needle, San Francisco has the Golden Gate Bridge, and Portland has… a donut shop and an independent bookstore? But, honestly, that’s kind of why we love it. It’s not that there isn’t a lot to do – there’s plenty of amazing things to do in Portland. 

The food scene? The best on the west coast (except for maybe L.A.). There’s a culture of innovation – which we think is at least partially driven by the food cart scene that allows for low-cost experimentation (versus opening a brick and mortar location). 

The access to the outdoors? Between the excellent parks in Portland and the access to the mountains, Gorge, and coast, it’s hard to beat.

We’re in love with our home, and think you’ll like it too. 

Unfortunately for you, your time here is limited, and we’ve intentionally chosen to weight this road trip towards Oregon’s natural beauty, which means you’re left with about a day, maybe a day and a half to explore the biggest city in the state.

If you have an extra day or two, it’s absolutely worth adding time here.  

What to Do in Portland

Now, there are way too many things to list here, so we’re going to focus on our top five here.

Powell’s City of Books : The fact that we’re starting with an independent bookstore – the largest in the world, no less – tells you just about everything you need to know about Portland. It’s right in the heart of downtown Portland, and is an astounding collection of books from all genres. This place is amazing, and even since we’ve lived here I can’t walk out of here with at least one book. I bought a light blue Powell’s Books t-shirt on clearance almost a decade ago that I wear often, and every time I wear it outside of Portland (usually in Seattle) at least one person stops me to chat about how much they love Powell’s. They have an extensive collection of books, including big sections dedicated to fantasy/sci-fi, Pacific Northwest history, and graphic novels. We especially like the staff picks section in the entryway, which is a nice way to see what the staff are reading and recommending at the moment. 

The International Rose Test Garden : Washington Park – which is the park where this rose garden is located – is the best park in Portland, and is home to a bunch of different attractions including the Oregon Zoo and the Portland Japanese Garden. But the Rose Garden, which is both free and spectacular, is the best of the bunch, we think. There are 10,000 roses here, and when they’re in full bloom between roughly May and September (sometimes longer), it’s quite a sight to behold. 

Breakfast / Brunch in Portland: Portland is an excellent food city in general, especially when you consider prices are going to be about 25% lower than other cities on the west coast. However, it really shines in the morning, when you’ll find some world-class breakfast and brunch options. 

Now, you might expect to see Voodoo Donuts on this list. 

The novelty donuts are fun, yes, but it’s far from undiscovered, and there are honestly much better doughnuts to be had in Portland. Like, a lot of them. Go to Blue Star , Doe Donuts , Coco Donuts , or Petunia’s Pies and Pastries (for gluten free and vegan donuts) if you’re in and around Downtown Portland. 

Here are some of our favorites, in no particular order. 

• Fried Egg I’m in Love : Award-winning breakfast sandwiches! They have a food cart in downtown Portland, along with a brick & mortar shop on Hawthorne Blvd in Southeast Portland and up on Mississippi Avenue.
• Ken’s Bakery : The best bakery in Portland, probably. It’s in northwest Portland, and is a local favorite with a rotating selection of pastries that you can see them making right behind the register. Good sandwiches for lunch, too, but the hero is the pastries in the morning.
• Pip’s Original Doughnuts & Chai : Go for the mini donuts (they are NOT donut holes, Matt!) with innovative flavors, stay for the incredible chai. There’s a perpetual line, especially on weekends, so go when they open if you can. Alysha LOVES their chai (get a chai flight!). 

Explore The Eastside: While most of the tourist attractions like Powell’s and the Rose Garden (though Powell’s has a location on Hawthorne) are on the west side of the river, we actually like the east side of the river more. We’d divide this large and sprawling area into three distinct areas. If you’re staying downtown and don’t have a car, your best bets are going to be:

• The Central Eastside: Just over the river from downtown, this area is an old industrial district that has become a great place to spend an afternoon, with all sorts of places to eat and drink. We like Schilling Cider House (for 50 taps of different ciders), Cascade Barrel House (for beer), and the Revolution Hall Rooftop for drinks with panoramic views of Portland and Mount Hood).
• Southeast Portland: Our neighborhood! Centered on Hawthorne Blvd and Division St, this stretch runs straight through a residential neighborhood and is full of places to eat and drink. Fried Egg I’m in Love (breakfast sandwiches), Cibo (pizza), Lauretta Jean’s (pies), Pinolo Gelato (gelato), Magna Kusina (Filipino), and Oma’s Hideaway (Malaysian / Singaporean food) are the spots we’d hit.
• Mississippi Avenue: Where we used to live! The stretch along Mississippi Avenue might be the most bang-for-your-buck in terms of the amount of bars and restaurants packed into a relatively short stretch. For food, Lovely’s Fifty-Fifty (of Chef’s Table fame), Kate’s Ice Cream (plant-based ice cream), and the food cart pod at Prost . For drinks, go to Interurban . For shopping, don’t miss the Meadow , a store that we go to far too often with salt, chocolate, and bitters.
• The Alberta Arts District: The furthest from downtown Portland, Alberta Street is one of the main corridors in northeast Portland. Similar to the other places on this list, it’s packed with great food, drinks, and coffee. For coffee, don’t miss Proud Mary (our top coffee shop in Portland for fun single-origin coffees) and Barista . For food, go to Tin Shed Cafe for brunch, Zilla Sake for excellent sushi and sake, and Matt’s BBQ Tacos for…tacos. For drinks, Bye and Bye for good drinks and vegan food, and Great Notion Brewing for beer (and the aforementioned Matt’s BBQ Tacos, which operates on their patio). 

For more, we’d encourage you to head over and read our other Portland guides.

What to Add with More Time in Oregon

Like we’ve said time and time again, two weeks is not really enough time to see everything there is to see in Oregon. Here are a few more things to consider adding if you happen to have more time. 

More Time in Portland (+1-2 Days)

As we mentioned above, we intentionally decided to weight this itinerary towards Oregon’s natural beauty and have you spend the vast, vast majority of your time outside of cities. 

Which, unfortunately, leaves you with just over a day to explore Portland. 

Ideally, you’d spend two or three days in Portland, which is one of the most underrated food cities (quickly transitioning to “appropriately rated”) cities in the country. 

There’s a strong culture of experimentation and innovation in Portland’s food and drink scene that puts it on the leading edge of food trends that make it a great place for people who love to eat to explore.  

With an extra day or two, you can experience the things that we love about Portland at a more comfortable pace – the amazing green spaces inside the city, and the thriving food and drink scene to name a couple. 

If you have the extra time, we have guides to 2 days in Portland and 3 days in Portland (which includes a half day trip to the Gorge, which you could replace with the trip to Silver Falls just below this) which will give you a play-by-play of exactly how we’d spend your time. 

Day Trip to Silver Falls State Park (+1 Day)

Silver Falls State Park is a hair over an hour south of Portland, and it’s home to one of our favorite hikes in the state – the incredible Trail of Ten Falls . Which, as you might imagine, features 10 waterfalls over the course of a relatively easy eight mile trail. 

If you want waterfalls – and especially if you’re here in the spring and early summer when the water is high – this is as close to a must-do as it gets. 

After your hike, you can meander through the eastern end of the Willamette Valley on your way back to Portland, stopping at Bauman’s and E.Z. Orchards for farms and cider (and apple cider donuts!). 

The tiny town of Silverton is a nice place to stop for lunch after the hike (or just wait until you get back to Portland and check off some other places there!).

If you do want to stay overnight, the campground at Silver Falls is really nice. However, other than that, there’s really not a whole lot of places to stay nearby, and you’re probably better off making it a day trip and staying in Portland for another night. 

Crater Lake National Park (+1-3 Days)

So you want to add Crater Lake National Park to your Oregon trip?

Well, we have good news and bad news. 

The good news is that it’s totally doable as long as you have a little extra time. 

The bad news is that it’s only really accessible for a few short months a year, and it’s not really convenient even when it’s at its most accessible. It’s at the southern edge of the state, and it’s fairly far from just about everything else on this itinerary.  

To add Crater Lake to the itinerary, you’re going to want to do it after Bend. It’s about 90 minutes from Bend to the north rim of Crater Lake, which doesn’t seem so bad, right?

However, there is one major caveat here, and that’s the fact that the rim road that circles around to the north end of the rim is closed during the winter and early spring due to snow. 

It will start to open in early spring, but when exactly that happens totally depends on the year. 

That’s an issue to keep in mind because Bend is north of Crater Lake. The only way to access the small slice of the park that’s open between November and April (roughly), which is on the south rim, is to enter the park through the south entrance. Which is about three hours from Bend. 

We would only really recommend adding Crater Lake during the summer and early fall (call it June through October) when roads will be mostly open, and hiking trails will be mostly snow-free.

Add it as an overnight trip from Bend, and continue along on the McKenzie River Scenic Byway as written. 

What to Do with Less Time in Oregon

With less time – 7 or 10 days in Oregon – we’d make some adjustments and be more focused with your time. With 5 days in Oregon, we’d go ahead and spend the entire time in Portland, doing day trips out to the Gorge, the Coast, and Silver Falls to fill your time (you’d want to rent a car for that trip).

With 7 days , we think you have time for a nice little loop that encompasses Portland and the mountains OR the coast, but probably not both.

If you absolutely have to see both, you could add a day on to do a day trip out to the coast (Cannon Beach or Astoria) or the Columbia River Gorge (Hood River).

With 10 days , you have enough time to comfortably do a figure-8 that includes the mountains (Hood River and Mount Hood) and the coast (Cannon Beach and Astoria). 

Here’s a day-by-day breakdown of what those itineraries might look like. 

7 Days in Oregon: The Mountains

Here’s what a perfect 7 days in Oregon might look like, focused on the northwest corner of the state around Portland. 

Add a day if you want to do a day trip out to the coast (and read our guide to the best day trips from Portland ).

• Day 1: Arrive in Portland, drive to Hood River
• Day 2: The Columbia River Gorge
• Day 3: Hood River & Around
• Day 4: Mount Hood
• Day 5: Mount Hood
• Day 6: Portland
• Day 7: Portland & Fly Home

7 Days in Oregon: The Coast

Add a day if you want to do a day trip out to the mountains, and focus on Hood River or Mount Hood. 

• Day 1: Arrive in Portland, drive to Astoria
• Day 2: Astoria
• Day 3: Cannon Beach & Around
• Day 4: Tillamook & Three Capes Scenic Loop
• Day 5: Drive to Portland

10 Days in Oregon

With 10 days, do a loop starting and ending in Portland that takes you first out to the mountains (and the Gorge), then head west out to the coast for a couple of nights before returning to Portland. 

• Day 6: Drive to Cannon Beach
• Day 7: Cannon Beach & Around
• Day 8: Tillamook & Three Capes Scenic Loop
• Day 9: Drive to Portland
• Day 10: Portland & Fly Home

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The 4T Trail: Portland’s Most Unique Urban Hike

Omg.. I cannot tell you how well written and amazing guide this is. Everything is broken down so well and easy to understand. Loved your blog and have already fallen in love with all the pictures of the falls and mountains you have on this blog. Thank you for writing this up.. Will surely use this guide when we plan to travel.

Thanks for the kind words, Kina!

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Home » North America » USA » Oregon

Epic Oregon Road Trip Travel Guide | Best Routes in 2024!

Going on a  road trip in Oregon  has to be one of the best ways to experience the state! With your own car and the freedom of the road, you’ll be able to go wherever you want and see whatever you like in this glorious state.

Oregon is a magical place full of beautiful landscapes, interesting people, and amazing food and drink. There are few other destinations in the world where you can surf and ski in the same day and, for that matter, drink some of the best beer of your life all the while.

There’s a lot to do in Oregon but, make no mistake, this is a big, wide-open state, one that requires plenty of time and patience to see.

Renting a car in a foreign state or country can be intimidating. Travelers may not know where to go or what to do. They may be worried about expenses or spending too much money pointlessly as well.

Don’t worry – we have the insider information you need for an EPIC Oregon road trip.

Written by a road-trip expert and local, this epic guide covers everything you need to know about visiting Oregon by car or campervan.

We’ll show you exactly how to stick to a budget, tell you about the best things in Oregon, and give you plenty of ideas and itineraries so you can easily plan out your entire trip!

So let’s start planning your dream Oregon road trip!

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Oregon Road Trips Costs

Best road trip in oregon.

• The Oregon Coast

The Cascades Itinerary

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Oregon is about average when it comes to the costs of living, though it is quickly becoming one of the more expensive states. A road trip in Oregon can be affordable or it could be expensive – it all depends on how you want to do it.

We at The Broke Backpacker always try to go on affordable adventures and are always looking for ways to travel cheap ! Even if we are unable to travel for $10/day, as we do in our favorite countries, we can at least help you reduce the prices of an Oregon road trip.

The average daily budget for an Oregon road trip is between $150-$200 – this includes gas, a rental car, lodging, food, drink, and entry into certain attractions. Make note of this number but please do not let it discourage you – we’re going to show how to reduce it to a more budget-friendly amount soon.

Gas will undoubtedly be your largest expense while on a road trip in Oregon. It’s sometimes hard to predict how much gas you will use but it is almost always is more than you expect. Do not take this expense lightly and do you everything you can to limit it.

Other than gas, the costs associated with a road trip in Oregon really come down to how you want to travel, eat, sleep, and drink. These run gamut from driving in a cheap economy car to a gas-guzzling SUV and eating out in expensive restaurants to cooking your own food at a campground.

If you are mostly cooking for yourself, camping, and exploring Oregon’s wild places, you can reduce that cost in half. Traveling with at least one other person will also keep costs much lower.

Think about what you want to do on your Oregon road trip route and then set a budget.

Below is a breakdown of the average costs of a road trip in Oregon.

Average Costs of an Oregon Road Trip

Rental car :  $30-$100

RV rental :  $100-$300

Gallon of gas:  $3.23

Private AirBnB home:  $80

Hotel room:  $120

Hostel:  $25-$30

Campground:  $5-$15 (sometimes free!)

Sandwich:  $6-$9

Beer at a bar:  $5-$7

Coffee:  $2-$3

Bottle of Whiskey from market:  $20

Dinner for two:  $30-$50

• The Oregon Coast – 4 days
• The Cascades – 7 days
• Eastern Oregon  – 10 days
• The Grand Tour Oregon – 14 days

Below is a list of sample Oregon road trip routes. Varying from 5 to 14 days in length, they cover many of the top destinations in Oregon. Each itinerary provides day-by-day highlights, which are meant to give you some good Oregon road trip ideas.

The USA is  blisteringly beautiful. It’s also blisteringly expensive! Visiting two national parks in day can run you $70+ in entry fees.

Orrrr… you kick those entry fees to the curb, buy an annual ‘America the Beautiful Pass’ for $79.99,  and get unlimited access to ALL 2000+ federally managed sites in the States totally FREE!

You do the math. 😉

The Oregon Coast is probably the most beloved road trip in the entire state and is a popular area for a holiday stay with both locals and out-of-towners. People flock here to get away from the rat race for a little while and tend to just laze about on the beach or in a local diner.

The Oregon Coast itself is not well-known for its warm weather or clear days, but rather its rugged beauty. Dramatic cliffs, tide pools, and sea stacks are the most notable landmarks here – palm trees are markedly absent.

The best part about a road trip on Oregon Highway 101 is that you’ll never be far away from the coast. This route hugs the near entirety of the shoreline and only deviates when passing through an epic forest. For 90% of the way, it’ll just be you and the ocean.

• Bandon by the Sea
• Samuel H Boardman Park
• Ecola State Park
• Cape Perpetua
• Florence Sand Dunes
• Pacific City Camping Resort Yurts
• Windermere on the Beach  (Bandon)
• Ecola Creek Lodge  (Cannon Beach)
• Norblad Hotel  (Astoria)
• McMenamins Gearhart Hotel  (Gearhart)
• Shucking fresh oysters
• Bonfires on the beach
• Surfing at Oswald West
• Whale watching

The entire way.

• Pelican Brewery (Cape Kiwanda)
• The Schooner (Netarts)
• Fort George Brewery (Astoria)
• Local Ocean Seafoods (Newport)
• Mattie’s (Brooking)
• Festival of the Dark Arts in Astoria (February)
• Goonies Day in Astoria (June)
• Newport Seafood and Wine Fest (February)
• South Coast Clambake and Jazz Fest (March)
• Southern Oregon Kite Festival (July)

Oregon’s Cascade Range is not the highest nor the most epic in the USA – these mountains are fairly gentle and draw attention only when there is a volcano around. Hidden in the lush fur of these slopes though are, hands-down, the best waterfalls in the country, not to mention some of the most beautiful lakes in the world. Better yet, some of Oregon’s best cabins and treehouses are found here, so book a stay amongst the forests for a once-in-a-lifetime experience!

Mt Hood and Crater Lake are the Cascade’s most famous landmarks and both are must see places in Oregon. In between these two are countless more treasures, including, but not limited to, Jefferson Park, Marion Falls, Clear Lake, and the Three Sisters Wilderness. I’m barely scratching the surface as well.

Following a road trip in the Cascades, you will also have the chance to drive up the Willamette Valley, which has some of the finest Pinot Noirs in the world. Nothing really beats a glass of wine or a B&B at a vineyard after spending a week in the mountains.

• Crater Lake
• Columbia River Gorge
• Willamette Valley vineyards
• Lots of waterfalls
• Maverick Inn  (Klamath Falls)
• Pacific Crest Trailhouse  (Cascade Locks)
• Eugene Whitaker House
• Bunk + Brews Historic Lucas House  (Bend)
• Hiking/skiing at Mt Hood
• Rock climbing at Smith Rock
• Swimming at Crater Lake
• Willamette Valley wine tours
• Waterfall photography
• Crater Lake Rim Road
• Highway 138
• Crux Fermentation Science (Bend)
• Sam Bond’s Garage (Eugene)
• Caspian Cafe (Eugene)
• The Painted Lady (McMinnville)
• Ritter’s Housemade Foods (Salem)
• Oregon Country Fair (July)
• International Pinot Noir Celebration (July)
• Wooden Shoe Tulip Festival (April/March)
• Tigard Festival of Balloons (June)
• Bend Brew Festival (August)

If you need more recommendations on where to stay on your road trip, check out these cottages in Oregon .

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A visit to Eastern Oregon will be a wholly unique experience compared to the Western portion of the state. Deciduous rainforests and beaches are swapped for desert-scapes and hazy mountains. If you wanted to see a side of Oregon that few are even aware, this is the one.

There are lots of things to do in Eastern Oregon. Smith Rock offers some of the best climbing in the country while the Wallowas (AKA the Oregon Alps) offer some of the best skiing and hiking in Colorado . Steens Mountain and the Alvord Desert are two of the greatest hidden gems on the West Coast and are known only to adventurous Oregonians.

The culture is also distinct from the rest of the state. Cowboys, whiskey guzzlers, social pariahs; all of these are the types of people you’ll see in Eastern Oregon.

• Painted Hills
• Steens Mountains
• Hell’s Canyon
• Dreamer’s Lodge  (John Day)
• Eagle Cap Chalets  (Joseph)
• Rory and Ryan Inn  (Burns)
• Brewery tours in Bend
• Snowboarding at Mt Bachelor
• Hiking in Wallowas
• Desert scenery
• Cowboys in Pendleton
• Steens Mountain Road
• Scenic Lakes Byway
• Deschutes Brewing (Bend)
• McKay Cottage (Bend)
• Roosters Country Kitchen (Pendleton)
• Arrowhead Chocolates (Joseph)
• Sisters Folk Festival (September)
• Deschutes County Fair (August)
• Pendleton Whiskey Music Fest (July)

This the best road trip in Oregon – hands-down. Hell, this is one of the best drives in the USA ! You see everything and then some! The coast, the Cascades, the deserts of Eastern Oregon; all of these areas will be available to you with this itinerary.

In addition to the grand majority of the locations listed above, you will also have more time in Southern Oregon. This region is one of the most neglected parts of the state, which is unfair considering what it offers. The river rafting is epic, Ashland is one of the most charming cities you’ve never heard of, and the wine is arguably even better than that of the Willamette Valley.

So if you have time to kill and want to see the best of Oregon, look no further than this route. Oregon is beautiful and this is the best way to see it.

