New England Wanderlust

Fall , Maine  ·  August 8, 2023

Maine In October: Best Foliage Towns & Fun Things To Do! (2024)

The best thing about visiting Maine in October is the wonderful mix of both coastal scenery and autumn colors. Other coastal destinations throughout New England don’t typically offer a lot in the way of fall foliage, but Maine is the perfect exception.

This post is all about fun and festive things to do in the Pine Tree State during the month of October, including the best places for fall foliage, best fall festivals, and fun fall things to do! So, grab your coziest sweater and tastiest warm beverage, and let’s start to plan your fall trip to Maine together!

The top of Cadillac Mountain in Acadia National Park is an amazing place for fall foliage in Maine in October.

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Best Time To See Fall Color In Maine

First thing’s first – before planning to see fall foliage in Maine, you have to know when to go. And, the annoying answer is – it depends . As with anywhere in New England during foliage season, color begins to change in different regions at different times. So, depending on where in Maine you want to go, you’ll want to plan your visit at the right time.

The good news is, if you’re planning an October visit, you have a lot of options for fall color, as that’s when most of the state will peak! Foliage will peak in northern regions first, and then trickle down from there.

For Maine, these are the general timelines for peak fall foliage throughout the state:

Northern Maine (Aroostook County, Baxter State Park) : Late September, into early October.

Western Maine (Rangeley, The Forks, Grafton Notch, Bethel, Moosehead Lake): Early October

Eastern & Central Maine (Augusta, Bangor) : Mid-October

Coastal Maine (Bar Harbor, Kennebunkport, Portland, Camden, Boothbay) : Mid-Late October

With any of my fall foliage guides about New England, I always say this : Peak foliage times can change each year, and it’s not an exact science . Even dramatic weather shifts as late as September can delay or push forward peak foliage times, so it’s good to know that some flexibility is important.

Most folks have to book their foliage trips in advance since this is a high tourist season, so I know this is frustrating to hear. But, that’s weather for ya, am I right? Generally speaking, though, I’ve found that these general timeframes are reliable. Just know that there’s a chance you may have to adjust expectations if something fluctuates before your trip that affects foliage color.

Bright fall foliage in Maine in October.

Best Time To See Fall Foliage In Acadia National Park

While Acadia National Park is a coastal destination, because it’s a bit further north than some of the other coastal towns, it typically peaks a tad earlier than places along the Southern Maine coast, like Kennebunkport. But generally, it falls in line with the rest of the coastline region. The best time to visit Acadia National Park for peak fall foliage is mid-October (between the 13th-15th), lasting through the 22-25th of October.

As mentioned, this can change from year to year, but generally speaking, you can plan a fall foliage visit to Acadia National Park around these times for peak color. I usually recommend getting there right at mid-October for the best foliage.

How Long Does Peak Foliage Last In Maine Before The Leaves Fall?

Once the leaves hit peak foliage in Maine, you can expect them to last, on average, about two weeks on the trees. Some years, they can last longer, and some years, they fall off sooner than two weeks. But generally, two weeks is what you can expect, which means October is the perfect month to visit for the best displays of foliage all month long.

Best Places For Fall Foliage In Maine In October

Okay, now that you’re filled in on when to come to Maine for fall foliage, let’s talk about the best places to actually see it! While there are definitely more than 11 places to see fall foliage in Maine, I narrowed down the very best of the best when it comes to beautiful displays of autumn color, and also considered things to do, and wonderful scenery.

1. Acadia National Park & Bar Harbor

Acadia National Park in the fall season.

Acadia National Park is undoubtedly one of the best things to experience in Maine, and it always tops my list of best places to visit in New England . But combine the already epic coastal views, amazing hikes, and stunning scenery that exists year-round with the gorgeous fall foliage, and it’s even better.

In fact, October is my favorite month to visit Acadia because the weather is cooler than the summer, which makes for more comfortable hiking. But of course, the fall color makes it especially magical.

When visiting the park, most people choose to stay in Bar Harbor, which is considered the gateway to Acadia. This charming little town will also have some nice fall color, and is packed with character, great restaurants, and opportunities for boating tours.

Many of the best things to do in Acadia National Park in October are the best things to see any time of the year. The fall color can be found all over the park, so if you’re planning your first visit, plan to do all the popular things, and enjoy the foliage along the way.

Some of the best things to do in Acadia National Park that are also perfect in October are:

  • Drive the scenic Park Loop Road for amazing coastal views
  • Enjoy sunrise or sunset from the summit of Cadillac Mountain (sunrise is famous, but I love both!)
  • Take a scenic hike, with some of my favorites being Beehive, Gorham, and Great Head
  • Walk Jesup Path, which is especially beautiful in the fall with foliage color
  • Book a table at Jordan Pond House, and get their famous popovers (tyically open through end of October)

The overlook at the top of Mt. Battie in Camden is one of the best places for fall foliage in Maine in October.

One of the best coastal towns in New England for fall color is beautiful Camden. This small little town makes for such an idyllic getaway because of the wonderful Main Street, amazing dining options, and gorgeous waterfront scenery. But it also offers an iconic fall foliage view that’s worth visiting in October just to see it in person.

The view at the top of Mount Battie in Camden is amazing to experience year-round, but it’s especially stunning in October when it’s surrounded by bright fall foliage. At the summit, you’ll get an incredible bird’s eye view of Camden’s harbor and rolling hillsides, and it makes for an awesome photo spot.

To get up to the summit, you can either hike, or drive up via the auto road. I’ve never personally hiked it, but many people have told me they’ve enjoyed it! The auto road is an easy drive, and there’s plenty of parking at the top.

The rest of Camden is also wonderful in October. Enjoy the last of the sailing and boat tours during this time of the year, seasonal dining menus, fewer crowds, and nearby areas that also offer wonderful fall color. Towns close to Camden like Rockport and Rockland are also great fall foliage spots in October .

Here are some fun things to do in Camden, Maine in October:

  • Enjoy a sunset sail on a classic Windjammer (usually runs through mid-October)
  • Stroll through the cute shops along Main Street
  • Explore the rest of Camden Hills State Park
  • See more fall foliage at Megunticook Lake
  • Visit the nearby towns and lighthouses, like Owls Head Light and Rockland Breakwater Light

3. Baxter State Park

Fall foliage at Baxter State Park in Maine.

In northern Maine, one of the premier fall foliage locations is Baxter State Park , which provides gorgeous lake views backdropped in stunning fall color. Considered a wilderness region of the state, this is also a top place for spotting wildlife, including the iconic Maine moose.

While this region begins to peak with fall color toward the end of September, you can also catch it if you plan an early October visit.

With over 200 hiking trails to explore, you’ll have no shortage of fall color to see inside the park – it’s pretty much everywhere you go during peak foliage season. But one of the best places for an epic view of Mount Katahdin (Maine’s tallest mountain!) is at Katahdin Lake. From here, you’ll have the lake in the foreground, the mountain in the background, and bright fall foliage between the two. It’s absolutely beautiful!

Since Baxter State Park is a wilderness area, there isn’t much to do besides lots of gorgeous walking, hiking, and boating. But for one of the ultimate nature getaways in Maine in the fall for leaf-peeping, it’s really hard to beat.

4. Rangeley

Fall foliage views in Rangeley, Maine.

Rangeley is a gorgeous region in the northwest corner of the state, close to the northern border of New Hampshire. And the fall foliage here is absolutely stunning in October! Since there’s a cute little town right in Rangeley, with restaurants, shops and even a brewery, it’s not quite as secluded as Baxter or Moosehead.

One of the best ways to enjoy the fall foliage in Rangeley is with an incredible Seaplane tour . Because there’s such diverse landscapes and wildlife in the Rangeley area, including multiple lakes, mountains, and even moose, this is probably one of the best areas for a Seaplane tour in all of New England. And in October during peak foliage? Well, it’s simply a once-in-a-lifetime experience. If you’re traveling as a couple, it’s surprisingly not as expensive as you may think!

🍁 Click here to check rates & availability for this incredible Seaplane Tour in Rangeley!

Another amazing view to check out in Rangeley in October is the Quill Hill overlook, which offers panoramic views of the mountain vistas bursting with fall color. There’s a road that you can drive right to the overlook, making it easy to visit, and there are even picnic tables you can use for the most epic lunch or sunset dinner of your life.

Some more great fall things to do in Rangeley In October:

  • Hike Bald Mountain
  • Take a boat tour of the lake to admire the fall foliage
  • Better yet, rent a kayak or canoe to enjoy the views at your own pace
  • Take pictures at the Height of Land overlook

5. Moosehead Lake

Moosehead Lake is a more remote place for leaf peeping in Maine.

Moosehead is the largest lake in Maine, but also one of the best places for fall foliage in the state. This is another secluded wilderness destination in Maine, there’s an easy way to enjoy the gorgeous fall color in early October, which is by driving the Moosehead Lake Byway.

The 59-mile Moosehead Lake Scenic Byway is wonderful drive through some of Maine’s more remote regions, and also passes by cool things to see like Little Wilson Falls, state parks, and mountain vistas. While this area is usually pretty far from other popular places in Maine, it can make for a fun day trip or a weekend getaway in October!

Also, as I’m sure you’ve gathered from the name 😉, Moosehead is one of the premier places to spot moose in New England. So, if this is something you’re hoping to cross off your bucket list, you’ll want to consider a visit.

Here are some more fun things to do in Moosehead Lake in October:

  • Take a moose and wildlife tour for a better chance at spotting animals
  • Explore Lily Bay State Park
  • Enjoy the views in Kokadjo, which also has wonderful fall foliage
  • Take a boat tour cruise around the lake

6. Boothbay Harbor

A fall sunset in Boothbay Harbor, Maine.

Another wonderful coastal town for amazing fall foliage in Maine is Boothbay Harbor, which is only about an hour and 15 minutes northeast of Portland. I love this little town for all its coastal New England charm, and while it’s truly wonderful year-round, it’s a great place for leaf-peeping in October.

The harbor is the center of town, and it’s surrounded by autumnal color this time of the year, so you won’t have to go far for great fall photos. And one of my favorite things about Boothbay is all the wonderful boat tours that depart from the harbor. You’ll be able to book a lot of different types of cruises that take you out to enjoy the fall color from a different perspective (and see some lighthouses along the way!).

Boothbay Harbor is perfect if you’re looking for a small-town getaway that’s very quaint and cozy, want nice fall color, and are looking for wonderful coastal views, too.

Here are some great things to check out in Boothbay Harbor in October:

  • Coastal Maine Botanical Gardens in nearby Boothbay (just outside of Boothbay Harbor)
  • Penny Lane Preserve
  • Footbridge Brewery
  • Maine State Aquarium
  • Cruise out to Burnt Island Lighthouse

Psst! I have an entire guide on the best things to do in Boothbay Harbor, Maine , if you need more ideas 😉

8. Kennebunkport

Kennebunkport fall foliage in late October.

The last coastal town on my list to visit in October is Kennebunkport, which also happens to be amazing year-round. But once again, October is especially scenic and cozy here! Kennebunkport is perfect if you’re looking to book an October getaway in the later part of the month, as it tends to peak closer to the end of October – perfectly coinciding with Halloween 😉

You’ll find a lot of amazing bursts of fall color around Dock Square and throughout Kennebunkport in October, making the coastal scenery even more beautiful. The side streets are also lined with colorful fall trees and historic homes beautifully decorated, which feels quintessentially New England, and provides visitors with the best of both worlds during their stay.

There’s a great postcard moment right on the Kennebunkport Bridge in Dock Square where you’ll often see three little rowboats in the cove, backdropped by bright autumn foliage. But all through The Kennebunks in Maine is really such a wonderful place for leaf-peeping in the later part of October.

Fall is also a great time to visit because Kennebunkport is usually very busy and crowded in the summer months, but is much quieter and less expensive in October.

Here are some fun things to do in Kennebunkport in October:

  • Hop on the Pumpkin Patch Trolley
  • Attend HarvestFest in Kennebunk
  • Sip on fall cocktails at Batson River
  • Savor seasonal flavors at Earth, an amazing farm-to-table restaurant
  • See all the fall decorations around town
  • Take a brisk walk on the ocean, bundled up in your favorite sweater
  • Book a cozy stay at the Cottages At Cabot Cove , which feels like a fall fairy tale!

The Cottages at Cabot Cove in Kennebunkport are a magical place to stay in the fall season.

7. The Forks

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A lesser-known area of Maine is a gorgeous region called The Forks, which is in the Kennebec and Moose River Valley regions of the state. Located right where the Kennebec and Dead Rivers intersect, The Forks puts on a gorgeous show of fall color in the first week of October.

In fact, the drive from The Forks to Moosehead Lake was named by Travel & Leisure as one of the country’s best fall foliage drives! So while The Forks has plenty in the way of fall color, one trip you can consider is visiting both of these regions, and really savoring the drive along the way.

Even if you want to just visit The Forks, one of the best things to do to enjoy the fall color is to hit the road. Not only is the drive between here and Moosehead exploding with foliage, there are actually three looped drives in The Forks that make for a perfect fall day trip.

A great town to start in for a scenic fall road trip around this area is Skowhegan, and Route 201 will turn into Old Canada Road National Scenic Byway. This route will take you by some of the best scenery in the area, including gorgeous fall foliage displays.

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For a small town getaway in the mountains, Bethel is hard to beat in the fall season! Located in western Maine, Bethel offers idyllic scenery, tons of foliage in early to mid October, and fun things to do.

One of the best ways to enjoy fall foliage in Bethel is by heading up a mountain peak at the Sunday Mountain Ski Resort. The ski resort keeps their chairlifts and gondolas open during peak foliage time, and from the top, you can enjoy sweeping mountain vista views covered in fall color. There’s even a cute covered bridge you cross over to enter the ski resort, which makes for a great fall photo.

You also have the option to head out on a scenic drive, sip on seasonal craft beer at the local breweries, and walk the Bethel Pathway for the perfect October getaway.

10. Grafton Notch State Park

Grafton Notch State Park is a fall foliage gem in Maine.

Close to Bethel (just 20 minutes away, in fact!) is the wonderful Grafton Notch State Park, which is also bursting with color during the first part of October. Since these two destinations are so close together, they can easily be combined for a wonderful fall getaway in western Maine.

Since the entire park is alive with bright colors this time of the year, you don’t have to look hard to enjoy the foliage scenery. And really, all the best things to do in the park are equally as perfect, if not better, in the fall.

There are two hikes I recommend for epic fall foliage overlooks that rival those found in New Hampshire: Table Rock and Eyebrow. The easier of the two is Table Rock, which is just over 2 miles and moderately challenging. The view from the top is truly breathtaking, and reminds me a lot of popular places in New Hampshire like Franconia Notch and Dixville Notch.

The second incredible hike is the Eyebrow Trail, which offers an equally as epic mountain view that’s especially gorgeous in the fall. This trail is more challenging, and since the views are about the same as far as your reward at the top, I would say to pick which one suits your agility level the best. Both of these hikes of such gems in Maine!

11. Aroostook County

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The most northern parts of Maine that border Canada can be found in Aroostook County, which is truly a wonderful destination for fall color in the state. While further away from pretty much every other region, it’s most definitely worth visiting if you’re able to work it into your itinerary. This is another region that begins to peak in late September, but you can still catch the gorgeous fall color in the first part of October.

This area reminds me a lot of Vermont in the fall season, and you’ll find charming little towns, scenic drives, and idyllic rural landscapes – which is pretty much as perfect as it sounds.

One of the best places to enjoy fall color in this region is the Haystack Mountain overlook in Castle Hill, which requires a short hike that’s moderate in difficulty, but offers panoramic views that are breathtaking in the fall season.

For a guided foliage tour, you’ll want to head to Presque Isle to hop aboard the historical society’s Molly The Trolley! Not only is the name, well … perfect 😉, this 3-hour tour takes you through gorgeous areas with fall foliage, and does a fantastic history narration along the way.

My guides on some of the destinations listed above that you may find helpful:

  • Best Acadia National Park Itinerary Options
  • Best Things To Do In Boothbay Harbor

Where To Stay In Maine In October: Best Towns & Hotels

Wondering where to actually stay in Maine in October during your visit? From this list, these are the best towns to stay in for foliage, things to do, and awesome accommodation options:

  • Kennebunkport
  • Boothbay Harbor

Camden's harbor in October is surrounded by fall foliage.

Bar Harbor, Kennebunkport, Boothbay Harbor, and Camden are all coastal towns, and offer the best of both worlds when it comes to beautiful fall foliage, water views, quaint New England charm, and lots of things to do. They also feel quintessentially Maine , and are perfect for first-time visitors, and those looking for a bit of everything.

Where To Stay In Bar Harbor :

🍁 Bar Harbor Inn & Spa

🍁 Little Fig Hotel

🍁 Bar Harbor Villager Motel

Where To Stay In Kennebunkport :

Canoeing around the cove at the Cottages at Cabot Cove in October offers incredible fall color.

My favorite place to stay in Kennebunkport is the Cottages At Cabot Cove . They’re typically open through the end of October, and you’ll see lots of fall color at the property, with canoeing around the cove as a free perk for guests!). The property is all independent cottages that feel like a story book world – it’s so lovely here.

The Cottages at Cabot Cove in Kennebunkport, Maine in late October.

🍁 Cottages At Cabot Cove

Here are some more awesome places in Kennebunkport:

🍁 Captain’s Collection Historic Inns

🍁 Hidden Pond Resort

Where To Stay In Boothbay Harbor :

🍁 Spruce Point Inn

🍁 Harborage Inn On The Waterfront

Where To Stay In Camden :

🍁 Lord Camden Inn

🍁 Whitehall Hotel

Rangeley is perfect for a fall getaway that’s more secluded, but still offers lots of opportunity for leaf peeping and lake views. Rangeley is close close to the New Hampshire border, and the White Mountains, so you could combine these two into one longer trip.

Where To Stay In Rangeley :

🍁 Rangeley Lake Resort

🍁 Lakefront Cabin Rental With Water Access

You can also choose to stay close to Moosehead Lake and Baxter State Park , which are some of the most secluded destinations on this list, and not really near a lot of other attractions and things to do. For these reasons, they’re not the best choice for everyone. But , for those looking to really get away from it all, these destinations can be very magical. Especially if you’re hoping to spot a moose!

Where To Stay Near Moosehead Lake :

🍁 The Lodge At Moosehead Lake

🍁 Cozy Log Cabin On The Lake

Where To Stay Near Baxter State Park :

🍁 Mt. Chase Lodge

🍁 Baxter Park Inn

Best Fall Activities To Experience In Maine In October

When you’ve had your fill of foliage hikes and admiring the fall color, and you’re looking for other ways to enjoy Maine in October, here are some of my favorite things to do this time of the year!

12. Apple Picking, Of Course

Apple picking is probably one of the best things about fall, and Maine has some absolutely gorgeous orchards to visit in October! A few of my favorites are:

  • Ricker Hill Orchards in Turner
  • Rocky Ridge Orchard in Bowdoin
  • Randall Orchards in Standish
  • Wallingford’s Fruit House in Auburn
  • McDougal Orchards in Sanford

All of these orchards offer wonderful trees for U-pick apples, cider donuts, and have pumpkins available for purchase, too.

I especially love to visit Richer Hill Orchards to try their hard cider, and Rocky Ridge for their awesome farm stand and donuts.

13. Visit A Haunted House

Looking for more thrills? Then add a haunted houses to your Maine in October itinerary! The Haunted Grandview Manor in Lebanon is one of the best in the entire state, but they also have no-scare nights for young children that want some Halloween tricks, but might not be old enough for the full experience.

Fright Fest at the Farmington Maine Fairgrounds is another awesome one to check out, and you get to experience three houses with your admission ticket!

Haunted Overload In Lee is also worth visiting for lots of thrills! But they also have no-scare tours available for those that like a few goosebumps, but don’t want to worry about what goes bump in the night.

14. Sip On Seasonal Brews & Hard Ciders

Maine is one of the best states in New England for craft breweries, with Portland being a mecca for beer lovers! This time of the year, the breweries release amazing fall-inspired drinks that feature notes of apple, pumpkin, and warm spices. I have an entire post on the best breweries in Portland, Maine, which you can check out here .

But let’s not forget the hard cideries! While I love a good fall beer, the past few years I’ve been gravitating more toward ciders in the fall, which feel especially perfect during the month of October. There are wonderful cideries all over Maine to check out, but some awesome ones to check out are:

  • Absolem Cider Company
  • Tin Top Cider Co.
  • Norumbega Cidery
  • Ricker Hill Mainiac Hard Cider

15. Head Out On Your Last Whale Watch Of The Season

October is generally the last month companies offer Whale Watch tours, and many of them stop running after Indigenous People’s Weekend. So, if going on a whale watch is on your radar for your fall trip, now is the time to go! Here are some great tours to check out:

  • Bar Harbor Whale Watch Co.
  • First Chance Whale Watch in Kennebec
  • Cap’n Fish’s Cruises in Boothbay Harbor
  • New England EcoAdventures in Kennebunkport

Best Fall Festivals & Events In Maine In October

16. the freeport fall festival.

Taking place the first weekend in October, this festival is perfect if you’re looking to visit the L.L. Bean Flagship Campus, and plan the perfect fall afternoon out!

During this festival, you can expect live music, free activities for the kiddos, artisan and craft vendors, and delicious food vendors. Be sure to swing inside the store and pick up a new, cozy fall sweater, too – L.L. Bean sweaters are some of my fall staples and favorites!

17. Damariscotta Pumpkinfest & Regatta

One of the coolest fall festivals in Maine to check out is the Pumpkinfest & Regatta in Damariscotta, and you’ll definitely want to plan to be there to see the Regatta for yourself. During this event, locals race across the waters in their own boats carved out of giant pumpkins, and it’s honestly such a fun experience to cheer them all on.

Taking place for Indigenous People’s Weekend in October, you can also expect lots of other exciting events during the festical, including giant pumpkin displays lining the town’s streets, a pumpkin car derby, music and dancing, parades, and so much more.

18. Fall Foliage Festivals In Boothbay Harbor

Also on Indigenous People’s Weekend, you can attend the Fall Foliage Festival in charming Boothbay Harbor. During this event, the Boothbay Railway Village’s grounds are turned into a festival fall marketplace, featuring food and craft vendors, and live music.

During the festival, you can also book a ride on their scenic railroad for a fall foliage tour around Midcoast Maine.

19. Harvest On The Harbor In Portland

For any foodies visiting Maine in October, you’ll want to get tickets for the Harvest on the Harbor events, which highlight the incredible Portland culinary scene that it’s known for.

For those over 21, you can choose different food and drink experiences that are expertly curated to highlight the very best of Maine’s dining scene. Choices range from the Lobster of the Year event, where you can sample different lobster dishes paired with prosecco and wines, or the Gourmet Graze, which features the best chocolates, cheeses, wines, and coffee.

Weather In Maine In October

Just like peak foliage times, October weather in Maine depends a lot on what region you plan to visit, as the more northern areas will feel cooler than the southern regions. It’s also good to know that New England weather in the fall can be all over the place, and you could have warm and sunny days, and then the next day, it could be cold and rainy.

Generally, though, you can expect to pack sweaters (especially if you’re heading up north), and jackets.

Here’s a general guide on average temperatures in each region of Maine in October

Northern Maine : Highs between 52-55°F, lows between 35-40°F

Western, Eastern, & Central Maine : Highs between 55-60°F, lows between 38-42°F

Southern Maine : Highs between 58-62°F, lows between 42-45°F

Pro Tip : Since weather can vary quite a bit, I suggest you check the weather reports a few days before leaving to ensure you’re packing appropriately.

Fall foliage at Moosehead Lake in Maine.

Is Maine, Vermont, Or New Hampshire Better In October?

Personally, I do slightly prefer Vermont and New Hampshire’s fall foliage over Maine. That’s not to say that Maine doesn’t put on a wonderful show in the fall season, it’s just that there’s something very special and magical about Vermont and New Hampshire in the fall season. Vermont and New Hampshire are also smaller, and it’s easier to cover a lot of ground in a short amount of time, whereas Maine is a much bigger state that requires you to pick and choose regions for a shorter October getaway.

However, if you have a longer fall trip planned in New England, I encourage you to visit as many places as you can, including Maine, New Hampshire, Vermont, and Massachusetts!

Maine is the perfect destination in the fall if you’re looking for both amazing coastal scenery, and beautiful fall foliage because that’s where it really stands out from other states in New England in October. But Vermont and New Hampshire are hard to beat in the fall (they just don’t have that stunning coastal scenery!).

Maine in October is wonderful because of views like this that combine bright foliage and water.

More Of My Maine Travel Guides:

  • Maine In November: Is It Worth Visiting?
  • Maine In The Spring: Where To Go & What To Do
  • Bar Harbor, Maine In The Winter
  • Blueberry Picking In Maine
  • Maine In The Winter
  • Portland, Maine In The Winter
  • Best Stops To Make On A Portland, Maine To Acadia National Park Road Trip
  • Best Breweries In Portland, Maine
  • Where To Find The Best Whoopie Pies In Maine
  • My Unforgettable Boston To Bar Harbor, Maine Road Trip Itinerary
  • Best Day Trips From Portland, Maine
  • The Best Maine Lighthouse Road Trip Itinerary
  • Summer Vacations In Maine

More posts you may enjoy:

  • Spookiest Haunted Houses In Maine + Haunted Places You Can Actually Visit!
  • Thanksgiving In New England: Cozy Getaway Ideas & Things To Do!
  • Fun Day Trips From Bar Harbor, Maine
  • Guide To Visiting Ogunquit, Maine
  • Is Lubec, Maine Worth Visiting?
  • Best Time To Visit New England

That’s A Wrap On Maine In October!

And there you have it – all my tips on the best places for fall foliage in Maine in October, and cool things to do to celebrate this very magical season. If you visit one place on this list, definitely let it be Bar Harbor and Acadia National Park – especially if you’re visiting for the first time. But a fall road trip through the entire state is also a wonderful way to experience all the beautiful fall color and community events. Happy planning!

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Bucket List Journey | Travel + Lifestyle Blog

Portland Maine Bucket List: 15 Cool Things to Do

From mouth-watering restaurants to epic lighthouses to a booming craft brew scene, Maine’s main coastal city of Portland just may have it all. It’s casual, yet trendy. It’s impressive, yet doesn’t try too hard. It is a city of many layers—it’s a seaport, historical hub and cultural hotspot all rolled into one.

No matter what you come here for, or when you arrive, the list of things to do in Portland is pleasantly long. Here is a guide to what to see and the best ways to explore the city.

visit portland maine in october

The Best Attractions & Things to Do in Portland, Maine

1. ✦  eat a holy donut.

There could not be a better name than Holy Donut for this establishment as the taste of their specialty donuts is simply divine. Created with real Maine potatoes mixed with wheat flour, the donuts are made fresh with all-natural ingredients.

You can go to any of their three locations–Park Avenue, Exchange Street and Scarborough–for your dose of donuts. There’s almost always a line out the door, so for the best selections arrive right at opening!

Of course, everyone will have their favorite flavors of the 18 different ones offered, but a clear frontrunner is the Dark Chocolate with Sea Salt, followed by the Maple Bacon, Fresh Lemon and Toasted Coconut. Mmm!

Holy Donuts: Portland Maine Things to Do

2. ✦  Take the Ferry to Peaks Island

A 20-minute journey from Portland via the Casco Bay Lines ferry will have you end up on Peaks Island where the laidback lifestyle will surely encompass you. The quaint island has a population of under 1,000, but it is packed with something for everyone. Spend your time here eating fresh seafood at one of the local cafes, relaxing on one of the many beautiful beachfronts or renting a golf cart to tour the entire island’s attractions, like the World War II history museum.

If you are up for a little more activity, opt to pop into a kayak to tool around the bay or take a bike ride along the scenic pathways. Whatever you do, don’t miss the quirky Umbrella Cover Museum with its assortment of umbrella covers displayed with various themes (including an X-rated section!).