• Eastern Oregon
• Timberline Lodge
• Traveler’s House  (Portland)
• The Ashland Hostel
• Columbia Hotel  (Ashland)
• Everywhere else mentioned prior
• Skiing at Mt Hood
• Climbing at Smith Rock
• Rafting in Southern Oregon
• Chilling in Ashland
• Wine and beer tours
• Seafood on the coast
• Hiking in the Wallowas
• Growler’s Taproom (Portland)
• Shalom Y’all (Portland)
• Cartopia (Portland)
• Brother’s Restaurant (Ashland)
• Cafe Broder (Portland
• Everything else mentioned in this guide
• Ashland Shakespeare Festival (February)
• Portland Brewer’s Festival (July)
• Portland Rose Festival and Parade (May/June)
• Portland Waterfront Blue’s Festival (July)
• Pickathon (August)
• Portland MFNW (August)

Below is a list of the best road trip stops in Oregon. Study them well and decide which ones you like the most.

Road Trip to Portland

The City of Roses. Little Beirut. Rip City. Bridgetown. Stumptown. Call it what you will but few names can actually capture the intangible flavor and uniqueness that Portland excludes in abundance.

For years, Portland was a city of obscurity, full of eccentrics and abject people. For residents, this anonymity was an ideal situation that allowed them to cultivate their weirdness. Portland has only been “discovered” in recent years by the rest of the world and has since developed into a full-on tourist destination.

Portland is not a big city by American standards. There are no large attractions in Portland like a Hollywood Sign or Liberty Bell. Life is simpler (and better) in Portland because people care mostly about good food, good beer, and good health (both physically and spiritually). For these reasons, the best things to do in Portland are to just eat, drink, and go for a walk.

The best districts in Portland to walk around are definitely the Alphabet District , the Pearl, Alberta Arts , Hawthorne , and Laurelhurst . Other neighborhoods like Belmont, Mississippi, Division, and Chinatown are also worth visiting. On either side of the Willamette River are the Eastbank Esplanade and Tom McCall Waterfront , which are both great places to wander around.

A hike through the lush Forest Park makes for a lovely day. Inside and on the outskirts of the large park are some of Portland’s best attractions like Pittock Mansion , the Rose Gardens , and Japanese Gardens .

If there were must-see landmarks in Portland then they’d probably the bridges. Portlandians are in love with their bridges and take great pride in them. St. John’s Bridge is a crowd favorite as is the iron Hawthorne Bridge.

I’d go into more detail on the city, and talk about the many restaurants and bars, but, unfortunately, there is not enough time and space available in this guide. That’s what the our Portland Budget Travel guide is for – blessings!

  And the  coolest places in Portland to go .

  Craft a killer  Portland travel itinerary .

  Read about the  coolest hostels in Portland .

  And book a killer  Airbnb Portland apartment .

Road Trip through the Columbia River Gorge

With endless outdoor opportunities, the much loved Columbia River Gorge is like a playground for adults! Those looking for the best hikes near Portland should head directly to this scenic area. Also, there are some excellent breweries nearby offering crucial post-hike beers.

Starting in Troutdale and driving along the  Historic Columbia River Highway , you’ll first arrive at the Portland Women’s Forum , which has one of the most iconic views of the Gorge. You’ll see the Vista House perched on the walls of the gorge in the distance as well as the Columbia River .

From there you can continue on to picturesque Laurotell Falls and Bridal Veil Falls (see if you can find the elusive Upper Bridal Veil Fall ). Nearby Angel’s Rest is a very popular sunset hike for locals as well.

The next stop is Multnomah Falls, which is arguably the most spectacular waterfall in Oregon. This near-perfect waterfall drops over 500 ft amidst verdant foliage and is one of the most photographed places in Oregon. In front of the falls is an equally photogenic bridge, which makes the scene look like Rivendell.

Beyond Multnomah Falls, you’ll pass by many other superlative portions of the Gorge, notably Oneonta Gorge and Eagle Creek . These are some of the most beautiful places in Oregon as well as the most crowded. Note that this part of the Gorge was damaged recently by a wildfire and that some trails may be closed.

Past Eagle Creek is Cascade Locks, home to the historical Bridge of the Gods, which is where the PCT crosses into Washington. Further along is the Hood River, which is one of the coolest towns in Oregon. Here are, hands-down, some of the best breweries in Oregon in addition to some killer windsurfing and gorgeous views of Mt Hood and Mt Adams.

Road Trip to Mt Hood

Oregon’s pride and joy, the image that most Oregonians can recall from their earliest memories, is Mt Hood. For outdoor enthusiasts and mountain lovers, Mt Hood will be the crowning achievement on their road trip in Oregon.

Getting to Mt Hood is very easy as one of the states main arteries ( Highway 26 ) runs literally right next to it. The drive is gorgeous and a little perilous if you’re visiting Mt Hood in the winter.

If your car is not able to drive in the snow, which is very common beyond December, you can still catch a local shuttle in Sandy to the main alpine settlements: Government Camp and Timberline , the latter of which is famous for appearing in Stanley Kubrik’s The Shining .

Along 26 are several stops that you should absolutely make time for. Trillium Lake and Mirror Lake are local favorites, however, it’s also one of the most famous hikes in the USA , so the trails can be quite crowded.

There are several awesome spots on the eastern and northern flanks of Mt Hood that can be accessed by several forest roads. Cloud Cap , Tamanawas Falls , and Lost Lake are great places to check out.

If you’re a skier, then Mt Hood is unquestionably one of the best places in Oregon to visit in the winter. The skiing here is world-class and runs come in many forms, from tended to the backcountry. If you’re visiting Oregon in the summer, no worries; Timberline Lodge has the longest ski season in the country and is open 365 days a year.

Mt Hood is one of the most climbed glaciated mountains on the planet, second only to Mt Fuji. It is a great introductory peak for beginners and requires only a long day to summit. You will still need the proper adventure equipment to climb in as well as current condition reports.

Oregon Coast Road Trip

The Oregon Coast is not the typical kind of beach getaway – it’s not warm, it’s not very comfortable, and it’s not at all like those tropical postcards.

oRainy, rugged, and utterly romantic, the Oregon Coast is a marvel in its own way. If you’re travelling the USA for the adventure and appreciate a harsher beauty(or possibly like to wear both sandals and sweaters at the same time), you will instantly fall in love with this place.

The Coast is long and nearly 100% accessible via the Oregon Coast Highway 101 . A road trip on this highway will give you tons of opportunities to experience the local attractions. The Oregon Coast can roughly be divided into three parts (North, Central, and South) and between the three, there are, honestly, too many things to see and do.

Starting north you have the top weekend getaways for Portlandians – Astoria, Seaside, Cannon Beach, and Manzanita. Astoria is mostly famous for being the setting for Steven Spielberg’s The Goonies.

Seaside is a cute town popular with families and is a bit touristy. Cannon Beach is equally as touristy but hosts the stunning Haystack Rock.

Manzanita is the most laidback of the bunch and is aw great base for day trips to Oswald West State Park and Neahkahnie Mountain , both of which offer some of the best Oregon Coast hikes.

Moving south we head past Tillamook , the cheese capital of Oregon, and past Cape Kiwanda, one of my favorite places in Oregon, before arriving in Newport , famous for the highly-regarded Oregon Coast Aquarium . Beyond Newport is ultra-rugged Cape Perpetua , home to the Devil’s Churn, Thor’s Well, and Sea Lion Caves.

After Perpetua, we drive to Florence and the epic Oregon Sand Dunes , which originally inspired Frank Herbert to write the sci-fi masterpiece, Dune . Quad biking on the dunes is one of the most popular things to do on the Oregon Coast, though there are plenty of other places to go for a nice walk.

Saving the best for last, we wrap our Oregon Coast road trip in the south. The stretch between Bandon and Brookings is superlative with state parks like Face Rock, Samuel H. Boardman, and Pistol River all providing amazing settings. Some of the best hikes on the Oregon Coast are also around Boardman.

Willamette Valley Road Trip

The Willamette Valley is the breadbasket of Oregon and the source of much of its delicious produce. It also hosts some of the most respected wineries in the USA, which produce some of the finest Pinots in the entire world, not to mention a number of interesting towns and natural attractions.

The Willamette Valley runs for about 150 miles from Portland south to Eugene . The largest highway in Oregon, Interstate 5 , runs through the Willamette Valley meaning you can travel by car to California .

I5 itself doesn’t really have a lot of great views and the drive itself is pretty boring. Deviate slightly from I5 and there’s lots more though.

There are over 500 wineries spread throughout the Willamette Valley. The greatest concentration of wineries is around Highway 18 near McMinnville, Salem, and Newberg . You could easily spend an entire day touring these vineyards and trying some of the best wine in the country but please remember to drive safely.

To the west of the Willamette Valley, you’ll the see the Cascade Range rising. The Cascades, running all the way from Washington to California, are like the geographic spine of the state and heavily influence the weather.

Hidden inside of the Cascades are some more great waterfalls, which make for great day hikes close to Portland.

Silver Falls State Park is one of the most popular places to visit in Oregon because it offers great scenery and easy trails. Nearby is the much more intimate albeit difficult Abiqua Falls , which has become a local favorite.

Penetrate even deeper into the Cascades and you’ll find hidden gems like Olallie Lake, Bagby Hot Springs, Jefferson Park, Marion Falls, and Three Fingered Jack.

Eugene is worth dropping by if you have a moment. Eugene was once considered the “hippie capital” of Oregon though it’s more gentrified now. You can still get a taste of the counterculture in the bluesy Whitaker District.

Road Trip to Bend

Located on the other side of the Cascades in the High Oregon Desert, Bend is, in a lot of ways, like a foil to Portland. Bend is smaller, more rural, more politically conservative, and even more laid back than “big city” Portland.

Bend still has that quintessential Oregon charm though and ultimately makes for an awesome stop on any Oregon road trip route.

You’ll have to cross the Cascades in order to arrive in Bend. You can cross the Cascades via several passes and each offers their own set of attractions. I personally enjoy driving along Highway 20/126 because I have a chance to visit some of my favorite places in Oregon including Koosah Falls, Clear Lake, Tamolitch Falls, Proxy Falls, and Linton Falls . Note that only the larger highways like 26 may be open in winter.

Bend mostly gets attention for the surrounding landscape, which you’ll be introduced to on the drive in. The city itself is really cool though and actually a really fun place in Oregon to hang in, so it’s definitely worth staying in Bend for a couple nights. If you need ideas for places to stay in Bend, consider checking out one of the incredible vacation rentals . The local breweries, like Deschutes and Crux , are some of the finest in the state and the food ain’t bad either.

People usually head outdoors immediately upon arriving in Bend. Around the city are some of the best mountain biking, skiing, climbing, and hiking in Oregon, making the area a paradise for outdoors people.

Nearby Mt Bachelor is one of the best places to visit in Oregon in winter as the snow is legendary. North of Bend is the holy Smith Rock , which is often considered the birthplace of American rock climbing. East is endless sagebrush.

I definitely suggest driving on the Cascades Lakes Byway in the summer. You can visit local favorites like Tumalo Falls and Sparks Lake , all the while being afforded views of the Three Sisters . South Sister is a popular and relatively easy climb.

Road Trip to Crater Lake

Oregon only has one national park but it is easily one of the most stunning parks in the USA . Crater Lake is a marvel, an enormous body of water held high in the air on top of a collapsed volcano. The water is one of the deepest shades of blue that you will ever see and, officially, some of the clearest. There’s simply nothing else like it in the world.

Crater Lake is located a couple hours south of Bend in the Cascade Mountains. There are several entrances to the park but only one, Munson Valley via Highway 62 , is open (sometimes) in the winter. You’ll have to pay to enter the park though rates change depending on the time of year (summer: $25 winter: $15).

There is a lot to do at Crater Lake, though most people just stand there and stare in awe at it. You can hike, climb to one of the many surrounding peaks, descend down to the lake’s edge for a very cold swim, or simply drive around the rim in the summer on the Rim Road.

Several times in the year the road is closed to vehicular traffic so that bikers and pedestrians may enjoy the park without being disturbed, which is a really nice touch.

Though there is more to do in the summer, the best time of year to visit Crater Lake is in the winter. During this time, there are very few people, tons of snow, and just a powerful stillness to the place. The silence in the winter is almost total and you’ll be shocked, maybe even scared at how serene it is.

You can, of course, camp at Crater Lake though campgrounds can fill really quick. If you strike out camping, the nearest large town is Klamath Falls and it has plenty of lodging.

An Eastern Oregon road trip is a must for anyone who wants to get the full Oregonian experience. Some of the USA’s most beautiful places are found in this part of the state and anyone interested in a more rugged adventure will enjoy Eastern Oregon very much.

A lot of people often imagine Oregon covered in trees and being rained on 24/7; few realize that almost two-thirds of the state is actually a mix of desert terrain and stark mountains.

Lying on the other side of the Cascades, Eastern Oregon is, contrary to the common image, arid, hot, and sometimes bitterly cold. This austere landscape is gorgeous though and only solidifies Oregon as one of the most geographically diverse states in the USA.

The most popular place in Eastern Oregon is probably the kaleidoscopic Painted Hills , located in the John Day Fossil Beds . These hills are a geologic wonder and famous for their bright colors.

Surrounding the John Day area are the Ochoco, Malheur, and Umatilla forests as well as the Blue Mountains and Strawberry Mountains . Fun fact: the Blue Mountains are home to the world’s largest organism – a 2400-year-old fungus that covers over 2,000 acres.

In the far northeastern corner of the state are the Wallowa Mountains aka “The Alps of Oregon.” The Wallowas are an outdoor wonderland that offer great skiing opportunities and some of the best hikes in Oregon.

Most of the Wallowa Mountains fall within the Eagle Cap Wilderness though local townships like Joseph and Enterprise are worth visiting as well.

Nearby to the Wallowas is the historically significant Snake River and Hell’s Canyon , the deepest canyon in the entire United States.

There are many more hidden parts in Eastern Oregon that are really out in the middle of nowhere. To learn more about some of these remote locations among others, refer to the section below where we talk about secret Oregon.

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Or, y’know… you can stick to just chucking it all in your backpack…

Off The Beaten Path Oregon Road Trip Ideas

Oregon has so many hidden treasures for you to discover! To see something different, start with these relatively unknown locations, which are among the most uniques places to visit in Oregon.

1. Steens Mountains

The epitome of off-the-beaten-path in Oregon; these mountains are located in the far southeastern corner of the state and it takes a real journey to get here. Drive to the top of the mountains via the astounding Steens Mountain Road .

Be on the lookout for wild horses and, in the autumn, the golden aspens. On the other side of the Steens is the Alvord Desert – a surreal playa that is popular among both artists and off-roaders who like to go for joy rides.

2. Owyhee Canyonlands

One of the last untouched desert frontiers in America, full of hoodoos, stone towers, and delicate ravines. The Owyhee Canyonlands are often compared to the national parks and landscapes of Utah  albeit not as extensive.

Popular among hikers, rock climbers, and river rafters though not many people actually make it out this far due to rough and remote roads. Definitely one of the most beautiful and unique places to visit in Oregon.

3. Southern Oregon Road Trip

Though not exactly hidden, Southern Oregon often receives far less attention than the rest of the state. People usually visit to attend the famous Shakespeare Festival in charming Ashland or when passing through on a road trip from California, but there is a lot more happening than most are aware of.

The Rogue Valley has a burgeoning wine and beer scene that will soon rival the Willamette Valley. In terms of natural attractions, there is the Rogue River with its world-class rapids as well as the rugged Siskiyou Mountains and Oregon Caves , all of which make for great adventures.

Oregon Roadside Attractions

Americans have a weird affinity to the strange landmarks that are usually found out in the middle of nowhere. The roadside attractions in Oregon have become so admired that many people go on a trip just see them!

Below is a list of some of the most interesting roadside attractions in Oregon. Did we mention that a lot of these stops are among the best cheap things to do in Oregon as well?

• Peace Candle of the World (Scappoose) – A former silo that was filled with wax and painted red to resemble a giant candle. Promotes world peace.
• Enchanted Forest (Salem) – An amusement park filled with fairytale-themed rides and attractions. Whimsical and a little creepy.
• The Oregon Vortex (Gold Hill) – Place where the laws of physics are purportedly non-existent due to paranormal activity.
• Short Bridge Ghost Town (Short Bridge) – A seemingly derelict town that is actually a very well designed prop.
• Octopus Tree (Tillamook) – An old spruce tree that came to be shaped like an octopus by unknown means.
• Prehistoric Gardens (Port Orford) – A series of lifesize dinosaur recreations in the coastal rainforest. Intended to look like a prehistoric zoo.
• Peterson Rock Garden (Redmond) – An estate full intricate statues and structures made from rocks and stones.
• Oregon Corndog (Rockaway Beach) – Home to the world’s largest (artificial) corn dog. There’s also a bucking mechanical corn dog ride complete with a saddle.
• Evergreen Aviation and Space Museum (McMinnville) – Holy ground for anyone interest in aviation. Hosts a large collection of planes, most importantly the Spruce Goose, one of the largest planes ever designed.
• Oregon State Hospital Museum of Mental Health (Salem) – A real mental institution that was used for filming One Flew Over the Cuckoo’s Nest. Now displays important artifacts from the movie as well as archaic therapeutic techniques.

Oregon Scenic Drives

Everywhere you look in Oregon, there’s beauty; much of it can be seen from the seat of your car! Those who want a glimpse of the state’s splendor from behind the wheel should definitely check out these scenic drives in Oregon.

• Highway 101 – A road trip on Oregon Highway 101 is a great way to experience the best of the Oregon Coast. Most of the Oregon coast’s top attractions are within a stone’s throw from the highway as well. Highlights include the views from the slope of Neahkahnie Mountain, driving past the Oregon Dunes , and seeing the sea stacks of Bandon and/or Cannon Beach . This highway also makes for a natural transition when road tripping from California as the 101 runs all the way up the West Coast to Washington .
• Interstate 84 – Drive through one of Oregon’s greatest points of pride: the Columbia River Gorge. With high walls and dense woods, the Gorge is like something out of Scandinavia. Aside from being gorgeous by itself, the Gorge has lots of hiking opportunities as well as some of the best waterfalls in Oregon.
• Highway 138 – One of my favorite scenic drives in Oregon. Depart from Crater Lake and head northwest through the Cascade Range. Along the way, you’ll have the opportunity to visit some of the prettiest and most unique places in Oregon, including Mt. Thielsen (aka the Lightning Bolt) and Toketee Falls . 138 eventually enters the Umpqua River Valley, which is equally remarkable.
• Highway 26 – A great commute that affords road trippers glimpses of the tableau that is the Oregonian landscape. On this scenic drive through Oregon, you’ll have the chance to experience the state’s amazing geographic diversity. Start on the coast (Cannon Beach) and drive east through the city of Portland, the alpine forests at the base of Mt. Hood, and then down to the Oregon High Desert. 26 goes all the way to Boise, Idaho but the Painted Hills are a great place to stop.

Why Visit this Part of the World

Oregon is one of the brightest and quirkiest places in all of the USA. It is a spectacular state that provides everything that makes for an awesome road trip: great food, gorgeous natural attractions, engaging people, and best of all, an easygoing culture that loves to enjoy itself.

Due to its relative isolation, Oregon has always been a hideaway for the abject in society, which has shaped both its history and demographgics for better or worse .

In short, many people – the eccentric, unaccepted, burnt-out, adventurous sorts – who felt confined in conventional American life all fled to the farthest corner of the US, that is the Pacific Northwest . The result of this migration is now an established culture that champions the strange and alternative.

Oregonians are very proud of their eccentricities. You’ll often see people in the cities of Portland and Eugene doing, saying, and wearing whatever they want, sometimes to a bombastic level.

Libertarianism and separatism are very popular concepts in Oregon, both among urban and rural centers. Regardless of politics though, Oregonians are very outspoken people.

And why shouldn’t they be outspoken? Oregon has some of the most fantastic landscapes in the USA, a mostly forward-thinking society, and a people that really give a shit. Quality, ecologically-friendly products are of the utmost importance here and social progressivism is often at the forefront of people’s lives here.