Peaks Island Day Trip from Portland Maine

3. ✦  Spend an Afternoon at the Old Port

Cobblestone streets, red-bricked buildings, charming boutiques, trendy restaurants and fishing piers—that’s what you’ll find in Portland’s Old Port. It’s a quaint historic district that overlooks the Fore River. Many folks head there in early June for the Old Port Festival or in December for Merry Madness. But, it is fun to explore anytime of the year!

If you are a fashionista, don’t miss a stop by Rough & Tumble to ogle their handmade handbags, Aristelle for some luxurious intimate apparel and Zane that has a beautifully curated collection of designer labels.

The shopping scene can get overwhelming in Portland, but In the Know Shopping can take you on a tour to many of their favorites.

For all the home chefs out there, don’t miss a stop at Salt Cellar who carries a full line of gourmet flavors, or pop into Skordo who specializes in freshly ground spices, herbs, blends and rubs.

For eats, grab some thoughtful small plates at Central Provisions or indulge in the chef’s tasting menu at Miyake. And if you are a French fries lover like myself, you have to book a seat at Duck Fat . Or just take a culinary walking tour in Old Port to get a sampling of local food. 

Old Historic Port: Things to do in Portland Maine

4. ✦  Sail the Casco Bay with Calendar Islands Sailing

Can you just imagine basking in the sun onboard a beautiful sailing boat with the wind in your hair and a glass of champagne in your hand? You don’t have to, because this can be your reality.  There’s no better bucket list worthy way to explore Casco Bay and its islands than on a sailing trip, and I had an incredible time doing so with Calendar Islands Sailing Co.

One of the most popular tours is their two-hour coastal sightseeing excursion, but they also offer island-to-island day cruises or personally customized trips. If you are up for more of an experience than opt for one of their overnight adventures. Either way, you will get a chance to discover the breath-taking scenery of the coast, the sights along the way and the islands.

Sailing Casco Bay in Portland

Secrets of Casco Bay from GLP Films on Vimeo .

5. ✦  see the lighthouses.

If you are the kind who just can’t resist historical lighthouses there a handful in the Portland area, each with its own charm. The Portland Breakwater Lighthouse (aka: Bug Light) is a small lighthouse that sits at the end of the breaker and is unique because it was designed to look like a 4 th century Greek monument.

Built in 1897, Spring Point Ledge Lighthouse is a caisson-style light station (the only one in the United States!), but what is special about this one is that you have the opportunity to tour it. But, the most impressive and the one that is best known is the Portland Head Light at Fort Williams Park. You can easily spend a couple of hours strolling along the pathways to check out Maine’s oldest lighthouse from every angle. For even more information read our article: 5 Epic Lighthouses in (& Around) Portland Maine

For an extra bucket list worthy experience try taking the Lighthouse Bike Tour that will take you to three lighthouses, and includes a lobster roll! 

Portland Head Light: Winter Activities To Do in Portland Maine

6. ✦  Visit the Historic Victoria Mansion

Built around 1860, this ornate summer mansion turned museum is impressive with its vintage look and captivating history. Everything about it is grand including the exterior that has balconies and verandas, and an interior décor of gilded areas, wall paintings, stained-glass skylight, beautiful draperies and splendid furniture.

Take a tour inside with knowledgeable guides who will tell you all about the mansion–from its origins as a summer residence for hotelier Ruggles Sylvester Morse to being bought by a resident of Maine who converted it into a museum. For its time, the mansion also had modern amenities such as hot and cold water and a central heating system.

Portland's Historic Victoria Mansion

7. ✧  Explore Maine’s Historic Eastern Cemetery

This is not your typical activity for any itinerary, but when a cemetery has a long and riveting history, it makes for an interesting visit as is the case with Eastern Cemetery. Dating back to 1668, this cemetery with thousands of graves is a chronicle of the life and times of several people including Portland’s leaders and soldiers. It also offers a glimpse into the social divisions of the early times as the graves are divided into different locations.

You can venture there on your own or opt for a guided tour organized by the non-profit group Spirits Alive from June to October.

8. ✦  Go on a Food tour

‘Live to eat’ should be your motto while in Portland as it has a vast variety of yummy food options and restaurants. You can easily set out to find your own delicious meal (which won’t be hard!) or unleash your inner foodie while learning about sustainability on a guided Maine Food for Thought tour.

The educational food tour will lead you on a walking path to eat your way through restaurants who feature locally sourced ingredients and a farm-to-table mindset. You will also get an understanding of the local food culture and delve even deeper with the stories behind the plate.

Though the stops and dishes can change, there was quite a delectable sampling on the day of my tour. For instance, the Union Restaurant dished up a bowl of locally sourced clam chowder with trout and Evo served a beet salad with a kalamata olive crumble and famous Maine blueberries. All the other stops were equally as delicious.

I can promise you that you will not leave this tour disappointed or hungry!

Portland Food Tour is a Top Thing to Do

Take a peek behind-the-scenes:

GLP Films on Vimeo .

9. ✧  visit the portland observatory.

An imposing seven-story structure, the Portland Observatory is the only maritime signal tower still standing in America. Back when it was built by Captain Lemuel Moody in 1807, it functioned as a communication tower for ships making their way to the docks. You can go on guided tours of this octagonal tower that stays open from late May to October.

Each floor has interesting displays related to Portland history, maritime traditions and the observatory. You can climb to the top of the tower’s lantern (cupola) and then arriving at the lantern’s balcony will reward you with tremendous 360-degree views over Portland and the bay.

10. ✦  Enjoy the Craft Beer Scene

For all you beer lovers out there, Portland’s craft beer scene is booming! There’s nothing quite like drinking a ‘cold one’ in the open air while sitting at a picnic table with your pooch or playing a game of corn hole. Right? With a booming craft beer scene there is no shortage of good breweries to choose from.

Bunker Brewing Company is set inside a 1920s garage whose doors slide wide open. Novare Res Bier Café is a popular hidden beer garden that not only has a great food menu but also a nice international draft and bottle list. Of course, you can’t forget a visit to Allagash Brewery where you can take a classic tour then plop on their patio to indulge.

For a little more unique beer experience, pop onto a tour with the Maine Brew Bus whose expert guides (and bright green bus) will take you on a trip to discover the distilleries, breweries and wineries in the area. If being on a bus is not your thing, then take a walking beer tasting tour .

Craft Beer in Portland Maine

11. ✧  Visit the Portland Museum of Art

If your perfect afternoon includes ogling famous works of art, then the Portland Museum of Art is one of the top things for you to do in the city. With a collection of over 18,000 pieces on rotation you are bound to see some notable names during your visit, like Claude Monet and Andy Warhol. But, that’s not all! Ranging from paintings to pottery and sketches to sculptures, the exhibits include American, European and even local Maine works.

12. ✦  Get Fries at Duckfat Friteshack

Do you love French fries as much as me? Then don’t walk, run to Duckfat Friteshack for some of the best made from hand-cut Maine potatoes and fried in—you guessed it— duck fat. The Friteshack is an offshoot of the well-known Duckfat restaurant in Portland, and a popular one at that.

The shack is a casual joint where you place your order at the walk-up window from the limited menu. Fries can totally be a meal (especially if they are in the form of duck poutine), but in case you need more add on some doughnut holes or an extra thick milkshake.

Tip: Though I deemed the truffle ketchup the best homemade dipping sauce they serve, you can order a flight of all the six and judge for yourself.

Best Portland Maine Restaurant for Fries

13. ✦  Shop for Sea Bags

If you want to take home the ultimate Maine souvenir then don’t miss a stop at Sea Bags , where nautically inspired totes are made from recycled sails cloth. No two bags have the exact same markings! The magic happens in the heart of a working waterfront, where craftspeople meticulously design, sew and finish each piece.

You can shop right there in the front storeroom where hundreds are displayed, including their vintage collection that feature mainsail insignia logos. As each bag is unique, leave yourself some time to pick out the perfect one for you.

Portland Sea Bags Shop

14. ✦  Drink at a Secret Speakeasy

Before you actually get to drink at Lincoln’s, you’ll have to find it first, and know how to get in—two minor details that won’t be shared here. But, that’s half the fun! Once you’ve cracked the code to get into this chill underground bar you’ll be greeted with a packed house who have come for the low-key vibe and $5 drinks. Yep, all the drinks are just five bucks, hence the name. Get it?

15. ✦  Eat Lots of Lobster

It doesn’t get more quintessential Maine then eating fresh lobster, and Portland has some of the best. You can start the indulgence with the well-known lobster roll. Typically, the famous rolls are simply made with fresh chunks of lobster meat, melted butter (and/or mayonnaise) served on a top-split New England hot dog roll. If you don’t want the carbs, then just opt for a whole lobster tail on a plate. You don’t have to complicate things to make them delicious!

There are plenty of places to get your lobster fix. Luke’s is one of the favorites amongst the tourists, but many of the locals also swear by Bob’s Clam Hut or Porthole . Warning: you may just have to do a lot of research (lobster sampling) to find your favorite.

Best Lobster Restaurant in Portland Maine

A peek at where Maine’s lobster comes from:

Pete the Lobsterman from GLP Films on Vimeo

From lobster to museums to a booming craft beer scene, the city of Portland is packed with the best things to do and attractions to see. Be it on the water or on land, Maine’s hub is the perfect blend of the best activities.

Essential Tips for Visiting Portland, Maine Getting There: Portland International Jetport is a major hub and most airlines will fly into it. You can easily check for the best fare deals at Skyscanner , which also has the option to choose ‘cheapest month’ as the departure to find the lowest priced dates to fly to your destination. From the airport to the city center, you can use the subway, private car, limousine, shuttle or take a taxi. Where to Stay in Portland, Maine: It’s best to stay near the city center, public transportation or the area that you will be spending the most time in. AC Hotel by Marriott is a great choice in the Portland district. For something on the less expensive side, try Inn at St John located in Portland. For a hotel with a little more extravagance, book a room at the Blind Tiger Guest House . Or search some great deals on hotels of your choice at Booking.com . If you’re looking for more of a home atmosphere (or are traveling with a group of people), head over to Airbnb that has houses, apartments and even just a room for rent in every price range.  Getting Around: Driving in a new destination can be a bit of a challenge, but if you choose to rent a car, RentalCars.com has great deals. If you are not renting a car, there are plenty of other options. Taxis, Lyft and Uber are available all over the city. For a more budget friendly option, you can take the public bus or metro/subway. The DiriGo Pass Card is an all-in-one transit card offering rides on multiple forms of transportation (metro, train, bus) for one fee. Best Tours in Portland, Maine : You can find some of the top tours at Get Your Guide or Viator , and here are some of the top ones. tours: Portland: Old Port Culinary Walking Tour Portland, Maine: 2-Hour History Tour with Sweet Treat The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local Insurance: It’s always a good idea to travel fully insured so you are protected in case of trip cancellations or medical emergencies. You can check out pricing at Travelex Insurance . This post may contain affiliate links. If you make a purchase through my links, I earn a commission that helps to keep this blog running—at no extra cost to you. For more information read my full disclosure .

More About Maine

5 Epic Lighthouses in (& Around) Portland Maine Rockland Maine Bucket List: 9 Fun Things to Do 5 Winter Activities in Portland, Maine That Will Get You in the Holiday Spirit Maine’s Pemaquid Point (& Peninsula) Bucket List: 9 Great Things to Do Peaks Island Maine Bucket List: 9 Best Things to Do Rangeley Bucket List: Summer Things to Do in Maine’s Laidback City Kennebunkport Maine Bucket List: 20+ Things To Do in The Coastal Town 5 Things Not to Miss in Portland, Maine This Summer Great Towns: 8 Best Places to Live in Maine

10 thoughts on “Portland Maine Bucket List: 15 Cool Things to Do”

Will be coming in September

I’m sure you will love it there!

We’re coming in October can’t wait to have lobster.

Thanks for the info, now we have to make choices! Smooches!

We’re heading up this weekend and next week will try some of your suggestions!

Awesome list! We are here for the next 2 days and will try to cram in as much of these as possible!

I will be on a tour in Oct. 2022 So this will come in handy. I

That’s exciting. Enjoy!

Love this bucket list for Portland, Maine! I’ve been wanting to visit for years and this has given me some great ideas for things to do. The lobster fishing tour and exploring the Old Port are definitely at the top of my list. Can’t wait to try some of the delicious food and drinks, and maybe even spot some puffins!

I’m glad you enjoyed the bucket list for Portland, Maine! Your enthusiasm is contagious, and I’m sure you’ll have an amazing time exploring the Old Port and going on the lobster fishing tour. The food and drinks are indeed a highlight, so be prepared for some delicious experiences. And spotting puffins would be such a fantastic bonus! Safe travels and have a wonderful adventure in Portland. If you ever need more recommendations or have questions along the way, feel free to reach out. Enjoy every moment of your trip!

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visit portland maine in october

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  • Fall In Maine

Every Autumn, Mother Nature puts on a spectacular show of orange, scarlet and yellow. But the vivid colors are only part of the allure of a fall getaway in Maine. Some call it the ‘off season’ we prefer to call it the ‘show-off’ season.

Outdoor Recreation

Outdoor Recreation

Things To Do

Things To Do

Where To Stay

Where To Stay

Your perfect fall vacation starts here.

Crisp beach walks; apple orchards; and brilliant crimson, gold and orange foliage are just a few of the things that make fall in Maine a glorious time to visit. The air has cooled, but there’s still so much to see and do. We’ve pulled together a list of can’t-miss activities for your visit to Maine this fall.

Hiking and Climbing

Hiking & Climbing

Immerse yourself in a world of brilliant color on a fall hike. The crisp air is invigorating, and the crunch of leaves under your boots most satisfying. Be sure to keep track of sundown and let someone back home know before you head out. Check out Maine Trail Finder for hikes for all abilities.

On the Water

On the Water

Many Mainers believe the best way to see Maine is from the water, and we have to agree, especially in the fall! Hop aboard a Maine Windjammer and take a leisurely sail around the coast’s brilliant colors, or take things at your own pace with a sea kayaking trip. And when you’re out on the water, how about having a destination in mind? Early fall is the perfect time to visit one of Maine’s many islands . Ferry service is available and can get you to a little slice of heaven in no time.

Fall Beach Days

Fall Beach Days

Summer beach days, move over! Fall has arrived. The air is cooler, but sunny days are still plentiful. Plus, you’ll find you may have a bit more towel room and parking is a snap. Bring a cozy sweater and book for optimal relaxation at one of Maine’s many beaches . If you’re looking for a bit of a thrill, Old Orchard Beach has access to a beachfront amusement park, Palace Playland , with rides for the whole family and Maine’s largest arcade. The cool air will be a welcome addition to the day’s excitement!

Biking

Scenic drives through Maine in the fall are one thing, but taking to the trails on two wheels can’t be beat. There’s nothing quite like peddling through tunnels of vibrant colors or biking to a breathtaking overlook. And Maine has scenic trails and picturesque routes for miles.

Camping

This fall, get out and explore the outdoors. Sleep under the stars. Surround yourself with the fiery colors of an autumn day. And then enjoy the warm glow of fire on a cool fall night. Scenic campsites from the coast to the mountains mean you can make the most of the season.

Leaf-peeping Opportunities

Leaf-peeping Opportunities

Possibly obvious, but nonetheless necessary to mention, Maine’s fall foliage is a true showstopper. Peak foliage season varies across the state, but it is typically from the last week of September to the first two weeks of October. The good news? Maine has a foliage tracker that starts up in September to help you plan your trip. While you’re here, there are plenty of ways to experience the foliage’s beauty — whether from a mountain’s peak or the comfort of your car.

Stunning Drives

Stunning Drives

Maine’s foliage is accessible to everyone via the state’s numerous National Scenic Byways . Spoiler alert: Maine has seven of them! These historic drives are designated by the federal government as some of the most beautiful and enjoyable across the country. Add fall foliage, and you’re in for a real treat! Take a leisurely drive or stop for a picnic and impromptu photo shoot at one of these seven winding beauties that have been designated National Scenic Byways.

Apple Picking

Apple Picking

Nothing is more quintessentially fall than a big old bucket of round, red apples. Not to mention all the treats that often come along with the apple-picking experience, a true celebration of fall: apple cider doughnuts and baked apple turnovers still warm in their bags, piping-hot cider, and chilled sparkling cider served in frosty glass bottles.

Shopping

Refresh your wardrobe or get a head start on holiday shopping with fantastic fall shopping destinations from Freeport to Bangor and everywhere in between.

Fall Festivities: Fairs

Fall Festivities: Fairs

Kettle corn, cotton candy, games, rides, baby animals and more! Fall is the season for some of Maine’s final fairs of the year. Head to one of these events for a nostalgic trip down memory lane and quintessential New England fun. Be sure to stay up to date on the fairs’ websites for changes and safety protocol information.

Arts and Culture

Arts & Culture

Art is not hard to find in Maine, but if you want to be sure to hit all the finest art centers in the state, check out the Maine Art Museum Trail . With nine museums and more than 80,000 works of art, you’ll be in awe of Maine’s diverse and impressive art collections. Worked up a thirst during all the museum hopping? We have you covered. Take a look at our Art & Ales Trip Ideas for tips on where to find art in Maine in many shapes and forms. From gigantic sculptures to live performances, you can take in the magic of Maine art and sample the art of handcrafted local brews that start with Maine’s clear, clean water and expert brewers.

Fall Meandering

Fall Meandering

Whether you want to follow a trail or roam as you wish, we have some ideas to help you choose the perfect fall jaunt. The newly enhanced Maine Oyster Trail will help you experience Maine’s acclaimed bivalve from the farmer to the raw bar. Speaking of farms, get off the beaten path and try at least one of our Farms & Fiber Arts Trip Ideas . Enjoy a getaway by visiting farms, farm stands and specialty shops, or try a workshop where you can learn a variety of skills, like knitting a sweater from Maine wool. If you are in Maine during the first weekend in October, don’t miss Maine Craft Weekend . It’s the chance to see private artist studios and meet the artists, visit craft-based schools and craft beer breweries collaborating with artists, and purchase Maine-made goods at pop-up shops.

Campgrounds

If you’re looking for a place to pitch a tent, or park an RV, and get back in touch with Mother Nature, look no further than Maine. From roughing it in the wilderness to living it up at a glamping site, Maine has you covered.

Inns / Bed & Breakfasts

Inns / Bed & Breakfasts

This fall, stay like a local, when you stay with local Mainers. There’s no better way to experience the feeling of being a ‘temporary local’ than staying in a cozy inn located in the heart of communities all over the state.

Sporting Camps & Wilderness Lodges

Sporting Camps & Wilderness Lodges

When you’re ready to get away from it all and experience a real outdoor adventure, the state’s many sporting camps and wilderness lodges are waiting. Spend your days exploring the Maine woods or just kick back and breathe in the fresh air.

Resorts

Oceanside or mountainside, family-friendly or surrounded by lush forests, Maine offers luxurious accommodations in every scenic setting imaginable. Treat yourself to some pampering at a spa, a memorable round on a world-renowned golf course and of course meals you’re likely to remember long after you’ve returned home.

Hotels & Motels

Hotels & Motels

The only thing better than a great day exploring, is a good night’s sleep so you can do it all over again the next day. And whether you’re looking for a beachside stay or a cozy getaway in the mountains, you’re sure to find the perfect room in the perfect location in Maine.

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18 Best Things to Do in Portland, According to a Maine Local

Delicious seafood restaurants, beautiful island excursions, and cool breweries await.

visit portland maine in october

When it comes to finding things to do in Portland, Maine, there's no one itinerary that fits all. The Pine Tree State's largest city is filled with maritime history, waterfront trails, and a slew of artisanal shops, award-winning restaurants, and craft breweries.

As a lifelong Mainer and former Portland resident, I can recommend a few things to keep in mind when planning your trip. For starters, pack some comfortable shoes and layers (even the hottest of summer days come with brisk nights).

Portland is essentially divided into two parts: on-peninsula (where the bulk of the following recommendations are located) and off-peninsula (including the outskirts and many residential neighborhoods). Walking, biking, taxis, and public transportation are all options if you mainly plan to stay on the peninsula. If you want to explore the outskirts of town, you'll likely need a car. Parking can be complicated, especially during peak travel months, so you may want to choose a hotel that offers it (such as The Francis, where it's free for guests).

From historical trails to island excursions, here are 18 of the best things to do in Portland, Maine.

Walk along the Eastern Promenade.

For a quintessential waterfront stroll, set off along the Eastern Promenade Trail from downtown Portland. The two-mile path is one of several in the park of the same name , designed by the renowned Olmsted Brothers in the early 1900s. Along the way, look out for the many migratory birds that make a rest stop here, and grab a bite from the food trucks in the Cutter Street parking lot. The East End Beach (which is more rocks than sand) is a scenic spot to take in the views of Casco Bay or rent a kayak for a different perspective of the city. If you want to explore further, the promenade links to the Back Cove Trail and Bayside Trail .

Enjoy the view from the Portland Observatory.

Get a 360-degree panorama of the city from atop the 86-foot-tall Portland Observatory . You can climb the seven flights of stairs at your own pace or request a guided tour for a deeper dive into the legacy of the building. The tower, which dates from the early 1800s, is the only remaining historic maritime signal station in the United States. Open from late May to early October, it's run by the nonprofit Greater Portland Landmarks , which also offers walking tours of various Portland neighborhoods.

Have a drink at Luna Rooftop Bar.

The Canopy by Hilton has a prime location on the Portland waterfront, and its rooftop bar and restaurant, Luna , has become a favorite among hotel guests and locals since it opened in 2021. Small bites and artisanal cocktails await with a panoramic view of the harbor from the sixth-floor vantage point. If you happen to book a stay at the hotel, don't miss the pastries and specialty lattes at Salt Yard , located on the street level.

Visit the art gallery in The Press Hotel.

Housed in the former headquarters of the Portland Press Herald, The Press Hotel is one of the best luxury hotels in Maine . Even if you're not staying here, it's worth popping by the property's lower-level art gallery, which is open to the public and spotlights the state's emerging and established creatives. Stick around for a beverage in the lobby bar, which pays homage to the glory days of journalism with an installation of 62 vintage typewriters.

Check out an event at Thompson's Point.

Thompson's Point is a one-stop spot for entertainment, a children's museum, and year-round special events (it even has a skating rink in the winter). In the summer, the venue offers free live music at sunset and ticketed concerts in partnership with the State Theatre , as well as a wide selection of food trucks and places to grab a beer, wine, or coffee. On select Sundays, the restored railroad shed hosts the Maker's Market, where you can shop for pieces from local artisans while sipping mimosas from the bar.

Go brewery hopping.

With a craft beer scene like Portland, picking just one brewery to visit is impossible. The Maine Brews Cruise offers behind-the-scenes walking and bus tours of the city's pubs and breweries. Those wanting to experience Portland's breweries on their own time can check out the Maine Brewers' Guild's route planner , which allows you to build a personalized itinerary and map.

Eat tacos at Bird & Co.

While many visitors have their taste buds set on fresh Maine seafood (and rightly so), this taco joint should not be skipped. Thankfully, the 12 taco varieties are sold individually because the creative menu will likely have you ordering one of each (or close to it). Vegan and vegetarian options are deliciously celebrated, too.

Admire masterpieces at the Portland Museum of Art.

Whether you're a museum lover or simply looking for things to do in Portland on a rainy day, you can't go wrong with a visit to Maine's largest and oldest public art institution. Founded in 1882, the Portland Museum of Art features temporary exhibits and a permanent collection with over 19,000 works, including pieces by Andy Warhol and Claude Monet. The museum spans three architecturally stunning buildings in the city's vibrant Arts District and boasts a great sculpture garden. Check out the calendar to see what's on, or plan your visit around the free admission times, including Friday evenings and every third Thursday of the month.

Take the ferry to Peaks Island.

One of the best things to do in Portland (or anywhere in Maine, for that matter) is to get out on the water — especially in the summer. For a few dollars each way, a 20-minute ride to the islands of Casco Bay will let you bask in the ocean air, and the frequent ferry schedule makes it easy to fit into your itinerary. On the charming Peaks Island, you can find a quiet picnic spot, enjoy ice cream from Down Front or a cinnamon bun from Peaks Cafe, and stop by the one-a-kind Umbrella Cover Museum . Kayak and bicycle rentals are available (though golf carts are the preferred method of transportation). For a longer getaway from the city, spend the night at The Inn on Peaks Island.

Shop at The Black Box.

Located on the popular strip of Washington Avenue, The Black Box is a series of repurposed shipping containers that provide small businesses with a physical space to operate. Current retailers include Moonday Coffee, Thicket Jewelry, and Pinebury activewear. Since this is an incubator space, check the website for the most up-to-date businesses.

Ride the Maine Narrow Gauge Railroad.

This family-friendly railway takes passengers on 40-minute train rides along the Eastern Promenade with scenic views of Casco Bay. Save some time to roam the museum before or after the ride. In the summer, there's the Ice Cream Train, where every passenger gets a cone, and winter brings the festive Polar Express, based on the popular Christmas movie.

Discover hidden gems on Stevens Avenue.

There's a small stretch of Stevens Avenue in the Deering Center neighborhood that's not to be missed. Grab a coffee at Rwanda Bean , where 50 percent of the profits go back to the farmers. Then, check out The Honey Exchange to learn about beekeeping and peruse some home goods, natural beauty and health products, honey-based items, and local beverages. Darby Jones , a boutique that dubs its carefully selected wares as "desirable nonessentials," is a great alternative for typical souvenirs.

Chow down on fresh seafood at Luke's Lobster.

There's a certain buzz and sense of place that comes with dining within arm's reach of a working waterfront. Seeing the fisherpeople pull up with the day's catch connects diners at Luke's Lobster with their meal and the local community. But it isn't just the fresh seafood that's to be celebrated. Luke's Lobster has outposts around the globe, including an online market, and it's proud of its sustainable practices and Certified B Corp status.

Catch some live music.

Portland attracts an array of musicians and artists, and is home to multiple venues for performers. Portland House of Music , One Longfellow Square , State Theatre , Blue , and Merrill Auditorium are among the most popular spots to enjoy a concert.

Go lobstering with Lucky Catch Cruises.

Experience a day in the life of a lobster fisher with Lucky Catch Cruises , which offers interactive excursions focusing on Maine's most important food export. During the 90-minute tour around Casco Bay, you can try your hand at hauling up the traps and enjoy the scenic views of the coast, historic forts, and lighthouses. After the cruise, purchase some lobster at the wholesale price — the restaurant next door, Portland Lobster Company , will happily cook your catch for you.

Wander the cobblestone streets of the Old Port.

The Old Port is a section of downtown Portland that's home to 19th-century red brick buildings, cool boutiques, bars, restaurants, nightclubs, and live entertainment venues. Even when Portland's population soars from 66,000 to more than two million in the summertime, there's a quaint vibe to this part of the city. Pair your visit with a sail with Portland Schooner Co. , which offers two-hour Windjammer cruises around the bay.

Stop by Maine's oldest bookstore.

Founded in 1886, Sherman's Maine Coast Book Shop has several locations around the state, including one in the heart of Portland on Exchange Street. Here, you can find books by local authors, as well as those on the bestseller list. Sherman's also sells gifts, toys, and a variety of Maine-made specialty items.

Grab a bite at The Porthole.

Yes, it will be busy, but The Porthole is simply one of those places you have to experience in Portland. The hole-in-the-wall restaurant opened on the waterfront in 1929 to fuel fishermen early in the morning before they went out for a day of laborious work. May we suggest the lobster Benedict for breakfast and baked stuffed haddock for dinner?

visit portland maine in october

Adventuring Dreamers

The Ultimate Guide to the 59 Best Things to Do in Portland, Maine

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The Definitive Handbook to Portland, Maine: Uncovering 59 Must-Experience Activities in the City

Looking for things to do in Portland, Maine? I’ve got you covered. From lighthouses to breweries, here are the top 59 experiences in this charming coastal town.

visit portland maine in october

I visited Portland in October and I completely fell in love with this little coastal town. I found myself exploring every nook and cranny as much as I could. And guess what? For a small town, it turns out that there is a lot to do in Portland, Maine.

Between exploring breathtaking natural beauty, strolling down historic streets, and checking out cultural landmarks, there is something for everyone here. But you’d hardly know it since most of Portland’s awesome activities are hardly ever talked about!

So, if you’re visiting Portland and looking for some fun things to do, you’re in the right place. From diving into culture and history at museums, taste testing at the many breweries, and exploring Portland’s famous lighthouses, I’m going to go over the 59 very best things to do in Portland, Maine.

Top Experiences in Portland, Maine

⭐ Donut Tasting Walking Tour in Portland’s Old Port

🌟 Old Port Culinary Walking Tour

⭐ A Walk Through Time Tour in Portland

🌟 Stand-Up Paddle Sunset Tour in Portland

A wharf on a clear day.

Explore the Historic Old Port District

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Discover Portland, Maine’s authentic charm through the 59 best things to do in Portland, Maine. 

Portland’s Old Port is a charming blend of cobblestone streets, 19th-century brick buildings housing posh boutiques and art galleries, and renowned restaurants and bars. Whether you’re visiting Portland in the summer, winter, spring, or fall, this historic neighborhood is a must-stop location.

1. Portland Freedom Trail

Explore the Portland Freedom Trail. It’s a free and self-guided tour highlighting 13 significant sites commemorating 19th-century Black Mainers who played pivotal roles in the fight against slavery.

The trail unveils the local Underground Railroad’s clandestine routes. As you go from milestone to milestone, you’ll wander through historic wharves, churches, private homes with hidden passageways, and businesses that ingeniously distributed anti-slavery pamphlets alongside their products. 

This immersive experience sheds light on the incredible journey of formerly enslaved individuals seeking freedom in Maine and Canada.

This is an awesome free activity in Portland.

Best for: history enthusiasts, cultural explorers, and those interested in the abolitionist movement. Location: Start anywhere on the trail’s 2-mile trek, such as Maine State Pier or Lincoln Park.

2. Shop til you drop on Exchange Street

A busy downtown district lined with shops.

One of the best things about exploring a historic town is wandering through the many shops and boutiques in the city’s downtown area. Portland does not disappoint when it comes to charming little stores featuring unique souvenirs that are so tempting to purchase and take home. I myself ended up with a pair of jade and raccoon teeth earrings (I made sure they were ethically sourced) from the Maine Souvenir Shop. 

Indulge in a shopping extravaganza on Exchange Street in Old Port, Portland. Lined with eclectic boutiques, this vibrant street invites you to discover unique treasures, from fashion finds to locally crafted art. 

Best for: travelers who relish eclectic finds and locally crafted treasures. Location: Start on the corner of Congress Street and Exchange Street and make your way down to Commercial Street (as well as the rest of the Old Port area).

3. A Walk Through Time Tour in Portland

A group of people posing for a picture, enjoying things to do in Portland, Maine.

A Walk Through Time Tour is a mesmerizing exploration of Portland’s rich history. Our tour was led by a seasoned local guide named James who has been living in Portland for 30 years.

This immersive walking tour weaves tales of Portland’s past as you traverse the Old Port, downtown, and waterfront areas. 

Highlights include exclusive access to the Customs House, glimpses into historic sites like Hendry Wadsworth-Longfellow’s home, and engaging narratives about Portland’s fascinating history.

➡️ To see my detailed review of my experience on the A Walk Through Time Tour in Portland, Click Here.

Best for: history enthusiasts seeking an immersive and personalized exploration led by a seasoned local guide. Location: You’ll meet at a designated meeting spot on Commercial Street and then tour much of Portland’s downtown area.

4. Audio Guided Walking Tour from Old Port of Portland, Maine

A group of brick buildings form a colorful square where flags are strung from each structure.

Explore Portland, Maine, at your own pace with the Audio Guided Walking Tour from Old Port . 

This self-paced adventure offers the freedom to discover the city’s historic streets on your schedule. With professionally produced narration and music accessible on your smartphone, immerse yourself in captivating tales of landmarks like cobblestone streets, Wharf Street, and Henry Wadsworth Longfellow’s home. 

Uncover diverse histories, from lighthouses to prohibition, bootleggers, the underground railroad, Japanese mailboxes, the revolution, and colonial times. 

The tour never expires, providing a comprehensive guide for every visit to this coastal town. With this experience, you’ll always have an immersive adventure waiting for you in Portland.

Best for: independent travelers who prefer a self-paced experience. Location: Portland, Maine

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5. Stroll Through Commerical Street

Stroll through Commercial Street in Old Port, Portland, Maine, where the salty breeze mingles with the smell of fresh salt air. Cobblestone streets lead you past an array of charming boutiques, art galleries, and 19th-century brick buildings that encapsulate the neighborhood’s cool and quaint atmosphere. 

Explore world-famous restaurants, sip coffee at cozy cafes, and witness the vibrant working harbor. 

In summer, the street buzzes with tourists exploring shops and sailing with the Portland Schooner Co. (more on them later), while fall and winter offer a more intimate experience, drawing locals out to enjoy the serene charm of this waterfront gem.

Best for: cultural explorers, history buffs, food enthusiasts, and those simply looking to soak in the charming atmosphere of Old Port, Portland, Maine. Location: Start at the corner of Franklin Street and Commercial Street by the Standard Baking Co. and make your way west through the Old Port.

6. See the first chewing gum factory at the Hub Furniture building

An old red brick building standing five stories high with a sign that says, "Hub Furniture Company."

Stroll past the Hub Furniture building while blowing a bubble. While this building is now the home to Hub Furniture, 200 years ago, it was the place where John Bacon Curtis opened up the first-ever chewing gum factory and popularized the treat with the American audience.

Best For: History and chewing gum enthusiasts. Location: 291 Fore Street

➡️ Click here to learn about the best walking tours in the Historic Old Port District!

The crown jewel of Portland is its beautiful lighthouses. No trip to this coastal city is complete without visiting at least one if not all five.

Another fantastic thing about visiting the lighthouses? It’s free! Except for paying for parking in a few locations or entering optional museums, the Portland lighthouses are free to visit.

7. Portland Head Light (and Ram Island Ledge Light)

A lighthouse and boarder house next to a calm ocean.

Portland Head Light is Maine’s oldest lighthouse dating back to 1791 and was commissioned by George Washington. Nestled in Fort Williams Park, its iconic tower offers panoramic views of the rugged coastline and the Atlantic. 

The former keeper’s quarters house a historic museum, inviting visitors to delve into centuries of maritime heritage. Whether exploring the 90-acre park or standing at the lighthouse’s base, every angle presents a photographer’s paradise. 

From this lighthouse, you can see nearly all the other lighthouses in the Portland area, including the Ram Island Ledge Light which is situated on an island out at sea and not accessible unless you take a boat or kayaking tour.

Best for: visitors who appreciate historical landmarks, maritime history, and breathtaking coastal landscapes. Location: Fort Williams Park, Cape Elizabeth, ME 04107

8. Two Lights State Park/Cape Elizabeth Lights

A lighthouse pokes up over the trees.

Two Lights State Park, home to Maine’s first twin lighthouses commissioned in 1828, offers charming coastal views on its 41-acre grounds. Although the lighthouses are not accessible to the public, visitors can enjoy scenic trails while picnicking and watching sunsets. One of the lights, still operational, adds a magical touch to evenings. 

Best for: Visitors who appreciate scenic trails, picnics, and sunset views against the backdrop of historic twin lighthouses. Location: 7 Tower Dr, Cape Elizabeth, ME 04107

9. Portland Breakwater Lighthouse (Bug Light Park)

A squat lighthouse sits next to the ocean.

Bug Light, aptly named for its small size, is a charming stop for maritime enthusiasts in Bug Light Park. 

This lighthouse, surrounded by greenery and framing the Atlantic Ocean, provides a unique view of Portland Harbor. Originally constructed in 1855 as a wooden structure, it was later moved and rebuilt in 1875 during the extension of the breakwater. 

Its quaint allure, combined with its proximity to the city, makes Bug Light an easily accessible gem for visitors seeking a delightful and historic maritime experience.

Best for: maritime enthusiasts and those seeking a charming, easily accessible gem near Portland. Location: S Portland Greenbelt Pathway, Bug Light Park, South Portland, ME 04106

10. Spring Point Ledge Lighthouse

A lighthouse at the end of a rocky pathway next to the ocean at sunset.

Perched on a stone breakwater extending into Portland Harbor, Spring Point Ledge Lighthouse, completed in 1897, is a captivating structure accessible by a scenic walk. Its unique location against the ocean makes it a photographer’s favorite and the caisson foundation showcases innovative engineering. 

Walking across the breakwater to reach the lighthouse’s base is a quick yet adventurous stroll, providing a memorable experience amid the scenic beauty of Portland Harbor.

Best for: photography enthusiasts and those seeking a brief yet adventurous stroll on a scenic breakwater. Location: 2 Fort Rd, South Portland, ME 04106; located on the Southern Maine Community College Campus

➡️ To learn more about the lighthouses of Portland, use my Portland, Maine Lighthouse Guide!

When thinking about the cities with the best food in the USA, a foodie’s mind usually turns to one of two coastal cities: Portland or San Fransisco. 

While I can’t speak to the delicacies hidden inside of good ol’ San Fran, I can tell you about some of the best places to eat in Portland, Maine.

11. The Holy Donut

In 2010, sensing a gap in Portland’s culinary scene, Leigh Kellis embarked on a doughnut-making journey from her Munjoy Hill kitchen, incorporating a surprising ingredient: potatoes. The unique blend, inspired by a northern Maine recipe, yielded distinctive flavors and textures, leading to the birth of Holy Donut. 

With family support, Kellis opened the first retail location, and the family-owned business has since expanded to four Maine locations. 

Offering around 20 innovative flavors, including seasonal, gluten-free, and vegan options, Holy Donut has become a sought-after doughnut destination, praised for its dense, delicious creations and friendly service. 

Arrive early for the freshest selection, as each location opens between 6 and 7 a.m. But don’t wait too long, the store closes when they sell out.

Best for: those seeking unique culinary experiences. Location: 177 Commercial St, Portland, ME 04101

12. Standard Baking Co.

Discover the essence of European baking at Standard Baking Co., a cherished Portland, Maine bakery founded in 1995 by Alison Pray and Matt James. The journey started with a single French baguette in 1995, and today, with over 15 dedicated staff, the bakery on Commercial Street thrives. 

Committed to quality, Standard Baking Co. meticulously sources organic and local ingredients, ensuring every baked good is crafted with love. Immerse yourself in the tradition of exceptional baking at this beloved local gem.

Best for: bread lovers who love traditional craftsmanship made with organic ingredients. Location: 75 Commercial St, Portland, ME 04101

13. Donut Tasting Walking Tour in Portland’s Old Port

visit portland maine in october

The Sweet Delights Donut Tasting Walking Tour in Portland’s Old Port will have you wandering the streets and indulging your sweet tooth with six unique donut samples from three renowned donut shops. 

This family-friendly adventure offers culinary exploration, historical insight into Maine’s donut creation legend, and exclusive access to The Holy Donut.

Best for: donut lovers and sweet tooths. Location: 2 Exchange St, Portland, ME 04101, USA

14. Green Elephant

An exceptional place for your lunch stop, experience culinary balance at the Green Elephant Vegetarian Bistro. It’s Portland’s haven for mindful dining since 2007. Founded by Chef Dan Sriprasert, the restaurant fuses Thai roots with diverse Asian influences, creating a meat-free menu for all. 

The Green Elephant sources local products, offering an array of Portland beers, home-grown teas, and a superb wine list. Join them for Asian-inspired vegetarian cuisine made with love.

Best for: vegans, vegetarians, and mindful eaters. Location: 608 Congress St, Portland, ME 04101

15. Old Port Culinary Walking Tour from Portland

A group of people eat around a table at a restaurant.

Immerse yourself in Portland’s culinary scene with the Old Port Culinary Walking Tour , a foodie’s delight in the heart of historic Old Port. Led by an expert guide, the tour takes you to five to six carefully chosen eateries, offering diverse tastings of Maine-inspired cuisine. 

Benefit from local insights into Portland’s dynamic food scene, all within an intimate setting for a more personalized experience. Perfect for those seeking traditional Maine delights, this tour unveils the flavors that define Portland’s gastronomic reputation.

Best for: food enthusiasts eager to explore the diverse and dynamic culinary scene of historic Old Port. Location: 94 Commercial St, Portland, ME 04101, USA

16. OTTO Pizza

Since 2009, OTTO Pizza has transformed the ordinary into the extraordinary. From their downtown Portland slice shop, Anthony and Mike have redefined pizza, experimenting with high-quality, local ingredients and creative toppings. 

From the unconventional “Masher” with mashed potato, scallion, and bacon to Thanksgiving dinner-inspired pies, every slice is a testament to their commitment to perfection and elevating the pizza experience. 

The OTTO story, born from two chefs with diverse backgrounds, showcases their passion for crafting serious and unforgettable pizza that transcends tradition, making it a culinary staple in Portland, Maine.

Best for: those seeking an extraordinary pizza experience. Location: 225 Congress St, Portland, ME 04101

17. Portland’s World of Flavors Tour

Begin a gastronomic expedition with Portland’s World of Flavors Tour , unveiling the diverse tastes that contribute to Portland’s culinary prowess. 

This 2.5-3 hour exploration through historic Old Port and waterfront areas showcases global influences, offering a cosmopolitan culinary journey. 

Experience flavors from Japan, Turkey, Mexico, and India, savoring locally sourced foods with international recipes, customs, and spices. 

Delight in an educational and entertaining experience, unraveling the cultural narratives behind each culinary gem. Designed for adventurous palates, this tour promises an exciting and memorable exploration of Portland’s rich culinary tapestry, making it a must for food enthusiasts visiting the city.

Best for: those who want to discover diverse global tastes that contribute to the city’s culinary prowess. Location: 230 Commercial St, Portland, ME 04101, USA

18. The Honey Paw

Awaken your taste buds at The Honey Paw, where the inspiration of a bear indulging in sweet honeycomb translates into a delightful dining experience. 

With steaming broths, savory wontons, and wok-fried noodles, The Honey Paw aims to hit that sweet spot you’ve been craving.

Best for: those who appreciate inventive and flavorful Asian-inspired cuisine. Location: 78 Middle St, Portland, ME 04101

19. Hot Suppa

Discover a delightful culinary journey at Hot Suppa with a diverse breakfast menu catering to all tastes. From the classic Buttermilk Waffle and Grandy Oats Organic Granola to unique specialties like Chicken and Waffle or Shrimp and Andouille Quiche, travelers can expect a satisfying and flavorful experience with each dish. 

The restaurant’s cozy atmosphere and extensive breakfast options make it a perfect stop for visitors seeking a hearty morning meal in Portland.

Best for: travelers seeking robust breakfasts. Location: 703 Congress St, Portland, ME 04102

20. Gross Confection Bar

Gross Confection Bar, a unique establishment in Portland’s Old Port District, is the creative vision of chef Brant Dadaleares. With a diverse culinary background working with renowned chefs, Brant creates component-based desserts and daytime bakery delights. 

The charming setting, housed in an 1883 building , offers a delightful experience where guests can explore the intriguing flavors and textures of Gross’s innovative creations. From breakfast sandwiches to brioche custard buns, the menu is a testament to Brant’s culinary artistry, making Gross a must-visit destination if you’re seeking exceptional desserts in Portland.

Best for: anyone looking for a yummy treat. Location: 172 Middle St, Portland, ME 04101

Portland, Maine is known for its vibrant and diverse craft brewery scene. The city has gained recognition for its numerous breweries, pubs, bars, and speakeasies, all of which offer a wide range of craft beers and unique brews. 

Here are some of the best places to quench your thirst in Portland.

21. Allagash Brewing Company

A glass of beer with the word "Allagash" printed on it.

Allagash stands as a cornerstone of Portland’s vibrant craft beer scene. This place is so influential that its industrial park has become a hub for brewery startups. 

Rob Tod’s Belgian wheat beer, the White, catapulted Allagash to fame, earning it a reputation as a go-to light beer for IPA enthusiasts nationwide. While renowned for the White, Allagash excels in diverse beer offerings, ensuring there’s something to delight every beer aficionado. 

This brewery’s impact extends beyond its signature brew, shaping Portland’s beer landscape and contributing to the success of numerous breweries that emerged from its innovative surroundings.

Its delicious beer has even reached as far as NYC, which is where Mikey and I first discovered it long before we ever visited Portland.

Best for: craft beer enthusiasts, especially those who appreciate diverse and innovative beer offerings. Location: 100 Industrial Way, Portland, ME 04103

22. Lincoln Speakeasy

Lincoln Speakeasy, concealed below Market Street Eats, provides unbeatable drink deals at a flat $5 rate (hence the name, since it’s Abe Lincoln on the $5 bill). Though cash-only, the warm and friendly atmosphere invites patrons to unwind with budget-friendly cocktails. 

Everyone loves a good speakeasy and navigating the discreet entrance adds to the charm. Only those who are in the know can get in, so it’s a good thing I’ve provided the address below. 😉

Best for: those seeking budget-friendly yet charming cocktails in a discreet and exclusive setting. Location: Market Street Eats: 36 Market Street Main Floor, 36 Market St 3rd Floor, Portland, ME 04101

23. Eighteen Twenty Wines

Indulge in the unique experience of a rhubarb wine from Eighteen Twenty Wines. Thriving in Maine’s challenging climate, rhubarb, a hardy crop, becomes the star of Eighteen Twenty Wines.

Best for: Wine enthusiasts seeking a unique tasting experience. Location: Market Street Eats: 36 Market Street Main Floor, 36 Market St 3rd Floor, Portland, ME 04101

24. Hardshore Distilling Company

Experience the flavors of gin at Hardshore Distilling Company. Here, they enhance the spirits with diverse botanicals, transforming each liquor’s profile into a more complex and enjoyable taste.

Best for: those who appreciate the nuanced flavors of gin and enjoy exploring the intricate world of botanical-infused spirits. Location: Market Street Eats: 36 Market Street Main Floor, 36 Market St 3rd Floor, Portland, ME 04101

25. Maine Mead Works

A few years ago, my husband got really into D&D. Shortly after that, he got really into meads (is there a connection? Yes. Definitely). Well, his getting into meads got me into meads and now the rest is history. 

At Maine Mead Works, you can indulge in honey mead created in various flavors. If you visit, I recommend trying the Lavender Mead.

Best for: Dungeons & Dragons enthusiasts and mead lovers who appreciate exploring diverse honey mead flavors. Location: Market Street Eats: 36 Market Street Main Floor, 36 Market St 3rd Floor, Portland, ME 04101

26. Root Wild, a Kombuchery

Experience an array of kombucha flavors at Root Wild, a kombuchery (as termed by owner Reid). I’m not the biggest fan of kombucha (I’ve tried so hard), but I know lots of people who are and if that includes you, then Root Wild is a must-stop while in Portland. The open and stylish space, featuring details like kombucha-stained wood on the bar, added to the overall appeal.

Best for: kombucha enthusiasts and those who appreciate stylish, open spaces. Location: Market Street Eats: 36 Market Street Main Floor, 36 Market St 3rd Floor, Portland, ME 04101

27. Blyth & Burrows

Nestled on Exchange Street, Blyth & Burrows is a charming cocktail bar spanning two levels in an old brick building. Renowned for signature cocktails and a “small plates” menu, it also conceals a speakeasy in the back. 

Accessible through a secret staircase behind a bookcase, the speakeasy exudes an intimate, vintage ambiance akin to historic hideaways. Named in honor of naval heroes, Commander Blythe and Lieutenant Burrows, the establishment pays tribute to their sacrifice in a mural at the rear, commemorating a naval battle off the coast of Maine during the War of 1812.

Best for: cocktail enthusiasts seeking a charming, multi-level bar experience and speakeasy vibes. Location: 26 Exchange St, Portland, ME 04101

28. Pie North

Named after its unique location atop a pizza restaurant, Pie North is a speakeasy with an 80s arcade theme, brimming with nostalgia. Featuring retro-inspired musical decor and classic arcade games, it offers a distinctive and entertaining ambiance, making it a truly one-of-a-kind experience in Portland.

Best for: those seeking a unique and nostalgic experience, combining speakeasy vibes with 80s arcade fun. Location: 30 Market St, Portland, ME 04101

29. Austin Street Brewery

Founded in 2013 by friends Jake Austin and Will Fisher, Austin Street Brewery emerged from their shared passion for craft beer. After years of homebrewing in Westbrook, they self-financed their venture and opened on Industrial Way in Portland in 2014. Maintaining 100% ownership, they prioritize creative freedom and product excellence, utilizing 160 barrels across two facilities.

Best for: craft beer enthusiasts who appreciate independently owned establishments prioritizing creativity and product excellence. Location: 1 Industrial Way UNIT 8, Portland, ME 04103

30. Banded Brewing Co.

Established in 2013 by Ian McConnell, Banded Brewing, originally Banded Horn Brewing, proudly represents Biddeford, Maine’s inaugural brewery. 

The name symbolizes unity, reflecting the brewery’s commitment to collaboration and community. With a focus on balance, Banded Brewing crafts a diverse range of beers, blending traditional and avant-garde styles with a dedication to high quality.

Best for: those seeking a brewery rooted in community collaboration and beer diversity. Location: Building 13-W, 32 Main St, Biddeford, ME 04005

31. Battery Steele Brewing

Battery Steele Brewery originated in a South Portland barn in 2015, with the Flume Double IPA marking its initial pursuit of brewing perfection. Since then, the brewery has garnered loyal customers at its original tap room on Industrial Way in Portland and its kitchen and bar in Wells. 

Meticulously selecting high-quality ingredients, the brewery crafts innovative and world-class craft beers. 

The Wells location, Battery Steele Kitchen+Bar, near the beach, serves elevated pub food paired with exceptional beers. Committed to excellence, Battery Steele collaborates with local farmers and artisans, creating inviting atmospheres for remarkable beer and food experiences.

Best for: beer enthusiasts craving excellence, offering innovative craft beers at two vibrant locations. Location: 1 Industrial Way Units 12 & 14, Portland, ME 04103

As one of the most beautiful places in the country, Portland, Maine has a vibrant outdoor scene. From scenic trails and waterfront activities to picturesque parks, immerse yourself in the diverse outdoor offerings that make this coastal city an ideal destination for nature enthusiasts.

32. Walk or Bike Peaks Island

A view of an island from the ocean.

Peaks Island is a 720-acre haven for outdoor enthusiasts. And it’s all accessible by walking or biking—that is after you get off the boat and onto its sandy shores.

Peaks Island embodies a lifestyle defined by tranquility rather than any specific attraction. The island is home to around 1,000 year-round residents (swelling to 3,000 in summer), and prioritizes preserving natural beauty and a relaxed atmosphere. 

A mere 15-minute ferry ride from Portland makes it super convenient for anyone wanting to visit for a couple of hours or for a day trip. 

Best for: nature lovers who enjoy exploring tranquil charm. Location: Peaks Island

33. Set Sail With Portland Schooner Co.

Two sail boats on the water.

Set sail on a unique and relaxing voyage through Portland aboard one of the three schooners, all of which are listed on the National Register of Historic Places. 

A sail with Portland Schooner Co. offers a laid-back experience, allowing you to appreciate the beauty of Casco Bay with the invigorating scent of sea air. It’s a perfect exploration mode for those who enjoy maritime charm.

Best for: sailing enthusiasts and those seeking a laid-back maritime experience. Location: 56 Commercial Street, Maine State Pier, Portland, ME 04101

34. Explore Munjoy Hill

Munjoy Hill is a neighborhood in Portland that seeps a lively blend of historical roots and modern charm. Situated on the elevated east end of Portland, it offers a fascinating journey through time. 

Originally settled way back in the 1630s and known for its working-class immigrant community, the area transformed in the 1990s with an infusion of artists and a thriving restaurant scene. 

The influx of artists brought about a dynamic mix of historic charm, trendy boutiques, and acclaimed eateries like Terlingua, all against the backdrop of the city’s finest view at the Portland Observatory (we’ll talk about that more in a bit).

Best for: history enthusiasts, art lovers, and those seeking a vibrant blend of historical charm and modern appeal. Location: Munjoy Hill

35. Scenic Walk Across the Eastern Promenade

Set on the edge of the ocean, Portland is home to a beautiful waterfront. Walking the 68.2-acre historic public park at the Eastern Promenade is just one of the ways to take in the serene sights. 

From its walking and running trails — both wooded and paved — to dog-friendly areas, boat launches, lively tennis matches, and serene beach days, this well-maintained and easily accessible park offers a splendid playground for a diverse range of visitors, providing a quintessential experience of what makes Portland a truly exceptional city.

This is another fantastic free activity in Portland!

Best for: nature enthusiasts, dog lovers, runners, beachgoers, and individuals seeking a serene and diverse outdoor experience. Location: East End

36. Lucky Catch Cruises

This immersive 90-minute maritime tour is not for the faint of heart but it promises a hands-on and educational exploration into one of New England’s vital industries: lobstering. 

Led by a close-knit team of experienced lobstermen, this excursion provides an authentic glimpse into the daily life of lobster harvesting. These seasoned professionals, who operate the tours between their fishing ventures, offer a genuine and up-close experience of where one of the nation’s most treasured foods originates.

Personally, as a vegetarian, I skipped this tour. But for those wanting to know more about where your food comes from, it’s highly rated with many claiming it’s a worthy experience in Portland.

Best for: those curious about the intricacies of lobstering, seafood enthusiasts, and individuals eager to explore the workings of a vital New England industry. Location: 170 Commercial St, Portland, ME 04101

37. Chill at East End Beach

While Maine’s Atlantic beaches are renowned for their cool waters locals swear by the invigorating experience of a dip on a hot day. East End Beach is the sole public beach in Portland (though there are others close by). So, if you’re visiting in the summer, be sure to bring your swimsuit!

➡️ For more tips on what to pack for Portland, Maine in the summer, check out my packing guide here !

This coastal haven draws crowds in the summer for sunbathing, water sports, and serene walks, making it an appealing year-round destination.

Best for: beach lovers, sun-seekers, and those looking for a refreshingly freezing dip on a hot day. Location: East End

38. Casco Bay Islands

Aerial view of a group of islands.

While the town of Portland boasts only one public beach a wealth of shorelines awaits on the Casco Bay Islands nearby. 

Comprising six islands that are accessible year-round, each island in Casco Bay has its distinct personality, history, and array of attractions and activities. 

Among them, Cliff Island stands out as the smallest, home to just 60 full-time residents, featuring unpaved roads and a serene, secluded ambiance, making it a tranquil outdoor retreat with limited attractions to draw in crowds.

Best for: travelers seeking diverse coastal experiences and tranquil retreats. Location: Casco Bay

39. Catch a game at Hadlock Field

If you’re a baseball fan, you’re going to want to catch a swing at Hadlock Field. This is where the Sea Dogs play, a local minor league baseball team that dominates in the summer.

Best for: baseball buffs and sports fans. Location: 271 Park Ave, Portland, ME 04102

40. Palace Playland

Calling all adrenaline junkies, Palace Playland is one of the best things to do in Portland, Maine!

Okay, so it’s not exactly in Portland. But it’s close enough and worth the drive. Located approximately 20 miles south of Portland in Old Orchard Beach, this 5-acre amusement park stands as New England’s sole beachfront amusement destination.

The park boasts a 24,000-square-foot arcade, offering over 200 classic games like Skee Ball and air hockey. In addition to the extensive game selection, the park offers exhilarating rides like the Sea Viper roller coaster. The amusement park also features a variety of rides suitable for younger visitors, including a carousel and spinning tea cups.

Best for: families and thrill seekers. Location: 1 Old Orchard St, Old Orchard Beach, ME 04064

41. Back Cove Trail

Stroll along the 4.2-mile Back Cove Trail loop. In addition to enjoying the peaceful scenery, you can also do a bit of active manifesting by visualizing you own one of the spacious waterfront residences you’re walking by.