There are very few places as interesting or as enthralling as Oregon. Between the hugely varied landscapes and the larger-than-life personalities, this is a state that grips you and doesn’t let go. It plants a seed and takes root in everyone’s mind and everyone has a hard time ending an Oregon road trip.

Getting Insured

Traveling without insurance would be risky so do consider getting good backpacker insurance sorted before you head off on an adventure.

ALWAYS sort out your backpacker insurance before your trip. There’s plenty to choose from in that department, but a good place to start is Safety Wing .

They offer month-to-month payments, no lock-in contracts, and require absolutely no itineraries: that’s the exact kind of insurance long-term travellers and digital nomads need.

SafetyWing is cheap, easy, and admin-free: just sign up lickety-split so you can get back to it!

Click the button below to learn more about SafetyWing’s setup or read our insider review for the full tasty scoop.

Top Tips for Broke Backpackers

Below is a list of Oregon road trip ideas for saving money. Try and practice these as much as possible.

• Rent an economy car: Prices can be as low as $25/day depending on the time of year and how far in advance you reserve. Economy cars are also more fuel efficient so you’ll save on fuel. Use apps like ViaMichelin to find cheap gas, which, seriously, always ends up being one of the most surprising and costly expenses on a road trip.
• Use vehicle relocation services: These brilliant services offer huge discounts to people on the condition they get a vehicle to a certain place at a certain time. No joke, you can rent a car sometimes for as low as $1/day! Availability is very limited though, so keep a watchful eye on the sites. Check immova and Cruise America to start with.
• Sleep overnight in an empty lot: Though not technically legal in Oregon, people sleep in parking lots all the time. Make sure the lot is safe by asking around. Walmarts are reportedly good places to park overnight as they allow overnight parking.
• Camp: Unless you want to fork out big bucks for a lodge, pack the car with your camping essentials . Campgrounds are way less expensive and sometimes even free.
• Cook your own food: Eating out can be very expensive in Oregon. Cook your own food as much as possible to save – I recommend bringing a portable backpacking stove. Otherwise, have a fancy night out at a food cart.
• Do free shit: There are lots of free things to do in Oregon! From hiking to laying on the beach to going to the local monuments; all of these things cost you nill. You can get started with this awesome guide to free activities in Portland from OregonLive. Be sure to keep your ear to the ground for all things free in Oregon.
• Pack a travel water bottle: It’s good for your wallet and the environment.

Sometimes you need a roof over your head and your own shower to clean all that grime away from camping. Luckily, there are a whole range of accommodation types in Oregon catered to all sorts of travelers.

It might be a good road trip idea in Oregon to stay at a lodge once or twice for a recharge. Sticking to a budget while not staying in a dump will still require a bit of research.

There are plenty of budget hotels and motels in Oregon but they suffer from a drab and uninspired design that is endemic to most cheap American lodging.

You can check into a cheap hotel in Oregon for a night, and will often have to, but don’t expect much. At more than $60/night minimum, staying in these cheap hotels can start to feel like a waste very quickly.

Although the USA’s hostel scene is lacking outside the major backpacking destinations, you can find hostels in Oregon that are affordable and fun.

AirBnBs in Oregon are often cheaper and far more intimate than generic hotels. There are some really crazy AirBnB rentals out there as well! I’ve seen yurts, teepees, tree houses, renovated barn houses, and much more listed for rent in Oregon.

These would certainly be among the best places to stay in Oregon when visiting.

To save the most money on your road trip through Oregon, consider sticking to hostels and campgrounds. Hostels in Oregon are quirky and full of character not to mention the most affordable form of accommodation.

If you’re feeling lucky, you could also try your hand at finding a host with Couchsurfing! Lots of people use this though so competition is quite high in Oregon.

Best Places to Stay in Oregon on a Budget

Camping in oregon.

Camping is absolutely one of the best ways to sleep on a road trip through Oregon because

• It’s cheap and…

There’s nothing better than a night outdoors with a car full of goodies, a roaring fire, and a good pint of camp whiskey. Americans love it, Oregonians especially love it, and so should you!

There are campgrounds everywhere in Oregon and in all sorts of varieties. There are standard sites, primitive sites, RV parks, glamping, something called “treetop camping” and many, many more types that just get more and more ridiculous. You can even stay the night in a fire lookout , which has to be one of the coolest places to stay in Oregon.

You can use this search engine to find a campground in Oregon . Be sure to keep your eye an AirBnB as well – there are lots of interesting private camps listed.

Campgrounds in Oregon offer a range of amenities and at a range of prices. Most facilities will require a small fee to be paid, which goes toward keeping the grounds tidy and clean.

You can sometimes pay online but most of the time there will be a form at the actual site that you need complete on your own. Even though registrations from these are not always checked, please be respectful and pay the nominal fee for your stay.

If you intend on staying at a campground near of the more famous attractions in Oregon, like the Painted Hills, Smith Rock or Crater Lake, then you definitely consider reserving a space ahead, especially in the summer months. Campsites can fill up very quickly in Oregon.

If there appears to be no space leftover at your prospective campsite, there may still be walk-up sites available. Get to the grounds as early as possible to snag these spaces.

Camping in Oregon – Gear Checklist

Camping is one of the best ways to experience the USA, and Oregon has some of the finest camping in the whole country. You could sleep in your car or an RV while road tripping in Oregon, but sleeping outside under the stars is way more fun.

Having a good-quality camping tent  will keep you comfortable on those chilly nights and give you lots of flexibility when it comes to finding a place to sleep.

Here are some other essentials that we recommend if you plan on camping out…

Travel Security Belt

This is a regular looking belt with a concealed pocket on the inside – you can hide up to twenty notes inside and wear it through airport scanners without it setting them off.

Microfiber Towel

Hostel towels are scummy and take forever to dry. Microfibre towels dry quickly, are compact, lightweight, and can be used as a blanket or yoga mat if need be.

Petzl Actik Core Headlamp

A decent head torch could save your life. If you want to explore caves, unlit temples, or simply find your way to the bathroom during a blackout, a headtorch is a must.

‘Monopoly Deal’

Forget about Poker! Monopoly Deal is the single best travel card game that we have ever played. Works with 2-5 players and guarantees happy days.

Hanging Laundry Bag

Trust us, this is an absolute game changer. Super compact, a hanging mesh laundry bag stops your dirty clothes from stinking, you don’t know how much you need one of these… so just get it, thank us later.

For plenty more inspiration on what to pack, check out my full road trip packing list .

Drink water from ANYWHERE. The Grayl Geopress is the worlds leading filtered water bottle protecting you from all manner of waterborne nasties.

Single-use plastic bottles are a MASSIVE threat to marine life. Be a part of the solution and travel with a filter water bottle. Save money and the environment!

We’ve tested the Geopress  rigorously  from the icy heights of Pakistan to the tropical jungles of Bali, and can confirm: it’s the best water bottle you’ll ever buy!

Free Camping in Oregon

Those on a road trip in Oregon should totally take advantage of the many free campgrounds spread throughout the state. Note that electricity, bathrooms, and running water are not guaranteed at any of these. Also be aware that many free campgrounds in Oregon may require a 4×4 vehicle to reach.

Refer below for a list of some of our favorite free campgrounds in Oregon or this website for a complete archive of free campgrounds.

Books to Read during your Oregon Road Trip

These are some of my favorite travel reads and books set in Oregon. Read one or two and you may have some great road trips ideas for Oregon…

• One Flew Over the Cuckoo’s Nest – One of Ken Kesey’s most famous novels, thanks in part to the film of the same name. Paints a picture of mental health and conformity through the lens of a man who’s just too full of life.
• Sometimes a Great Notion – Ken Kesey is a literary demigod in Oregon and this is arguably his greatest novel. A tale of a hardheaded logging family that goes on strike, leading the town to drama and tragedy.
• The River Why – A quintessential American coming-of-age tale, both for the protagonist and the nation the book represents. Set in Portland and the Oregon Coastal Range.
• Night Dogs – Vietnam War vet deals with violence in the streets and in himself. An excellent if not authentic crime novel.
• The Lathe of Heaven – A man wakes up one day to discover that his dreams can affect reality itself. A novel exploring human creation and destruction. Set in Portland, which was the ultimate home of the author, sci-fi legend Ursula K Guin.
• Dies the Fire – All electronics are rendered useless by a magnetic storm, resulting in humanity’s return to the Dark Ages. Brutality, desperation, and sword fights in Portland follow.
• Lonely Planet: Washington, Oregon, and the Pacific Northwest – It’s sometimes worth traveling with a guidebook.

Renting a car is the most popular way of getting around Oregon. There are a myriad of car rental agencies here that offer varying deals and varying models.

To find the best rental car deal in the USA, use search engines that compare the prices from individual companies. We personally like using rentalcars.com as they’ve never failed to give us a great price.

You can also rent an RV or campervan and travel by way of vanlife , which means you don’t have to worry about packing camping gear. You will have to empty and refill the various wascampete and water tanks though, which will require a visit to the proper facilities. RVs also cost more to rent, use more gas, and demand higher prices at campgrounds.

Make sure you also purchase a RentalCover.com policy to cover your rental vehicle against any common damages such as tires, windscreens, theft, and more at a fraction of the price you would pay at the rental desk.

We suggest booking a campervan with Outdoorsy as they usually have a good selection and good prices. Better yet, Broke Backpackers also get a $40 discount with Outdoorsy! Just use the coupon code “BACKPACKER” when checking out.

The roads in Oregon are generally very good and a sedan or economy car should deliver you to most of Oregon’s top destinations. Only in the most remote portions of the state and the Cascades, will the roads be so bad that you need 4×4 or at least high clearance.

If you’re on a road trip in Oregon during the winter and want to go to the mountains, you will definitely need all-wheel or 4-wheel drive.

Tips for Saving Money on Car Rentals in the US

• We mentioned before that you can reach out to vehicle relocation services, like immova and Cruise America , as a way of saving heaps of cash on rentals. Pursue these as best you can as they can save you a lot of money. Don’t get your hopes up too much though, as availability is always limited.
• Car insurance isn’t always mandatory in the USA but is highly encouraged. This being said, you don’t necessarily have to buy car insurance from the company you’re renting from. Purchase a RentalCover.com policy to cover your vehicle against any common damages such as tires, windscreens, theft, and more at a fraction of the price you would pay at the rental desk.
• Many credit card companies offer free car insurance if you book the car with the proper card. Call your credit card company for more information regarding terms and conditions.

Best Time to Visit Oregon

The best time to visit Oregon really depends on what you want to do. With lots of activities year round, you could go on a road trip in Oregon and always have something to do. Drinking beer is, of course, something that happens 365 days of the year.

There are several different climates in Oregon. Generally speaking, everything west of the Cascade Mountains is maritime e.g. there’s a lot more rain and mild temperatures. East of the Cascades is much drier and prone to extreme temperature shifts, which is a characteristic of the high desert.

Precipitation occurs almost always in the winter months regardless of location.

• Summer is a great time to visit Oregon because the skies are almost always clear and rainfall is sporadic. There are lots of festivals during this time of the year and most Oregonians spend their free time outdoors. What little rain does fall in the summer is usually the result of occasional storms, which sometimes come in the form of thunderstorms. Thunderstorms often cause forest fires, which have become more common in recent years due to increasing summer temperatures and decreasing rainfall.
• Spring and autumn are lovely seasons to visit Oregon but are somewhat brief. Summer usually goes into September and winter often feels very long (November-March).
• Winters in Western Oregon are notoriously dreary as rain falls almost every day and the skies are almost always overcast. Being the tortured souls that they are, Oregonians love to be homebodies and stay warm with a beer at this time.

Luckily, the Cascades and parts of Eastern Oregon receive plenty of snowfall in the winter, giving winter athletes plenty of opportunities. In fact, Oregon has some of the best slopes on the West Coast.

Things go wrong on the road ALL THE TIME. Be prepared for what life throws at you.

Buy an AMK Travel Medical Kit before you head out on your next adventure – don’t be daft!

Food in Oregon

Oregon is often ranked as one of the top foodie states in the country by several major publications; more often than naught, it’s #1. Thanks to a thriving farm-to-table scene and a population with a real culinary passion, Oregon has, seriously, some of the best food that you’ll ever eat.

Nearly every part of Oregon offers some amazing local product. To the east is grade-A cattle; to the west are the sublime bounties of the sea; and in the middle is the Willamette Valley, a hugely prosperous agricultural area.

When on a road trip in Oregon, there are so many ways to satiate your appetite. You can visit one of the many authentic farmers’ markets, swing by a roadside diner, book a table at a eclectic restaurant or eat at a food cart.

For those on a budget road trip in Oregon, I highly recommend eating at the small hole-in-the-wall joints and food trucks to save to money.

Hands down, the best food is found at the many food carts , for which Oregon is famous for. The food here is affordable, inventive, sometimes revolutionary, and always delicious.

Food carts are often labors of love, which means the food is extraordinarily cared for. If given the choice, I will always choose a food cart over a restaurant.

Like the anonymous food carts, the mom-and-pop restaurants found in bumfuck nowhere are also among the best things in Oregon. Simple as they may be in offerings, the ambiance and loving meals they provide are one of a kind.

I can think of many places that are so good they warrant road trips themselves. The gigantic burgers of Helvetia Tavern or the soothing ice cream of K & R Drive In are certainly worthy, if not sweet memories for me.

Get your Buzz On

Whether it’s because of the demand for alcohol during those depressing winter months or because the region produces some of the finest hops, grapes, and other botanicals for making beverages, makes no difference; Oregon loves to produce and consume booze in all of its forms.

Oregon makes some of the best wine, beer, and spirits in the USA and that is a fact that locals will defend with a fiery passion. (Go Pinot Noir, not California Cab.)

Agricultural epicenters like Hood River, the Willamette Valley, McMinnville, and Medford consistently produce the best booze in the state. Amongst these regions are dozens if not hundreds of wineries, distilleries, and breweries that offer countless alcoholic varieties.

Throw in the fact that many of these sites are located in gorgeous, bucolic settings and you have some of the most fun places to stay in Oregon.

If you had to choose one place to sample local wares or go party for that matter, it’d definitely be Portland. You cannot throw a rock in this city and not hit a bar; they’re simply everywhere.

Nearly every type of bar as well: dives, speakeasies, country haunts, beer halls, urban wineries, clubs, and many more. Strip clubs are particularly well represented in Portland, so much so that the city actually has the highest concentration per capita in the country beating out both Orlando and Las Vegas.

No piece about getting buzzed in Oregon would be complete without talking about the marijuana, which is 100% legal in the state. Like alcohol consumption, you must simply be over a certain age (21) and only smoke it in certain places like on your property or away from businesses. You can buy weed a local dispensary , which only requires you to bring an ID and cash.

Being a Responsible Backpacker in Oregon

Remember to be a respectful camper while on your Oregon road trip. Depart from the grounds at a decent hour, follow leave no trace principles, and be very, very aware of fire bans. Forest fires are an enormous problem in Oregon and are often caused by reckless campers.

Oregonians are also very conscious of the environment and like to take care of it, as should you.

Reduce your plastic footprint: Perhaps the best thing you can do for our planet is to make sure you do NOT add to the plastic problem all over the world. Don’t buy one-use water bottles, the plastic ends up in a landfill or in the ocean.

I know it can be hard, but do your best to use the least amount of plastic water bottles that you can. Refill the ones that you do buy! Use a Grayl Geopress . Refill at your hostel/guest house! There are plenty of ways to reduce plastic!!!

Pack a  tough and cool travel water bottle . You’ll use it every single day whether you are traveling or not! Help save the planet, and pick up a water bottle here.

Check out our post on how to be a responsible backpacker.

Make Money Online Whilst Traveling in Oregon

Want to stay in the USA longer? Worried that you don’t have enough cash for a longer Oregon road trip? One idea is to make money while traveling!

Teaching English online is a great way to earn a consistent income—from anywhere in the world with a good internet connection. Depending on your qualifications (or your motivation to obtain qualifications like a TEFL certificate) you can teach English remotely from your laptop, save some cash for your next adventure, and make a positive impact on the world by improving another person’s language skills!

It’s a win-win! Check out this detailed article for everything you need to know to start  teaching English online .

In addition to giving you the qualifications to teach English online, TEFL courses open up a huge range of opportunities and you can find teaching work all over the world. To find out more about TEFL courses and how you can teach English around the world, read my in-depth report on teaching English abroad .

Broke Backpacker readers get a 50% discount on TEFL courses with MyTEFL (simply enter the code PACK50), to find out more, please read my in-depth report on teaching English abroad.

Whether you are keen to teach English online or looking to take your teaching game a step further by finding a job teaching English in a foreign country, getting your TEFL certificate is absolutely a step in the right direction.

And for transparency’s sake, please know that some of the links in our content are affiliate links . That means that if you book your accommodation, buy your gear, or sort your insurance through our link, we earn a small commission (at no extra cost to you). That said, we only link to the gear we trust and never recommend services we don’t believe are up to scratch. Again, thank you!

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I came upon this site searching for travel points,budgeting, anything Oregon and you hit it right on the button. This is the best well written and organized site I’ve read. I bookmarked it. Thank you so much.

Stumbled upon your awesome Oregon site while looking for things to see here in the great state of Oregon when the COVID-19 quarantine is lifted. I’ve only lived here for four years, but have been coming here all my life to visit family, so I’m familiar with a lot of the state. Thank you for such a comprehensive and thorough site about travel in Oregon.

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25 Day Trips from Portland, Oregon + Road Trip Ideas

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After waiting an hour for a Voodoo donut and getting a selfie with the “Portland is Weird” sign, you may be ready to see what else Portland offers… (JK, there’s a lot more than this, we just aren’t city people!)

Don’t get us wrong, we LOVE Portland but mostly because of its proximity to so many badass places to go. Cascading waterfalls, insane mountains, surf, and sand are all under two hours away from this diverse city. Yep, Portland is really an outdoor-lovers dream city.

Don’t hate us, but if you’re looking for epic Portland day trips or ideas on how to road trip around Portland, our list will keep you busy for almost a MONTH. Sorry, not sorry?

Table of Contents

25 Portland Day Trips and Road Trip Ideas

1. windsurfing at hood river, 2. wahkeena and multnomah falls loop trail, 3. bridal veil falls, 4. dry creek falls, 5. ponytail falls, 6. latourell falls loop trail, 7. mount defiance trail, 8. indian point loop, 9. herman creek trail, where to stay around the columbia river gorge, 10. tom dick and harry trail, 11. bald mountain, 12. tamanawas falls, 13. umbrella falls and sahale falls, 14. trillium lake, 15. lost lake, 16. frog lake, where to stay around mount hood, 17. cannon beach, 18. tillamook bay, 19. seaside beach, 20. astoria beach, 21. neskowin beach, 22. manzanita beach, 23. sand lake recreation area, 24. pacific city beach, 25. lincoln city beach, where to stay on the oregon coast, your portland road trip, 43 best things to do in portland, oregon for adventurers, 13 portland tours for the adventurous, 17 best beaches in portland, oregon, a guide to the columbia river gorge - 25 hikes + camping, windsurfing, and more, 19+ awesome hikes near portland to escape the bustle, 17 hikes to waterfalls near portland, 17 of the best places for camping near portland.

As you’ll notice, we separated all of our Portland days trips into three sections to better organize everything for you. There are the places on the coast (yellow), the Columbia River Gorge (blue), and Mount Hood (purple).

At the end of our list of all the cool things to do around Portland, you’ll find some road trip suggestions to help you as well if you’re looking to hang around for a few days!

Day Trips From Portland on the Columbia River Gorge

30 minutes to 1.5 hours from Portland

The Columbia River Gorge has a little something for every outdoor enthusiast. Dreamy waterfalls, challenging hikes, jaw-dropping vistas, and aquatic activities, just to name a few.

And best of all? The quickest day trips from Portland to the Gorge only take about a 30-minute drive. Some adventures will take you over an hour to reach, but that still gives you plenty of time to explore one of Oregon’s most spectacular regions.

RECOMMENDED GEAR:

How about a trip to the windsurfing capital of the world? This exhilarating day trip from Portland was made for those with a craving for adrenaline. The Columbia River Gorge creates a glorious backdrop, and the exposed portions of the river help riders catch big air.