Best for: those who appreciate scenic walks and harbor aspirations of waterfront living. Location: 43.6723309°N 70.268200°W

42. Stand-Up Paddle Sunset Tour in Portland

A woman paddle boards at sunset

Experience the serene beauty of Casco Bay at sunset with the Stand-Up Paddle Sunset Tour in Portland . 

This two-hour excursion is suitable for all skill levels and offers a leisurely paddle along the Eastern Promenade Trail. The tour provides panoramic views of the sun setting over the city as you glide past the undeveloped coastline and seals on the ledges near Mackworth Island. 

Included are a stand-up paddleboard, paddle, and lifejacket, along with a dry bag for your belongings.

Best for: nature lovers and those seeking a peaceful sunset experience on the water, regardless of paddleboarding skill level.  Location: 1 Cutter St, Portland, ME 04101, USA

43. Sea Kayak to an Island Tour in Casco Bay

A woman kayaking and thinking about all the fun things to do in Portland, Maine

Venture on a captivating three-hour Sea Kayak Tour in Casco Bay , starting from Mere Point in Brunswick. Led by a professional guide, you’ll paddle through NW Casco Bay, visiting different islands, and savoring the chance to spot marine birds and seals. 

You can choose a single or two-person kayak and snacks and safety gear are provided. (Always love when a tour provides snacks!)

With group sizes capped at eight participants, you can feel safe on this tour as you receive individual attention from your guide. 

The adventure includes a stop on an island for homemade hot muffins, tea, lemonade, and exploration before returning to the starting point.

Best for: nature lovers, kayaking fanatics, and those looking for a guided exploration of Casco Bay’s islands, wildlife, and coastal beauty. Location: 1161 Mere Point Rd, Brunswick, ME 04011, USA

Portland has a rich cultural tapestry that you can explore through its diverse museums. Each gallery offers a unique glimpse into the city’s history, art, and maritime heritage. 

From immersive exhibits to captivating artifacts, explore the vibrant museum scene that reflects the essence of this endearing coastal city.

44. Victoria Mansion

Enthusiasts of architecture and interior design will be captivated by the splendor of the Victoria Mansion, also known as the Morse-Libby House or Morse-Libby Mansion. 

Originally constructed in the mid-1800s as a summer residence for hotelier Ruggles Sylvester Morse, this National Historic Landmark showcases pre-Civil War grandeur. With its exterior modeled after an Italian villa and intricate features such as a square tower, balconies, and piazzas, the mansion is a testament to historical opulence. 

Inside, preserved by the work of renowned designer Gustave Herter, the museum boasts 90% of its original interiors, featuring carved wood panels, gas light fixtures, and ornate decor.

Best for: admirers of historical architecture and interior design aficionados. Location: 109 Danforth St, Portland, ME 04101

45. Wadsworth-Longfellow House

A colonial style brick building with pillars in front of the door.

Constructed post-Revolutionary War, the Wadsworth-Longfellow House served as the residence for four generations of a distinguished family, commemorated today in this museum for their significant contributions to American culture. 

Notably, 19th-century poet Henry Wadsworth Longfellow, a prominent figure in the family, spent his formative years in this historic home. 

Beyond its association with the revered poet, the household has broader historical importance as the oldest standing structure on the Portland peninsula , the inaugural brick dwelling in the region, and Maine’s pioneer home museum.

Best for: history enthusiasts and literary admirers. Location: 489 Congress St, Portland, ME 04101

46. Portland Museum of Art

Portland might not be the biggest city in the States, but it’s got one heck of an art scene. The Portland Museum of Art houses works by renowned figures such as Andy Warhol, Claude Monet, and Winslow Homer. 

The Portland Museum of Art features an extensive collection of American, European, and contemporary art, as well as pieces by Maine artists. 

With over 18,000 items in its collection, including paintings, photographs, sketches, pottery, furniture, silverware, sculptures, and more, you’re going to find something new every time you visit. 

The museum also hosts regular events, including movie screenings, curator talks, and family-focused activities, so make sure to check ahead to see if there’s anything fun scheduled during your trip.

Speaking of which, if you’re super into art, you might want to consider planning your visit to coincide with a First Friday Art Walk. On the first Friday evening of each month, the Arts District buzzes with art enthusiasts exploring local galleries and venues on self-guided tours. Street performers, musicians, and artists of various disciplines showcase their talents in the streets.

Best for: art enthusiasts, culture aficionados, and those who appreciate a vibrant art scene. Location: 7 Congress Square, Portland, ME 04101

47. Children’s Museum and Theatre of Maine

For family-friendly fun in Portland, don’t miss the Children’s Museum and Theatre of Maine. With over 30,000 square feet of space, this museum is one of the best things to do in Portland, offering interactive learning experiences and enjoyment for visitors of all ages.

Best for: families seeking interactive learning experiences and enjoyable activities for visitors of all ages. Location: 250 Thompsons Point Rd, Portland, ME 04102

48. Tate House Museum

visit portland maine in october

Built in 1755 for Captain George Tate, the Tate House served as the residence for this British Royal Navy senior mast agent and his family. 

Responsible for transporting white pines, Maine’s state tree, to England, Tate’s role is explored through hourly site tours showcasing artifacts, furnishings, and the grounds. These elements not only illuminate the 18th-century lifestyle of the Tate family but also emphasize the significance of the mast trade during the era. 

Located approximately 4 miles west of downtown Portland, the Tate House stands as the only pre-Revolutionary home open to the public, offering visitors an educational glimpse into history.

Best for: history enthusiasts and those intrigued by 18th-century life. Location: 1267 Westbrook St, Portland, ME 04102

49. Maine Narrow Gauge Railroad Co. And Museum

Located approximately 1.5 miles from the Portland Museum of Art, the Maine Narrow Gauge Railroad Co. and Museum provides insights into train preservation and Maine’s narrow gauge railway history. 

This distinctive two-foot gauge railway system, featuring tracks less than half the width of standard gauges, was a cost-effective solution for traversing Maine’s challenging landscapes of forests, rocky hills, and mountains, connecting rural areas with larger cities from the 1870s to the 1940s.

Best for: railway aficionados and those curious about Maine’s transportation history. Location: 49 Thames St, Portland, ME 04101

50. International Cryptozoology Museum

Everybody knows a bigfoot enthusiast. And if no one comes to mind, then odds are you’re probably the cryptid lover in your family. Either way, the International Cryptozoology Museum is a fun way to spend your day in Portland.

Explore the realm of hidden creatures like Bigfoot and Nessie through the study of Cryptozoology, and immerse yourself in the intriguing exhibits at the International Cryptozoology Museum in Portland.

Best for: fans of the creepy, unusual, and cryptic. Location: 32 Resurgam Pl, Portland, ME 04102

51. Portland Fire Museum

Portland has been totally destroyed by fire a total of four times since its inception. Discover the history of fires in the area by exploring the exhibits at the Portland Fire Museum.

Best for: history enthusiasts, especially those fascinated by the impact of fires on urban landscapes. Location: 157 Spring St, Portland, ME 04101

52. Umbrella Cover Museum

Want to visit a museum unlike anything you’ll find in another city? Visit the Umbrella Cover Museum, a gallery that exclusively celebrates umbrella covers.

Best for: quirky museum enthusiasts and those with a taste for the unconventional. Location: 62 Island Ave, Portland, ME 04108

Explore Portland’s vibrant arts and culture scene, where the city’s historic and contemporary influences converge. Immerse yourself in world-class museums, eclectic galleries, and dynamic performances, all showcasing the creativity of Portland’s artistic identity.

53. Catch a show at Thompson’s Point

Nestled on the Fore River, Thompson’s Point merges nature and culture with its open-air venue set amid three acres of picturesque lawns. Collaborating with the State Theatre of Portland, the space hosts acclaimed concerts and year-round festivals. 

Summers feature artisanal markets, while winter transforms the site into a family-friendly skating rink. Throughout the seasons, epicurean delights from renowned food trucks add to the allure of this dynamic destination.

Best for: culture enthusiasts and music lovers. Location: Thompson’s Point

54. Explore The Arts District & First Friday Art Walk

The Arts District in Portland offers a rich melting pot of creativity, encompassing diverse expressions from stage performances to museum sculptures. Embracing independent thinking, the district showcases the city’s cultural mindset. 

Don’t miss the First Friday Art Walk, a monthly self-guided tour, for an immersive experience in the vibrant arts scene.

Best for: those who appreciate diverse expressions, from stage performances to museum sculptures. Location: Upper Congress Street toward the city’s West End

55. Portland Observatory

A tall brick tower.

The Portland Observatory is a historic maritime signal tower dating back to 1807. This famed observatory offers unparalleled harbor views that you won’t find anywhere else in the city.

Here, Captain Lemuel Moody, the observatory’s founder, provided ship alerts for a fee, and with a telescope, he could spot vessels from 30 miles away. Though replaced by radio, the observatory’s charm and history remain, making it a must-visit.

Best for: history enthusiasts and those seeking breathtaking harbor views. Location: 138 Congress St, Portland, ME 04101

56. Portland Farmers’ Market

Maine has had a longstanding commitment to local agriculture and Portland’s vibrant farmers’ market is a testament to that commitment. Here, over 40 growers, cheesemakers, beekeepers, bakers, and more gather twice a week in summer and fall, and weekly in winter.

Best for: farm-to-table devotees and supporters of local agriculture. Location: Deering Oaks Park on Saturdays, Monument Square on Wednesdays; Stevens Avenue on Saturdays.

57. Coastal Maine Botanical Gardens

Coastal Maine Botanical Gardens is a New England gem that was born from a 16-year dream. The park spans over 300 acres and features themed gardens showcasing the diverse flora of Maine, including dahlias, bees, and rhododendrons. 

While the botanical gardens are not technically located in the city center, it’s not too far of a drive located 60 miles northeast of Portland. This park is worth the visit and stands as the largest botanical garden in the region.

If you’re visiting Portland during the holidays, experience extra magic at the Coastal Maine Botanical Gardens with the dazzling light displays of Gardens Aglow, illuminating the winter darkness on select nights. 

Best for: nature enthusiasts, garden lovers, and those seeking a serene escape. Location: 105 Botanical Gdns Dr, Boothbay, ME 04537

58. Walk through the East Cemetery

Tap into your inner witch and wander through the more historic side of Munjoy Hill by strolling through the East Cemetery, Monjoy’s oldest historical site. If you’re feeling especially gothic, stop by the Dead House, a structure once used to store bodies during winter until the spring thaw. 

This is the perfect free activity in Portland for people who love to add a little bit of macabre into their travels!

Best for: history enthusiasts and those with a taste for the gothic. Location: 224 Congress St, Portland, ME 04101

Uncover Portland’s rich history and vibrant culture with guided tours offering insights into its culinary delights, historic neighborhoods, and iconic landmarks. I always love a good tour because you can engage in expert-led explorations and gain a deeper understanding of a city’s unique stories and hidden gems.

59. Vintage Fire Truck Sightseeing Tour of Portland, Maine

Three fire trucks parked at the station.

In this one-of-a-kind tour, you’ll enjoy panoramic views from a red fire engine as you discover picturesque lighthouses, historic landmarks, and vibrant neighborhoods. 

On the Vintage Fire Truck Sightseeing Tour of Portland, Maine , you’ll delight in live narration from your guide, unraveling the maritime past and exploring cobblestone streets. Immerse yourself in the Old Port’s charm, with its boutiques, pubs, and lively dining scene. 

This fun and informative tour offers a great overview of the city’s highlights, providing an unforgettable experience for visitors eager to see Portland’s beauty and history in a distinctive way.

Best for: those seeking a unique and panoramic experience of Portland. Location: 180 Commercial St, Portland, ME 04101, USA

➡️ Plan A Day Trip To Portland, Maine Using This Done-For-You Portland Maine Day Trip Itinerary .

Where to Stay in Portland, Maine in 2024

Portland’s hotel prices can be on the higher side, with a survey by Cheaphotels.com 1 ranking it as the second most expensive city for hotels in the United States. 

While I was visiting Portland with my family, we went on a tour of the Customs House and were jokingly informed that the hotels in the area were so pricey that one could potentially charge $250 a night to rent out the 12-square-foot bank safe hidden in the building.

Given the expense of Portland hotels, a great alternative is to consider staying in an Airbnb or VRBO .

A white cottage on a hill.

Nestled in the charming town of Scarborough, we found a delightful Airbnb hosted by Steven. The Rustic Suite near downtown Portland and Beaches lived up to its listing, offering a cozy, clean, and comfortable retreat.

The space is a studio apartment with a master bed in the front, an additional room in the back creating a family room/TV space, and a super fun loft area with two twin beds overlooking the family room. This unique setup provided more comfort than a traditional hotel and allowed us to explore the historic neighborhood surrounding one of the U.S.’s oldest towns.

Conveniently located just a 10-minute drive from downtown, this pet-friendly accommodation was a perfect choice.

A close up view of two stripped pillows on a made bed.

If vacation rentals aren’t your preference or you wish to stay closer to downtown, here are some highly recommended hotels in Portland, Maine:

📍 Luxury: The Press Hotel

For a blend of history and luxury, indulge in a stay at the Press Hotel . 

Occupying a century-old building that was once home to the Portland Press Herald newspaper, this pet-friendly 4-star hotel in the heart of downtown offers refined details, distinctive features, and a rotating art gallery. 

While it may be on the pricier side, a night at the Press Hotel ensures an unforgettable experience in Portland.

📍 Mid-range: The West End Inn

Opt for the charming West End Inn for a mid-range lodging experience. Situated in downtown Portland, this inn provides convenient access to key attractions, including the Victorian Mansion, just a half-mile away. Enhance your stay with a delightful breakfast menu and themed dinner nights.

📍 Budget: Holiday Inn Portland-by the Bay

For a more budget-friendly option without sacrificing impressive views and valuable amenities like parking and e-bikes, consider the Holiday Inn Portland-by the Bay . Who needs luxury living when you have an entire city to explore?

📍 Hostel: Black Elephant Hostel

If you’re seeking budget accommodations with a touch of vibrancy, the Black Elephant Hostel is your ideal choice. 

This colorful and fun hostel, the first and only one in Portland, was created with the mission of uniting people and cultures, bringing hostel culture to this historic New England town.

➡️ For a complete guide on where to stay in Portland, check out my blog reviewing the 15 Best Unique & Historic Hotels in Portland, Maine here.

Getting around Portland, Maine

A close up of a bicycle on an asphalt road.

Navigating the downtown area of Portland is a delightful stroll, and once you’ve parked your car, you might find you won’t need it until you’re ready to bid adieu to the Old Port area.

However, if your adventures lead you to explore lighthouses or other attractions beyond the city center, you’ll want reliable wheels. Here are transportation options to consider during your stay in Portland.

While the city center offers a charming walkable experience, reaching attractions like lighthouses may call for alternative transportation. 

Portland provides an adventure-filled option with numerous well-marked bike lanes in and around the city. Many hotels offer bike rentals for day use, and public bikes are available, allowing you to pedal your way around and explore the sights. 

Keep in mind that biking is a leisurely mode of transportation, so plan your itinerary accordingly to ensure ample time at each destination.

For a convenient city-wide experience, Portland boasts a reliable bus service, known as METRO. The easiest way to pay for rides is with cash. It’s advisable to have some loose change on hand, as each journey typically ranges from $1 to $4 and you’ll need exact change. 

Some locals have been navigating Portland without a car for years, relying solely on the efficient bus system.

Opting for popular ride-sharing services like Uber or Lyft is a pricier yet quicker and more convenient alternative, especially when time is of the essence during your day in town. This option is less expensive than renting a car. It’s also a responsible decision if you plan on indulging in local brews and need a safe ride back to your accommodation.

For the utmost flexibility, exploring Portland by car is the easiest way to get around. Navigating the city is straightforward, and though parking may be a bit pricey, there are plenty of options, including paid lots, on-street parking, and garages. 

Metered parking is a cost-effective choice at $2.50 per hour. Keep in mind that on-street parking in Portland is complimentary from 6 p.m. until 9 a.m., Monday through Saturday, as well as all day on Sundays and major holidays. To streamline your parking experience, consider using the PassportParking App .

Whether you’re pedaling, hopping on a bus, summoning a ride-share, or navigating the city on four wheels, Portland ensures you have convenient options to make the most of your visit.

What to Pack for Your Trip to Portland, Maine in 2024

A packed suitcase lays open on a bed.

When exploring the coastal regions of Maine, like Portland, be prepared for cooler temperatures, even in summer. Ensure you pack suitable cold-weather attire such as pants, sweaters, long shirts, and waterproof shoes.

Use this packing list to make sure you remember to bring everything you need on your trip to Portland, Maine.

Clothing and footwear

You may already have an idea of what to pack for Portland, Maine. But make sure you also include these three essentials.

Hiking Boots

Choose waterproof, durable hiking boots for comfort whether trekking mountains or strolling through the city.

View on Amazon.com →

Merrell Women's Moab 3 Mid Waterproof Hiking Boot, Granite, 8.5

Breathable Water Shoes

Opt for water shoes in Portland’s rainy hikes or if you decide to take a dip at a nearby beach. These breathable water shoes protect your feet, offer traction, and are easy to clean.

DOUSSPRT Womens Water Shoes Quick Drying Sports Aqua Walking Beach Sneaker for Hiking Diving Boating Kayaking Swimming Surf Purple US Size 9.5

Stylish Dress

Portland is a down-to-earth city, but you still might want to dress up for a night out on the town. Whether you’re going out to dinner or enjoying time at a brewery, this comfortable, bohemian floral print split dress will have you feeling glammed up and fantastic for your Portland vacay pics.

ZESICA Women's 2024 Bohemian Floral Printed Wrap V Neck Short Sleeve Split Beach Party Maxi Dress,Charcoal BlackFloral,Medium

While you probably know your basic toiletries by heart, don’t get on that plane to Portland without double checking you have these items.

Solid Shampoo Bar

Instead of your regular liquid shampoo, opt for a spill-proof, eco-friendly shampoo bar like Love Beauty and Planet’s 2-in-1 vegan option . It’s much more convenient for traveling.

Love Beauty And Planet Volume and Bounty 2 in 1 Shampoo and Conditioner Bar for Thinning Hair Coconut Water & Mimosa Flower Body and Strength 4.0 oz

Insect Repellent

If you’re visiting Portland in the summer and plan on doing outdoor activities, you’re going to need some bug spray . Opt for this quick-dry, weather-resistant, organic spray for comfort and protection against bugs.

California Baby Natural Bug Repellent Spray | Citronella Bug Spray | DEET-Free | Repels Mosquitoes + Bugs | Allergy Friendly | Great Smell | Baby & Adult Insect Repellent Spray | 59 mL / 2 oz.

Hand Sanitizer

Portable hand sanitizer is a travel essential, offering cleanliness on the go, especially during outdoor adventures.

The Honest Company Plant-Based Hand Sanitizer Spray | Kills 99.9% of Germs | Hypoallergenic, Quick-drying + Moisturizing | Coastal Surf, 2 fl oz

Toiletry Bag

And to tie it all together, you’ll need something to keep all your necessities together. This TSA-approved toiletry bag is the perfect container to keep your essentials organized.

18pack Travel Bottles for Toiletries,TSA Approved Silicone Travel Containers jar for Toiletries,Leak Proof Refillable Liqus Shampoo And Conditioner Travel Essentials toiletry Bottles

Travel Essentials

These travel essentials are going to make your trip to Portland so much easier.

Portable Windproof Umbrella

Stay dry in Portland’s rain with a portable windproof umbrella , ensuring a comfortable and enjoyable exploration.

Repel Umbrella The Original Portable Travel Umbrella - Umbrellas for Rain Windproof, Strong Compact Umbrella for Wind and Rain, Perfect Car Umbrella, Golf Umbrella, Backpack, and On-the-Go

Travel Packing Organizers

Maximize packing efficiency with these packing cubes —compact, organized, and ideal for Portland’s bulky fall and winter items.

6 Set Packing Cubes for Travel, OlarHike 4 Various Sizes(Large,Medium,Small,Slim) Luggage Organizer Bags for Travel Accessories Travel Essentials, Travel Cubes for Carry on Suitcases (Grey)

Compact Portable Charger

Keep your phone charged on the go with this small portable charger that slips in the pocket of your pants or bag. Snap as many pics as your heart desires knowing you can charge your phone, even on the go.

Anker PowerCore 10000 Portable Charger, 10,000mAh Power Bank, Ultra-Compact Battery Pack, Phone Charger for iPhone 15/15 Plus/15 Pro/15 Pro Max, Samsung and More

Travel Insurance

Ensure peace of mind on every trip with World Nomads Travel Insurance , offering affordable and comprehensive plans for all.

Evaluate insurance plans on World Nomads Travel Insurance →

➡️ For a more detailed Portland packing list, check out my complete Portland packing guide for any season here .

FAQs About Visiting Portland, Maine

A historic square filled with brick buildings.

You’re almost ready to set sail to one of the United States’ most charming coastal towns. Before you start your trek, let’s go over some frequently asked questions about visiting Portland, Maine.

Portland, Maine is absolutely worth visiting! Portland is a picturesque coastal city with a rich history, vibrant culture, and diverse attractions, making it well worth a visit.

Yes, Portland is compact and offers a lot to explore, making it perfect for a rewarding day trip filled with unique experiences.

While a day trip can cover key attractions, spending 2-3 days allows for a more leisurely exploration, enjoying the city’s diverse offerings.

The best time to visit is during the summer and early fall when the weather is pleasant, and outdoor activities are abundant. Fall foliage adds extra charm.

While Acadia National Park is approximately 3 hours away, a day trip is possible but may be rushed. Consider an overnight stay for a more relaxed visit.

Explore indoor attractions like museums, art galleries, and cozy cafes. Attend a live performance or indulge in the city’s vibrant culinary scene.

Options include renting a car, taking public transportation, or joining guided tours. Consider day trips to coastal towns, lighthouses, and nature reserves.

Want to explore more in Maine? Check out this Central Coastal Maine Private Day Tour . 

This 6 to 8-hour tour will show you around Portland first and then take you and your group on a wild adventure across the coast of Maine. You’ll visit historical sights, picturesque locations, and charming coastal villages.

A wharf filled with parked boats.

So there you have it, folks! From exploring historic neighborhoods to savoring local cuisine, there are so many more things to do in Portland, Maine than people realize. 

As you plan your visit to Portland, I hope this guide sparks excitement and anticipation for the adventures that await. If you’re eager to make the most of your trip, don’t forget to check out my detailed guide, Perfect Day Trip to Portland, Maine: The Best 1-Day Itinerary . It’s packed with insights, recommendations, and hidden gems to elevate your experience. 

So pack your bags and embrace the small-town feel of the coastal city. With so much to do, you’ll likely find yourself visiting Portland over and over again. 

Was this guide useful? Check out our other Portland content here:

  • Perfect Day Trip to Portland, Maine: The Best 1-Day Itinerary
  • The Complete 2024 Portland, Maine Packing List For Any Time Of Year
  • A Walk Through Time Tour in Portland — Genuine Travel Review
  • The 5 Most Beautiful Lighthouses in Portland, Maine
  • Where to Stay in Portland, Maine: The Ultimate Guide in 2024

Ultimate Guide to Walking Tours in Portland, Maine in 2024

Additional resources:, ready to book your portland, maine, trip.

Here are a few helpful services:

Booking.com | Find a comfy place to lay your head after a full day of adventuring.

Vrbo | If you’re looking for a more homey vibe, these rental homes might do the trick.

Expedia | Whether you’re looking for some wheels or a flight, you can find a way to get to your destination here.

Get Your Guide | Find local attractions and tours and book tickets to your excursions.

Viator | Another great resource for local attractions and tours.

TSA | If you’re flying, check out the TSA page to make sure that you pack to TSA regulations.

World Nomads Travel Insurance | Feel safe while traveling with simple and flexible travel insurance.

Taking a quick day or weekend trip over to Portland? Check out my recommended itinerary for what to do in Portland for a day .

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7 Reasons Why Portland, Maine, Is the Ultimate Fall Destination

P ortland, Maine, is probably not the first Portland that comes to mind — Oregon’s city of the same name has effectively become synonymous with cool, a hipster mountain town that specializes in good vibes and good views. Because of this, Maine’s Portland is often overlooked when it comes to deciphering between the two; however, their similarities don’t stop at their names. Portland, Maine, also has an insane amount of craft beer, with new breweries opening frequently, and outdoors adventures are abundant , from lighthouses to nearby national park.

It’s in the autumn season when the temperatures are dropping and the entire Northeast is on the precipice of plunging into winter that Portland, Maine, shines like its famous lighthouses. The leaf-peeping in this part of the country is renowned, and beyond that, there is much to do in Portland in the fall, from the cobblestone streets of the historic epicenter Old Port to industrial-turned-trendy neighborhood East Bayside.

Maine’s Portland is simply the ultimate fall destination. Here’s why, exactly, you should visit this season.

New hotels in historic facades

visit portland maine in october

Photo: THE FRANCIS /Facebook

A slate of new hotels have cropped up in Portland — the AC Hotel from Marriott opened last year; the Press Hotel, a few years ago; and most recently The Francis Maine f, a renovated Victorian manor turned into a boutique hotel. Nestled in Portland’s West End, this new property distinctly captures Portland’s creative revival, precariously balancing Portland’s new and old selves — beyond a stained-glass front door lies hip, mid-century modern furnishings; a small spa offers treatments imbued with en vogue infusions, such as CBD and Reiki; and each of the hotel’s minibars is stocked with local Maine products. The boutique hotel’s name pays homage to the building’s designer, Francis Fassett, who helped to rebuild much of Portland after its Great Fire of 1866. After a two-year restoration to the building, Francis has put a fresh face on Portland’s hospitality scene, much like its namesake did 150 years ago.

The Harvest on the Harbor festival

visit portland maine in october

Photo: Harvest on the Harbor /Facebook

This is not the only fall festival in town, but it is the most noteworthy. Harvest on the Harbor (or simply HOTH) is just what the name implies — Maine’s many culinary talents converge in Portland’s scenic harbor for four days of epicurean indulgence. The fete itinerary includes gin tastings from some of New England’s most under-the-radar distilleries, with the likes of Hardshore Distilling, Three of Strong Spirits, and Wiggly Bridge Distillery (try saying that three times fast after the tasting). Also on the agenda: a morning coffee mixing class; a 10-course lobster tasting; oyster shucking, with beers and bubbly to accompany; and a chef and farmer collaborative dinner with wine and Allagash pairings.

So much craft beer

visit portland maine in october

Photo: Austin Street Brewery /Facebook

Allagash is Portland’s best-known brewery, serving mostly affordable yet surprisingly refreshing brews around the country. But there is a slew of other craft breweries along the harbor. Austin Street Brewery , off the heels of opening its second Portland location, serves almost entirely small-name beers — try the Neverender, an Australian-hopped Double IPA with a powerful tropical fruit flavor. Goodfire Brewing is a relative newcomer, with cans recognizable for a cool minimalist aesthetic. Food trucks frequent Goodfire’s taproom, with the option to pair with ingenious drafts like Crystals, a Galaxy Double IPA or CMYK, the Portland IPA.

The iconic lighthouses

visit portland maine in october

Photo: Sara Winter /Shutterstock

Few things are more archetypally New England than the lighthouses that sentinel the region’s craggy seaside, beacons that have become symbols of Portland and greater Maine. The state’s oldest operating lighthouse is the Portland Head Light — you might instantly recognize this luminous edifice, as it is one of the most photographed in America. Situated in Cape Elizabeth, only a five-mile drive from Portland proper, the lighthouse is surrounded by hiking trails, a children’s garden, a small beach, and idyllic views of the Atlantic. Another smaller but just as scenic option is Spring Point Ledge Lighthouse, the only caisson-style beacon in the US, meaning it was built on a large metal cylindrical caisson structure directly into the water. Today, a rocky breakwater connects the tower to the mainland for visitors to easily explore, although a century ago this was only accessible by boat — a sometimes perilous journey in the stormy waters of Portland’s bay.

Fall foliage galore

visit portland maine in october

Photo: Keith Michael Taylor /Shutterstock

The fall foliage in New England is the stuff of legend — millions of leaf-peeping pilgrims flock to the great forests and spectacular harbors to receive the seasonal benediction of these varicolored leaves. This is the nonpareil reason to visit Portland in October — the trees along the harbor flaunt a bouquet of red, yellow, and burnt orange. While the trees lose chlorophyll, Portland gains visual treasures. You can see foliage throughout the city, but climb to the top of the Portland Observatory for panoramic views of the harbor, or go for a walk along the Eastern Promenade, a waterfront and tree-lined trail built along an old rail corridor. The first few weeks of October are best to see the foliage in Portland and the surrounding nature — you can even track the changing of colors with this map . Acadia National Park, home to miles of undisturbed woods, is only a three-hour drive from Portland and an easy fall day-trip option.

Legendary seafood

visit portland maine in october

Photo: AR Pictures /Shutterstock

To avoid discriminating against the other seafood that Portland serves up — oysters, clams, mussels, crab — the scope of this category has been made broader than just lobster, although that is the pièce de resistance of Maine’s culinary offerings. Lobster rolls, lobster chowder, lobster fritters, steamed lobster — eat it all and savor every last bite because Portland’s famous dishes featuring the red crustacean deserve the praise, and fall is the last chance you’ll have to enjoy it fresh this year.

You’ll find ocean fare on every menu, but there are a few places locals flock to that don’t have lines of tourists out the door like some of the trendier lobster roll hotspots in town. Gilbert’s Chowder House serves this eponymous soup in a bread bowl, classically New England and pleasant on a crisp fall day. J’s Oyster is a no-frills locavore restaurant that has been around for 40+ years, impressing all visitors — even Anthony Bourdain in 2011 — with its overflowing buckets of steamed clams, piping chowders, and hearty seafood pasta entrees. Scales is a more upscale option, residing in a post-industrial warehouse on a wharf in the Old Port neighborhood, with a massive ice bar displaying raw seafood and a fish-heavy menu ranging from grilled octopus to seared scallops.

Whale watching

visit portland maine in october

Photo: Odyssey Whale Watch /Facebook

visit portland maine in october

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Portland, ME   Travel Guide

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visit portland maine in october

23 Best Things to Do in Portland, Maine

Portland, Maine, is a tough little city. A large part of it burned down in the Great Fire of 1866. But in the following years, Mainers and architects and builders from nearby cities like Boston came together to rebuild using the less-flammible brick

  • All Things To Do

visit portland maine in october

Old Port Old Port free

U.S. News Insider Tip: Don't miss Wharf Street in Old Port, which has an eclectic mix of bars and restaurants along its pedestrian-only cobblestone street. Try Street & Co.'s upscale seafood, The Independent Ice Co.'s fine whiskeys and the Bar of Chocolate's specialty martinis and sweets. – Mariya Greeley

This downtown neighborhood is considered the city's center and bustles with things to do left and right, all the while gracefully maintaining its historical facade. The area is lined with cobblestone streets and 19th-century warehouses, and with the wharf just steps away on Commercial Street, the city's heyday as a world-renowned port town is easily felt. Tourists can benefit from ferries and cruise experiences, as well as the delectable catches aboard the lobster boats that dock there daily.

visit portland maine in october

Portland, Maine, Brewery Tours Portland, Maine, Brewery Tours

U.S. News Insider Tip: For nondrinkers or those looking to take a booze break, check out places like Root Wild Kombucha and Urban Farm Fermentory . They offer a range of nonalcoholic and alcoholic drinks with atmospheres comparable to the breweries nearby. – Mariya Greeley

Beer is to Portland is what lobster is to Maine. If you visit without sampling some brew, you're missing out. Portland is considered by experts to be one of America's best beer cities thanks to its large crop of local brewers as well as its role in the microbrew movement. For a city with a population of a little more than 68,000, its nearly 20 breweries offer plenty of choices for both residents and visiting beer enthusiasts.

visit portland maine in october

Portland Museum of Art Portland Museum of Art

U.S. News Insider Tip: Consider aligning your visit with a First Friday Art Walk. The first Friday evening of every month, the Arts District comes alive with art lovers taking self-guided tours of local art galleries and venues. Meanwhile, musicians, performers and artists of all types display their art in the streets. – Mariya Greeley

For such a small city, Portland houses some pretty big names in its art museum. Andy Warhol, Claude Monet and Winslow Homer are among the icons showcased within the Portland Museum of Art. Along with some of the greats, the museum features an extensive collection of American, European and contemporary works, as well as pieces from Maine artists. Paintings abound, but you'll also find photographs, sketches, pottery, furniture, ornate silverware, sculptures and so much more. With more than 18,000 pieces in its collection, visitors are bound to see something new each time they browse the museum’s galleries. Additionally, the museum hosts regular events, including movie showings, curator talks and family-focused activities.

visit portland maine in october

Popular Tours

The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local

The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local

(1034 reviews)

from $ 65.00

Downtown Portland, Maine City and Lighthouse Tour-2.5 hour Land Tour

Downtown Portland, Maine City and Lighthouse Tour-2. 5 hour Land Tour

(661 reviews)

from $ 70.00

Portland Tall Ship Cruise on Casco Bay

Portland Tall Ship Cruise on Casco Bay

(195 reviews)

from $ 94.45

visit portland maine in october

Portland-area Beaches Portland-area Beaches

Maine's Atlantic beaches might be known for relatively chilly waters (peak is approximately 65 degrees Fahrenheit), even in the summer months, but Mainers will tell you how refreshing a dip in the ocean is on a hot summer day. If that doesn't sound like your idea of fun, you’ll still find plenty of activities and atmospheres to enjoy on Portland-area beaches.

Although East End Beach is the only public beach in Portland (located off Eastern Promenade ), there are more than a half-dozen others within 20 miles of downtown, each with distinct characteristics and benefits. Every summer, they’re host to families and friends laying out or playing on the sand and kayakers, sailors, surfers, paddleboarders, swimmers and more enjoying the water. Maine beaches are beautiful year-round, and ideal places for quiet walks in the offseason. 

visit portland maine in october

Casco Bay Islands Casco Bay Islands

Though there is only one public beach in the town of Portland ( East End Beach ), shorelines abound in the nearby Casco Bay Islands. The Casco Bay Islands are a group of islands located off the coast of Portland, six of which are accessible by ferry year-round. Each island has its own personality, history, attractions and activities.

Cliff Island is the smallest Casco Bay Island that's accessible year-round by ferry and is home to only 60 full-time residents. All roads are unpaved here, and as such cars are seldom used. The island doesn't offer many attractions, but does provide a tranquil, secluded atmosphere.

visit portland maine in october

Eastern Promenade Eastern Promenade free

Portland's waterfront is at its most picturesque at the Eastern Promenade. Beloved by locals, the Eastern Promenade is a 78-acre waterfront park located on a stretch of land separating Back Cove from the Fore River. The park offers trails, a beach, and plenty of grassy areas to simply kick back and unwind. To make the most of your visit, take a stroll along the 2-mile Eastern Promenade Trail, which starts in the heart of the Old Port .

Once an old rail line, the Eastern Promenade Trail takes visitors away from the excitement of the city's center by the rocky banks of Fort Allen Park and small yet charming East End Beach (Portland's only public beach), where you'll find plenty of locals soaking up the sun or embarking on bay adventures. To continue the coastal trek, the trail connects directly to the Back Cove Trail, which snakes for about 3.5 miles along Back Cove with picturesque views of the water and downtown skyline. There are plenty of other shorter trails and paths located in the park that bring hikers to various points of interest. Once you've gotten your fill of scenic strolls, consider a climb up the park's grassy hills for sweeping views of the bay, as well as the islands and boats that dot its deep blue waters.

visit portland maine in october

Fort Williams Park Fort Williams Park free

Located adjacent to Portland Head Light in Cape Elizabeth is the 90-acre Fort Williams Park. Fort Williams was a U.S. Army fort from 1872 to 1962. A few years later, residents of Cape Elizabeth bought the land to later turn it into a park. Visitors today can picnic, tour an arboretum, hike or walk along the park's trails or visit the park's other historical sites, including Battery Keyes (one of the last batteries built on the old fort site) and Goddard Mansion (the ruins of a grand home built in the 1850s). Travelers should note there are no trash receptacles around the park so you must take your trash with you when you leave.

There's also natural and recreational amenities to explore, including tennis and pickleball courts, athletic fields and a garden designed specifically to let children explore their relationship with nature.

visit portland maine in october

Portland Observatory Portland Observatory

For some of the best views of the harbor, head to the historic Portland Observatory, the country's last standing maritime signal tower. Built in 1807, the octagonal, 86-foot-tall tower was commissioned by Captain Lemuel Moody as a communication station for Portland's harbor, but it wasn't built as an altruistic measure. Moody charged ship owners an annual fee of $5 to alert merchants (who he also charged) of ships arriving. He could spot them from as far as 30 miles away with his telescope. Before the observatory was built, ships couldn't be seen from town until they came around a point of land and were practically in the harbor. Moody offered an advantage to both paying captains and merchants, while also making a tidy profit for himself.

Eventually, the two-way radio replaced the tower's function, but the Moody family operated the tower until 1923. After some years of neglect the observatory was donated to Portland and in 1984, Greater Portland Landmarks took over and restored it. Recent visitors said the views from the observatory are not-to-be missed and its history is fascinating. Reviewers also advise allowing 45 minutes for the observatory tour. There is no elevator, so you'll have to climb the stairs to the top to take in the views, but past travelers say the pace is manageable.

visit portland maine in october

Discover Portland City and Lighthouse Tour

(244 reviews)

from $ 48.00

Private Island Fort Tour in Casco Bay: Boat Cruise & Island Tour

Private Island Fort Tour in Casco Bay: Boat Cruise & Island Tour

(8 reviews)

from $ 90.00

Vintage Fire Truck Sightseeing Tour of Portland Maine

Vintage Fire Truck Sightseeing Tour of Portland Maine

(610 reviews)

from $ 36.00

visit portland maine in october

Victoria Mansion (Morse-Libby House) Victoria Mansion (Morse-Libby House)

Architecture buffs and lovers of interior design will be swept up by the opulence of the Victoria Mansion (aka the Morse-Libby House or Morse-Libby Mansion). This National Historic Landmark was originally built in the mid-1800s as a summer house for hotelier Ruggles Sylvester Morse. In 1940, William Holmes, a New York educator visiting Portland, purchased the home. He and his sister (an interior design instructor) turned it into a museum named in honor of Queen Victoria.

What makes the Victoria Mansion so important in the eyes of historians is that it's seen as an exemplary illustration of pre-Civil War grandeur. The exterior of the house was modeled after an Italian villa and features an ornate square tower, numerous balconies and piazzas. Inside, prepare to be even more amazed. Ninety percent of the original interiors are still intact, with carved wood paneled walls, gas light fixtures, cherub-clad crown molds, and ornate draperies and carpeting throughout. Designed by Gustave Herter of Herter Brothers, one of the most popular design firms of the day, it is the only work of his kind in the U.S. that remains intact.

visit portland maine in october

Peaks Island Peaks Island free

Portland doesn't end at the waterfront. Peaks Island, one of the Casco Bay Islands , is 3 miles east of downtown's shore and about a 15-minute boat ride away. Peaks Island was known as the Coney Island of Maine in the 19th century (it was home to amusement parks, theaters and more), but nowadays it feels more like a quaint neighborhood with roughly 1,000 year-round residents.

Peaks is a perfect low-key day trip for history buffs, art lovers and outdoor enthusiasts. When you arrive, rent a bike or golf cart, the preferred modes of transportation on the island. Head to Baba's Cafe, Inn on Peaks or Island Lobster Company to fuel up for the day while overlooking the ocean. From there, explore the galleries and shops along the harbor side. Cool off at Sandy Beach or trek the nearly 4-mile loop trail that takes you around the island, passing scenic views and the remnants of historic Battery Steele — an important coastal defense battery constructed during World War II to protect the entrance to Casco Bay. For more Peaks Island history, stop by Fifth Maine Museum, or for something playful head to the world's only Umbrella Cover Museum, a quirky collection that is dedicated to the appreciation of the mundane.

visit portland maine in october

Hadlock Field Hadlock Field

U.S. News Insider Tip: Special activities, like fireworks or "Bark in the Park" games, which allow you to bring a four-legged friend and sit in a designated pets area, make the experience extra special. Look for them when booking tickets. – Mariya Greeley

For Portland pride, look no further than Hadlock Field. In the summer, the field hosts regular games for the beloved Portland Sea Dogs, the local minor league baseball team. The field was named after Edson Hadlock Jr., who coached baseball at Portland High School from 1950 to 1978.

visit portland maine in october

Portland Head Light Portland Head Light

Commissioned by George Washington in 1787, this lighthouse project was provided $750 by the General Court of Massachusetts when Maine was still a part of Massachusetts. When the U.S. government took control in 1790, the lighthouse was given an additional $1,500 for its completion. The lighthouse got its name from being situated at the entrance for ships at Portland Harbor. Portland Head Light was first lit in 1791, making it the oldest lighthouse in Maine.

Located about 5 miles southeast of Portland in Cape Elizabeth's Fort Williams Park , the tower provided navigation to ships for almost 200 years. The lighthouse was decommissioned by the U.S. Coast Guard in 1989 when it became an automated tower.

visit portland maine in october

The Holy Donut The Holy Donut

In 2010, Leigh Kellis felt the Portland food scene was missing great doughnuts. So she decided to make them. After months of experimenting with different recipes in her kitchen on Portland's Munjoy Hill , Kellis landed on a mix that met her standards. Her variation on a northern Maine recipe included a type of food you might not expect in doughnuts: potatoes. Riced potatoes added a unique flavor, texture and consistency that set Kellis' doughnuts apart, and orders from local shops started coming in. With her family's support, Kellis soon opened the first Holy Donut retail location. Now, the family-owned business is a bonafide doughnut destination with four Maine locations: two in Portland, one in Scarborough and one in Arundel.

With about 20 rotating imaginative doughnut flavors – including seasonal, gluten-free and vegan options – you have a good chance of finding a flavor that you'll love. Though potato doughnuts aren't for everyone, many recent customers rave about unique flavors like dark chocolate sea salt, maple bacon and pomegranate. They describe the doughnuts as dense, filling and delicious. Reviewers also tend to mention the friendly service adding to their positive experiences.

visit portland maine in october

Harbor Lights and Sights Cruise

(227 reviews)

2 Hours | Portland, Maine Hidden Histories Walking Tour

2 Hours | Portland, Maine Hidden Histories Walking Tour

(299 reviews)

from $ 49.00

A Walk Through Time Tour in Portland

A Walk Through Time Tour in Portland

(365 reviews)

from $ 48.99

visit portland maine in october

Two Lights Lighthouses Two Lights Lighthouses free

Built in 1828, these two Cape Elizabeth lighthouses were the first twin lighthouses on the coast of Maine. They may look familiar: One of them was featured in Edward Hopper's well-known "The Lighthouse at Two Lights," a painting housed in the  Metropolitan Museum of Art in New York City . Today, the eastern lighthouse on Lighthouse Point Road is an active, automated station, shining 17 miles out to sea, while the western lighthouse is a private residence. Neither lighthouse is open to the public.

You can still get lighthouse views at On the Rocks at Two Lights, a lookout at Dyer Cove where recent visitors praised the natural beauty and recommend sunrise and sunset trips. While you’re there, stop for a bite at the Lobster Shack at Two Lights, a seasonal award-winning restaurant that dates back to the 1920s. The area is 6 miles south of Portland Head Light if you're in the mood for a lighthouse road trip.

visit portland maine in october

Wadsworth-Longfellow House Wadsworth-Longfellow House

Built after the Revolutionary War, the Wadsworth-Longfellow House was home to four generations of the esteemed family whose contributions to American culture are now celebrated in this museum. The most famous person in this family was 19th-century poet Henry Wadsworth Longfellow, who grew up in the home.

Along with its esteemed namesake, the home is also important to Portland and U.S. history. The building is the oldest standing structure on the Portland peninsula, the first brick dwelling in the area and the first home museum in Maine. The site is operated by the Maine Historical Society.

visit portland maine in october

Children's Museum and Theatre of Maine Children's Museum and Theatre of Maine

U.S. News Insider tip: Children's Museum and Theatre of Maine is next to Thompson's Point, a venue that hosts big name music acts for outdoor concerts and weekly events during the summer. The museum is also steps from the International Cryptozoology Museum where you can explore BigFoot mythology and more. – Mariya Greeley

If you're looking for something to do with the kids in Portland, the Children's Museum and Theatre of Maine is a must-see attraction. With more than 30,000 square feet of space, this museum provides interactive learning and fun for the entire family.

visit portland maine in october

Coastal Maine Botanical Gardens Coastal Maine Botanical Gardens

U.S. News Insider Tip: Visiting during the holiday season? The garden creates a mile of spectacular light displays , called Gardens Aglow, open a few nights a week to brighten the winter darkness. – Mariya Greeley

The Coastal Maine Botanical Gardens is an attraction that took 16 years to create. What started as a dream for a public garden became the largest botanical garden in New England. Located about 60 miles northeast of Portland, the gardens consist of more than 300 acres of land, 17 of which feature plants native to the state. Each garden at the facility has a specific theme, including dahlias, bees and rhododendron, among others.

visit portland maine in october

Munjoy Hill Munjoy Hill free

U.S. News Insider Tip: Munjoy Hill's Duckfat Frites Shack, a little sister location to downtown's Duckfat, has a limited menu, but shorter wait times than its popular sibling. You'll find the order window down an alley beside Oxbow Blending & Bottling. – Mariya Greeley

If someone mentions happenings on "the Hill" in Portland, they're likely not referring to Washington, D.C. politics but to the Munjoy Hill neighborhood of the city. Munjoy Hill is Portland's easternmost neighborhood and lies between Washington Avenue and Mountfort Street on one side and Casco Bay on the three others.

visit portland maine in october

Private Sunset Charter on a Vintage Lobster Boat

(33 reviews)

from $ 332.50

Private Lighthouse Sightseeing Charter on a Vintage Lobster Boat

Private Lighthouse Sightseeing Charter on a Vintage Lobster Boat

(42 reviews)

from $ 307.50

Portland Bicycle Tour with 5 Lighthouse Stops and XL Lobster Roll

Portland Bicycle Tour with 5 Lighthouse Stops and XL Lobster Roll

(75 reviews)

from $ 159.00

visit portland maine in october

Tate House Museum Tate House Museum

Tate House was built in 1755 for Captain George Tate and his family. Tate was a senior mast agent for the British Royal Navy, a role which meant he was responsible for the transport of white pines — now Maine’s state tree — from Maine to England. During hourly site tours, visitors should expect to see artifacts, furnishings and the grounds, which not only tell the story of how the Tate family lived in the 18th century, but also the importance of mast trade during this period.

Located about 4 miles west of downtown, the Tate House is the only pre-Revolutionary home in Portland that is open to the public. Past visitors say that the tour is an educational experience.

visit portland maine in october

Portland Fire Engine Co. Tour Portland Fire Engine Co. Tour

Looking for a unique way to explore Portland? The Portland Fire Engine Co. sightseeing tour takes travelers on a ride around town in a vintage fire truck.

Expect to see scenic coastal views of Portland, along with historical sights, lighthouses and Civil War forts. During the 50-minute tour, you'll also enjoy a live narration of Portland history and view historical images provided by the Maine Historical Society on the truck's LED TV. Past tourgoers describe this as a fun outing and applaud the insightful guides.

visit portland maine in october

Maine Narrow Gauge Railroad Co. and Museum Maine Narrow Gauge Railroad Co. and Museum

U.S. News Insider Tip: Look out for special events like Ice Cream Trains and Sunset Express rides on weekend evenings during the warmer months and special "Polar Express" rides during the holiday season. – Mariya Greeley

Located about 1.5 miles from the Portland Museum of Art , the Maine Narrow Gauge Railroad Co. and Museum teaches travelers about train preservation and Maine's narrow gauge railway history. The state's two-foot gauge railway system was made of tracks less than half the width of standard gauge railways. These narrow tracks were cheaper and easier to build while allowing trains to navigate Maine’s tough terrain of forests, rocky hills and mountains. A unique system, these rails helped to connect rural areas with larger cities and made travel and transportation of goods more accessible. From the 1870s until the 1940s, about 200 miles of narrow gauge railroads served many small communities in Maine.

visit portland maine in october

Palace Playland Palace Playland

Situated about 20 miles south of Portland in the town of Old Orchard Beach, this 5-acre amusement park is New England's only beachfront amusement park. Past visitors say Palace Playland is an awesome place to take the family.

The park has a 24,000-square-foot arcade and features more than 200 games like Skee Ball and air hockey. And no amusement park would be complete without rides. Younger visitors can enjoy kiddie rides like a carousel and spinning tea cups, while older kids and adults test their bravery on the park's thrill rides like the Sea Viper roller coaster.

visit portland maine in october

Funtown Splashtown USA Funtown Splashtown USA

Located about 15 miles south of Portland in Saco, Maine, Funtown Splashtown USA is a family-owned amusement park. The park is home to about 50 rides, water slides, pools and games for travelers to enjoy. Past visitors said the park is particularly fun for families with a variety of rides and clean facilities. However, some caution that lines can be quite long depending on the day and on-site food can be pricey.

Standout rides include Excalibur, Maine's only wooden roller coaster, and the Thunder Falls Log Flume, the longest and tallest log flume ride in Maine. The facility has several water slides, rides and pools at its Splashtown Water Park. And when your stomach starts to rumble, there are a variety of different eateries on-site (outside food and drinks are also allowed). 

visit portland maine in october

Lighthouse Bicycle Tour from South Portland with 4 Lighthouses

(65 reviews)

from $ 105.00

Portland Pubs Walking Beer Tour

Portland Pubs Walking Beer Tour

(24 reviews)

from $ 89.00

Central Coastal Maine Private Day Tour

Central Coastal Maine Private Day Tour

(7 reviews)

from $ 250.00

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15 Best Things To Do In Portland, Maine

Portland is undoubtedly Maine’s most exciting city, and with stunning coastal scenery, lighthouses, an incredible culinary scene, and historic New England charm, it’s easy to see why. 

Located in the southern region of the state, Portland is accessible from so many other parts of New England, making it easy to see while visiting this region. It also makes for a perfect homebase while you explore different areas of coastal Maine, or a worthwhile pitstop on your way to Acadia National Park. 

This post shares all the very best things to do in Portland, Maine to help you plan the perfect itinerary. Whether you’re planning a day trip, or a few nights here, these are the best things to check out in this beautiful New England city.

Where To Stay In Portland, Maine

visit portland maine in october

The best area to stay in Portland is the Old Port district of downtown. This is also the most scenic area of the city, and you’ll find historic cobblestoned streets, beautiful alleyways along the waterfront, and lots of shopping and dining options within walking distance. Some recommended hotels in the Old Port neighborhood are:

  • The Press Hotel
  • Portland Harbor Hotel
  • Hyatt Place Old Port

If you’re on a budget, the cheapest area of the city to stay in is South Portland, which is just a 15-minute drive to Old Port. You’ll find a lot of hotel chains in this area with much cheaper prices, and you’ll also be closer to the lighthouses.

Recommended hotels in South Portland:

  • Holiday Inn Express & Suites
  • Courtyard By Marriott Portland Airport

Best Things To Do In Portland, Maine

1. see the lighthouses.

visit portland maine in october

You most definitely can’t leave Portland and not see the lighthouses! Portland is home to New England’s most famous and photographed lighthouse, Portland Head Light, and if you just see one lighthouse during your visit, this is the one to see.

Portland Head Light is inside Fort Williams Park on Cape Elizabeth and is surrounded by a dramatic, rocky coastline that makes for epic photos to remember your trip by. There’s a paved path that goes around the park that offers different vantage points of the lighthouse, and you can also walk right up to it for a unique perspective. 

visit portland maine in october

If you have time, it’s also worth visiting the other two lighthouses nearby: Spring Point Ledge Light, and Bug Light. While these lighthouses are much smaller than Portland Head, they’re both still very fun to visit and offer beautiful views of the water. 

Visiting the lighthouses does require a car, but if you’re visiting without one, consider taking a tour around the city, which also includes Portland Head Light .

If you want to see all three lighthouses without a car, the best option is to hop on a boat tour, which departs right from downtown Portland. The Lighthouse Lovers Cruise tour is 60 minutes long, and passes by all of Portland’s lighthouses:

2. Walk The Streets Of Charming Old Port

Portland’s most photogenic area is definitely Old Port, and you’ll want to be sure to spend at least a few hours exploring the charming streets of this neighborhood. As the city’s oldest and most historic area, it also perfectly balances old-world charm and the city’s rich maritime legacy.

Many of the restaurants and boutiques in this neighborhood are housed in historic warehouse buildings, and you’ll find hidden alleyways along the harbor with bobbing fishing boats and lobster traps for an authentic New England experience. 

3. Take A Boat Tour Of Casco Bay

visit portland maine in october

One of the best ways to enjoy Portland is by taking in views of the city by boat, which also offers opportunities to see the surrounding Casco Bay. 

There are a few fantastic tours that depart right from Old Port, and one of the best ones is this Harbor Lights and Sites tour, which passes by the lighthouses, and the islands around Casco Bay:

A memorable boat tour to take in Portland is this 2-hour Tall Ship Cruise around the bay. Your guides on this tour will help you spot seals and other wildlife in the water, and you’ll also have the opportunity to learn how to sail and hoist the sails if you’re up for it. Sailing vacations are full of benefits , so give it a try!

If you’re visiting between November and April, most boat tour companies are closed for the season, but you can hop aboard the Casco Bay Island Ferry, which is one of the best things to do in Portland, Maine in the winter . The Casco Bay ferry line is also very affordable, so if other tours aren’t in your budget, this is a great option. 

Visitors are welcome to hop aboard just to cruise around, and round-trip fares start at around $8.  

4. Take A Food Tour

Portland is one of New England’s most exciting culinary destinations, and it can be overwhelming to decide where to eat. To help you hone in on the best places to start and get a taste of New England cuisine, definitely consider booking a food tour of the city.

The Old Port Culinary Walking Tou r takes you through some of the best parts of the neighborhood and stops at up to 7 eateries along the way to sample a variety of foods. 

Craving something a bit sweeter? You’ll want to book an Old Port Donut Walking Tour! This tour allows you to skip the line at Portland’s most famous donut shop, The Holy Donut, and also sample donuts at two other locations. 

5. Eat Fresh Seafood

After your food tour, you’ll want to have a plan in place for getting some fresh seafood during the rest of your trip. New England is famous for lobster rolls, clam chowder, oysters, and so much more, and Portland is home to some of the most incredible seafood restaurants in the region!

For a more upscale seafood meal, you’ll want to make a reservation at Scales. Located in Old Port, they have a great raw bar here, and serve up local clams and mussels. Eventide is also an excellent seafood restaurant for a sit-down dinner, and they serve wonderful local oysters.

For the perfect Maine-style lobster roll and great water views, head to Luke’s Lobster at the pier.

6. Visit The Breweries

Not only does Portland have an exciting culinary destination, but its craft brewery scene is equally as great. The city is home to over 60 craft breweries as of 2023, and each one brews amazing beer to try, with a big focus on New England IPAs.

One of the most well-known breweries to check out is Allagash. Known for their ales, and also for having probably the best outdoor beer garden in the city, this is a great one to check out for a fun atmosphere. 

One of the best breweries in Portland, Maine to visit is Bissell Brothers, which is known for its IPAs. One particular double IPA they make that’s more than worth ordering is Swish, which is one of the top-rated beers in the city. 