Don’t worry if you’re a beginner who has never hopped on a board before. There are plenty of swells here ideal for newbies and the biggest windsurfing daredevils. Blustery winds barrel through the canyon right onto Hood River, but sheltered coves protect those trying the sport for the first time.

There are tons of windsurfing shops giving lessons on the calmer areas of the river, and beginners often conquer their first swells in minutes.

Distance: 4.7 miles Type of Trail : Loop Difficulty: Moderate

Multnomah Falls is not only one of the Gorge’s most spectacular waterfalls, but it’s one of the state’s crown jewels. The waterfall itself is a must, but adding this looped hike takes you to several other worthy cascades.

You’ll hike past Wahkeena Falls, Ecola Falls, Fairy Falls, and others before reaching Multnomah Falls on this loop trail. Enjoy the quieter side of the loop and listen to the peaceful creek approaching each waterfall beside the trail.

The trail makes a steady elevation gain of over 1,500 feet before coming out at the top of Oregon’s tallest waterfall. Take in the sensational views and feel the rush of the falls on this famous day trip from Portland.

→ If you don’t have access to a vehicle, join this awesome waterfall hiking tour to the Columbia River Gorge from Portland!

Distance: 0.5 miles Type of Trail : Out & Back Difficulty: Easy

This short hike is great for all skill levels and presents one of the Gorge’s most picturesque waterfalls . Follow the paved path to the viewpoint that gives you a spectacular vantage of the Pillars of Hercules.

Alternatively, you can follow the stairs and face a series of steep inclines to reach the base of the falls.

Although the trail is in great condition, it can get slippery after rainfall. Make sure to arrive early or during the week to beat the large crowds that flock to the trail.

RELATED: Waterfalls Near Portland: 17 Gorgeous Waterfall Hikes

Distance: 3.6 miles Type of Trail : Out & Back Difficulty: Easy

Not only is this surreal waterfall a popular Portland day trip, but it can also easily be reached off the Pacific Crest Trail. Start from the Bridge of the Gods trailhead and hike alongside the creek with gorgeous woodland scenery in every direction.

Pass Douglas-firs, hemlocks, and blooming wildflowers if you hike during the spring. Before making it to the falls, you’ll notice an intriguing series of lava boulders blending with the trees.

Dry Creek Falls is situated in what appears to be an amphitheater carved by the hands of Mother Nature. Feel the cooling mist against your face while taking in the grandeur of the basalt column wall around the falls.

RELATED: 43 Best Things To Do in Portland, Oregon For Adventurers

Distance: 0.8 miles Type of Trail : Out & Back Difficulty: Easy

Forest fires left a harsh scar in this section of the Gorge, but you can still enjoy a beautiful Portland adventure here. The trail only takes you to Ponytail Falls and the hypnotizing pool created by the cascade.

You’ll have the chance to stand directly behind the falls for a magical view of the forest. Even though the path is closed beyond this point, seeing just Ponytail Falls is a Portland day trip not to pass up.

Distance: 2 miles Type of Trail : Loop Difficulty:  Moderate

This loop may have a few muddy patches, but you’ll gain incredible waterfall views in return. The trail is packed with lush greenery as it meanders around Lower and Upper Latourell Falls.

You can even stand close to the rear of the falls for dramatic shots of basalt columns and evergreen trees. There is marginal elevation gain on the way up but nothing too strenuous for those in at least relative shape.

→For a fun and active tour to Latourell Falls and other beautiful falls in the Columbia River Gorge, take this hike and bike waterfall tour from Portland.

Distance: 12 miles Type of Trail : Loop Difficulty: Hard

You’ll stare defiance right in the face during this leg-burning adventure from Portland. With 5,072 feet of elevation gain, your legs are in for a serious workout.

However, no other trail in Starvation Creek State Park offers dramatic panoramas like this one. With clear skies, you’ll see soaring peaks like Mount Hood, Adams, and Rainier.

Plus, the path takes you by four cascading waterfalls within the first couple of miles. Those who would rather skip the rest of the trail can turn back after the waterfalls, but hardy trekkers can keep on trucking towards the shimmering Warren Lake.

The descent is brutally steep, which can present a difficult challenge for those with knee problems.

RELATED: A Guide to the Columbia River Gorge – 25 Hikes + Camping, Windsurfing, and More

Distance: 7.3 miles Type of Trail : Loop Difficulty: Hard

Get your climbing shoes ready for this difficult trek as you cover 3,185-feet of elevation gain.

This hike is worth the challenge as you’ll be greeted with sweeping views of the Columbia River Gorge. There are several other trails branching off the loop, which can easily make this one of the more exhausting Portland adventures.

You’ll see areas with fire damage, but this has led to a plethora of wildflowers to bloom along the trail. Once you’ve made it through the treacherous climb, you’ll have impressive views of Douglas-firs, the mighty river, and even Mount Hood.

Long pants are highly recommended for this trail since you’ll encounter poison oak.

Distance: 19.8 miles Type of Trail : Out & Back Difficulty: Hard

This day trip from Portland requires an early start, but this trail lets you explore large portions of the wilderness. You’ll use the same trailhead as Indian Point Loop, and with 5,150-feet of elevation gain, your legs are in for a long day of climbing.

You’ll pass numerous waterfalls at certain times of the year, which includes some creek crossings. The dense forest and tranquil sounds of the flowing creek make this a wonderful place for solitude.

Just make sure to protect yourself from poison oak by wearing long pants and sleeves.

→ There are a couple of really fun and unique ways to experience the Columbia River Gorge – by taking a flightseeing tour from Portland and from the water on a sailing tour on a classic yacht !

Ainsworth State Park: Ainsworth Campground is located right in Ainsworth State Park, and it’s pretty central to any spot in the western Gorge area. There are about 40 full-hookup spots you can reserve along with six walk-in tent sites.

Deschutes River State Recreation Area: Located where the Deschutes River flows into the Columbia, this campground is a great spot to access the east end of the gorge. It has 34 electrical sites and 25 primitive sites.

Viento State Park: Viento State Park is in a great area, though it’s a bit less popular than other campsites. That means there’s almost always a spot to camp when other sites are full.

Conductor’s Cottage : This cozy cottage is located right across from the river on the Washington side of the gorge. It has two bedrooms, a well-equipped kitchen, and mountain views.

Dragonfly Creek Retreat Cabin: Located in Mosier, this artsy cabin sits on 24 wooded acres with a seasonal creek. It’s only two miles from town but it feels secluded and wildlife abounds.

Cottage in the Heart of the Gorge : This beautifully remodeled cottage in Mosier has river views, which are best enjoyed from the deck. It has everything you need for a relaxing and comfortable vacation.

Day Trips From Portland Around Mount Hood—Hikes & Lakes

1 to 2 hours from Portland 

Oregon’s tallest mountain sits at the doorstep of Portland, and the pristine forest surrounding this snowy peak is full of thrilling day trips. There are tons of hiking trails that give you incredible views of this iconic peak and take you to many of Oregon’s picturesque lakes.

Whether you’re an avid trekker or you prefer a calmer day by the lake, the Mount Hood Wilderness has a bevy of Portland day trips at your fingertips. Some are just over a 1-hour drive from Portland, while others are closer to the 2-hour range.

RELATED: What to Do at Mount Hood in Winter

Distance: 9 miles Type of Trail : Out & Back Difficulty:  Moderate

The Tom Dick and Harry Trail presents Mount Hood in all her glory and goes around the sparkling Mirror Lake.

The trail has a steady elevation gain of 1,705 feet but is not a difficult trek to conquer. After traversing along a paved road and then through some switchbacks in the forest, you’ll reach the Mirror Lake Loop.

This section of the trail gives you a breathtaking vantage of Mount Hood and its surrounding evergreen forest.

Once you pass the loop, the trail gets rocky and a little trickier to navigate, but eventually opens to incredible viewpoints of Mount Hood. You can summit Tom Dick and Harry Mountain if you’re up for the challenge and have the time to spare.

For the complete rundown on this thrilling day trip from Portland, check out our guide to hiking the Tom Dick and Harry Trail .

Distance: 6 miles Type of Trail : Out & Back Difficulty:  Moderate

This trail is mostly through the dense forest but gives patient hikers sensational mountain vistas. Since much of the trail is shaded, this would be one of your best Portland day trips for a hot day.

Most of the elevation gain is through a series of switchbacks in the trek’s early stages, and you may need to catch your breath at times. Once you peek through the forest, you’ll have an unbelievable view of the mountain and nearby wildflowers.

Distance: 3.3 miles Type of Trail : Out & Back Difficulty:  Moderate

If you’re up for waterfalls instead of mountain views, the relatively easy Tamanawas Fall hike near Mount Hood has you covered. The hike meanders through the forest, offering plenty of shade and to a tumbling waterfall.

Make sure you have proper hiking boots since you’ll have to scramble near the falls, and the rocks can be slippery. You can even stand behind the falls for a unique panorama looking into the Mount Hood Wilderness.

We know this one is one of the furthest out (1.5 hours), but it’s one of our favorite waterfalls near Portland !

READ MORE: Hiking the Gorgeous Tamanawas Falls Trail

Distance: 3.4 miles Type of Trail : Out & Back Difficulty:  Moderate

You won’t have to go far on the trail to reach the cascading Umbrella Falls. The 60-foot falls tumble down a staircase-like bedrock and offer some unbelievable pictures.

You’ll have to scramble downhill to reach Sahale Falls, but there won’t be as much traffic on this section of the trail. Before trekking back from Sahale Falls, you can dip your feet in the refreshing pool at its base.

Hikers of all levels can enjoy the relaxing trail around this gorgeous lake sitting beneath Mount Hood. The mountain’s reflection shines on the lake’s surface on a sunny afternoon with thick forest and wildflowers around its shores.

There’s a small beach situated in one corner, which makes the ideal spot to begin a kayaking or SUP adventure.

READ MORE: Checking Out Trillium Lake: Paddling, Hiking, and Camping

This shimmering lake is another magnificent spot near Mount Hood to take your kayak or SUP for a relaxing day on the water. It’s impossible to take your eyes off the snow-lined mountain as it towers over the wilderness.

When your feet are ready for another hike, the trail loops around the lake without much elevation gain, there is a popular campground nearby, so the trail often gets crowded during peak season.

RELATED: 7 Mount Hood Hikes and Waterfalls

Frog Lake provides more impressive views of Mount Hood and a serene spot to kayak, SUP, or swim. You’ll have to venture out for hiking excursions, but there are plenty of trailheads nearby to work up a sweat.

Pine, hemlock, and Douglas-fir trees encircle the lake as Mount Hood’s reflection can be seen on a clear day.

→ If you don’t have a lot of time, do this Mount Hood Day Trip from Portland to see the best of the area.

Nottingham Campground : Located off of Highway 35, this campground is centrally located and is next to Mt. Hood and Hood River. It’s also next to Tamanawas Falls, and you’ll have a peaceful experience here.

Sherwood Campground: Sherwood Campground is further down the road and is located on the East Fork Hood River. The campsites here are quite close together and had little privacy so it wouldn’t be my first choice to stay here.

Trillium Lake Campground: Trillium Lake Campground sits next to beautiful Trillium Lake at an elevation of 3,600 feet, and offers dozens of single and double sites for tents and RVs.

Little House on the Mountain : Relax and unwind in this custom-built, one-of-kind cabin that is furnished with art and furniture from local artisans. The cabin sits on four acres of private wooded land, bordering Mt. Hood National Forest Land.

Private Cabin With Hot Tub : This dog-friendly cabin at the base of Mount Hood has a wood-burning stove to keep the inside cozy, and a hot tub to relax in after a day of adventure.

Romantic Mount Hood Cabin : A cozy cabin with touches of home that is nestled in the Mt. Hood National Forest and is the perfect backdrop for any romantic getaway. Relax in the hot tub under a canopy of trees.

RELATED: 13 Portland Tours for The Adventurous!

Day Trips From Portland on the Oregon Coast

1.5 to 2 hours from Portland

The Oregon coast is packed rugged sea stacks, dramatic cliffs, lush forests, and charming coastal towns. The coast stretches roughly 362 miles from the California border all the way to the mouth of the Columbia River.

Although it’s not realistic to reach many areas of the Oregon Coast from Portland, there are still several areas you can easily reach within 2 hours. Whether you’re craving a seaside hike or want to explore sand dunes, the Oregon coast has plenty of day trips from Portland.

RELATED: 11 Most Scenic Oregon Coast Towns (And What to Do There!)

No trip along the Oregon coast is complete without a stop in this surreal town and all its outdoor adventures. Cannon Beach is one of the most convenient Portland day trips and a picturesque escape from city life.

The moment you lay eyes on the dramatic Haystack Rock, you know a coastal paradise awaits.

There are endless hiking trails in Ecola State Park that take you through tranquil forests and offer jaw-dropping ocean vistas overlooking enormous sea stacks. Climbing the nearby Neahkahnie Mountain is another beauty offering panoramic views of the Oregon coast.

If you prefer staying on the water, kayaking Ecola Creek is a real treat for nature lovers. The waterway is easy to navigate, and you’ll see incredible scenery right on the beach. Just make sure to bring your own kayak since no rentals are available.

Just 2 miles south of Cannon Beach, Arcadia Beach Recreation Site has some unique caves worth checking out on this Portland road trip.

RELATED: 19 Must-Visit Oregon Coast State Parks

Besides its well-known cheese factory, Tillamook Bay offers a world of outdoor adventures for any Portland road trip. Fishing is embedded into the local culture, and a boating trip is a great way to stock up on fresh seafood.

More spectacular views of scenic hills and sea stacks await in Cape Lookout State Park . This hiking paradise has lots of trails for all skill levels that meander through old-growth forests and give you fantastic views of the beach.

Don’t be put off by Seaside ’s glamorous appearance. There are lots of activities to satisfy any outdoor enthusiast who wanders into town.

The Necanicum River offers a kayaking excursion that leads you straight into the Pacific Ocean. This peaceful stream is also one of the top places near Portland to fish for trout and Chinook salmon.

If you’re connecting to or from Cannon Beach on your Portland road trip, hike the Tillamook Head Trail for a scenic stroll along the coast. Just be aware that the road leading to the Cannon Beach entry is closed as of February 2020.

READ MORE: 13 Adventurous Things To Do in Seaside, Oregon

Sitting at the mouth of the Columbia River, Astoria is a goldmine for a Portland day trip on the water. This is one of the state’s cherished fishing spots, and anglers will be in paradise exploring the town’s waterways. Buoy 10 is the most popular spot near Astoria that is known for producing high-quality salmon.

Of course, it’s not all about the fishing excursions when you arrive in Astoria. There are plenty of hiking trails to keep you busy during your day trip from Portland.

Despite its depressing name, Cape Disappointment State Park is full of uplifting treks to explore. The park is just over the state line in Washington, but the trails wander through dense forests, and you’ll have a front-row seat to powerful ocean waves.

READ MORE: 11 Adventurous Things to do in Astoria, Oregon

This cozy Oregon town is an amazing spot for those seeking solitude and a day full of adventures near Portland.

Proposal Rock sits right along the beach, and getting up this steep rock face can pose quite the challenge. The views from the top are incredible, but you’ll need to be in good shape to reach it.

You’ll have to hop in the car to find the trailhead, but Hart’s Cove Trail is one of the best outings for hikers near Neskowin. The relatively flat trail takes you to craggy overlooks, thick forests, and awe-inspiring ocean vistas.

If you’re searching for peace and quiet, Manzanita Beach is a wonderful place to escape the crowds. This beautiful town has tons of adventures without the hordes of tourists in more popular Oregon coast towns.

The 4.6-mile Cape Falcon Trail is one of the most underrated hikes on the Oregon coast with its breathtaking panoramic views towards the end. There are lots of offshoots from the trail that allow you to explore more of the area.

Nehalem Bay State Park offers more hiking trails, and you can take your kayak onto Nehalem Bay for a relaxing day on the water.

READ MORE: Your Guide to Nehalem Bay State Park

With over a thousand acres of sand dunes, this one of Oregon’s most exciting spots for an off-road adventure. This vast pit of sand is mesmerizing to behold, and you can spend hours riding around peering out at the ocean.

If you’d rather explore on foot, make sure your legs are prepared for a serious workout climbing the dunes.

Some of the adventures in Pacific City Beach will be a bit out of the ordinary compared to other places on the Oregon coast.

In particular, the mesmerizing sand dunes make for quite a unique experience on your Portland road trip. Climb the largest dune for impressive views, but don’t underestimate the difficultly of the steep incline.

After catching your breath, head over to the Nestucca River where you can swim, fish or kayak. The diverse scenery surrounding the Nestucca makes it one of the most picturesque rivers on the Oregon coast.

READ MORE: 11 Adventurous Things To Do in Pacific City

Lincoln City is a favorite for many Portland locals looking for a beach day with many outdoor adventures. You could spend hours just roaming the beach, gazing at the rocky cliffs overlooking the ocean.

Siletz Bay is one of the most gorgeous places in the area with kayaking and fishing as two popular ways to enjoy its beauty. Elsewhere, Devil’s Lake is a great alternative where you can hike, kayak, fish, or even camp if you want more than just a day trip from Portland.

Hikers can head to the north end of Lincoln City for an exhilarating trek at God’s Thumb. The steep basalt formation helps you break a sweat and presents a magnificent panorama of the Oregon coast.

→ If you don’t have a lot of time, do this Oregon Coast day trip from Portland to see the best of the coast with a local.

READ MORE: 15 Adventurous Things To Do in Lincoln City

Fort Stevens State Park: Located in northwest Oregon in Astoria, Fort Stevens is a converted military space and is now one of the largest Oregon coast campgrounds with 500 spaces.

Devil’s Lake State Recreation Area: Downtown Lincoln City is just a few minutes away from this campground, making it one of the only Oregon coast campgrounds in the middle of a city.

Honey Bear by the Sea: As one of the largest Oregon coast campgrounds and RV resorts on the Pacific Coast, Honey Bear by the Sea is a great choice, with broad sandy beaches and woodland.

Adorable Seaside Cottage :  This dog-friendly cottage is close to the beach and town in beautiful Cannon Beach. It offers amenities like a gas fireplace and a flat-screen cable TV.

Shepherds Cottage Retreat:  This cottage retreat is located on a peaceful farm close to Astoria. It has a fully stocked kitchen, an outdoor patio with a fire pit and grill, and great wildlife watching.

Whale Watch :  This gorgeous seaside cottage in Lincoln City has amazing ocean views from the patio, an outdoor grill, and a wood-burning fireplace.

You should be reeling with ideas on where to day trip from Portland, but if you’re perhaps after a little Portland road trip adventure, we have some more recommendations there too. As you can tell from above, there are plenty of things to do around the city. Hiking, camping, coastal fun… You name it.

So depending on how long you have, it will depend on where to go on your Portland road trip.

2-Day Portland Road Trip

We’re going to go ahead and recommend the obvious. If you only have a couple of days, choose only one of the three areas! Either hang out along the Columbia River Gorge, around Mount Hood, or along the coast. It will be hard to squeeze everything in with only a couple of days.

3-4-Day Portland Road Trip

With 3-4 days, we’d recommend hanging out around Mount Hood and the Gorge. You can easily combine these two areas, and they pair well. Go chase waterfalls along the Gorge and have your jaw drop at the mountain views at Mount Hood. Squeezing in the coast to a few days may be a bit tricky.

5-Day Portland Road Trip

If you have five days or more, you should be golden to comfortably see all three of the areas we’ve mentioned in this post. It will still be ambitious and a bit hurried, and you won’t be able to see everything on this list but at least you’ll get a taste of the three areas.

A Few Tips For Road Tripping Around Portland

• Animals like to come out at night, keep your driving hours to during the day.
• If you’re driving out from the middle of the city, you’ll have to add on some time to the estimates listed, traffic is always prevalent.
• With that said, it’d best to stay on the outskirts of the city if you’re planning on road tripping or day-tripping because unless you want to see things IN the city (of which, we mentioned none haha) you’re better off staying outside of the congested areas.
• If you’re coming to  Oregon in winter , or even just before/after, be aware of  road closures .
• For car rentals, we always check here first. 

More Things to Do Near Portland

We hope this post helped you plan some awesome road trips! Check out more great activities near Portland  and other fun  adventures in Oregon .

Oregon native and explorer at heart. Loves tackling expeditions around the world and drinking a good beer at the end of the day. PNW obsessed, VW nerd, and surf or snow riding fanatic.

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The Perfect 10 Day Oregon Road Trip Itinerary

Years ago, when I lived in Texas, I decided to visit the beautiful state of Oregon. Since I love exploring mountains and beaches, I decided to make the most of it and do an ultimate Oregon road trip! I fell in love with this state and all that it has to offer, and it was one of the many reasons I moved to the Pacific Northwest. Now I visit this excellent state at least twice a year. I mean, it is so dang close to me now! So I wanted to make it easy for you and highlight my favorite things to do there! Hikes, restaurants, viewpoints, etc. I hope you love Oregon as much as I do after your trip.

Disclosure: This post contains affiliate links. If you click one of them, I may receive a small commission (for which I am very grateful for) at no extra cost to you. 

Download my free Outdoor Photography Guide

Oregon road trip map.

Below is a screenshot of the route and a Google map you can download and use throughout your trip.

Oregon Road Trip

Day 1 – portland.

What I loved most about Portland was the food! OMG, everywhere that I ate, I was mesmerized. We even found one of the spiciest dishes of our life, and we love spicy food. Some popular things include:

• Drinking a beer at Deschutes Brewery
• Visiting Powell’s Bookstore
• Eat At Voodoo Doughnut for breakfast
• Checking out the International Rose Test Garden
• Check out the Portland Japenese Garden

>>> Book A Portland Tour Here

Where To Stay In Portland

• The Mark Spencer Hotel : An excellent hotel a few minutes away from Powell’s Bookstore and the Japenese Garden. >>>Book Here

Day 2 – Columbia River Gorge

Hikes and viewpoints.

I am in LOVE with the Columbia River Gorge. I go to this area at least once a year now. I am captivated by all the waterfalls, the views of Mount Hood, the wineries, restaurants, and farms. It is such a fun area, and it is the number one thing to do in Oregon. If someone told me there was only one area I had to pick to explore, it would be this one.

The number one thing to do in the Columbia River Gorge is to chase waterfalls. There is a road called the Historic Columbia River Highway, and there are many waterfalls here! Some popular ones include Latourell Falls, Bridal Veil Falls, Wahkeena Falls, Fairy Falls, Multnomah Falls, Horsetail Falls, Ponytail Falls, and Dry Creek Falls.

Read More: The Ultimate Columbia River Gorge Waterfalls Road Trip

You can also hike around the gorge to get a better viewpoint of the Columbia River. I loved wandering the Mosier Plateau Trail during the spring, as the flowers are all out.

Food And Drinks

Unwinding after some waterfall chasing around the Hood River Waterfront Park is a must. This place is so stunning and relaxing! We grabbed some pizza at Solstice Wood Fire Pizza – Cafe & Bar and took it to the park. It was a beautiful sunny day, and we watched people kayak the Columbia river.

I also loved eating at the Riverside restaurant for brunch and loved Garnier Vineyards as well as the Mt. Hood Winery .

If you want to go kayaking or windsurfing, you can rent it at Big Winds. This is a popular thing to do in the summer in Oregon .

Where To Stay In Hood River (Stay Here For Two Nights)

Hood River Hotel:  Hood River Hotel is the oldest hotel in Hood River, Oregon, and has been updated with a cute modern style. There is a restaurant on-site, and it is pet-friendly. >>>Book Here

Day 3 – Mt. Hood

Mount Hood is such a perfect place to visit in the summer. The mountain is stunning, and there are so many fun things to do outdoors!

I am such a sucker for good fruit! I love visiting local farms, and Mt. Hood has a ton of them. My favorite farm was Kiyokawa Family Orchards, as you can pick your fruit, and it has such a fantastic view of Mount Hood. If you want a map of all the farms in the area, click here .

Great Hikes

• Tom Dick and Harry Trail: Great views of Mirror Lake and Mount Hood and labeled as hard.
• Trillium Lake Loop: Easy trail and great if you want an epic photo of Mount Hood with a lake.
• Tamanawas Falls: Moderate waterfall hike on the east side of the mountain.
• Ramona Falls : Another excellent waterfall hike.

Day 4 – Silver Falls State Park

Trail Of Ten Falls

Silver Falls State Park is one of the most underrated state parks I have ever seen. This park is outstanding, and there are so many waterfalls here! Around 10 of them, and they are all epic. When I heard about this place, I thought one or two waterfalls would be beautiful and the rest would be mediocre, but nope! They were all fantastic and stunning.

The main trail is called the “ Trail of Ten Falls ,”. It is 7.4 miles round trip with an elevation gain of 1,200 ft and is rated moderate. When I did the hike, it was closer to 8 miles. This is pretty much an all-day adventure, so pack your hiking equipment and drive to this lovely park. Parking at Silver Falls is $5 per vehicle.

Where To Stay In Salem

• Hotel Hampton Inn and Suites Salem: >>>Book Here Now

Day 5 – Bend

Take a hike.

Some popular hikes in the area include South Sister Summit , and Green Lakes Trail . I will tell you about my all-time favorite waterfall hike, which is a little out of the way from Bend (an hour and a half). It is Proxy Falls, and it is shown below. It is only 1.6 miles with an elevation gain of 147 ft. and I highly recommend it! Get up early in the morning and hike this trail, then drive to Bend, relax and enjoy the rest of your evening :-).

Visit A Brewery

I have been to Oregon many times, and something I have regretted in the past was not spending enough time in Bend. This town is so much fun! It is hip and filled with food trucks, breweries, and wineries.

Bend is known for its breweries, so you have to visit at least one of them! Most have food, so it is still fun to visit even if you aren’t a beer person. Some of the popular ones include:

Where To Stay In Bend (Stay Here For Two Nights)

• Hotel SpringHill Suites by Marriott Bend: We stayed at this hotel, and I loved it. It was clean, close to many restaurants, breweries, and had a nice bar. >>>Book Here

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Ready to elevate your car camping game? Snag our essential checklist to ensure you’ve got everything you need for a stress-free, fun-filled adventure! Perfect for beginners and seasoned campers alike. Download now and hit the road prepared! 🌟🎒

Day 6 – Smith Rock State Park And Painted Hills

Painted hills.

When I explored Oregon for the first time, I was surprised at how much the landscape changed after driving only a few hours. You can go from lush green forests to a desert in a mere few hours. An entertaining and different area to explore is Painted Hills . It is located in Eastern Oregon and is a combination of many hills with red, yellow colors swirling around. You can’t get too close to the red-yellow area, but the Painted Cove Trail features close-up views of the red formations.

Out of everything I experienced in Oregon, this is probably my least favorite thing on this list. So if you are limited on time and don’t want to make the drive here, you can skip it and do an activity much closer.

Pro Tip: Fill up on gas before heading out to Painted Hills as there is not much around there.

After exploring Painted hills in the morning, head out to Smith Rock for sunset. You can hike around this stunning place and do trails like Painted Cove Trail, Misery Ridge, and River Trail , or the Rim Rock trail. You can also rock climb Smith Rock which is what we did and it was a blast!

Read More: The Ultimate Guide To Smith Rock Hiking Trails

Day 7 – Umpqua National Forest

Toketee falls.

If you want something that is more bang for your buck, then check out Toketee Falls ! This waterfall hike is only 0.9 miles with a 167 ft elevation gain. I loved this trail! It was so easy to do, and the trees are lush and green.

Umpqua Hot Springs

One of the most popular hot springs in Oregon is the beautiful Umpqua Hot Springs . There are around eight pools that can fit about 2-4 people. The trail is approximately 0.8 miles round trip with an elevation gain of 305 ft. The hot springs are only open from sunrise to sunset, so you cannot camp there overnight. Also, the parking lot only holds ten cars, so get there early!

I also want to say that this area is known to be constantly trashed. Please pick up after yourself and don’t leave any items behind. That includes food (seeds and banana peels), and beer cans.

Watson Falls

Watson Falls is another easy trail that has a magnificent waterfall viewpoint. The trail is only 1 mile long with an elevation gain of 524 ft. It is relatively close to Toketee Falls, so make sure you check this waterfall out!

Diamond Lake

Diamond Lake is a great place to stop if you want a great mountain view with a lake. Here you can have a perfect view of Mt Bailey with Diamond lake in the foreground.

Where To Stay Near Crater Lake (Stay Here Two Nights)

• Crater Lake Lodge: One of the few hotels located in the National Park. >>>Book Here

Read More: Where to Stay Near Crater Lake National Park | Lodging & More

Day 8 – Crater Lake National Park

I dream of revisiting Crater Lake National Park! This place is a gem. I almost took this out of our itinerary years ago, and I am so thankful my husband told me to include it. My jaw dropped when I saw it. I had never seen such a dark, sapphire-blue lake in my life. It is known to be the deepest lake in the United States!

Read More: 14 Best Things To Do at Crater Lake National Park

Things to Do At Crater Lake

• Go to some of the viewpoints: The best ones are Watchman Overlook, Phantom Ship Overlook, and Cloudcap Overlook.
• Drive Around: You can drive around the whole lake to take in its beauty.
• Hike and Swim: There is only one way to swim in the lake and that is by hiking the Cleetwood Cove Trail . We did this, and it was so fun but freezing! Even on the hottest day, the water was chilling.

Day 9 – Samuel H. Boardman State Scenic Corridor

Samuel H. Boardman State Scenic Corridor is located on the southern coast of Oregon. It has become one of the most popular Instagram spots in Oregon, and for a good reason. The area is filled with cliffs and waves crashing into them and sea stacks filled with evergreen trees. It is breathtaking!

Most viewpoints are pretty easy to get to, making it a perfect spot to relax or take pictures. No extensive crazy hiking is needed to get these views. Popular viewpoints include the Whaleshead Beach, Cape Ferrelo viewpoint, House Rock Viewpoint, and Indian Sands Viewpoint.

The most popular area is the Natural Bridges which is best to see for sunrise. This area can be a bit difficult to get to. At the parking lot take a right (if you are facing the beach). Then take two lefts when you get to the junctions. The trail is very steep so bring good hiking shoes.

Want To Learn More On Samuel H. Boardman : Check Out My Post On The Best Oregon Coast Road Trip

Where To Stay Near Samuel H. Boardman

Tu Tu’ Tun   Lodge (Gold Beach):  This place is fantastic and nestled in a beautiful forest area. >>>Check It Out Here

Day 10 – North And Central Coast

Exploring the Oregon Coast is a must on your Oregon road trip! There are many cute coastal towns like Cannon Beach (my fav)! If you want to extend your trip to be a bit longer than ten days, then stay a few days on the coast. There is so much to see and to do here.

Some of my favorite stops on the coast include:

There is so much more to do than what I listed above. Those are just a couple of my favorite areas. I do feel like you need more than one day to explore the central and northern coast. But if you are limited on time, I would only stop at Cape Kiwanda and Cannon Beach. Cannon Beach is the cutest town and has many hotels and yummy restaurants.

Want To Learn More On The North And Central Coast : Check Out My Post On The Oregon Coast

Where To Stay In Cannon Beach

Surfsand Resort(Cannon Beach):  This is where we stayed the first time we came to Cannon Beach. They have oceanfront rooms and a heated indoor swimming pool and hot tub. I enjoyed our stay here, and I loved that we could walk easily to the beach.   >>>Check It Out Here

Day 11 – Go Home

Such a sad day! Going home is hard. Oregon has some of the most epic sceneries in the country. When I first came to Oregon, I vowed to come back, and what do you know, I moved to the state right next to it. I now visit Oregon at least twice a year, and every time I am still amazed by its beauty.

What To Pack When You Travel In Oregon

• Sunscreen:  Super important and it is part of the ten essentials!   >Buy Sunscreen
• Chapstick:  This one has SPF so your lips won’t get burned!  >Check Out This Chapstick
• Hiking Boots/Shoes:  If you use tennis shoes, you can easily hurt your toes hitting a rock by accident (Trust me, I have done it so many times before).  >Check Out My Hiking Shoes
• Hiking socks:  Having the correct socks helps you prevent getting blisters. Smart Wool is probably my favorite brand out there.   >Buy Hiking Socks
• Water Reservoir:  Water reservoirs help prevent me from getting dehydrated while hiking. The great thing about this reservoir is that it doesn’t have the plastic taste.  >Here Is My Water Reservoir
• Water:  Stay nice and hydrated.
• Sunglasses:  It can get sunny, so make sure to pack some sunglasses.  >Check Out These Sunglasses
• Snacks:  The best snacks are jerky, nuts, and energy bars.  >>>Love These Snacks Here
• Camera:  The Sony A6000 was one of the first cameras I started traveling with. The Sony A6000 is an excellent camera for people that want to start improving at travel photography.    >Buy Sony Camera Here
• First Aid Kit:  This is one of the first things I bought when I first started going on adventures. It is super portable.  >Buy This Awesome First Aid Kit Here
• Day Pack to carry all your things:  To carry all your gear, water, and food, you need a good backpack. Osprey is known to have some of the best backpacks in the market.  >Buy This Great Quality Backpack
• Headlamp:  A headlamp is an absolute must in case you get stranded in the dark! It is a lot more portable and easier to use than a flashlight.  >Buy A Headlamp Now
• Leggings or Hiking Pants:  I always wear leggings while hiking because it is what I feel most comfortable with!  >Click For My Favorite Hiking Leggings
• Breathable sweat-wicking shirts : Cotton shirts soak up your sweat when hiking, so make sure to wear something breathable.  >Check out this awesome breathable shirt here.
• Mid Base Layer:  It can get chilly in Oregon even in the summer.  >Check Out My Sweater Here
• Sports Bra:  For women.  >Check This One Here
• Jacket:  I always have a jacket in my backpack, even if it is hot. I do it just in case of an emergency.   >Buy My Favorite Jacket
• Rain Jacket:  The worst feeling in the world is being wet and cold while hiking. You can get hypothermia, so always carry a poncho or a rain jacket when you hike Oregon.  >Check Out My Rain Jacket Here
• Tripod:  This is an optional item, but it is excellent for getting the ideal sunset pictures.  >Check out this tripod
• Knife:  I always carry a knife in my backpack just in case.  >Check Out My Knife Here

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7 Day Oregon Itinerary

If 10 days is too long, then I have made a smaller 7 day Oregon road trip. I have only listed my seven favorite spots.

4 Day Oregon Road Trip

Final thoughts on best oregon road trips.

Thanks for reading about road trips in Oregon! If you need other PNW inspiration, make sure to check out my other blog posts:

• The Ultimate Pacific Northwest Road Trip Itinerary
• Best Hikes In Washington State
• 25 Amazing Oregon Waterfalls You Need To See Today
• The Ultimate Columbia River Gorge Waterfalls Road Trip
• The Best Things To Do On The Oregon Coast
• 16 Fun Things To Do In Astoria Oregon

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The Globe Wanderers

Oregon , USA · May 4, 2020

Our 7 Day Oregon Road Trip Itinerary

Part of our heart with forever belong to the state of Oregon. Oregon is by far one of the perfect places to road trip. It is home to some of the most amazing mountains, hot springs, lakes, coastline, and waterfalls in the United States.

To help you explore this incredible state, we have put together a comprehensive 7 day Oregon road trip itinerary that includes must see places and camping tips!

Things to Know before you go!

Best Time to Visit Oregon: Summer and Early Fall is the best time to visit Oregon and is considered peak season. Spring, late Fall and Winter may hinder your ability to visit some areas due to snow!

Let’s get started!

Need accommodation ideas for your PNW Road Trip? Check out our blog post on the most amazing Airbnbs in the Pacific North West!

• Day 1: Arrive in Portland/ Cannon Beach/ South Beach State Park
• Day 2: Bandon Beach/ Samuel H Boardman Scenic Corridor/ Brookings
• Day 3: Crater Lake/ Toketee Falls
• Day 4: Umpqua Hot Springs/ Bend
• Day 5: Abiqua Falls/ Silver Falls State Park
• Day 6: Trillium Lake/ Mount Hood/ Lavender Field
• Day 7: Lost Lake/ Rowena Crest Viewpoint/ Multnomah Falls/ Portland

Oregon Road Trip Day 1

First stop: cannon beach..

Cannon Beach is 90 minutes North West of Portland on the Coast of Oregon. This beach is famous for the Haystack Rock formation. The little town is filled with tons of quaint shops and family owned restaurants to explore! This is the perfect way to start your epic road trip!

This is a popular beach for Hollywood films. You might recognize it from Twilight and The Goonies.

Second Stop: Devil’s Punch Bowl.

During low tide in the summer you can follow the coastal trail and actually walk inside of it. However during the fall and winter months the water level rises and this isn’t possible. It was still incredible to see from an aerial view!

Day 1 Accommodation Options:

• South Beach State Park: This incredible state park offers a range of camping options with clean washroom and shower facilities.
• Rent a local Airbnb: We love staying in Airbnb’s when we travel! If you have never rented an Airbnb before, use our code to get $$ of your stay!

Oregon Road Trip Day Two

First stop: bandon beach ..

This is an incredible spot with some of the most unique rock formations that we have ever seen! We

Second Stop: Samuel H Boardman Scenic Corrido r

This is a 12 mile stretch along the coastline and was one of our favorite parts of our entire trip. You could honestly spend a few days here and still have so much to explore.

Below we put together a list of the most popular stops in this corridor and the approximate mile markers associated with them!

Make sure to write these down before you head here. Some of the stops we listed aren’t mentioned on roadside signs!

Mile Markers for the Samuel H Boardman Corridor

• Arch Rock (Mile 344.8)
• Spruce Island (Mile 345.0)
• Thunder Rock Cove (Mile 345.8)
• Natural Bridges (Mile 346.0)
• North Island (Mile 347.4)
• Thomas Creek Bridge (Mile 347.8)
• Indian Sands (Mile 348.6)
• Whaleshead Viewpoint (Mile 349.3)
• House Rock Viewpoint (Mile 351.2)
• Cape Ferrelo Viewpoint (Mile 352)
• Lone Ranch Picnic Area (Mile 352.6)

Third Stop: Brookings

Brooking’s is a small town with a lot of mom and pop style shops and local restaurants. It was also a great place to stock up on some essential items at the Fred Myer (grocery store)!

We ate dinner at Oxenfre Public House in Brookings. Its currently rated the #2 restaurant in this little town and was the Trip Advisor’s Traveler’s Choice in 2020.

Day 2 Accommodation Options :

Harris State Beach Park: This campground was one of our favorites during our entire trip in Oregon. We watched once of the most incredible sunsets on the beach that this campground sits on. They have a wide variety of camping options and clean washrooms with showers. For more information on booking here, check out this link!

Oregon Road Trip Day 3

This day was the most action packed day of our entire trip!

Start by taking Highway 199 Scenic Byway which leads you through one of the most scenic drives in the USA.

This highway passes through the Jedediah Smith Redwoods State Park . This is an incredible opportunity to see some of the most beautiful trees in the world.

First Stop: Crater Lake

Crater Lake National Park is a bucket list place for many. The water of the lake is an incredible color of blue. There are so many things to do here, we have listed some of our favorites below!

Things to do at Crater Lake:

• This hike is one of the most popular hikes in the park. It leads to a fire lookout. This trail takes about 1 hour round-trip and is the best place to catch the Sunset.
• This trail is 2 miles in length and traces the rim of Crater Lake. This trail is relatively easy to do and offers some incredible perspectives on the lake.
• A hike down to Cleetwood Cove with lead you to the only spot at the lake that you can swim! The water temperature ranges from ranges from 0°C to 19°C so on a hot day it will be refreshing!

Stop Two: Toketee Falls .

There is a small parking lot at the trailhead. The 0.8 mile hike to the main lookout point was very easy and incredibly rewarding. To get to the viewpoint in our photo below, you have to climb down from the main path to the

Day 3 Accommodation Options:

• Toketee Lake Campground : This is a rustic campground with very basic amenities. This campground does not have running drinking water, so make sure to bring plenty with you! They also only have outhouses and they do not have showers.
• Luxury Glamping Tent: This Airbnb is a glamping resort located just a short drive away from Toketee Falls and Crater Lake. There are fire rings, washrooms and showers available here! Check out their link here!

Oregon Road Trip Day 4

F irst stop: umpqua hot springs.