For more great brewery experiences, also check out Lone Pine, Foundation, and Austin Street. But really, most breweries in Portland are pretty great, so it’s hard to pick a bad one. 

7. Walk The Eastern Promenade Trail

Inside the Eastern Promenade Park, which is a beautiful 73-acre nature area in the city, you’ll want to check out the Eastern Promenade Trail. This paved pedestrian and bike path is just over 2 miles long and allows you to enjoy coastal views the entire way. 

The trail is an easy and relaxing walk, with very little incline, so it’s perfect to do year-round and is especially great with kids. The best place to start is at Fort Allen Park, which is just about a mile from Old Port, allowing you to see parts of this area on your way.

8. Enjoy The Views From The Portland Observatory

As the only surviving marine signal station left in the U.S., the Portland Observatory is a great landmark to visit that offers both history and wonderful views of the city. 

A National Historic Landmark, the Portland Observatory was built in the early 1800s so boats could be seen coming into the harbor, and it was an integral part of the harbor’s efficiency until the 1920s when two-way radio signals were available.

Now, the tower is open seasonally to the public, and guided tours are given of the building, including the top observation floor, which is where you’ll get incredible views of the city and harbor. 

9. Spend The Day On Peaks Island

One of the stops you can make while riding the Casco Bay Island Ferry line is Peaks Island, which is one of the best things to do in Portland, Maine. Peaks Island is just a short 17-minute ferry ride from the city and makes for a wonderful day trip.

Peaks Island spans only about 4 miles, so it’s very easy to explore at a relaxed pace. Once you get off the ferry, you’ll have options to rent a bike or golf cart to explore the island, and both are very fun options! Even though the island is small, it’s best explored with a bike or golf cart, so have a plan in place when you arrive.

For things to do on the island, check out the Umbrella Cover Museum, stroll through the quaint downtown, explore the beaches, grab a famous cinnamon roll from Peaks Café, and take in the views from Picnic Point. 

10. Visit Victoria Mansion

Perfect for those interested in art, history, and architecture, Victoria Mansion is a landmark in Portland to have on your radar. A stunning example of 19th-century architecture, the Mansion is open seasonally for tours. 

Inside, you’ll find opulent period furnishings and a glimpse into what life was like when it was first built in the mid-1800s. It’s said that Victoria Mansion is a one-of-a-kind estate, which makes it special to experience in person. 

11. Find Your Favorite Whoopie Pie

Maine is famous for its whoopie pies, and once you arrive, you’ll see these delicious little treats in bakeries and cafés all over. During your visit, one of the best things to do in Portland is find your favorite whoopie pie, as the city is home to some of the best in the state. 

A fantastic bakery to check out during your visit is Two Fat Cats, which serves up not just a wonderful whoopie pie, but also delicious cookies, brownies, pies, and so much more. They also typically have seasonal whoopie pie flavors on their menu, including lemon zucchini and wild blueberry, pumpkin, and strawberry. 

12. Sip On Creative Cocktails

While Portland is known for its exciting brewery scene, it’s also home to some amazing bars that serve specialty cocktails worth seeking out. If you’re not a beer person, you’ll want to have these places on your radar.

visit portland maine in october

One in particular that’s especially perfect to visit is Batson River, which is a brewery, distillery, and restaurant all in one. With a unique atmosphere that’s definitely Instagram-worthy, and creative drinks on their menu, it’ll be hard to decide what to order once you arrive. 

Blyth & Burrows is also an impressive place for cocktails. Serving small plates, as well as creative drinks that look as good as they taste, you may want to come back here twice during your trip.

13. Enjoy The Portland Museum Of Art

The Portland Museum of Art is the largest and oldest public art institute in Maine and is worthy of being on any art lover’s itinerary. 

The walls are filled with over 18,000 pieces of art, and you’ll find works by Andy Warhol, Monet, Jackson Pollock, and Renoir. 

If you’re traveling on a budget, the museum is free to all visitors on Friday nights from 4-8 p.m. 

14. Ride The Maine Narrow Gauge Railroad

One of the most fun things to do in Portland, Maine is take a ride on the Maine Narrow Gauge Railroad. Hop aboard historic steam and diesel trains, and ride along the coast with views of Casco Bay. 

Each ride on the railroad includes interesting history and narration, and you’ll learn why Maine installed a system of these unique 2-foot wide gauges that were a first in North America. 

For an even more unique experience, you can book a special seasonal ride, which is offered throughout the year. In the summer, ice cream train nights are available, with pumpkin rides in the fall , and a festive Polar Express Christmas train during the holidays. 

15. Experience The Magical Christmas Festivities

New England in general really knows how to celebrate the holiday season, and Portland is no exception! If you happen to visit in December, there are so many wonderful festivities to enjoy that’ll definitely put you in the holiday spirit.

The Portland Parade of Lights is an especially fun one to experience, where you can enjoy watching a parade of boats sail across the harbor, each featuring its own unique display of Christmas lights. 

Portland also has a few Christmas trees to see, and you can typically attend lighting ceremonies the weekend after Thanksgiving. The Old Port tree is one of the best in the city to see, and the lobster trap tree by Luke’s is sure to put a smile on your face. 

Best Time Of Year To Visit Portland, Maine

visit portland maine in october

Portland is truly a wonderful city year-round, but there are definitely some things to know when deciding on the time of year to visit. 

Peak season in Portland is June through September, and this is when hotel prices will be at their highest, and when you’ll experience the most crowds. The trade-off is you get some of the best weather the city will experience, with long warm days, and fewer chances of rain.

Portland, Maine in October  is also a wonderful time to visit, as you’ll start to see hotel prices drop, and the crowds will begin to thin out. You’ll also get to enjoy fall foliage around the city and experience cooler weather. October is typically the last month that boat tour companies will be open, so this is also your last chance to book any sailing or boat tours around Casco Bay.

If you’re visiting on a budget, consider visiting Portland, Maine in November , or the winter months after the holidays are over. Hotel prices in November are even lower than in October, but the weather isn’t quite as cold as the winter season, making this an underrated time to visit.

In the winter season, Portland makes for a cozy getaway that’s filled with great food, museums, and brisk walks along the coast. Portland doesn’t get as much snow as the northern parts of Maine, so it’s still easy to visit this time of the year.

How To Get To Portland, Maine

The closest airport is Portland International Jetport Airport, which is only about 10 minutes outside the city. For more flight options, you can also fly into Boston Logan International Airport, and drive about 2 hours to Portland.

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visit portland maine in october

How To Get Around Portland, Maine

Downtown Portland is easy to navigate without a car, so if you’re planning to only visit the city, a car won’t be necessary. If you’re planning to visit Portland as part of a larger trip around Maine or New England, you’ll want to have a car with you and look for hotels with parking areas on-site. 

Portland has lots of public transportation available to get around, including buses, trains, and ride-share services like Uber and Lyft. But really, most of the city is pretty walkable.

The only time a car will come in handy is when you plan to visit the lighthouses in South Portland. For this, it may be worthwhile to pick up a Zip Car, which is parked all over the city and easy to find. Alternatively, you can book a lighthouse tour so you don’t have to worry about getting a car.

visit portland maine in october

Now that you have the inside scoop on all the best things to do in Portland, Maine, you’re ready to plan the perfect coastal city escape!

With so many fun things to do, the hard part is choosing how to see it all during your trip. Whether you’re hoping to tour all the lighthouses and enjoy a lobster roll (or two!) along the way, or you’re excited to shop in Old Port and sip on craft brews, one thing’s for sure – you’ll have such a memorable trip to Maine after your time in Portland.

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Sam runs New England Wanderlust

visit portland maine in october

Roaming the Americas

Best Time to Visit Maine [MONTH-BY-MONTH GUIDE]

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Naomi Liz grew up in Maine and has explored many corners of the state–from its iconic places to lesser-known gems. With her breadth of experience and a deep understanding of Maine culture and places, Naomi is a trusted source for insider Maine travel advice . She offers firsthand insights from a lifetime of loving and exploring Maine to help you plan memorable adventures in the Pine Tree State.

Note: Some of the links in this post may be affiliate links. This means if you click on the link and purchase the item, I will receive a commission at no additional cost to you. More details are  here .

When you’re planning a trip to Vacationland –dreaming of overflowing lobster rolls, lighthouses dotting a rocky coastline, countryside covered bridges, and going moose spotting in the woods– you want to be sure you’re picking the best time of year to visit . I grew up with Maine as my backyard, and I can tell you that your visions of how spectacular it can be are entirely accurate.

Now that I no longer live in Maine, I have limited time that I get to spend there each year. So like you, I try to plan my trips around the absolute best time to visit Maine. Each season has its merits, of course, but there are some months that are typically not very pleasant and others that can usually be counted on.

In this post, I’m going to share highlights of each of the four seasons in Maine, downsides of visiting during that season, as well as additional details for each month. It’s important to note that Maine is a big state with varied elevation, so temperatures and weather can be quite different throughout the state. That’s why I’ve included average temperatures and snowfall* for each month for six locations around the state (head to the bottom of the post to see these towns on a map).

Got a trip to Maine on your bucket list?  Pin this post to your travel board  on Pinterest to keep it bookmarked!

What is the best time of year to visit maine, visiting maine in the winter.

With a strong possibility of snow during a third of the year, Mainers know how to have fun in the winter. (Or…they at least know how to survive it without going crazy. The viral Facebook post from the Bangor Police Department even shows that they can laugh about it, although maybe they’re laughing because winter has finally pushed them over the edge.)

BEST FOR:   Winter can be a great time to visit for travelers who love cold weather sports or those who want to skip the summer crowds. There are two large ski resorts in western Maine, plus plenty of opportunities for snowmobiling (with 14,000 miles of groomed snowmobile trails), snowshoeing, ice fishing, cross-country skiing, and even dog sledding.

Head west and north for winter sports, stay in Portland for a little city life, or go to Acadia National Park or elsewhere on the coast for a serene winter getaway (read below for a note of caution).

>> Check out Maine Huts & Trails for sustainable, off-the-grid huts that you can snowshoe or ski to in western Maine. <<

WATCH OUT FOR:   One thing to keep in mind when visiting Maine in the winter is that many small businesses in touristy areas (like Acadia National Park and the southern beaches) are seasonal , so you won’t find as many dining or lodging options between November and May. I recommend a little extra research and checking directly with businesses you’d like to visit.

What about driving in the snow? Unless you’re driving  during a snowstorm, you don’t have much to worry about with road conditions, though a vehicle with snow tires and AWD or 4WD is useful. The roads are kept well-plowed, and they do so quickly during and after a storm. If you’re concerned, you can find out about current road conditions here . It’s always a good idea to have plenty of gas, blankets, flashlights, and other emergency supplies in case you break down. I also recommend keeping your windshield washer fluid full because the roads are treated with sand, not just salt, and your windshield will get dirty  fast . Also, watch out for orange flags or signs on the sides of back roads that indicate frost heaves–you might otherwise be taken by surprise at what seems like a randomly placed speed bump!

December can be hit or miss with snow, so a white Christmas isn’t a guarantee. However, skiing opens at Sugarloaf and Sunday River in November, so you should be able to catch some snow on the mountain if you’re planning a ski vacation.

December Events in Maine

  • Christmas Prelude in Kennebunkport
  • Gardens Aglow light show at Coastal Maine Botanical Gardens

Average Temperature High / Low

  • Bangor, Maine:  34 / 15° F
  • Bar Harbor, Maine (Acadia National Park): 37 / 21° F
  • Jackman, Maine: 27 / 10° F
  • Millinocket, Maine (Baxter State Park): 29 / 11° F
  • Portland, Maine: 37 / 20° F
  • Rangeley, Maine: 28 / 9° F

Average Snowfall (Inches)

  • Bangor, Maine: 14″
  • Bar Harbor, Maine (Acadia National Park): 15″
  • Jackman, Maine: 25″
  • Portland, Maine: 13″
  • Rangeley, Maine: 30″

January and February are the “dead of winter” months that bring a lot of snow and, often, bitter cold. Winter festivals abound, and there are a lot of opportunities to get outside and enjoy the winter stillness. Come prepared for cold (or plan to stop at L.L. Bean), and you should have a great time.

January Events in Maine

  • Tri-State Reciprocal Snowmobile Weekend is a weekend in January that allows snowmobilers to cross borders between Maine, New Hampshire, and Vermont to explore the trails across those New England states.
  • Snodeo in Rangeley
  • Bangor, Maine:  27 / 7° F
  • Bar Harbor, Maine (Acadia National Park): 31 / 14° F
  • Jackman, Maine: 22 / 0° F
  • Millinocket, Maine (Baxter State Park): 23 / 2° F
  • Portland, Maine: 31 / 13° F
  • Rangeley, Maine: 22 / -1° F
  • Bangor, Maine: 19″
  • Bar Harbor, Maine (Acadia National Park): 17″
  • Jackman, Maine: 23″
  • Portland, Maine: 19″
  • Rangeley, Maine: 25″

>> Related: 101 Unforgettable Things to Do in Maine  <<

February is “snow month” in Maine, but like January, it can still bring bitter cold. One thing to note is that school vacations fall during mid-February, so you may see more locals out and about depending on what you’re doing.

February Events in Maine

  • Great Maine Outdoor Weekend hosts outdoor activities across the state twice per year (and they’ve recently extended it to be longer than a weekend!)
  • Moosehead Lake Snofest
  • U.S. National Toboggan Championships in Camden
  • Longfellow Days in Brunswick
  • Bangor, Maine:  31 / 10° F
  • Bar Harbor, Maine (Acadia National Park): 35 / 17° F
  • Jackman, Maine: 26 / 2° F
  • Millinocket, Maine (Baxter State Park): 27 / 4° F
  • Portland, Maine: 35 /16° F
  • Rangeley, Maine: 27 / 0° F
  • Bangor, Maine: 15″
  • Jackman, Maine: 22″
  • Portland, Maine: 12″
  • Rangeley, Maine: 23″

Oy, March in Maine can be a bear. I remember loathing March when I was a teenager, and I’ve confirmed with friends who still live in Maine that my memories of it being awful are accurate. Descriptions used by some of my friends for this awkward in-between month: blah, cold, wet, dead, icky, windy, and lasts forever. March and November are consistently voted as the worst months in Maine by Mainers.

Part of my disdain for March probably had to do with  living in Maine and the fact that I had been shivering for 4+ months by the time it rolled around and I JUST WANTED TO SEE SOMETHING GREEN ALREADY .

Visiting Maine in March may not be so bad, but it largely depends on when in March you go, what part of the state you visit (western and northern Maine are more likely to have snow than the coast), and the particular temperament of that year’s winter. Snow sports lovers enjoy the warmer temps (read: less extreme cold) combined with a decent chance of still having snow on the ground. It’s a lot more enjoyable to spend the day snowboarding if it’s not -20° F.

The end of March starts to get into mud season (read on in April for more). It’s also usually the month for maple tree tapping, although this can start as early as February and spill over into April.

So, in a nutshell: March in Maine is complicated and highly unpredictable.

March Events in Maine

  • Maine Restaurant Week is a great time to explore the culinary scene in Portland and southern Maine.
  • Maine Maple Sunday takes place on the fourth Sunday of March every year, and sugarhouses all over the state open their doors to offer samples, tours, demonstrations, and other activities to the public.
  • Bangor, Maine:  40 / 20° F
  • Bar Harbor, Maine (Acadia National Park): 42 / 25° F
  • Jackman, Maine: 35 / 11° F
  • Millinocket, Maine (Baxter State Park): 37 / 16° F
  • Portland, Maine: 42 / 25° F
  • Rangeley, Maine: 36 / 9° F
  • Bangor, Maine: 12″
  • Bar Harbor, Maine (Acadia National Park): 16″
  • Jackman, Maine: 19″

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Visiting maine in the spring.

There’s nothing like the feeling of starting to see green emerge after a long winter. And watching the mercury rise above the  50° Fahrenheit  mark is cause for breaking out the T-shirts from winter storage and driving around town with the windows rolled down.

That’s how Mainers feel about the spring months…but what about visiting Maine in the springtime?

BEST FOR:   While it’s not what I would consider the best time to go to Maine, the spring off-season brings the benefit of less crowds, bearable (albeit still cool) temperatures, and not as many bugs. It’s also a nice time to start seeing wildlife, such as whales, puffins, bald eagles, and moose, as well as the start of the fishing season.

WATCH OUT FOR:   Many small businesses in touristy areas (like Acadia National Park and the southern beaches) will still be closed in early spring, though they start to open up throughout April and May. By Memorial Day, things should be up and running for the summer season.

Spring and early summer is also known by locals as “construction season,” so be aware that this may make some travel more challenging or detract from your enjoyment.

Also, excessive amounts of mud.

Affectionately dubbed  “mud season” due to the ground (finally!) thawing and the snow melting, April in Maine is a slog to get through. River banks overflow and everything is brown (including the still-melting, 20-foot snow banks in grocery store parking lots).

Personally, I wouldn’t recommend visiting in April. However, one notable event that draws outdoor adventure lovers from all over the country to inland Maine is the Kenduskeag Stream Canoe Race. It’s the largest paddling event in New England and has been running for more than 50 years.

Coastal Maine will still be chilly but may be nicer than inland Maine at this time of year, especially late April, thanks to the tempering effect of the ocean. Some locals love late April through mid-May in Acadia National Park because spring is in the air, and there aren’t many visitors on the island yet.

April Events in Maine

  • Kenduskeag Stream Canoe Race (Bangor area)
  • Bangor, Maine:  53 / 32° F
  • Bar Harbor, Maine (Acadia National Park): 53 / 35° F
  • Jackman, Maine: 48 / 26° F
  • Millinocket, Maine (Baxter State Park): 49 / 30° F
  • Portland, Maine: 53 / 35° F
  • Rangeley, Maine: 49 / 25° F
  • Bangor, Maine: 4″
  • Bar Harbor, Maine (Acadia National Park): 5″
  • Jackman, Maine: 8″
  • Portland, Maine: 3″
  • Rangeley, Maine: 9″

May in Maine is the month that feels decidedly “spring” to me. Maybe it’s because I loved having flowering trees  twice  each year during college–starting in April in Pennsylvania, and then again in mid-May when I went home for the summer.

If you enjoy spring weather and want to beat the summer crowds, May can be a nice time to go to Maine. Keep in mind that black flies–which are like little gnats that bite–start to emerge during May.

May is also fiddlehead season! Fiddleheads are the still-rolled-up fronds of a baby fern that are harvested and cooked as a vegetable dish. They grow everywhere in the spring, and it’s a very  Maine   thing to pull over to the side of the road to pick some when you spot a good patch. Whether you go foraging for them yourself , or try a local chef’s take on this rustic delicacy, fiddleheads are a must for your spring trip to Maine!

May Events in Maine

  • Fiddlehead Foodie Fest (Portland area)
  • Bangor, Maine:  65 / 42° F
  • Bar Harbor, Maine (Acadia National Park): 65 / 44° F
  • Jackman, Maine: 62 / 38° F
  • Millinocket, Maine (Baxter State Park): 64 / 41° F
  • Portland, Maine: 64 / 44° F
  • Rangeley, Maine: 62 / 37° F

Visiting Maine in the Summer

Ahhh….summer. This is, without a doubt, my favorite time of year in Maine. The months of July and August are particularly wonderful–from strawberry shortcake on July 4th to wild blueberry season to gorgeous camping and hiking weather. Throw in a lobster bake while watching the sunset over a lake, listening to the call of loons floating across the water, and it’s all pretty spectacular.

BEST FOR:   Summers are typically warm and mild, though they do see some humidity as well as random cool spells. This makes a summer vacation in Maine perfect for anyone who wants to enjoy outdoor activities like hiking, camping, swimming, water skiing, biking, rafting, kayaking, or sailing.

All areas of Maine have pleasant weather in mid- to late summer, so if you don’t want to be holed up in the air conditioning all day, the Pine Tree State is a perfect summer getaway.

WATCH OUT FOR:   Popular coastal areas will inevitably be more crowded during the summer, and this is the time of year that you’ll come the closest to anything resembling a traffic jam in Maine.

Bugs are also a nuisance, but given that Maine doesn’t have terrifying sea or lake creatures, nor any poisonous critters, I don’t mind swatting away some mosquitoes and black flies. They’re less of a problem on the coast than inland, but it’s important to keep your tolerance level in mind.

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>> Here are some of my all-time favorite spots in Maine that are perfect for a summer visit! <<

June can be hit-or-miss with temperatures. You may get blessed with summery weather, but it can still be chilly at times and isn’t usually hot. Late June is the start of strawberry season, and there are some amazing growers throughout the state. And mid-June brings lupine season–a gorgeous display of pink and purple wildflowers across the state.

This month also welcomes two of the most loathed bugs: black flies and June bugs. In case you’re not acquainted with a June bug, it’s some kind of clumsy beetle (that’s the scientific classification, anyway). Their clumsiness puts them on par with moths—annoying critters that love to dive bomb you.

This writer puts it best: “Surely the serenity of the first month of summer merits a harbinger of refinement and delicacy. Instead, it is proclaimed by June bugs — boisterous, rowdy blunderers that bang on the screens, thump at the doors, and whirl around porch lights as though intoxicated by the import of their message.” (Vincent G. Dethier from  New England Today Living )

Despite the June bugs and black flies, June can still be a nice time to visit Maine before the heavy vacation season hits in July and August. However, it’s not my top pick weather-wise.

June Events in Maine

  • Old Port Festival  kicks off the summer in Portland
  • Acadia Birding Festival
  • Bangor, Maine:  74 / 52° F
  • Bar Harbor, Maine (Acadia National Park): 74 / 54° F
  • Jackman, Maine: 71 / 49° F
  • Millinocket, Maine (Baxter State Park): 73 / 52° F
  • Portland, Maine: 73 / 54° F
  • Rangeley, Maine: 71 / 47° F

July is a popular month for travel in Maine, and it’s a great time to head to the beach or do anything outside. It’s usually warm, sometimes hot and humid, and sometimes chilly. Even during the hottest months in Maine, I recommend packing a sweatshirt and being prepared for temperature changes.

Strawberry season usually lasts into the beginning of July, which means delicious, in-season strawberry shortcake on July 4th. (Seriously, try it. You will not regret your decision.) July is also the start of raspberry and blackberry season, both of which you might find growing wild.

July Events in Maine

  • Clam Festival in Yarmouth
  • Thoreau-Wabanaki Trail Festival in Greenville
  • Bangor, Maine:  79 / 58° F
  • Bar Harbor, Maine (Acadia National Park): 79 / 59° F
  • Jackman, Maine: 76 / 53° F
  • Millinocket, Maine (Baxter State Park): 78 / 57° F
  • Portland, Maine: 79 / 59° F
  • Rangeley, Maine: 76 / 52° F

August brings generally warm weather in Maine, but it tends to not be quite as humid or rainy as July. It’s also the most popular month for tourism on the coast, which means expensive rates and booked out accommodations. This is the conundrum of traveling to Maine in the summer. It’s amazing, and everyone knows it –so it’s crowded.

Early August is wild blueberry season, and please believe me when I tell you that you haven’t had a blueberry until you’ve had a wild blueberry. I recommend eating them with abandon. (Note that some places, for some strange reason, serve high-bush blueberries, so be sure that what you’re getting are  wild Maine blueberries .)

>> Wondering what to pack for Maine in August? Head here for my Maine summer packing guide ! <<

August Events in Maine

  • Maine Lobster Festival in Rockland
  • Wild Blueberry Festival in Machias
  • Bangor, Maine:  78 / 56° F
  • Bar Harbor, Maine (Acadia National Park): 78 / 59° F
  • Jackman, Maine: 75 / 51° F
  • Millinocket, Maine (Baxter State Park): 77 / 55° F
  • Portland, Maine: 78 / 58° F
  • Rangeley, Maine: 74 / 50° F

Visiting Maine in the Fall

Experiencing a New England fall is a bucket list item for many people–for good reason. Whether taking a leisurely drive along a scenic byway, enjoying sweeping views of Maine’s wilderness from a mountain summit, or leaf peeping from a plane, fall is an amazing time to visit Maine.

BEST FOR:   Of course, leaf peepers love the gorgeous display of colors in late September and October across the state. But fall colors aren’t the only reason to visit Maine in autumn. Even as the air starts to get cooler, it’s still a lovely time to enjoy outdoor activities like hiking, camping, biking, or whitewater rafting.

Fall is a great time to visit if you enjoy the outdoors. All areas of Maine are lovely at this time of year, but keep in mind that foliage peaks at very different times around the state. This site has some some general guidelines for the best fall colors based on region, as well as a helpful fall foliage map .

WATCH OUT FOR:   Later in the fall season, seasonal businesses in tourist-heavy locations will begin to close for the winter. October and November can bring a bit more rainfall than the summer months as well.

For many locals, the weeks after Labor Day but before fall foliage are prime–kids have gone back to school, the warm weather often lingers, and most of the summer’s humidity has dissipated. Later in the month, the air starts to get crisp and chilly. It also brings apple season, and there’s simply nothing like fresh, cold apple cider on a fall day!

Some Mainers say September is the perfect month to visit Maine. But remember that if you’re looking for fall foliage, you probably won’t catch it just yet unless you head far north.

September Events in Maine

  • Seaplane Fly-In on Moosehead Lake
  • Acadia Night Sky Festival in Bar Harbor
  • Common Ground Country Fair in Unity
  • Bangor, Maine:  70 / 48° F
  • Bar Harbor, Maine (Acadia National Park): 71 / 52° F
  • Jackman, Maine: 67 / 43° F
  • Millinocket, Maine (Baxter State Park): 67 / 46° F
  • Portland, Maine: 70 / 50° F
  • Rangeley, Maine: 67 / 43° F

October is the month for leaf peeping in Maine! Keep in mind that some areas and higher elevations may reach peak color in late September, but many parts of Maine are best in early to mid-October.

October Events in Maine

  • Harvest on the Harbor – Maine’s annual food and drink festival in Portland
  • Bangor, Maine:  58 / 37° F
  • Bar Harbor, Maine (Acadia National Park): 59 / 42° F
  • Jackman, Maine: 53 / 32° F
  • Millinocket, Maine (Baxter State Park): 54 / 34° F
  • Portland, Maine: 59 / 39° F
  • Rangeley, Maine: 53 / 32° F
  • Jackman, Maine: 2″
  • Rangeley, Maine: 2″

November is another oddball month (like April) that’s not  really fall but not quite winter. It’s definitely an awkward in-between month that tends to be brown and dreary because the leaves are generally gone and there isn’t typically snow because the deep winter cold hasn’t set in yet. While it’s not a top pick, you may consider early November in southern or coastal Maine if you’re not coming from far away and just looking for an inexpensive weekend getaway.

  • Bangor, Maine:  45 / 29° F
  • Bar Harbor, Maine (Acadia National Park): 48 / 33° F
  • Jackman, Maine: 40 / 24° F
  • Millinocket, Maine (Baxter State Park): 42 / 26° F
  • Portland, Maine: 48 / 31° F
  • Rangeley, Maine: 40 / 23° F
  • Bangor, Maine: 2″
  • Bar Harbor, Maine (Acadia National Park): 3″
  • Jackman, Maine: 9″
  • Portland, Maine: 2″
  • Rangeley, Maine: 10″

So, When Should I Go to Maine For…

As you can see, the best time to visit Maine really  depends on what you want to do and what part of the state you visit. I’m going to sum things up with a few ideas of when (and where) to visit based on activity. 

If you can’t choose between mountains and ocean views, head to Acadia National Park from July through October for great coastal hikes. Prefer a more mountainous landscape? Central and western Maine have you covered: try Mount Katahdin (Maine’s highest peak), the Bigelow Range, or the Moosehead Pinnacle Pursuit. The best hiking weather is from July through October.

Whitewater Rafting

When it comes to rafting in Maine, thrill seekers won’t be disappointed. There are several rivers to choose from: Dead River, Kennebec River, and Penobscot River. They are all dam-controlled, which means you’ll have guaranteed water flow throughout the rafting season. The Kennebec has Class 2-4 rapids and daily releases from May-October. Four of those are high water releases of 8,000 CFS. The Dead River has eight releases each season during May-October and Class 3-5 rapids. The Penobscot also has daily releases from late May-September and Class 3-5 rapids.