Located only a few minute drive from Toketee Campground, this is the perfect way to start the morning.

Tips for visiting Umpqua Hot Springs:

• Arrive early in the morning to avoid any crowds. We got there at 7:30 and we had to all to ourselves for over an hour!
• It is a 0.8 mile hike to the Hot Springs from the parking lot. Make sure to wear running shoes as it is a moderately difficult trail.
• There are bathrooms at the trailhead but there are none once you reach The Hot Springs themselves.
• Nudity is acceptable at Umpqua so be prepared and be respectful when taking photos.

Second Stop: Bend

The city of Bend is an outdoor lover’s paradise and a craft brewery mecca. There are over 22 breweries in Bend! Bend has a beautiful downtown filled with local shops and restaurants right along the river.

Some of our favorite places in Bend were:

• Get here early as it fills up fast. This is possibly the best breakfast you will ever have.
• Located along the river, they have indoor and outdoor seating as well as lawn games!
• Cascade Lakes Brewery
• Dudley’s Bookstore and Cafe
• The Bend River Wave
• People from around the world travel here for skiing in the winter and mountain biking in the summer!

Accommodation Options Bend:

• Stay at the Loge: This hotel was completely renovated and is one of the most popular spots in Bend. All rooms come equipped with hiking and camping gear that is free to use during your stay! They also have free city bikes that we used to explore Bend, as well as fire tables and a cafe!
• Dome Airbnb: This Airbnb is seriously so unique and is in a great location! Check out their link here!

Oregon Road Trip Day 5

First stop: abiqua falls.

We left Bend very early in the morning as it is approximately a 3 hour drive to the Abiqua Falls Trailhead. This trail is a 5.3 mile out and back from the trailhead itself.

Reaching the trailhead can be tricky as the road can be washed out at times, leaving large potholes that are difficult to navigate around. We drove as far as we could down the road (considering we were in a rented campervan) and then decided to walk the rest of the way.

This trail is rated as difficult as it is very muddy and requires the use of ropes to navigate in some sections. This hike was incredible and Abiqua Falls is unlike anything we have ever seen before. You HAVE to hike this.

Second Stop: Silver Falls State Park

We hiked the Trail of 10 Falls, which is a 7.6 mile loop trail that features 10 incredible waterfalls and is the most famous trail in the park.

Day 5 Accommodation:

Silver Falls State Park: The campground here is beautiful and the facilities are well kept. This was the perfect place to spend the night! It is also close to all of the hiking trails which makes exploring this State Park very easy.

Oregon Road Trip Day 6

First stop: mount hood area.

Things to Do in the Mount Hood area:

• A beautiful lake with the stunning backdrop of Mount Hood
• If you are visiting Mount Hood in the winter time, this is an incredible and bustling Alpine Village.
• This is the famous hotel featured in the movie The Shinning
• This Lavender Farm offers some of the most picturesque views of Mount Hood
• Make sure to check their Facebook Page for their hours and operating months.

We then attempted to visit the Lavender Valley close by but unfortunately it was closed… so we took this photo across the street from the Lavender Field!

Day 6 Accommodations

Lost Lake Campground: This campground is set on the shores of Lost Lake, and offers some incredible adventures and beautiful views of Mount Hood. They have Yurts, Lodge Rooms and campsites available making this an experience for everyone! Check out their website here.

Oregon Road Trip Day 7

Stop one: lost lake campground.

We decided to rent a paddle boat right after sunrise and we took in some incredible views of Mount Hood from the lake.

After our morning on the lake, we decided to head back towards Portland where we stayed the night before flying back home!

Second Stop: Rowena Crest Viewpoint

This is one of the most photographed roads in the state of Oregon and offers incredible views of Columbia River and the State of Washington.

Third Stop: Multonomah Falls

This is one of the most photographed places in the State of Oregon. We recommend getting here early in the morning prior to the tour buses as this place can get busy quick.

Fourth Stop: Mississipi Ave, Portland

This street was SO MUCH FUN! Tons of local restaurants, outdoor and indoor bars and little locally owned shops. We spent the entire afternoon and evening exploring this street and all it had to offer. We highly recommend this spot if you are looking to stay out of downtown Portland.

Things To Add To Your Oregon Road Trip

As we said earlier, we only had 7 days to pack in as much activity as we possibly could. That being said, there are so many things left that we didn’t get to see. When we return we want to visit the Painted Hills, Smith Rock State Park, more amazing hot springs, more waterfalls and explore more of the Columbia River Gorge.

Final Thoughts

We love Oregon. We will be returning to continue exploring all of its incredible magic someday. If Oregon is not on your bucketlist, it needs to placed on there immediately. This state is unlike any place you will ever visit in your life. It has such a unique set of landscapes. From gorgeous coast lines, hundreds of powerful waterfalls, vast desert and tall mountains, this place really has it all!

We hope that you found this blog post helpful! Let us know in the comments below if you have been to Oregon and what your favorite places were!

Happy Travels 🙂

Jake and Kaylee

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May 6, 2020 at 3:43 pm

We love this! We have been planning a road trip through here and we’re making a list. This was super helpful! Thank you for sharing

The Lovers Passport

May 6, 2020 at 9:31 pm

Thank you so much for the comment! We love hearing that what we write is helpful. We hope you guys have an epic adventure through Oregon! Keep in touch and let us know where you went!

– Jake + Kaylee xo

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The ultimate 5 day oregon road trip itinerary.

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Are you ready for the ultimate Oregon road trip adventure? Get ready to explore the breathtaking natural beauty and vibrant culture of the Pacific Northwest as we take you on a 5-day journey through some of the most iconic destinations in Oregon.

From the hip city of Portland to the stunning landscapes of the Columbia River Gorge, the charming town of Bend, the awe-inspiring Crater Lake National Park , and the picturesque Oregon Coast, this itinerary is packed with exciting activities, delicious dining options, and top-notch accommodations.

So buckle up and get ready for an unforgettable road trip experience as we guide you through the must-see attractions and hidden gems of this stunning region. Let’s hit the road and dive into an adventure that you’ll remember for the rest of your life!

Day 1: Portland

Embark on your memorable Oregon road trip by starting your journey in the vibrant city of Portland , known for its eclectic culture, culinary delights, and captivating cityscape against the backdrop of the Pacific Northwest.

Portland welcomes travelers with its unique attractions and landmarks that showcase the city’s rich cultural diversity. Explore the iconic Portland Art Museum , immerse yourself in the bustling energy of Powell’s City of Books , or wander through the tranquil Japanese Garden for a serene escape.

In addition, the city’s culinary scene is a melting pot of flavors, offering everything from food carts boasting global cuisines to farm-to-table dining experiences. Whether you’re craving artisanal coffee, artisanal donuts, or craft beer, Portland’s food culture is a delight for the senses.

What to See and Do in Portland

Portland offers a myriad of attractions and activities, including the iconic International Rose Test Garden, the enchanting Lan Su Chinese Garden, and the bustling Pearl District, each contributing to the city’s allure and cultural richness.

Visitors should make sure to explore the vibrant food scene in Portland, which is well-known for its diverse culinary offerings. From food carts and farmers’ markets to gourmet restaurants, the city presents an exceptional array of dining options that showcase the region’s rich flavors and creative gastronomy.

For outdoor enthusiasts, a visit to Forest Park is a must. This urban oasis encompasses over 5,000 acres of peaceful woodlands, winding trails, and scenic viewpoints, providing a serene escape from the city buzz and a perfect setting for hiking, biking, and birdwatching.

Where to Eat in Portland

Savor the flavors of Portland’s diverse culinary scene, from farm-to-table delights at restaurants like Le Pigeon and Tusk, to the exquisite wine tasting experiences offered in the nearby Willamette Valley, creating a gastronomic journey that complements your Oregon road trip.

Portland’s vibrant food culture extends beyond its renowned restaurants and wineries. The city’s food carts offer an eclectic array of culinary creations, from delectable fusion dishes to traditional ethnic cuisines .

Meanwhile, local markets like the Portland Farmers Market showcase the region’s fresh produce and artisanal products, allowing visitors to indulge in farm-fresh flavors.

For those seeking a more immersive experience, cooking classes and food tours provide a hands-on approach to understanding the city’s food scene.

The Columbia River Gorge boasts a bountiful array of local wineries with picturesque views, offering a scenic backdrop for wine enthusiasts.

Day 2: Columbia River Gorge

Continue your Oregon adventure by exploring the breathtaking wonders of the Columbia River Gorge , where majestic waterfalls, scenic viewpoints, and exhilarating outdoor activities await amidst the natural splendor of the Pacific Northwest.

The Columbia River Gorge, known for its awe-inspiring natural beauty, offers an array of scenic drives that showcase the stunning landscapes, from the iconic Rowena Crest to the historic Columbia River Highway. As you journey through this picturesque area, you’ll encounter mesmerizing waterfalls such as Multnomah Falls, plunging dramatically into moss-covered basins, and the ethereal mist of Latourell Falls cascading over dramatic cliffs.

The recreational opportunities are abundant, inviting outdoor enthusiasts to partake in hiking, biking, and windsurfing, while the tranquil waters of the Columbia River provide a perfect setting for kayaking and paddleboarding.

What to See and Do in the Columbia River Gorge

Immerse yourself in the wonders of the Columbia River Gorge, where the iconic Multnomah Falls , the historic Vista House , and the exhilarating hiking trails of the Gorge Trail #400 beckon to create an unforgettable outdoor escapade amidst the natural treasures of Oregon.

The Columbia River Gorge offers a myriad of opportunities for outdoor enthusiasts, with its picturesque national parks like the Columbia River Gorge National Scenic Area and the Mount Hood National Forest . These are perfect spots for a day of exploration and relaxation, whether you’re exploring the lush greenery of the area or setting off on a scenic drive along the Historic Columbia River Highway .

For those seeking more adventure, the Gorge boasts a network of stunning hiking trails, such as the Eagle Creek Trail and the Oneonta Gorge , each offering its own unique natural wonders and breathtaking views. Don’t miss the chance to witness the beauty of the Columbia River from the Crown Point Vista House , providing an unparalleled panoramic view of the Gorge. Wind down your day with a relaxing picnic at Trillium Lake , surrounded by the serene beauty of the Mt. Hood .

Where to Eat and Stay in the Columbia River Gorge

Discover delightful camping spots and picturesque photography locations in the Columbia River Gorge, complemented by the cozy accommodations and charming lodges nestled amidst the stunning landscapes, offering a serene retreat during your Oregon road trip.

The Columbia River Gorge presents numerous camping options that cater to various preferences, from rustic sites nestled in the woods to RV-friendly facilities with scenic mountain views. Photography enthusiasts can capture the majestic Multnomah Falls, the vibrant wildflower meadows in the spring, and the breathtaking sunsets along the river.

For those seeking comfortable lodging, there are charming cottages, boutique inns, and riverside cabins that provide a perfect blend of modern amenities and proximity to the natural wonders of the Gorge.

Day 3: Bend

Journey towards the captivating city of Bend , nestled in the heart of Oregon’s picturesque mountains, offering a perfect blend of outdoor adventures, cultural charm, and breathtaking landscapes that define the quintessential Pacific Northwest experience.

As you approach Bend, you’ll be mesmerized by the cascade of snow-capped peaks that surround the city. The Cascade Mountains provide a spectacular backdrop, inviting visitors to explore their rugged beauty through a plethora of outdoor activities. From hiking and mountain biking to skiing and rock climbing, the adventurous spirit of Bend thrives in harmony with nature.

But it’s not just the mountains that captivate; Bend’s cultural scene is equally compelling. The city boasts a vibrant arts community, with numerous galleries, theaters, and music venues, offering an eclectic mix of creative expressions. The Old Mill District is a testament to Bend’s rich history, blending historical buildings with modern amenities, creating a dynamic hub for shopping, dining, and entertainment.

Featuring an array of museums, including the High Desert Museum and the Deschutes Historical Museum , Bend showcases its cultural heritage through captivating exhibits and engaging educational programs. The city hosts several festivals and events throughout the year, celebrating its diverse traditions and fostering a strong sense of community.

What to See and Do in Bend

Explore the hidden gems and iconic attractions of Bend, such as the striking peaks of Smith Rock State Park, the pristine waters of the Deschutes River, and the vibrant cultural scene at the historic Old Mill District, each contributing to the city’s allure and adventurous spirit.

Bend also offers a plethora of outdoor activities, from hiking and mountain biking along the expansive network of trails to kayaking and paddleboarding on the tranquil waters. The city’s proximity to Mount Bachelor provides exceptional skiing and snowboarding experiences during the winter months, attracting adventure enthusiasts from far and wide. Visitors can indulge in the region’s renowned craft beer and culinary delights at local breweries and farm-to-table restaurants.

Moreover, Bend hosts various festivals and events that showcase its rich artistic and cultural heritage, including the Oregon Winterfest and the Bend Summer Festival. Alongside these, the High Desert Museum and the Bend Ale Trail offer unique opportunities to delve deeper into the area’s history and thriving craft beer culture.

Where to Eat and Stay in Bend

Indulge in the culinary delights and scenic beauty of Bend, where charming cafes, local breweries, and cozy accommodations nestled near the Oregon state parks create a delightful fusion of gastronomy and nature, enhancing your Oregon road trip experience.

Visitors can explore Bend’s diverse dining scene, ranging from farm-to-table eateries to innovative fine dining establishments offering delectable Pacific Northwest cuisines. For nature enthusiasts, accommodations near Smith Rock State Park provide easy access to hiking trails, rock climbing, and breathtaking views of the Crooked River.

In terms of travel tips, taking a scenic drive along the Cascade Lakes Scenic Byway offers an unforgettable experience, showcasing pristine alpine lakes, meandering rivers, and lush forests. For those seeking a unique stay, the Tumalo State Park yurts provide a cozy and memorable overnight accommodation amidst the natural beauty of central Oregon.

Day 4: Crater Lake National Park

Embark on an extraordinary journey to the mesmerizing Crater Lake National Park, renowned for its deep blue waters , ancient volcanic peaks, and pristine wilderness, creating an awe-inspiring destination that captivates the senses and enriches your Oregon road trip.

Steeped in geological significance, Crater Lake National Park boasts the mesmerizing beauty of its namesake lake, which sits within a caldera formed by the collapse of a volcano thousands of years ago. The surreal blue hue of the water, the sheer cliffs that plunge into the depths, and the rugged terrain surrounding the lake make it a sight to behold.

Visitors can immerse themselves in the park’s natural wonders by exploring the numerous trails that offer breathtaking views of the lake, with Wizard Island emerging as a striking feature. The diversity of flora and fauna coupled with the serenity of the landscape creates a tranquil haven for outdoor enthusiasts and nature lovers alike.

The park offers various opportunities for outdoor activities, including hiking, fishing, and boat tours, all of which allow visitors to fully experience the captivating allure of this natural wonder. Whether it’s marveling at the picturesque sunsets or stargazing under the dark skies, Crater Lake National Park delivers an unforgettable experience for all who venture into its unique and enchanting realm.

What to See and Do in Crater Lake National Park

Discover the unparalleled beauty and activities of Crater Lake National Park, from the iconic Rim Drive offering panoramic vistas, to the invigorating hiking trails like the Garfield Peak Trail, each encapsulating the park’s grandeur and providing a fulfilling Oregon travel experience.

Visitors to Crater Lake National Park can’t miss the fascinating boat tours on the azure waters of the lake, offering unique perspectives of the sheer cliffs and the island, Wizard Island, rising from the center. The park’s rich history is on display at the historic Crater Lake Lodge, a picturesque location to savor breathtaking sunsets.

Outdoor enthusiasts can indulge in activities like fishing, camping, and bird-watching, immersing themselves in the tranquility of the park’s natural beauty.

Where to Eat and Stay near Crater Lake National Park

Unwind in the comfort of lodges and accommodations near Crater Lake National Park, where the serene ambiance, romantic retreats, and enchanting dining experiences elevate your Oregon vacation and create a memorable getaway for couples and travelers alike.

In terms of lodging options near Crater Lake, the Crater Lake Lodge offers a charming retreat with its historic architecture and breathtaking views of the lake. For a more secluded experience, consider the cozy cabins at Diamond Lake Resort , surrounded by lush forests and tranquil surroundings.

In terms of dining, indulge in a romantic evening at one of the local restaurants overlooking the lake, such as the Prospect Historic Hotel , where you can savor delightful cuisine in an intimate setting.

For a romantic twist on your vacation, consider taking a moonlit lake cruise or enjoying a scenic hike to experience the unparalleled beauty of Crater Lake, creating lasting memories with your loved one.

Day 5: Oregon Coast

Conclude your 5-day Oregon trip with the breathtaking allure of the Oregon Coast, where the rugged cliffs of Cape Kiwanda, the enchanting tide pools at Ecola State Park, and the iconic Haystack Rock at Cannon Beach define the coastal splendor and scenic grandeur of the Pacific Northwest.

The Oregon Coast offers a spectacular array of attractions that make it a must-visit destination. Capture the stunning vistas along the Pacific Coast Scenic Byway as you drive past charming coastal towns and breathtaking lookouts. Discover the rich marine life and fascinating coastal ecology at the Oregon Coast Aquarium and embark on unforgettable whale watching tours. Indulge in the laid-back vibe of seaside villages like Depoe Bay and Newport, known for their fresh seafood, local art galleries, and vibrant maritime culture.

The Tillamook Cheese Factory presents a delightful pit stop for cheese enthusiasts and foodies, offering delicious samples and interactive exhibits. No trip is complete without exploring the Cape Perpetua Scenic Area , where ancient forests, dramatic rocky shores, and spouting horns create an awe-inspiring experience. Whether you seek outdoor adventures, tranquil beachcombing, or simply breath-taking views, the Oregon Coast promises an unforgettable journey for every traveler.

What to See and Do on the Oregon Coast

Immerse yourself in the picturesque beauty of the Oregon Coast, where the historic Yaquina Head Lighthouse , the captivating Cape Lookout State Park , and the mesmerizing Devil’s Punchbowl beckon, offering a remarkable tapestry of sightseeing and photography opportunities that epitomize the coastal charm of Oregon.

Traveling north, you’ll encounter the majestic Heceta Head Lighthouse , standing proudly atop a rugged cliff, providing a postcard-worthy scene against the backdrop of dramatic coastal cliffs. The Heceta Head Lighthouse State Scenic Viewpoint nearby is a photographer’s paradise, offering panoramic vistas of the coastline.

Further south, the Thor’s Well at Cape Perpetua is a natural wonder that enthralls visitors with its powerful, churning waters and provides an excellent subject for captivating photographs.

As you continue your journey, don’t miss the Seal Rock State Recreation Site , where the unique rock formations and resident seals create a stunning setting for nature photography. For a glimpse of rugged coastal beauty, visit the Ecola State Park , which boasts stunning viewpoints, enchanting trails, and the iconic Tillamook Rock Lighthouse on the horizon.

Where to Eat and Stay on the Oregon Coast

Experience the coastal flavors and outdoor allure of the Oregon Coast , where family-friendly dining options, vineyard experiences in the Oregon wine country, and a myriad of outdoor activities create an enriching and adventurous retreat to conclude your Oregon road trip on a high note.

Sample some of the freshest seafood at the charming coastal restaurants, where culinary talents are showcased in Oregon Coast’s signature dishes. From crab cakes to clam chowder, these dining venues offer a delectable array of flavors to savor.

Explore the picturesque vineyards in the region, indulging in wine tasting and cellar tours to appreciate the Oregon wine country’s rich viticultural heritage. As the day unfolds, outdoor enthusiasts can delve into a myriad of activities, including beachcombing, hiking along scenic trails, kayaking through tranquil waters, or simply relishing the breathtaking coastal landscapes. The Oregon Coast truly embodies a perfect blend of gastronomic delights, wine country experiences, and exhilarating outdoor escapades for a fulfilling family road trip.”

Conclusion and Final Thoughts

As your 5-day Oregon road trip draws to a close, reflect on the diverse attractions, natural wonders, and travel insights that encapsulate the essence of Oregon , inviting you to discover its hidden gems, iconic landmarks, and enriching travel experiences that define the timeless allure of the Pacific Northwest.

Imagine winding through the lush forests of the Columbia River Gorge and being mesmerized by the captivating beauty of the Multnomah Falls. Then, picture yourself exploring the vibrant city of Portland, renowned for its eclectic food scene, artsy neighborhoods, and lively cultural events. Don’t forget the breathtaking vistas along the Oregon Coast, where rugged cliffs meet the crashing waves of the Pacific Ocean . As you bid adieu to this extraordinary state, the memories of its stunning landscapes, friendly locals, and inspiring adventures will surely linger in your heart.

Also check out our article on Hidden Gems of Alabama !

Frequently Asked Questions

What is included in the ultimate 5 day oregon road trip itinerary.

The Ultimate 5 Day Oregon Road Trip Itinerary includes a detailed route, recommended stops and activities, and suggestions for accommodations and dining options.

How long does the road trip take?

The road trip itinerary is designed to be completed in 5 days, but can be adjusted to fit your schedule and pace.

What are some must-see attractions on the road trip?

Some must-see attractions on the Ultimate 5 Day Oregon Road Trip include Crater Lake National Park, the Columbia River Gorge, and the Oregon Coast.

Is the road trip suitable for families?

Yes, the road trip itinerary is family-friendly and includes activities and stops that are enjoyable for all ages.

Can I customize the road trip itinerary?

Absolutely! The road trip itinerary is a guide and can be personalized to fit your preferences and interests.

What is the best time of year to take this road trip?

The road trip can be taken year-round, but the best time to visit Oregon is during the summer months when the weather is warm and dry.

Chris Curtiss

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The Best Oregon Road Trip: complete loop itinerary

| Filed in Oregon , Road Trips | Disclaimer: I use affiliate links and may receive a small commission on purchases. | Leave a Comment

Summary: Best Oregon road trip, complete road trip itinerary, sunrise and sunset locations. *I use affiliate links and may receive a small commission on purchases. Thanks for your support!

Oregon was my first taste of the Pacific Northwest, and I’ve been smitten ever since. Most of these places I’ve learned about over the years or from passing through. I wish I would have done all of these in one epic Oregon road trip, so here ya go!

I recommend this road trip in the Summer time or the Fall, but it is possible to do during the Winter and Spring. Just be sure to check road closures and park closures when snow is a possibility!

The Route to the Best Oregon Road Trip!

I recommend Portland, Oregon as your starting and stopping point. This also makes it very convenient to fly into the Portland airport and start your adventure! I will link more information about where to stay in detailed blog posts about each spot.

Need to condense your trip? A lot of these spots are close enough where you can cover multiple locations in one day. As a photographer, I typically go to a new spot for sunrise and sunset!

Let’s Hit the Road!

1. multnomah falls.

Oregon has 238 waterfalls, and this is the tallest at 620 feet. Pretty mind blowing. View the Forest Service website HERE for latest updates. This spot does require reservations during the busy season! Check out more information on that and 15 other waterfalls on my Oregon Waterfall Guide!

2. Rowena Crest

This drive-up spot is pretty breathtaking. To the left of this horse-shoe road view is a view of the Columbia River Gorge. We went just before sunset as we were running from the rain!

3. Painted Hills

The drive in to the Painted Hills is, in my opinion, more beautiful than this little walkway. The striations of colors in the hills is stunning around golden hour and I imagine the same at sunrise!

This photo was taken at the Painted Cove Trail , maybe 30 seconds away from the parking lot. The entire trail is only .3 miles. See more details on AllTrails.

4. Smith Rock

Smith Rock State Park makes me believe dinosaurs once existed. This place feels very random, jutting out of the land with nothing else like it around. This is a climber and hikers haven! Check out my full blog post on what hikes to do and nearby camping: SMITH ROCK: A COMPLETE GUIDE TO VIEWING THIS OREGON WONDER

5. Tamolitch Falls Blue Pool

Tamolitch Falls, or more famously known as Blue Pool, is a short hike through a douglas fir forest and old lava flows. The end reveals an incredibly blue basin of frigid water. Read all about how it was formed, nearby camping and cabins, and photo tips for this spot in my blog: FAMOUS TAMOLITCH BLUE POOL IN OREGON: AN ANCIENT TURQUOISE GEM

6. Sparks Lake

This is a favorite of mine! There is something incredibly special about sunrise here, and I recommend sunrise because of the crowds. This is a drive up spot and is just outside of Bend, Oregon. Read all of my photo tips, camping advice and more on blog: SPARKS LAKE PHOTOGRAPHY GUIDE: FREE CAMPING & SUNRISE

7. Umpqua Hot Springs

I mean, who doesn’t love a hot springs trip! This is a very crowded and fragile spot, so I STRONGLY recommend you read my entire blog post about it have the best visit possible. Blog: UMPQUA HOT SPRINGS IN OREGON: WHAT YOU NEED TO KNOW

8. Toketee Falls

On the same road as Umpqua hot springs, this is a stunning waterfall featuring Basalt cliffs and blue water. The trail is .9 miles round trip. Get more details at AllTrails .

9. Crater Lake National Park

My visit to Crater Lake was brief, but this view was worth the stop. Did you know Crater Lake is the deepest lake in the USA at 1,943 ft ?! Drive up to the Crater Lake Lodge and hang out near the fire. Just down the parking lot is this view!

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10. Samuel H. Boardman State Scenic Corridor

There are so many incredible places to see along this scenic stretch. Natural Bridges, Secret Beach and Whaleshead beach are among my favorites. Check out my full blog for all the details: 6 BEST PHOTO SPOTS ON THE SOUTHERN OREGON COAST

11. Sharkfin Rock at Gold Beach

This place was a happy accident for me. It was sunset, so I pulled off to the nearest beach access to watch the sun go down, and this spot was stunning. I love the rock formations on the Oregon Coast. This location is linked in the blog post 6 BEST PHOTO SPOTS ON THE SOUTHERN OREGON COAST

12. Face Rock State Scenic Beach

Speaking of weird rock formations, this place wins in my opinion. Get a view from up top, or take the stairs down to the beach to see all of the wild rock formations. Detailed information in my blog 6 BEST PHOTO SPOTS ON THE SOUTHERN OREGON COAST

13. Oregon Dunes National Recreation Area

Running down dunes takes me back to my childhood. The Oregon dunes are one of the largest areas of coastal sand dunes in the world! Get more details on my Blog post: 5 THINGS TO DO IN BANDON, OREGON FOR A WEEKEND

14. Oswald West State Park

I LOVE the dramatic cliffs on this coastal spot. Use AllTrails to find some incredible places to explore for the day.

15. Cannon Beach

Cannon Beach is classic, and an awesome way to end your epic Oregon Road trip. I definitely recommend viewing Haystack rock as seen in the picture and relaxing with a picnic on the beach.

More Nearby Destinations!

If you’re looking for more Pacific Northwest Adventures check out these other guides:

Conclusion:

I hope this gives you some road trip inspiration! There are endless places to explore in Oregon. This road trip itinerary requires a decent amount of time, but really allows you to see the most of Oregon. If you’re looking for shorter trips, check out some of my guides linked above or in the Oregon section of the Destinations Tab!

What’s on your Oregon Bucketlist?

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Join the conversation, 20 comments.

I love a good road trip article, especially a USA one. After reading your post, I really want to go to Oregon and see some of that beautiful scenery. i’ve pinned this for some future travel planning.

Thanks so much! Oregon is one of my favorite states to explore in the USA!

I use to live in PDX…. and let me just say that I hope anyone who’s looking for the ultimate Oregon road trip find your blog! I was so happy to see Umpqua on the list, the place is just magical.

Ahh that means so much!! There are endless things to explore in Oregon!

Wowza! My husband has been trying to sell a trip to Oregon to me for the longest time and I never took it seriously BUT I will now! The waterfalls and seaside cliffs look like something I have to see in real life! Thank you! My husband will be very happy, you converted me with your stunning photos

I love that!!! Well I hope if you go, you have the best time!

OMG! This is the perfect itinerary for Oregon! I only managed to visit Eugene and Portland during a quick 2 day trip there. I’ve always been meaning to go back.

I hope you get the chance to!! There’s an absurd amount of places to explore in Oregon!

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Hi, how many days would you recommend to complete this loop?

Hello! If you did sunrise and sunset per spot it would be about a week minimum. That’s what I did with this loop. But it could easily be expanded to 2 weeks!

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How many days did this take you? Sorry if it was mentioned, I did not see it. Thanks in advance!

Hello! Great question. I did this at a VERY fast pace of sunrise at one location and sunset at the next. I’d say a week is a great place to start at a faster pace. But you could absolutely trim down some of the spots that are a bit more out of the way. I think 2 weeks would be the most ideal to really get to enjoy everything for longer periods of time

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Road Trip from Vancouver to Portland, Oregon

If you want a real adventure taking you alongside stunning mountains, beautiful beaches and through one of America's great cities, then the epic road trip from Vancouver to Portland is the one for you.

The 520 km (320 mile) road trip from Vancouver to Portland takes 5 hours to drive. The route passes North Cascades National Park, Richmond, Seattle and Tacoma, as well as Cannon Beach, Mount Rainier National Park and Gifford Pinchot National Forest.

There are plenty of great attractions to see en route, so be sure to keep reading until the end to learn about all of them. We'll also cover our top tips on the best route to take, where to stop overnight to break up the drive, and the best time to travel to make the most of this beautiful journey.

How far is Portland from Vancouver and how long will the road trip take?

The most direct route from Vancouver to Portland is a distance of 520 km (320 miles) and will take a minimum of 5 hours to drive.

However, as this section of the Pacific Northwest is crammed full of amazing attractions and places to visit, breaking up the journey over multiple days is a better option for a more relaxed and immersive road trip.

The ideal length for this road trip is a minimum of three days, which will include two overnight stops along your journey. The extra days will give you plenty of opportunities for fantastic views and to visit some of the best natural beauty spots in the whole of the US.

Regardless of which route you take, this road trip involves crossing the Canadian border into America. Therefore you will need to check ahead of travelling that you have the correct documentation and proof of identity.

Best road trip route from Vancouver to Portland

While you could complete this trip in 520 km (320 miles), we're going to recommend a slightly longer route of 680 km (420 miles), taking 7 hours and 45 minutes to drive.

This journey from Vancouver to Portland will take you south through Washington State and includes a detour to Cannon Beach , incorporating some stunning coastal scenery along the way.

Alternatively, you could quite easily veer off the route if you wanted to check out more of Washington state or miss the Cannon Beach section and simply continue south on Interstate 5 all the way to Portland.

Road trip route from Vancouver to Portland

Head south from Vancouver, taking the BC-99 past Richmond and across the Fraser River until you reach the US border. Next take Interstate 5 south, passing several pretty towns including Custer, Ferndale, Marysville and Everett.

From these pretty towns you could take a detour to visit Mt. Baker-Snoqualmie National Forest, or follow I-5 to Seattle - an ideal overnight stop.

After spending time in this great city, continue on I-5, alongside Tiger Mountain State Forest and through Tacoma. At Olympia, take US-101 and WA-8 west, passing the stunning woodland of Capitol State Forest.

At Elma, take US-12 before merging on US-101 to Raymond, across to Astoria, following the coast to Cannon Beach. As well as great beaches to enjoy, from here you can explore nearby Lewis and Clark National Wildlife Refuge and Clatsop State Forest.

Leave Cannon Beach and head for US-26 east, alongside Tillamook State Forest and the towns of Buxton and North Plains, before arriving at your final destination of Portland.

Best places to stop between Vancouver and Portland

While you could complete this trip in a day, a far better idea would be to include at least two overnight stops between Vancouver and Portland.

There are plenty of options for overnight stops, both in the pretty towns and cities you pass on this trip, but here are some of the best ones:

Explore the vibrant streets of Seattle

Seattle is situated a pleasant three hour drive from your start point of Vancouver and is a must see destination when travelling through the Pacific Northwest.

One of the most interesting cities in the entire US, Seattle is surrounded by water, mountains and evergreen forests and contains thousands of acres of parkland.

Head to the top of the Space Needle for a fantastic 360 degrees of mesmerizing views, enjoy its many skyscrapers, museums or restaurants or enjoy explore the wilderness and forests that are on offer nearby.

There are no shortages of great places to stay in Seattle however an excellent option is the Hyatt Regency Seattle . Situated right in the heart of Downtown Seattle, it is exquisitely presented throughout and has fantastic views of the incredible city.

Guests can enjoy modern and stylish rooms, an onsite restaurant and an incredible rooftop bar which offers sensational views. Being so close to all the popular attractions, including the Space Needle, makes this stay the perfect place to explore all that Seattle has to offer.

Relax on the stunning Cannon Beach

If you've chosen to follow the detour route on this road trip, then an obvious overnight stop is at the beautiful Cannon Beach . Just under an hour and a half to Portland, it's also a great place to unwind before embarking on the final stretch of your trip to Portland.

Incorporating Oregon's beautiful coastline into your itinerary, a visit to Cannon Beach offers up spectacular views of the Pacific Ocean. Boasting sweeping beaches along the rugged Pacific coastline, there's plenty to see and do here.

Spend time visiting Haystack Rock that towers 235 feet above the ocean, or get up close and personal with the local wildlife. You could also take a trip into town to check out the boutique shops and delicious restaurants on offer.

There are a number of options to choose from when it comes to hotels in Cannon Beach, including the Inn at Cannon Beach . This hotel is secluded from the noise of the main town and sits just a stone's throw from the beach.

The 4-star hotel has a rustic feel to it and is surrounded by luscious private gardens. Guest rooms are spacious and well presented, and some even include a private patio. Despite not having a pool or onsite restaurant, its close proximity to the beach and town mean make up for it.

Please check our comprehensive guide out to learn more:

READ MORE - Our Guide to Cannon Beach

Explore Oregon's largest city, Portland

Portland itself is a fantastic city to explore. As Oregon's largest city, Portland sits on the Columbia and Willamette rivers, in the shadow of snow-capped Mount Hood.

Known for its parks, bridges and bicycle paths, as well as for its eco-friendliness, you can visit the iconic Washington Park and enjoy the formal Japanese Garden or even explore Oregon Zoo. The city also boasts a thriving art, theater and music scene.

For an overnight stop, there are great options in Portland. However, the Hampton Inn And Suites By Hilton Portland-Pearl District is a particular highlight . This 4-star hotel is located in the Pearl District and within 5 minutes' walk of Powell's City of Books.

After exploring the city, guests at this resort can enjoy a swim in the stunning indoor pool or relax on the terrace. Rooms in this modern hotel are elegant and modern, they also offer fantastic city views. The Hampton Inn also offers parking - another great bonus in this popular city.

Things to see on a road trip from Vancouver to Portland

The road trip between Vancouver and Portland is full to the brim with incredible activities and experiences, so you'll certainly be spoilt for choice.

If you are pressed for time, here are a few of the very best things to see on this road trip:

• Vancouver – Vancouver is one of the best cities in North America. There's so much to do here from cycling around the city parks to brushing up on your knowledge in the city's museums.
• Vancouver Island – Vancouver Island is every nature lover's paradise! Go in search of wild bears or opt to head out on a whale watching boat tour.
• North Cascades National Park – Explore the incredible peaks and glaciers on offer at North Cascades National Park. There are a countless number of trails and hikes to choose from.
• Richmond - Known for its Asian influences, Richmond is home to the International Buddhist Temple, an elaborate complex resembling Beijing's Forbidden City. Discover great restaurants and museums at this great city.
• Seattle – There's so much to discover in this great city. Explore the slick streets of Seattle or head up the Space Needle for some fantastic views.
• Capitol State Forest - Explore this working forest and recreation area, ideal for those looking to camp, go hiking or just escape city life for a walk surrounded by nature.
• Olympia – Wander through the streets of Washington's capital city and visit one of the city's many museums. You can even take a walk around Capitol Lake.
• Mount Rainier – A visit to Washington state isn't complete without witnessing the iconic Mount Rainier. The active volcano's peak is now glaciated and a stunning sight to behold.
• Cannon Beach – Soak up the breath taking views from the sweeping beach and admire the iconic Haystack Rock towering above the ocean.
• Lewis and Clark National Wildlife Refuge - Near the mouth of the Columbia River, this wildlife area provides wintering and resting areas for a wildlife, including swans, geese and ducks.
• Eugene – Take a stroll around Fifth Street market to grab yourself a bargain or check out the boutique and charming cafes at this city, there's also great museums to explore and art galleries.
• Medford – This mountain city found deep in the National Forests is perfect for hiking and exploring the trails of the region. The city itself is home to a great theater.
• Gifford Pinchot National Forest - This forest is known for its many streams and wetlands which provide habitat for threatened fish species. Explore the area through its many trails and take in the wonderful scenery.
• Portland – Explore Portland's numerous gardens and parks or dine in some of the best restaurants in Oregon at this fantastic city. From Portland you can also explore nearby Columbia and Willamette rivers.

There are plenty more spots that you might find along the way, the above list just covers the main highlights between Vancouver and Portland.

Best time to go on a road trip from Vancouver to Portland

You can enjoy the road trip from Vancouver to Portland at any time in the year. However, the most popular time to visit this part of the US is from June to August when consistently warm weather allows you to enjoy the majority of the outdoor attractions.

Summer is a great time to visit Portland as you'll get to see the city's roses (especially at the International Rose Test garden) are in full bloom. The downside of summer temperatures averaging 80 degrees Fahrenheit is that you will find tourist spots busy and beaches more crowded.

Another great time to visit is in spring. Portland in particular is awash with wildflowers and blooms around this time of year, while fall festivals, stunning colors and cooler temperatures make September to October an equally appealing time.

If you want to avoid the wet season across Oregon, you'd be best not travelling between November and March. Despite temperatures not getting much lower than 40 to 50 degrees, the unpredictable weather could dampen the outdoor attractions you're hoping to see.

That said, if you do find yourself travelling in winter, you could time your visit with Portland's Winter Light Festival, a huge event held in February showcasing glowing sculptures and thousands of twinkling lights and the Portland Rose Festival held in May is equally as beautiful.

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17 Best Road Trip Stops from Portland To Bend, Oregon

If you’re heading to the Pacific Northwest and you have a weekend to spare, a road trip from Portland to Bend, Oregon should be on your to-do list. This drive is so much fun to do!

Many travelers headed to Bend, OR as their final destination tend to fly into PDX in Portland, OR. From there, the drive from Portland to Bend (or vice versa) can easily be tackled in 3 hours.

But why would you want to make that drive without stopping to see some of the awesome spots, hikes, and sights in between? The drive from Portland to Bend is so scenic.

You’ll pass by various types of scenery, starting with the densely forested atmosphere of the Portland area all the way to the high desert flora and fauna of Central Oregon. 

To help you make the most of your trip, we’re sharing a complete list of our favorite stops to explore along the way from Portland to Bend. So without further ado, let’s dive right into it!

This post may contain affiliate links. You won’t be paying a cent more, but in the event of a sale, the small affiliate commission I receive will help keep this blog running/pumping out useful and free content. Thanks a lot!

ROUTES FROM PORTLAND TO BEND

There are a few routes you could take to get to Bend from Portland (or Portland from Bend), but this list focuses on the stops along these two main routes— taking US-26 all the way down and passing Mount Hood vs. taking I-84 east through the Columbia River Gorge National Scenic Area, then down to US-26.

What’s the difference? Well first off, let’s review what you’ll see along both routes.

• I-84 to US-26 – You’ll be going through the Columbia River Gorge to Hood River, where you’ll then take the 35 down to US-26 E and finally along US-97 S to Bend. This route is longer and more time consuming than the more direct path below.
• US-26 – More of a straight-shot to Bend from Portland, which will save you time and miles on your car. You won’t be passing the Columbia River Gorge or Hood River, but you’ll pass Mount Hood and everything thereafter.

The mileage and duration of your trip will depend on which route you take. If you go with the longer, more scenic route of I-84, you’ll be adding on another 50 miles, but a 50 miles well worth it. The total travel time really depends on how long you stop at each of the pitstops on your itinerary!

I’d recommend going the longer route if you haven’t had the chance to explore the Columbia River Gorge or the town of Hood River yet. If you’ve been blessed to have explored the Columbia River Gorge before, then why not take the US-26 route and check out some new sights along the way?