For the most exciting rapids, go in May and June to catch the spring runoff. For warmer weather, July and August are usually great (go during the week if you want to miss the party crowd). And for fall foliage and fewer crowds, September and October are ideal.

Leaf Peeping

Maine puts on a pretty spectacular display of color in the fall. So when do the leaves change in Maine? The northern part of the state sees peak fall color in late September and early October. In central and western Maine, leaves are changing during the second and third weeks of October. And on the coast, peak fall color is generally the third week of October.  This site has some some general guidelines for the best fall colors based on region, and you can find a Maine fall foliage map here .

Whale Watching

Admittedly, I have mixed feelings about whale watching in Maine…mostly because my experience as a kid involved an underwhelming amount of marine life and enough motion sickness to warrant my grandfather’s teasing about feeding the fish. (Thankfully, I didn’t get that sick–and it’s probably about time that I give whale watching another chance.)

For many visitors to coastal Maine, whale watching is as much a part of a summer vacation as a fresh lobster roll on the docks. Maine has a lot of coastline and its ocean waters are host to many types of whales–Humpbacks, Finbacks, Minkes, and more. While the whale watching season runs from mid-April/May – October, the best time for whale watching in Maine is during June, July, and August . You might also spot some North Atlantic Puffins in mid-June through August.

>> Want to enjoy the coast without all the crowds? Check out these 12 under-the-radar spots in Acadia and Down East Maine ! <<

Of course, the question on many people’s mind is: What’s the best time to go to Maine for lobster?

First, it’s important to understand the difference between soft shell and hard shell lobster . Hard shell lobster are firm and have lots of meat per lobster. As the weather warms, they shed this shell as they outgrow it, and their new shell is soft and spacious–meaning these soft shell lobsters have less meat per lobster. Soft shell are considered a delicacy and the meat itself is sweeter and more tender than hard shell. As the lobster continues to grow, its shell hardens over time and the molting process continues.

Another difference between soft shell and hard shell lobsters: when cracking open a whole lobster, you’ll  definitely need nutcrackers for hard shell, while soft shell can often be given a little crack and split open with your hands.

So is there a lobster season in Maine?

While lobster can be harvested year round off Maine’s coast , harsh weather and migration farther off shore make the winter months of late December through March difficult–limiting the supply and increasing the price. Late spring is a bit better, with “lobster season” starting to kick off. During May, the demand isn’t very high since summer tourists haven’t arrived, so you’ll find good prices on hard shell lobster.

In the summer, the lobster move closer to shore and begin to shed their shells. This is when most of us (myself included) think of indulging in a perfectly sweet lobster roll or having a lobster bake. Starting in July through early fall, soft shell lobster are plentiful, while hard shell are more expensive.

By late September through late November or early December, the hard shell supply is excellent and there’s less demand from tourists, so prices are still pretty good before winter really sets in.

With all this in mind, the best time to visit Maine for lobster is July – September , as you’ll be able to get plenty of delicate soft shell lobster, and you can still get hard shell if that’s what you prefer.

*Source for average temperature and snowfall: USclimatedata.com

What’s top on your list of things you’d like to see in Maine? When would you most like to visit? Let me know in the comments!

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Travel Photographer | FAA Certified Drone Pilot

Naomi is the coffee-loving, crazy-about-Latin-America writer and photographer behind everything here. She's guided by curiosity and a belief that every place has a story to tell–whether it’s through the intricate details of nature, history that has shaped a culture, or the people who call a place home. Learn More

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24 best things to do in portland, maine during the fall.

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Visiting Portland, Maine in the fall is something everyone should do at least once. This city already has a special kind of charm to it, but that gets taken to a whole new level when autumn begins.

This list of things to do in Portland in the fall will help you plan your next trip to the area. Trust us, you’ll be quite happy with what you find!

1. Experience Oktoberfest

Beer lovers rejoice! Portland’s annual Oktoberfest is a huge event that attracts crowds from around the country. It’s a celebration of all things beer and German culture.

It occurs in September, and a ticket to the event gives you access to over a hundred craft brews and ciders. It’s a great way to taste what some of Maine’s finest brewers create.

But Oktoberfest is about more than beer. You can also get your fill of great food, enjoy live music, and more.

2. Get Your Last Lobster Of The Season

A lobster roll in Portland, Maine

Portland, Maine is home to some of the finest lobsters around! The city is the state’s culinary hub, and your trip to this great city is not complete without a taste of lobster.

Technically, fishermen harvest lobster throughout the year. However, they catch in smaller quantities once the winter season rolls around. As a result, fall is one of the last times you can get lobster before the peek season ends.

There’s no shortage of restaurants serving lobster in Portland during the fall months. Best of all, you can get it how you want! Get the steamed lobster with all the fixings, or try something unique, like lobster chowder, rolls, or fritters. Either way, you won’t regret it!

3. Donuts & Cider

Donuts you can get in Portland, Maine

Nothing says fall in Portland, Maine more than a warm donut and flavorful cider. You can get these treats year-round. However, there’s something special about what brewers and bakers make during autumn.

Fall is when mouth-watering flavors like pumpkin spice and caramel apple come out in full force! Visit one of the many donut shops to get your fill, and set up shop outside while you appreciate the beauty of the changing leaves.

There are plenty of places to get donuts and cider. One popular spot in Portland is The Holy Donut. With so many seasonal flavors to choose from, you’re sure to feel the fall spirit.

4. Visit A Haunted House

Like other cities in Maine, Portland has a rich history. Countless historic buildings continue to stand over a hundred years after their construction. They’re a relic of the past, and many legends come with a history like that!

Portland is a popular destination for ghost hunters looking to experience something paranormal. You can visit a haunted house or tour multiple haunted locations in one trip.

In Portland, there are a few standout haunted locations that are especially spooky in the fall. The most well-known is the McLellan-Sweat house on High Street. It’s said to be haunted by both a man and a woman. It currently serves as a museum.

5. Take A Walk In The Fore River Sanctuary

Fore River Sanctuary is a beautiful escape not too far outside the city center. It’s a haven for the people of Portland and well worth the visit.

There are a total of 5.6 miles of hiking trails, making it a great outdoor activity in the fall. It’s your chance to surround yourself with the beauty of nature and feel those freshly fallen leaves crunch under your feet. The scenery is breathtaking, and the sanctuary is a nice reprieve from the hustle and bustle of Portland.

There’s plenty to see at Fore River Sanctuary, but one of its most popular stops is Jewell Falls. It’s Portland’s only natural waterfall.

6. Visit The Pumpkin Patch By The Sea

Here’s an activity you can do with the entire family. Pumpkin Patch by the Sea is an annual fall event that occurs at Alewive’s Brook Farm. It’s just outside of Portland to the south in Cape Elizabeth.

Pumpkin Patch by the Sea is a festive event where you can pick your own pumpkins. Find the perfect gourd for carving, or pick a few up for homemade recipes.

Of course, there are plenty of things to do beyond pumpkin picking. Kids can participate in many games and activities. It’s a family-friendly location with plenty to do, making it a great day getaway.

7. Check Out Happy Trolleyween At Seashore

The Happy Trolleyween event is a must-see! It’s an annual celebration that occurs in Kennebunkport. Kennebunkport is about a half-hour drive from Portland, making it an easy stop on your trip.

Happy Trolleyween takes place at the Seashore Trolley Museum. This museum is a great destination to learn about mass transit vehicles. But during the fall, Happy Trolleyween turns the museum into a place for trick-or-treating.

You’re encouraged to come in full Halloween costume! Kids can get their fill of candy from the trick-or-treat stalls. There are also fun activities like the ghost treasure hunt.

8. Participate In The Halloween Bar Crawl

Fall is also known as the spooky season, and there’s no better place to enjoy it than in Portland, Maine. While kids have many fun things to do, this activity is exclusive to adults!

During the Halloween Bar Crawl, adults roam the city in full costume. Dress up for plenty of photos while you visit five or more bars in the area.

Many bars participate in the crawl. With a ticket, you’re entitled to two drinks or shots.

It’s a great way to have fun, meet other people, and see what some of the finest bars in Portland have to offer.

9. Go On A Food Tour

If you’re more of a foodie than a beer connoisseur, you can take a food tour. Portland does a three-hour food tour that lets you enjoy some of the best cuisines in the state! It’s a seasonal event with tickets selling out fast, so make sure to book your spot as soon as you know you’re visiting the area.

The tour is for people 21 and over because it does include craft beers and cocktails. You’ll visit many restaurants, bakeries, and eateries during the tour. You’ll try local produce, dishes, desserts, and drinks made by talented artisans.

10. Visit The Farmers’ Market

The Portland Farmers' Market in Maine during the fall months

Portland’s Farmers’ Market is a place to immerse yourself in this city’s culture. The farmers’ market is a tradition that dates back to 1768. It’s still going strong, and it’s more popular than ever.

The Market opens every Wednesday and Saturday during the fall. It’s open until mid-November, giving you plenty of time to see what it’s all about.

Taste locally-grown produce, get a bite to eat, and see what some of the vendors have on offer. Most vendors accept credit cards, so you can leave the cash behind. Shop to your heart’s content and get a taste of Portland like never before.

11. Pick Some Apples

Apple orchards which are popular places to visit in Portland, Maine in October

Here’s another popular thing to do in Portland, Maine during the fall. The city’s mild climate makes it perfect for these fruit trees. The trees produce mountains of fruit that you can take home every fall. Apple season usually lasts from mid-August to November.

There are several apple orchards in Portland. One of the most popular is Sweetser Orchard. The pick-your-own activity is a hit among locals, and it attracts people from outside Maine thanks to its sweet fruits and even sweeter desserts.

When you’re done picking, you can get a carton of fall cider or explore the shop to buy locally-made goods like honey, preserves, and more.

12. Brave The Trail Of Terror Haunted House

We already know that Portland, ME is renowned for its haunted houses and spooky surroundings during the fall. Well, some establishments take those spooky vibes to new heights. If you visit Portland in the fall and need something to do, you can stop by the Aquaboggan Water Park in Saco.

It’s about a 20-minute drive away from Portland’s city center. During the day, it’s a great way to beat the heat and have fun. But come nightfall, you can get a ticket for the Trail of Terror.

The event is for adults only. As you make your way through the trail, you’ll see ghosts and plenty of frights. The theme changes every year, so you never know what you’ll get until you step foot in the park!

13. Experience The Beauty Of Acadia National Park

Acadia National Park in the fall

We can’t talk about Portland in the fall (or in general) without touching on Acadia National Park.

The park is about three hours outside Portland, but the drive is well worth it. Acadia is breathtaking in every sense of the word. It’s a beauty year-round, but the fall season causes the trees to change into a sea of gold, yellow, and red.

If you want authentic autumn vibes, this is the place to get it. You can hike through the many miles of trails to surround yourself with nature. Don’t forget to stop by some of the most popular sites like Bubble Rock, Eagle Lake Overview, and more.

14. Go To A Drive-In Theater

Drive-in theaters are hard to find these days. They’re like a relic of the past, giving people a sense of nostalgia. Instead of dreaming of days gone by, you can enjoy a flick at a theater that still stands today.

When you visit a drive-in theater, you can enjoy a movie in the comfort of your own car. The audio connects to your vehicle’s radio. Sit back, relax, and enjoy a movie with your family in private.

Don’t worry. There are also snack stands to get your fill of iconic movie grub! One of the best drive-in theaters in Portland is Prides Corner Drive-In.

15. Go For A Stroll In The Eastern Promenade

The Eastern Promenade in Portland

Eastern Promenade is one of Portland’s best-hidden gems, and we highly recommend visiting it in the fall. It’s in the East End and within walking distance of the Portland Observatory.

The promenade is a gorgeous and relaxing place to take a stroll. You can view the autumn-colored trees and take in the view from the harbor. Try visiting at sunset or sunrise.

The view of the harbor and the many sailboats floating on the water is a sight to behold.

16. The Old Port Historic Walking Tour

Old Port

If you’re new to Portland, the Old Port Historic Walking Tour is a great way to get acquainted with the city. Portland, Maine has over 200 years of history to absorb. This two-hour tour will give you the lowdown and help you discover new things about this great city.

The tour takes you to some of Portland’s best sites. Walk down the old cobblestone streets of Commercial Street to learn about the early years of Portland. Then, you can learn about the city’s African American history at Eastern Cemetery.

There’s a lot to learn, and the tour gives you an easy and interactive way to see what Portland is all about.

17. Go Whale Watching

Whale watching off the coast of Portland, Maine

Being so close to the ocean, Portland is a fantastic place to go whale-watching. The prime whale-watching season runs from May to the end of October. So if you’re in the city during the fall you still have plenty of time to get a glimpse of these majestic creatures.

Consider booking a whale-watching tour with companies like Odyssey Tours. Hop onto a comfortable sea vessel as you make your way out of the harbor and into whale territory. While sightings aren’t guaranteed, there’s a good chance that you’ll see these giants breaching or flipping their tails on the surface.

18. Try Some Fall-Themed Craft Beer

Craft beer you can try in the fall in Portland, ME

Portland, ME is home to many top-notch breweries. When fall rolls around, seasonal flavors come out in full force!

Fall-themed beers are a delight, mixing iconic flavors like apple cider and pumpkin spice with the refreshing draw of expertly brewed beer.

There’s no shortage of breweries to try during your visit. Try stopping at Urban Farm, Goodfire Brewing Company, or one of the many other breweries to get a taste of fall.

19. Loon’s Haven Family Campground Halloween Weekend

Loon’s Haven is a popular campground outside of Portland. It’s about an hour to the northwest of Portland’s city center. Many families visit the campground every year.

During the fall, Loon’s Haven throws a Halloween weekend event. During that time, kids and adults can dress up while participating in many themed activities.

Play games, decorate your camping site for a prize, and more.

20. Visit Some Lighthouses

A lighthouse in Portland, Maine in October

Another iconic part of Portland’s heritage is the lighthouses. As a port town, these structures helped guide ships into the harbor. While GPS technology takes care of that task these days, the lighthouses still play an important role in Portland’s landscape.

They’re beautiful structures surrounded by nature. If you go at the right time of year, many lighthouses will have stunning grounds filled with fall-covered trees. Of course, they’re not too far from the coast, either.

Some must-see lighthouses around Portland include the Portland Head Light in Cape Elizabeth, Spring Point Ledge Lighthouse in South Portland, and Halfway Rock Light Station in Casco Bay.

21. Navigate A Corn Maze

Who doesn’t love a good fall corn maze? Corn mazes appear throughout the country during the fall season. But in Portland, they’re essential to those iconic autumn vibes.

Pumpkin Valley Farm in Dayton is one of the best places to see a corn maze. This farm offers many fun activities, including pumpkin-picking and fall-themed games. It’s a great place for the family.

The corn maze itself is massive but manageable. Have fun making your way through rows of corn to find your way out!

22. Take A Sunset Cruise

A sunset cruise on the water in Portland, ME during the fall

Sunset cruises are peaceful and romantic. They offer a unique way to see Casco harbor and cruise the waters that made Portland, ME what it is today.

These cruises occur at the right time to give you a breathtaking view of the ocean and the coast. Sip wine and enjoy the company of a loved one as you bask in the glow of a setting sun.

Several touring companies offer experiences throughout Portland. Most of them stop giving tours around September, so fall is the last chance to knock this activity off your bucket list until after the winter season.

23. Go To Harvest On The Harbor

Harvest on the Harbor is an annual event that occurs every year. It’s a celebration of all things food and a great thing to do in Portland, ME in October. Foodies will love attending the event, but there’s something for everyone.

Artisans, chefs, and skilled vendors come out in droves to give the people of Portland a one-of-a-kind culinary experience. Try everything from signature Maine Lobster to unique craft beers.

You can even watch the competition that finds the best Maine lobster chef of the year!

24. Make A Trip To Camden For Some Fall Colors

Camden, Maine from above

About two hours away from Portland is the city of Camden. It’s on Penobscot Bay and offers breathtaking views of the ocean. It’s a picturesque city that puts you in the middle of nature.

There are 20 unique trails to explore and plenty of beautiful architecture to appreciate. Camden is beautiful year-round. But as you can imagine, the color change of fall makes it a spectacle!

Here’s our tip: Head up to Maiden’s Cliff to see a view that will knock you off your feet!            

Closing Thoughts

As you can see, there are a number of things to do in Portland, Maine during the fall. This is one of our favorite cities and we think it’s a rather underrated destination!

If you have any stories you’d like to share about your time here, send them over! We love connecting with our readers and hearing about their adventures.

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10 Best Things to Do in Maine in the Fall

From fairs and festivals to scenic drives and moose tours, here are the 10 best things to do in Maine in the fall.

By Aimee Tucker

Aug 26 2021

Sunday-River-Chondola-lambert_T6U8106

The Sunday River Chondola offers sweeping views of the Sunday River Valley and Mahoosuc Mountains.

With its rugged coastline, pristine lakes, wild forests, and bustling tourist towns, Maine is the perfect place to visit in the fall, when a backdrop of autumn color makes everything pop. Whether your foliage plans include a leisurely drive, epic canoe adventure, or final lobster roll of the season, here are 10 picks for the best things to do in Maine in the fall.

10 Best Things to Do in Maine in the Fall

Hit Up Fairs & Festivals

Fairs and festivals are back in 2021, and we can’t wait to get out and safely enjoy some seasonal outdoor fun. Two favorites:

Common Ground Country Fair (Sep. 24–26, 2021) Hosted by the Maine Organic Farmers and Gardeners Association, this get-together at the fairgrounds in Unity highlights Maine’s rural and agricultural traditions with animal exhibits, cooking demos, blacksmithing, farm and fiber marketplaces, tasty food, and kids’ programming. Headed to a different part of the state? Check out a master list of Maine Agricultural Fairs .

Plan Your Perfect Summer Adventure: Get The Free Ultimate New England Summer Guide!

Damariscotta Pumpkinfest & Regatta (Oct. 8–11, 2021) A giant pumpkin contest, pumpkin parade, pumpkin drop —perhaps you’re detecting a theme? Don’t miss the great pumpkin boat regatta finale.

10 Best Things to Do in Maine in Fall

Ride the Sunday River “Chondola”

On fall weekends, Sunday River Ski Resort’s “Chondola” (that’s a combination of chairlift and gondola) in Newry whisks visitors 1,000 feet up North Peak to the ultimate picnic ground with sweeping views of the Sunday River Valley and Mahoosuc Mountains. Also of note is nearby Bethel’s annual Harvestfest and Chowdah Cookoff (Sep. 18, 2021), where local restaurants compete for bragging rights.

10 Best Things to Do in Maine in the Fall

Quiet(er) Coastal Town Fun

Maine’s coastal towns are jam-packed in summer, so if you don’t like in-season prices, large crowds, and long waits for lobster rolls, fall is your perfect time to grab a lobster roll in Kennebunk , drive up Mount Battie in Camden , stroll the Marginal Way in Ogunquit , and experience the thrill of a whale watch in Bar Harbor . Just be sure to make sure your plans are scheduled before activities or eateries close for the season!

Foliage Train Tour

A fall foliage train tour is one of the best things to do in Maine in the fall if you just want to sit back and enjoy the show. The Belfast & Moosehead Lake Railroad in Unity offers several fall foliage train tours for both kids and adults. You can book a one- or two-hour journey through the woods, streams, and fields of Waldo County (there’s a version featuring hot apple cider and doughnuts, too), while the kid-friendly Pumpkin Express travels to a patch for pumpkin picking.

visit portland maine in october

Canoe the Allagash River

The 92-mile-long Allagash Wilderness Waterway is a paddler’s favorite in the northern tier of Maine. This is especially true in autumn, when the mosquitos and the majority of other canoers disappear and the shoreline is ablaze with fall color. A complete Allagash run can take up to 10 days, so many opt to do it in sections. You can hire a guide through outfitters like Allagash Canoe Trips and Canoe the Wild , with trips that range from five to nine days.

Maine Fall Foliage Guide

Take in the Blueberry Foliage

Sure, the brilliant colors of Maine’s oaks and maples are a sight to behold, but equally stunning are the large swaths of crimson carpet made by the state’s wild blueberry barrens after the first frost. For the best show, head north of Bar Harbor to towns like Cherryfield and Machias (where Helen’s famous fish chowder and blueberry pie will be waiting!), and don’t miss the quirky Wild Blueberry Land : Built in 2001, this adorable blueberry-shaped building houses a shop, museum, and bakery.

visit portland maine in october

Moosehead Lake Adventures

Maine’s largest lake is also one of its busiest playgrounds, so it’s easy to see why planning a visit there is one of the best things to do in Maine in the fall. Book a scenic cruise with Katahdin Cruises on the 1914 steamboat Katahdin for a three-hour narrated cruise past Sugar Island and other scenic landmarks. And for a truly memorable adventure, the experienced folks at Northwoods Outfitters offer half-day or full-day moose tours on water or land.

Apple Picking & Cider Doughnut Eating

Autumn and apples are a match made in heaven. Pietree Orchard in Sweden is one of the most scenic orchards in the state. Stephen King and his wife, Tabitha, spent years picking fruit with their children at this orchard with stunning views of the White Mountains, so when it came up for sale in 2007, they decided to buy it and preserve the farmland in perpetuity. Find more than 50 varieties of apple, and, of course, doughnuts. And speaking of doughnuts, the sugar-coated cake cider doughnuts at Rocky Ridge Orchard in Bowdoin are a Midcoast Maine favorite.

visit portland maine in october

Windjammer Cruising

To truly behold the splendor of Maine’s coast, trade wheels for sails aboard a windjammer, a tall ship that slows the pace down to maybe 10 miles an hour as it weaves between spruce-blanketed islands and into hidden coves. Windjammer day sails and private charters are offered at a goodly number of New England ports; however, the beating heart of the windjammer scene is in Rockland and Camden, Maine, where the best-known boats make their home. Learn more via Maine Windjammer Cruises and the Maine Windjammer Association .

9 New England Mountain Driving Experiences

Epic Scenic Drives

Many think there’s no better way to enjoy the Maine fall foliage than with a scenic drive. The Rangeley Lakes National Scenic Byway  is a 36-mile route that winds past lakes and mountains and includes the Height of Land on Route 17 — one of the state’s most famous overlooks and a highlight on our list of Best Drive-to Foliage Views . On the coast, Acadia Park Loop is a 27-mile road that offers a grand tour of the forests, mountains, and coastline of Acadia National Park .

What would you add to our list of the best things to do in Maine in the fall? Let us know below!

Maine Fall Foliage Guide

10 best things to do in maine, 10 prettiest coastal towns in maine.

visit portland maine in october

Aimee Tucker

As Digital Editor of New England.com, Aimee writes, manages, and promotes content for NewEngland.com and its social media channels. Before this role, she served as assistant, then associate, editor for Yankee Magazine and YankeeMagazine.com, where she was nominated for a City and Regional Magazine Association award for Best Blog. A lifelong New Englander, Aimee loves history, the New Hampshire seacoast, and a good Massachusetts South Shore bar pizza.

Girl With The Passport

An Insider’s Expert Guide to Maine in the Fall!

By: Author Girl with the Passport

Posted on Last updated: November 30, 2023

Categories North America

Are you ready for the most wonder-fall (get it because this post is about fall in Maine?) time of year in Maine? Heck yeah, you are since Maine in the fall is NEXT level beautiful. 

No really, this is not a drill faithful reader. Because everywhere you turn you’ll find large swaths of vibrant foliage that is made up of rich reds, exquisite oranges, and shocking yellows that will leave you thinking, “Hot damn! Is this for real?”

And guess what? It is 110% real since fall is definitely one of the best times to visit Maine .

However, it’s not just because of the foliage mind you. Nope, Maine in the fall is exceptionally perfect because not only are the massive summer crowds gone but the weather is still ideal for awesome outdoor activities like:

  • Whale watching
  • Sea kayaking
  • Visiting Portland’s Best Lighthouses 
  • A Windjammer Cruise from Camden Maine
  • Camping 
  • Doing some of the best hikes in Maine
  • Doing One of the Most Scenic Drives in Maine (Perfect for leaf peepin’ of course)

So, if you want to experience the best of Maine’s awe-inspiring, natural beauty – but without the more-than-a-little annoying hordes of selfie-stick-obsessed tourists that inundate the area throughout the summer – then consider planning a trip to Maine in the fall! 

Trust me, I’ve spent at least a portion of every fall in Maine (and that’s 30+ years’ worth of fall seasons mind you) and absolutely love it since there are a ton of amazing festivals that happen around this time of year too!

So, if you want a slew of awesome, expert tips to help you plan the perfect trip to Maine in the fall, then this is the post for you! Because I’m about to use all of my savvy, insider knowledge to answer important questions about:

Average Fall in Maine Weather

Is october a good time to visit maine.

  • What is the Best Time to see Fall Colors in Maine?

Best Places For Fall Foliage in Maine

How to get to maine in the fall, what to pack for fall in maine.

  • Top Things to do this Fall in Maine

Where to Stay this Fall in Maine

Where to eat when you visit maine in the fall, additional resources for maine in the fall.

  • And so much more!

That’s why, if you’re ready to rock this casbah like a boss, then grab a plate of fresh blueberry pancakes and chase it with a warm and tasty chai latte.

Because yes my friends, we’re about to swan dive into the wonderful world that is Maine in the fall! And we’re doing that right now!

Dear wonderful, beautiful, and oh-so-amazing reader (Yup, I lay it on thick for my dozens of fans). Since I am incapable of making it rain money, there’s a high probability (like 99.999%) that this post may contain affiliate links. Please see my disclosure for more information. As an Amazon Associate, I earn a small commission from qualifying purchases.

⏰ In a hurry and not sure what to do in Maine in the Fall? Book the Acadia National Park self-guided driving tour . You can explore the gorgeous park at your own pace! 🏞️

Maine in the fall means beautiful fall foliage like what you see here in Georgetown, Maine.

Not gonna lie to you. Maine in the fall is pretty awesome when it comes to weather since it’s cold but not TOO cold. At least not yet. 

That’s because fall in Maine technically runs from September 22nd through December 21st -although, I personally consider fall in Maine to be September through November.  

So, if you can, definitely visit sometime between late September and early November. Because at this time of year, you can expect:

September – Average daily highs are around 70°F (21.1°C) while daily lows are between 45°F (7.2°C) and 50°F (10°C). It also rains quite a bit (4″ per month) so definitely pack some rain gear.  Days are also still quite long since sunrise is around 6:25 am and sunset is around 7:40 pm. 

October – October is a bit colder in Maine since October since daily temperatures can get as low as 33°F (0.6°C) and as high as 58°F (14.4°C).

Rain gear is also a total must since this month is even rainier than September with an average of 5″ per month of rain. Days are also still pretty long since sunrise is around 7:00 am and sunset is around 6:00 pm. 

November – Throughout November, days get shorter and colder as winter rolls into the region. Snow is also common at higher latitudes since daily lows drop to between  22°F (-5.6°C) and 25°F (-3.9°C) while daily highs only reach between 40°F (4.4°C) and 48°F (8.9°C).

The weather is also quite windy and rainy since many parts of the state can get up to 7″ of rain throughout the month.  

Days are also extremely short since daylight savings time means that we lose an hour this month, with sunrise at 6:30 am and sunset at 4:15 pm after daylight savings on November 7th. 

So, moral of the story? Try to visit sometime in late September and early October, before the weather gets too cold, wet, and windy. 

You’ll also definitely want to pack plenty of layers, warm clothes, and rain gear when spending fall In Maine. Because in addition to the rain and wind, Noreasters (hurricanes from the south that move up the east coast of the US) routinely hit the area at this time of year. 

Therefore, always check the weather and come prepared before you visit Maine in the fall. 