17 BEST ROAD TRIP STOPS FROM PORTLAND TO BEND

I doubt Portland needs a formal introduction. But if you were so keen to read one — Portland is a bustling city in Oregon and is one of the greenest cities in the world. Portland prides itself on embracing weirdness, which makes this city so fun to explore!

There are tons of quirky neighborhoods to explore, each with its own unique atmosphere and charm. The food truck scene is popping, as are the coffee and craft beer scenes.

If you’re starting (or ending) your road trip in Portland, make sure you have at least three extra days to eat, drink, and explore the city of Portland!

I personally love Portland so much that I opted to live there for a month in an Airbnb during the C-19 days when wfh was mandatory. It was easily some of the most memorable weeks of those crummy years!

With all that said, Portland gets a huge thumbs-up from me. Definitely allocate a couple of days to exploring the city!

MCMENAMINS EDGEFIELD

McMenamins Edgefield is so much more than a historic hotel. This property is 74-acres large and located only 20 minutes away from downtown Portland. Formerly a poor farm during the Great Depression, McMenamins is a wonder to see and explore. It’s so expansive there is even a visitor’s guide and map of the property available to visitors.

Seriously, the estate is huge! You could easily spend a few hours wandering about the extensive gardens (glass of wine or a pint of beer in hand), play golf, visit the glass/pottery shop, distillery, and winery, take a seat and enjoy one of the many bars, eat lunch in the outdoor courtyards, watch a recent-run movie in the theater, listen to live music, and explore the gift shop. Tons of stuff to do!

If you’re a hotel guest here, you can also take advantage of the beautiful soaking pool next to the tea bar.

COLUMBIA RIVER GORGE

The Columbia River Gorge is so beautiful and packed with jaw-dropping waterfalls, overlooks, and hikes that they named it a National Scenic Area. The Historic Columbia River Highway Scenic Byway is actually considered one of the most scenic drives in the country!

Along this 70-mile highway, you will have the chance to see several historic buildings, monuments, fish hatcheries, the Oneonta Gorge, and numerous waterfalls including Latourell Falls, Multnomah Falls, Wahkeena Falls, Shepperd’s Dell Falls, Bridal Veil Falls, Wahclella Falls, and Fairy Falls. Given recent fires over the years, it’s best to check their website to check for trail closures.

MULTNOMAH FALLS

It’s likely you’ve visited or at least heard of this popular waterfall in the Columbia River Gorge before. If you haven’t, it’s a must-see as you travel along the Historic Columbia River Highway Scenic Byway.

It’s a quick stop off the highway and you can walk right up to marvel at the falls without even breaking a sweat. Talk about bang for your buck! You can grab lunch, ice cream, coffee, and other refreshments here as well.

Note: Sadly, during peak tourist season, Multnomah Falls can get very crowded, and there may be a limit on the number of visitors allowed at any given time to manage crowds and ensure visitor safety.

Check the Multnomah Falls website for the most up-to-date updates/conditions. You may need to make reservations to visit.

Continue along the scenic byway running alongside the Columbia River to reach your next stop, the charming town of Hood River. Hood River, also known as the windsurfing capital of the world, hosts a good amount of wineries, breweries, and restaurants.

This is the perfect place to stop for a meal or a cup of coffee. If you’re not feeling hungry, you should still get out of the car to stretch your legs, walk through the town, and peruse the lifestyle/home decor stores and gift shops.

LAVENDER VALLEY

I love this little off-the-road travel attraction! There’s nothing better than visiting a lavender farm during the summer season and attending an annual festival dedicated to ALL things lavender. I mean, talk about unique, right?

At Lavender Valley, you can wander the lovely lavender fields, cut and pick your own lavender, and explore the little gift shop after you’ve enjoyed your stroll through the grounds.

The view of Mt Hood is as intoxicating as its fragrant fields! No lie, the view by far is the best thing here and certainly does not disappoint.

If you’re looking for an alternative, there are other lavender farms in the area including Hood River Lavender Farm.

Address: 5965 Boneboro Rd, Mt Hood, OR 97041

RAMONA FALLS

One of the most beautiful waterfalls in the entire Northwest is just a quick hike away on your route from Portland to Bend.  The iconic 7-mile roundtrip hike on Ramona Falls Loop Trail provides stellar views of Mt. Hood and the grand Ramona Falls.

The trail itself is relatively easy, but the hike requires either crossing the Sandy River on fallen logs, rock hopping, or trudging through the river. If river crossings aren’t your thing, maybe skip this stop. It’s quite an adventure and totally worth it when you get to feast your eyes on Ramona Falls flowing down 120 feet of sheer basalt rock.

GOVERNMENT CAMP

Government Camp sounds much more formal than what it is–a home base for people visiting Mount Hood and exploring the national forest that surrounds the area. “Govey,” as the locals call it, is a quaint alpine village that has plenty of eateries, watering holes, and an abundance of small-town charm.

It’s an excellent place to stretch your legs and use the restroom before continuing on your road trip from Portland to Bend!

TIMBERLINE LODGE

As you approach the south side of Mount Hood, take note of the signs for the Timberline Lodge (you’ll be making a left to get there). Timberline Lodge is a magnificent historical mountain lodge, built during the Depression Era. This is yet another great place to grab a bite to eat with a side of awe-inspiring views.

This National Historic Landmark is perhaps most known as the exterior of the Overlook Hotel in Stanley Kubrick’s The Shining . It’s less than 15 minutes from Government Camp and you can expect to spend about 30 minutes to an hour here.

TRILLIUM LAKE

Just 10 minutes south of Government Camp, you’ll find the picturesque Trillium Lake sitting beautifully among the great outdoors. This lake is all about the view–featuring Mount Hood towering overhead nearby. This creates an amazing mirrored view of its snow-capped peaks, especially on a clear day.

If you have some to spare, consider doing the 1.9-mile loop hike around the lake, kayaking/paddling, fishing, or packing a picnic to enjoy here. Since motorboats are not allowed here, you’ll get an even more peaceful, enjoyable experience!

INDIAN HEAD CASINO / WARM SPRINGS INDIAN MUSEUM

A bit further south on the 26 will bring you to the Indian Head Casino as well as the Warm Springs Indian Museum .

Their proximity to each other will allow you to test your luck with slot machines or table games, AND experience the rich history and culture of this region afterward.

This is an awesome stop if (1) you need to stretch your legs and (2) you’re down to weave in some history/education to your road trip.

Visitors of The Museum at Warm Springs will experience firsthand the sounds of ancient songs and languages, the mastery of traditional craftsmen, and the sights of various cultures that make up the Confederated Tribes of The Warm Springs Reservation of Oregon. The collections of the museum are rotated throughout the year.

PETER SKENE OGDEN STATE SCENIC VIEWPOINT

Located just 9 miles north of Redmond, Peter Skene Ogden State Scenic Viewpoint is a cool roadside attraction. This brief stop boasts a dramatic view of the canyon against the Crooked River.  The two sides are connected by historic bridges that create a dramatic glimpse of central Oregon’s geological and historical features.

The parkland was once owned by the Oregon Trunk Railway and was later acquired by the State between 1925 and 1930.  Eventually, the park was named after explorer Peter Skene Ogden, who entered the Crooked River Valley in 1825.

This viewpoint is perfect for photography lovers! Another good reason to stop? There are restrooms and picnic areas in case you need a scenic break that doesn’t involve seeing the inside of your car.

SMITH ROCK STATE PARK

If you enjoy scenic views of towering canyons or rock climbing, Smith Rock State Park is the place for you. Rock climbers from all over the country flock to Smith Rock State Park to experience the thousands of climbing routes in the park. Here you’ll find dynamic routes that are ideal for various types of climbing and bouldering.

If climbing isn’t your thing, Smith Rock SP is still worth visiting. It’s great for trail running, hiking, wildlife spotting, and mountain biking as well. If you’re looking for a place to camp, the park also has a walk-in area for tent camping on a first-come, first-served basis.

Pro Tip: Smith Rock State Park is a popular attraction, and with that comes potential challenges with parking, especially during the peak season and on weekends. If you want to beat the crowds, visit on a weekday or try to get there before 8am on weekends. The parking/day-use fee costs $5.

CRESCENT MOON ALPACA RANCH

I added this to the list in hopes that anyone reading this is also in love with alpacas as much as I am. At the alpaca ranch, you’ll get the chance to feed the adorable alpaca as well as enjoy the alpaca boutique. It’s only 8 minutes away from Smith Rock, how can you say no?

It’s a fun place to stop, especially if you love animals or are traveling with children. You can expect to spend 45 minutes to 1 hour here.

We missed this on our last road trip, but we’re definitely making it a priority the next time we road trip to Bend, OR!

Redmond is a hub in the high desert along the 26 with a rejuvenated downtown, a growing beer scene, and lots of recreational activities to enjoy.

Head to Downtown Redmond for a light stroll among fine dining restaurants, boutiques, bookstores, and cafes. You’ll also find a few breweries in Redmond including Kobold, Initiative, Cascade Lakes, and Wild Ride .

For family-friendly fun, check out Splash Park or the ice rink in the heart of the city. Near the airport is the Deschutes Fair & Expo Center , which hosts a wide range of events, concerts, trade shows, automobile shows, and more.

Redmond is also where the Deschutes County Fair & Rodeo is held in August. It’s a big deal, so if you’re planning a road trip during the month of August, try to make this one!

Looking for another high desert town to explore? When you pull into the Old West town of Sisters, OR, you’ll feel like you’ve just been transported back in time.

This friendly little town in the foothills of the Cascade Mountains attracts visitors for its natural beauty as well as annual celebrations like the Sisters Rodeo (June), the Sisters Quilt Show (July) and the Sister Folk Festival (September).

Take a stroll down the main street, hike the nearby trails, and enjoy the Wild West village atmosphere of Sisters.

Welcome to Bend, you made it through your road trip! If you didn’t know, Bend, Oregon is an absolute outdoor haven all year round.

Personally speaking, I am obsessed with Bend. If I was made of money, THIS would be where I would buy a house. Easy decision!

I absolutely love how green and friendly the entire town of Bend is. The plethora of hiking trails, waterfalls , and in-town things to do still steals my heart to this day. (Someone, buy me a house here already!!)

Summers are ideal for hiking, biking, rock climbing, and water sports, while winters are perfect for skiing or snowboarding on Mt. Bachelor. It’s the ultimate land of outdoor adventure, and you can’t forget about the craft beer tasting! Seriously, the sheer amount of fun you can have here is unreal.

There’s a lot to do within the city limits and even more to do outside of them. Check out our full list of 30+ best things to do in Bend here .

WHERE TO STAY IN BEND, OR

We love staying in Bend whenever we get the chance! Our top recommendations include these super-stylish and affordable hotels:

• LOGE Bend – Features stylish, rustic rooms; LOGE provides city bikes that are complimentary for use and offers evening entertainment and a shared kitchen.
• Riverhouse on the Deschutes – A clean, spacious, pet-friendly hotel featuring a restaurant, seasonal outdoor pool, hot tub, fitness center, and a bar. Downtown Bend is 5 minutes’ drive away.
• Pine Ridge Inn – Located 2 miles from Downtown Bend, Pine Ridge Inn is just 1 mile away from the Old Mill District. They offer very open and spacious suites with king-sized beds and a sofa bed. They are pet-friendly and offer an awesome free breakfast.

ROAD TRIP PREPARATION: RENTAL CARS

If you don’t have a car or don’t have a reliable car you trust to get you out of Portland and back in one piece, I suggest you pick up a rental car for your road trip.

Need a rental car for your trip? To find cheap rental cars, I recommend using  Rentalcars.com . Their search tool is one of the best I’ve found!

Don’t Forget About The Pass!

A lot of the best adventures around Oregon will require a day-use fee. The better deal? Get yourself a Northwest Pass or an  Interagency Annual Pass . You can easily get one delivered straight to your door. Order one before your trip!

ROAD TRIP PREPARATION: LODGING/HOTELS

If you’re a planner like me, you’re probably going to want to book all your lodging before you leave. I don’t know about you, but the thought of not having a place to stay (or paying an arm and a leg to get a room last-minute) just makes me uneasy.

Be sure to book your lodging before you leave, or as soon as possible really, especially if you’re planning on staying at a specific hotel or yurt that you’ve been eyeing for some time.

If you are more of a spontaneous traveler, get the  HotelTonight   app. HotelTonight offers steeply discounted hotel prices for those last-minute bookings, perfect for spontaneous road trippers.

ROAD TRIP PREPARATION: ROAD CONDITIONS

Right before your trip, check Google Maps or  TripCheck  (by the Oregon Department of Transportation) before you hit the road.

We actually like TripCheck a little bit more for this exercise, because not only does it provide you with live road condition information, but it also gives you live weather alerts as well. There are even live cameras you can check out to see exactly how snowy a mountain pass may be or how bad the traffic is in the city. Though not as detailed as within Oregon, the highway condition information even extends to nearby states!

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Experience Oregon on a budget with these money-saving tips © AscentXmedia / Getty Images

Oregon is like dozens of vacation destinations rolled into one.

In addition to the natural beauty of its many landscapes, the Beaver State is home to vineyards, dazzling cities and exciting cultural events like the Oregon Shakespeare Festival . The only catch? With so many options, you can easily spend a fortune on your itinerary.

Luckily, this doesn’t have to be the case. With a little planning, you can visit Oregon on a budget. These travel hacks will help you see bucket list Oregon locations – like the Pacific Ocean, Crater Lake National Park  and cities like Portland – without breaking the bank. 

Daily costs in Oregon

• Dorm lodging in a hostel: $28
• Basic hotel room for two: $100
• Self-catering apartment (including Airbnb:) $110
• Camping fees: $17 for a tent site 
• Public transportation: $5.60 for a day pass in Portland 
• Coffee $3–6 a cup
• Sandwich: $10
• Dinner for two: $50 
• Wine tasting: $15

Skip the rental car 

Save yourself the money and hassle of renting a car on your next trip to Portland. Many of the city’s top attractions are walkable from downtown, plus you’ll find bike shares and scooter rentals on virtually every corner. If you need to venture further, a day pass for Portland’s TriMet transportation system (including light rail, commuter rail and bus service throughout the metro area) is just $5.60. 

Oregon’s inter-city bus line, Point , offers affordable transportation for longer distances. The scenic Northwest route from Portland to Astoria is a popular way to get to the coast since tickets are only $18 each way. Once you arrive, downtown Astoria is walkable. During warmer months, you can take a ride on the historic riverfront trolley for just $2 a day.  

Local tip: If you’re arriving by air, catch the light rail at the south end of the PDX terminal building. 

See the very best of Oregon with our guide to the top places to visit

Visit the beach during the shoulder season 

The Oregon coast is most popular from Memorial Day through the end of September. This means lodging comes at a premium. You’ll save money if you plan your visit outside of that time frame. The weather can be quite lovely in spring and fall and the beaches are far less crowded. Even stormy winter days are beautiful on the coast when waves crash on the surf.

Purchase your lift tickets in advance 

If you’re planning a ski trip to a destination like Timberline or Mt Bachelor , you’ll save money by purchasing your lift ticket online. If your plans are flexible, search for a few different dates to find the best deal. Most of the time you’ll get a better price the farther you book in advance. Since ski season in Oregon usually lasts through April or May, there are plenty of dates to choose from. 

Explore Southern Oregon 

In addition to attractions like Crater Lake National Park , Oregon Caves National Monument and Preserve  and the Oregon Shakespeare Festival in Ashland, Southern Oregon is home to fantastic vineyards and wineries. Besides being an amazing vacation destination, lodging, restaurants, and activities like wine tasting usually cost less than they do in hot spots like Portland or Willamette Valley. Base yourself in Grants Pass, Ashland or Klamath Falls to save money without sacrificing memorable experiences.

Book hotel rooms or rental houses during the week 

Most hotels and rental homes are cheaper on weekdays than they are on weekends. If you aren’t tied to a specific date, try playing with booking platforms to see how much your stay will cost on different days of the week. You can put the money you save towards meals or transportation. 

Take advantage of free or discounted museum days 

Many of Oregon’s best museums offer free or discounted admission to the public regularly. Examples include free admission to the Tamastslikt Cultural Institute in Pendleton on the first Friday of every month, free admission to the Portland Art Museum on the first Thursday of every month, or $5 admission to the Omni Museum of Science and Industry on the first Sunday of every month. Free admission and discount programs are usually listed on museum websites. 

Stay in a hostel

Forge friendships with fellow travelers and save big bucks on lodging with accommodations at properties like Portland Hostel , where dorm-style beds cost as little as $36 a night. If you’re traveling to the Oregon coast, a shared room at the Seaside Lodge and International Hostel can be yours for about $50 a night. In Southern Oregon, shared rooms at Ashland Commons Hostel are as little as $28 a night.

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Oregon’s state parks are not only beautiful, they are excellent places to stay . Although prices at individual parks vary, you can generally expect to pay about $17 a night for a tent site, between $30–40 for a non-resident RV site, and about $50 a night for a yurt or rustic cabin. For exact rates, search for your dates and desired location online.

Snag a wine-tasting passport 

Tasting fees at Oregon’s wineries typically run from $15–25 a person, although they can easily cost more, depending on the winery. If you’re visiting several wineries, it can put a serious dent in your budget. The Heart of Willamette Passport offers free or discounted tastings at wineries in the Corvallis area for a one-time fee of $45. If you’re traveling with a plus one, a second passport can be purchased at a $5 discount. 

Seek out happy hours

Happy hour is hardly a new concept but the discounts are especially rewarding in a food-centric city like Portland. Find $5 cocktails and two tacos for $5 at Pig Patas Tacos or $10 chicken sandwiches with half-off bottles of wine at Radio Room . There are plenty of great happy hours in other parts of the state, too, including $6 for poutine and wings plus discounted drinks at Taproot Lounge and Cafe in Salem. 

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Feedback on 8-day road trip from Vancouver to Crater Lake - Oregon Forum

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Hello Oregon TA Community,

We realized that there is so much to explore in this region, and we feel overwhelmed as we are figuring out the trip itinerary. What we want to achieve from this trip: Nature and landscape photography, get a taste of the Oregon Coast , capture Crater Lake and the four volcanoes (Mt. Hood, Mt. St. Helens, Mt. Adams and Mt. Rainier).

Based on this, I have made a rough trip itinerary as below. We can add one more day to the trip if needed.

We will drive from Vancouver to Seattle or Olympia late evening for an overnight stay. We hold Nexus, so hoping for a quick border crossing.

Drive to Newport along Hwy 101. Overnight stay in Newport. Photography at scenic coastal POI’s along the way.

Newport- Florence - Eugene - Klamath Falls with two nights stay in Klamath Falls. Photography at scenic coastal POI’s along the way.

Day trip to Crater Lake. Return to Klamath Falls

Day trip to Crater Lake to see any missed points and then drive to Redmond for an overnight stay.

In the return leg of our trip, we would like to capture Mt. Hood, Mt. St. Helens, Mt. Adams, and Mt. Rainier and this is where we are a bit unsure of the optimal route for this leg. Nonetheless, below is what we planned.

Smith Rock State Park, Mt. Hood view from Trillium Lake . Drive along Mt. Hood Scenic Byway with overnight stay in Portland .

I would like to know if it would be worthwhile to make a detour to visit the Painted Mountains on this day.

Multnomah falls, Columbia River Gorge , Hood River , Mt. St. Helens (Johnston Ridge Observatory). Overnight stay in Olympia.

We would like some suggestions on how to best capture Mr. St. Helens and Mt. Adams and if it is possible to cover these two in the same day.

Day trip to Mt. Rainier Park and back to Vancouver, BC.

I would appreciate any feedback/suggestions to help me streamline the above itinerary. Thank you in advance!

4 replies to this topic

Some updates: Johnson Ridge is not accessible this year due to a road washout. Coldwater Visitor Center is open.

day 4 is silly,

From Crater Lake drive north to see Smith Rock

Don't backtrack.

In Bend / Redmond , don't overlook the Three Sisters Mountains which are spectacular volcanos.

This is an itinerary that looks good on a map, but doesn't make sense on the ground. You'll be spending all your time driving and none experiencing. And any prolonged stop or glitch along the way and the domino affect will alter everything after.

Redo your planning taking Leonard's advice to add 25% to online drive time estimates.

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