Yes! October is a great time to visit Maine! Not only are the crowds of summer gone (meaning that hotel and flight prices will be a bit cheaper), but fall foliage is usually at its best throughout much of the state.

Additionally, temperatures are cool, but comfortable since the polar vortex of doom hasn’t truly come into town yet. 

So, if you want to experience Maine in the fall, then definitely consider a visit at the start of the month!

What is the Best Time to See Fall Colors in Maine?

To see the best fall colors in Maine, try to visit between late September and mid-October (Columbus Day Weekend is ideal) when fall foliage is at its most beautiful. Although, that does vary by location since some high-elevation areas experience peak fall foliage in late September. 

For fall in Maine, head to Moosehead Lake this fall to see beautiful foliage.

Not surprisingly, one of the best things to do when visiting Maine in the fall is to see the exquisite fall foliage. Yeah, it pretty much takes over the entire state and is pretty dang amazing to behold. 

So, if leaf peepn’ and seeing vibrant foliage is high on your fall in Maine bucket list, then here are some of the best places for fall foliage in Maine!

Fort Kent – Located at the tippity top of the state (so right near Canada) is Fort Kent. It’s a sleepy little town that is surrounded by 3.5 million acres of pristine forest.

So, take in all the vibrant colors around you while hiking, canoeing, kayaking, and watching dog sled races (in the winter). 

Acadia National Park – Probably the most famous national park in the state, Acadia is located right near Bar Harbor and is an all-around great place to see foliage this fall in Maine.

It’s also located right on the coast, so there are a ton of amazing lakes and coves to see while taking on some of the best hikes in Acadia National Park – just sans the overwhelming number of summer tourists that swallow up the area when it’s warm. 

Rangeley Lakes Scenic Byway – Easily one of the most scenic drives in Maine , Rangeley Scenic Byway is a stunning, 52-mile long route through central/western Maine that takes you past enchanting lakes, rolling hills, and stunning foliage – at the right time of year.

Also, because this place is a veritable outdoor enthusiasts wonderland, you can enjoy all sorts of amazing activities like biking, hiking, canoeing, kayaking, fishing, camping, and even moose spotting this fall in Maine.

Baxter State Park – This pet-friendly park in northern Maine (right near Millinocket) covers an astounding 200,000 acres of natural forests and lakes and is the perfect backdrop for any fall foliage field trip you might take.

Because not only can you see beautiful fall colors here, but you can pitch a tent at the picturesque South Branch Pond Campground and hike on one of the area’s many picturesque trails. 

Moosehead Lake – Located right near Baxter State Park, this is one of those iconic, romantic getaways in Maine that is perfect at any time of year.

But, truth be told, Moosehead Lake is something extra special when the trees come alive with the stunning colors of fall.

So, take some time to visit the country’s single largest mountain lake before enjoying some of the best views in the region from the top of Pinnacle Pursuit. 

Camden Hills State Park – Just a hop, skip, and jump away from Camden in mid-coast Maine is Camden Hills State Park. It’s here that you can up the 1,384 foot tall Mount Megunticook for stunning views of Penobscot Bay.

Afterward, visit the quaint little town of  Stonington – on Deer Isle – before checking out nearby Stockton Springs too.

Okay, so if you’re planning to visit Maine in the fall, then there are a couple of different ways you can get here.

Personally, I’d drive if I were visiting from any place in the Northeast since Maine is one of those states where you’ll deffo need a car. 

However, if you’re coming from far away and it’s just not feasible to drive then you could always fly into Portland International Jetport since it’s only two miles from downtown Portland and services flights from all over the world. 

Once at the airport though, I’d absolutely rent a car, unless of course, you’re just planning to visit Portland, Maine. If that’s the case, then skip the rental car and just take the Route #5 bus to downtown Portland (or, you could save a little money and rent a car after you’ve finished exploring Portland). 

Other ways that you could get into Maine include:

Amtrak – Believe it or not, Amtrak trains from all across the country actually travel directly to multiple train stations throughout Maine.

So, this is definitely an option if you’re not a fan of flying and have a bit of extra time on your hands. Just do your research first before spending fall in Maine since a one-way, coach ticket from Newark to Portland starts at $63 per person and takes a solid 9.5 hours.

So, if you’re not careful, a train trip can take longer and be infinitely more expensive than a flight. 

Bus – Two different bus companies have bus routes that go into and out of various stations in Maine. Concord Coach Lines is a more local company with routes throughout Maine that extend to major cities in New York, Massachusetts, and New Hampshire.

Tickets start as low as $79.00 one way and $158.00 round trip. In contrast, Greyhound operates bus services into and out of Maine from most major cities in the US, with one-way tickets starting at as little as $16 per person from Boston to Portland, Maine. 

And once here, I cannot stress enough that to get around Maine itself, you definitely need a car. Yes, there is local, public transportation but it’s usually pretty regional and won’t be helpful when going from one city to the next. 

Plus, Maine is a hella big state and is home to a lot of exceptionally rural areas that you just won’t be able to access if you don’t have a car. 

So, even if you choose not to drive into Maine, be sure to rent a car after you’ve finished experiencing all of the amazing things to do In Portland, Maine . 

Maine in the fall with a wooden bridge over a stream surrounded by foliage.

As you probably already gathered from my section about the weather in Maine in the fall, this state can be equal parts cold, wet, and windy throughout the beautiful autumn season. 

Therefore, it is extremely important that when spending fall in Maine, you always check the weather prior to the start of your trip and pack accordingly, especially if you’re not sure what to add to your road trip packing list for Maine this fall. 

Pro Tip: Be sure to pack plenty of layers because from mid-September through early November daily temperatures can fluctuate greatly throughout the day and the night.  Therefore, even if you only need a warm sweater throughout the day, you might need to wear a heavy winter coat in the evening.

And some items that you’ll need to pack for Maine in the fall – aside from obvious things like underwear and socks and toiletries – are:

⭐️ Rating: 4.7/5 (18,231 Reviews) Price: $17.99 Details: Read more on Amazon!

When that pre-winter wind rips through the coast of Maine, you’re going to need a nice, stylish hat to keep your head warm.

And although I’ve worn a ton of different winter hats throughout my life,   this maroon, pom-pom hat from FURALK is hands down my fave.

“The puff comes off! how cool! I can wash it and not have to worry about ruining another beanie. Super soft, love the feeel. Its stretchy but not too much which I like. 10/10” Kaitlin ( read more reviews now! )

Not only is it cute and incredibly warm, but it doesn’t rip and costs less than $15. The cute pompom at the top is also totally removable and the maroon color photographs well too. 

Textured Sweater

⭐️ Rating: 4.4/5 (5,065 Reviews) Price: $41.98 Details: Read more on Amazon!

As you’ve probably already ascertained, the temperature gets pretty dang cold in Maine in the fall – especially towards the end of November.

So, to keep yourself nice and warm and toasty, try packing a chic, textured sweater. I personally adore the details on the sleeves of this sweater right here  which in a variety of different colors.

“I loved this sweater, but I got a L and needed an XL for an oversized fit. I got the pink, and the colors are very vibrant. Looks just like the picture.” Shawna ( read more reviews now! )

It also features a flattering, oversized silhouette and will actually keep you warm in the evening. It also costs less than $30, easily making it one of the best things to pack for fall in Maine. 

Black Boots

⭐️ Rating: 4.4/5 (9,481 Reviews) Price: $56.99 Details: Read more on Amazon!

Not gonna lie, I absolutely love this insanely awesome pair of black boots from DREAM PAIRS . I know it’s a slightly rando company but I’ve gotten shoes from them loads of time and have always loved them.

I mean they’re comfy, keep your feet warm, fit well, incredibly durable, and are extremely well-priced at under $60 a pair.

“I am always a bit skeptical when buying shoes, clothes, apparel online… but I am genuinely happy with this purchase. Very nice quality. I was pleasantly surprised how much I like them. They came packaged and protected very nicely, too.” Becky ( read more reviews now! )

They’re just not great for hiking. So, if you’re looking for a solid pair of hiking boots then you can try these waterproof women’s hiking boots from Columbia instead. 

Waterbottle

⭐️ Rating: 3.9/5 (4,570 Reviews) Price: $12.99 Details: Read more on Amazon!

If you’re going to be doing a ton of different, super intense outdoor activities this fall in Maine, then you’re obviously going to need to stay hydrated.

And this nifty, Nefeeko Collapsible Water Bottle will help you to do just that! It’s also collapsible and super easy to pack when you’re not using it.

“Super light weight and I love the little hook to carry it around. Super cute bottle.” Joanne ( read more reviews now! )

Plus, it’s good for the environment, will help save you a ton of money on bottled water. costs less than $15, features a leak-proof body, is made of BPA-free plastic, and has a carabiner that you can attach to your backpack – saving you a whole lot of space in your day bag.

You can even pair it with a life straw  (it’s a personal water filter that is perfect for hiking) so that you can safely drink unfiltered water anywhere you go!

⭐️ Rating: 4.6/5 (23,513 Reviews) Price: $11.99 Details: Read more on Amazon!

Nothing warms me up on a cool fall evening quite like a cozy winter scarf.

And this one from Wander Ago is perfect since it comes in a beautiful, fall-inspired, plaid pattern and is made of super soft material that feels nice up against your skin.

It’s also exceptionally long, costs less than $10, and is the perfect accent piece for any fall outfit. 

⭐️ Rating: 4.8/5 (107,300 Reviews) Price: $17.47 Details: Read more on Amazon!

Because fall in Maine tends to be quite rainy, you’ll definitely want to pack a stylish but totally practical raincoat, like this one from Lomon .

It’s basically a super cute, durable, totally waterproof windbreaker that costs less than $40 and comes in a bunch of different colors.

“Wanted to get one for a while now, at $20 the price was right. Drank water out of the Lake of Two Mountains in the Montréal area, tasted fine and no ill effects several days later.” GeorgeZ ( read more reviews now! )

Although, me personally? I love the yellow since it photographs really well and looks super great on.

Just pair it with an uber-cute pair of Sperry women’s rain boots and you’ll look stylish while never having to worry about getting wet again. 

Flannel Shirt

⭐️ Rating: 4.5/5 (13,633 Reviews) Price: $30.99 Details: Read more on Amazon!

Nothing screams, “fall in New England” quite like a cozy, flannel shirt. So, if you don’t really have a flannel shirt to call your own, then try this beauty right here.

“I love this shirt. It quickly became one of my go to work or play shirts. It’s very soft- hard to wrinkle- I love it. I just ordered another! Order a size up. I wear a medium and a large fit perfect.” Margi ( read more reviews now! )

Not only is the fit great but it costs less than $25 and comes in a variety of different patterns.

It’s also actually made to last so you won’t need to go out and buy a new one after your fall in Maine trip ends.

Black Leggings

⭐️ Rating: 4.4/5 (1,009 Reviews) Price: $23.99 Details: Read more on Amazon!

These are the PERFECT leggings for fall in Maine ! Not only are they fleece lined to keep you extra warm, but they cost less than $20 a pair and have a control top waist that will help keep all your slightly wobbly bits extra secure.

They also don’t look like ratty gym pants but like legit, fashion-forward leggings. This way, you can actually feel good about what you’re wearing.

“I bought these leggins to go to Tennessee in January. Temp was 26°F and I always felt warm and so into fashion. I never wore extra layers, just this leggins and they did the job just perfect! I’m 5’6″ and 180 pounds so I went with a Large size, just perfect!!” Monica ( read more reviews now! )

And while I personally try and stay away from jeans since they retain odors, I do love the look and feel of these Levis right here .

You know, just in case you absolutely “need” another pair of durable, supremely comfy, fly AF jeans that make your butt look damn good. 

⭐️ Rating: 4.7/5 (4,960 Reviews) Price: $65.77 Details: Read more on Amazon!

Hello world! Meet my all-time favorite backpack!

And because you’ll be hardcore walking around all day, you’ll need an altogether stylish, but super functional, antitheft day bag to keep all your most precious belongings super safe.

“I bought this as my work backpack and it is the perfect size and so cute. Perfect!” Lindsey ( read more reviews now! )

And that’s why I never leave home without this amazing Kenneth Cole Backpack .

It lasts forever, (I’ve had mine for 2+ years, use it every day, and have had zero problems), costs less than $60, and cna even fit a 15′ laptop. Yup, #awesome.

Women’s Fall Jacket

⭐️ Rating: 4.4/5 (1,958 Reviews) Price: $89.99 Details: Read more on Amazon!

The one downside about Maine in the fall? It can get pretty cold in the evenings and throughout the month of November, Therefore, you may want to consider packing a supremely warm, super sleek fall jacket that is also long enough to keep your butt cozy.

Yeah, you read that right. Because a cozy butt = a happy butt. Anyway, this jacket right here is the real deal since it is a warm puffer coat (it’s made with cotton and keeps you pretty dang warm) that features a lovely, totally removable, faux fur collar.

“The coat is exactly as it appears on Amazon. I am surprised at how warm it keeps me considering the affordable price I paid. I am happy with the coat and highly recommend it.” Williams ( read more reviews now! )

Additionally, this coat comes in no less than ten different colors and has a fantastic silhouette – with a stunning, cinched waist belt – that will make you look and feel great. 

Top Things to do This Fall in Maine

Guess what you intrepid traveler you? There are about 10,000 different, super fun things for you to do in Maine in the fall. And yes, that’s obviously an EXACT number (lol). 

So, while I’m not gonna get into all of them now (that would make for one hella long post that no one has time for), here are some of my picks for the absolute BEST things to do this fall in Maine!

1. Visit Acadia National Park

aerial view of Jordan Pond in Acadia National Park

Umm, could I really in good conscience create a post all about Maine in the fall and NOT mention Acadia National Park? 

And the correct answer to that question is, of course, an emphatic, “hell no”. Especially since this uber-famous, 40,000-acre national park is extra beautiful in the fall.

You know, when it’s brimming over with stunning foliage and largely devoid of the hordes of people that overwhelm the area throughout the summer. 

It’s also the ONLY national park in all of New England and offers visitors breathtaking coastal views along with an almost neverending series of idyllic trails that are perfect for novice and more advanced hikers alike. 

So, after you’ve hiked some of the best trails in Acadia , relaxed along the shores of Echo Lake/Sand Beach, marveled at Thunder Hole, walked around Jordan Pond, and seen the sunrise from Cadillac Mountain, take some time to pop into nearby Bar Harbor.

Once here, you can explore some of the town’s super cute shops and restaurants, like The Thirsty Whale Tavern. Stop in for their ever-delicious lobster roll and chowdah and thank me later. 

Pro Tip: Skip 1-95 and drive up along the coast on route 1 instead. You’ll enjoy all the leaf peepin’ opps and the stunning views of the Atlantic Coast. 

2. Go Whale Watching

Crowds watching a whale sink beneath the water,

Contrary to what you might think, the whale watching seasons in Mane actually extends well into October. So, if you’re planning to visit Maine in the fall, then why not make time to hop on a boat and marvel at these gentle giants as their fins disappear beneath the cavernous ocean? 

I mean, come on. You know you want to. Especially since Maine is one of the best whale-watching destinations along the Eastern Coast of the US. 

And if you’re not 100% sure where to start, here are some places where you can find the best whale watching in Maine:

First Chance Whale Watch (Kennebunk) – Hop aboard one of this company’s 87-foot-long boats and prepare to be amazed by the insane wealth of whale-erfic knowledge that Captain Gary has to share with you.

Typically, the tour will be about 4.5 hours long and you’ll get to see tons of has plenty of whales, dolphins, and seals along the way. 

Eastport Windjammers (Eastport) – Not gonna lie, this is probably my single most favorite company to go whale watching with in all of Maine!

I mean, not only are they family-run, but this amazing organization will take you on a fascinating, 3-hour whale watching tour through the Bay of Fundy – an amazing place where you can see whales, seals, and porpoises in their natural habitat.

Along the way, you’ll also get to see the Old Sow (largest whirlpool in the Western Hemisphere) and the East Quoddy Lighthouse before crew members pull up local lobster traps and place the various crustaceans they catch into a touch-tank right there, on the ship.

Cap’n Fishes Cruises (Boothbay Harbor) –  Not only has this family-run company been in business for 3+ generations, but they also own one of the fastest whale-watching boats in all of Maine.

More than that though, you’ll get to see plenty of wicked awesome marine wildlife during their 3.5-hour tour, which is narrated for you by expert marine biologists.

Add in some padded seats, a fully stocked galley, comfy tables, and a free voucher for another tour – just in case you don’t see whales during your visit – and you definitely have one of the best things to do in fall in Maine.

3. Foliage Train Tour

One of the top things to do in Maine in fall is the Foliage train tour. The best part about it is that you can sit back and relax while just taking in the sights. The colors of fall really provide some spectacular views. 

In fact, Maine has a number of popular foliage train tours that you can choose from. There are rides that cater to everyone. From classy dinners to apple cider and doughnuts, you can choose the experience that suits you best. 

Most of the foliage train rides are between one to two hours. They take you through the wilder regions where you can see woods, streams and fields. Waldo county is one of the popular routes. 

Pro tip: If you are looking for something kid friendly then you should check out the Pumpkin express. Here you can combine the journey with pumpkin picking! It is definitely cool closer to Halloween. On the flip side, the ride is in high demand so you may want to check the availability before heading there.

4. Explore Baxter State Park

Baxter State Park in Maine

Another one of the most amazing state parks in Maine is the jaw-droppingly beautiful, Baxter State Park. It’s a supremely special place that is filled with dazzling fall foliage throughout the autumn and that is home to the immortal, Mount Katahdin. 

It stands at 5,267 feet tall and is not only Maine’s tallest mountain but the terminus of the 2,190-mile-long Appalachian Trail. 

So, hike to the top – if you dare – before exploring some of the park’s other trails, many of which are totally devoid of people (hooray).

You could also take time to spot a wild black bear or two, climb up some sheer cliffs (channel your inner rock climber), go fly-fishing in some local ponds/rivers, and so much more. 

Pro Tip : If you want to visit Maine in the winter, the park is a also local hot spot for various winter sports like snowmobiling. Also, be on the lookout for moose and bald eagles since they can be found all across the park too. 

5. Head Out In A Canoe

The Allagash river waterways are the perfect spot for canoeing and is really one of the coolest things to do in Maine in the Fall. The 92 mile long stretch is particularly popular in autumn because of the riot of colors, cooler temperatures and the lack of mosquitos! 

If you are ambitious and want to do the whole stretch then it is going to take you a while. Most people take as long as 10 days. That however is not for everyone. 

One of the best ways to canoe is to tackle the river in segments. That’s what most of us do anyway. You can even break it up based on the number of days that you want to stay.

Pro tip: If you are a bit nervous of doing it on your own, then check out some of the guides in the area. Allagash Canoe trips are highly recommended. There are kinds of trips that you can choose from. Plus if you do the multiday trips you can even camp by the river!

6. Explore Kennebunkport

Dock Square in Kennebunkport Maine

Easily one of the best beach towns in Maine , Kennebunkport is the perfect place to explore when you visit Maine in the fall. 

I mean, not only are most of the summer crowds long gone once September rolls around but there are a ton of awesome things to do in Kennebunkport and the surrounding area. 

Because this charming little beach town sits along Maine’s picturesque, US 1, and is filled with beautiful beaches and quaint New England storefronts that are just waiting to be explored. 

Now, is it preppy AF? You betcha. But that’s to be expected since this town in Southern Maine has always been a popular vacay spot among the elite of New England society. 

So, grab a polo shirt and explore the wealth of galleries, cafes, and boutiques that proliferate throughout Dock Square, aka the vibrant epicenter of the community. 

If you have time. you can also take a scenic drive along Ocean Ave and marvel at the opulent mansions there, like the famous Bush family complex at Walker’s Point.

Afterward, take some time to visit the vintage trolleys at the Seashore Trolley Museum before stepping back in time at the Brick Store Museum and marveling at the talent of the area’s many local artists at Maine Art Hill.  

7. See a Lighthouse

An aerial view of Portland Head Light, one of the best lighthouses in Portland Maine.

It’s no secret that Maine is basically the lighthouse capital of the United States. Therefore, you are forbidden from visiting Maine in the fall without seeing at least one, next-level beautiful lighthouse.

Luckily for you, this is exceptionally easy to do in places like Portland, Maine, where there are no less than five different lighthouses that are all within a short, twenty-minute drive of the city (for the full deets, check out this post on the best lighthouses in Portland , Maine). 

However, if you only have time to visit one lighthouse in Maine, then let Portland Head Light be it. Not only is it picture-perfect (no really, it’s on basically every Maine travel brochure ever printed) but it’s also the single oldest lighthouse in all of Maine.

It also sits right along the coast, so visitors can enjoy stunning views of the Atlantic Ocean before exploring the vast grounds of beautiful Fort Williams Park.  

Yesiree, you could definitely pack a picnic lunch and spend a beautiful fall day amidst the vast greenery of Fort Williams Park

8. Eat Some Local Lobster

lobster

This next suggestion for your Maine in the fall bucket list is more than a little obvious since Maine and lobster go together like peanut butter and jelly.

Therefore, unless you’re totally allergic to shellfish, you should definitely spend fall in Maine consuming as much succulent lobster as humanly possible. 

Plus, added bonus? June through December is actually peak lobster season in Maine since lobsters are at their most active and fishermen can catch a whole heck of a lot of them. 

In particular, October and November are exceptionally good times to order hard-shell lobster since the supply is plentiful and most of the tourists have left – a fact that helps keep the price of lobster low. 

So, go ahead and dive into a fresh lobster roll, a piping hot bowl of lobster bisque, or a fresh steamed lobster – with a side of melted butter – at iconic eateries like:

  • Bayley’s Lobster Pound (Scarborough) – Get the lobster roll
  • Five Islands Lobster Company (Georgetown) – The haddock chowdah, deep-fried seafood, and fresh steamed lobsters are all good
  • Chauncey Creek Lobster Pier (Kittery Point) – Local hot spot for boiled lobsters
  • Barnacle Billy’s (Ogunquit) – Get a rum punch and chase it down with a paprika encrusted lobster roll
  • The Clam Shack (Kennebunk) – BEST LOBSTER ROLL EVER. Period. 
  • Boothbay Lobster Wharf (Boothbay Harbor) – A working lobster wharf where you can pick out your lobster, have it cooked right in front of you, and then chow down at one of their many, super informal picnic tables. Nom, nom, nom. 

9. Attend a Local Festival 

So, what you may not know about Maine in the fall is that this state has some pretty cool local festivals, like my personal fave, the Damariscotta Pumpkinfest and Regatta.

It’s an awesome, 10-day festival in, you guessed it, Damariscotta where people show off the insanely enormous pumpkins that they’ve grown. 

However, the fun doesn’t really begin until people hollow out these pumpkins of awesome and then use them as a boat that they race through the harbor in! Yeah, definitely one of the coolest/funniest things I’ve ever seen in my life. 

So, if you’re in the area during the second weekend in October, then definitely give this unique festival a gander.

Because in addition to this iconic pumpkin race, there are pumpkin decorations aplenty, a pumpkin pie eating contest, pumpkin-related foods of every variety, a pumpkin smash, a pumpkin parade, and a celebration of the largest pumpkin grown during the season. 

And if that’s still not enough fall-inspired awesomeness for you, then some other events you might want to check out this fall in Maine are:

  • York Harvestfes t (York) – This traditional fair is held in York and includes delicious food, carnival rides, live music, fun games, and vendors selling their local wares. So, hop aboard a historic horse-drawn wagon before sampling some decadent lobster mac and cheese, whoopie pies, pumpkin donuts, and blueberry pie.  
  • Boothbay Fall Folliage Festival (Boothbay Harbor) – Held sometime in mid-October, this festival allows you to take a ride aboard a vintage narrow-gauge steam train before sampling local food, shopping for local crafts, listening to live music, and trying an array of engaging kids activities.
  • Maine Harvest Festval (Bangor) – Celebrate the harvests of hundreds of local farmers with this Maine event that includes a wide selection of goods from regional wineries, distilleries, and chefs. Local artists will also be on hand, selling an eclectic array of products to eager visitors. 
  • Freeport Fall Festival (Freeport) – This three-day event happens in early October and features local Maine foods, unique arts and crafts, and live music that plays through the streets. 
  • Fall Festival at Sunday River (Newry) – This is probably the most unique fall in Maine festival of them all since couples compete to carry their significant other through a challenging outdoor obstacle course in the eternal hope of winning their partner’s weight in beer. However, other, slightly more traditional events include things like a traditional New England cornhole tournament.
  • Harvest on the Harbor (Portland) – This serious culinary celebration brings together master chefs and delicious foods for a stellar event that is filled with decadent brunches, multi-course dinners, and an informal snack market that the whole family will love. 
  • Acadia’s Oktoberfest (Mount Desert) – Have your lederhosen and extra liver at the ready because this festival is ten full days of craft beer, artisanal chocolate, kettle corn, German sausage, gourmet grilled cheese, chowdah, and (duh) lobster. 
  • Camp Sunshine’s Maine Pumpkin Festival (Freeport) – Head to L.L. Bean’s flagship store and see more than 10,000 carved pumpkins line the streets of Freeport as you watch a parade, enjoy live music, and enjoy other fun fall activities. 
  • Ogunquitfest (Ogunquit) – This festival typically occurs late in October and celebrates all things Halloween. So, go on a ghost tour , see some vintage cars, check out some handmade crafts, and watch an awesome costume parade. 
  • Fryeburg Fair (Fryeburg) – Held during the first week of October, this is an iconic agricultural fair that has been around since 1851 and that introduces visitors to historic farming traditions, agricultural exhibits, horse pulls, food vendors, local artisans, and more. 

10. Enjoy the Fall Foliage

Fall Foliage in Maine

Maine in the fall is absolutely brimming over with stunning, almost otherworldly trees that come alive with fiery reds, shocking yellows, and earthy oranges – colors that are almost too beautiful to believe. 

So, if you want to make the most out of fall in Maine, then take some time to do a bit of leaf peepin’ within the state’s millions upon millions of acres of wild forests. 

Because whether you tackle one of the best hikes in Maine or go on one of the most scenic drives in Maine , admiring stunning fall foliage is easily one of the best reasons to visit Maine in the fall. 

Just be sure to time your visit right since the first two weeks of October are typically when the state’s foliage is at its most vibrant. 

Pro Tip: One of the best ways to see stunning fall foliage in Maine is to drive along the Acadia All-American Road. It’s a stunning, 40-mile, drive that will take you through Acadia National Park and nearby Bar Harbor. 

11. Go Stargazing

Maine is one of the top places in the country to head out for stargazing. The lack of artificial light makes it so easy to catch some amazing views of the milky way. 

All you need is a clear sky. If you are lucky enough to have a telescope with you, you can set it up but if you ask me, you really don’t need it.

Some of the best places to head to for stargazing include Acadia National Park, Mount Desert island, Cobscook Bay State park and Aroostook County. Night photographers often love to camp out in Maine so that they can get some epic photographs of the milky way.

Oh and before I forget, the Acadia stargazing festival is also held in September every year. So keep an eye out for it.

12. Watch The Northern Lights

Did you know that the lack of light pollution and its northern location makes Maine one of the best places in the world to watch the Aurora Borealis aka the Northern lights?  A lot has to align in place for you to catch a glimpse of them though.

For one you need a clear night sky. Also check the forecast of the solar flares. These are what causes the Northern lights to appear. 

Dress up nice and warm before you watch the sky. You will see shimmering lines of green appear in the dead of the night. It is a magical experience. 

Luckily for you, Maine is basically like the charming bed and breakfast capital of the world. Okay yeah, I totally made that up.

In all seriousness though, basically every town you visit in Maine has a ton of super cute, ultra-charming bed and breakfasts for you to stay in. So, finding a fantastic place to stay in this fall in Maine should 110% not be a problem.

But, if you’re not exactly sure where to start, here are some of my favorite accommodations for you to enjoy in Maine in the fall. 

The Craignar Inn – Rockland

⭐️ Rating: 9.4/10 (26 Reviews) Price: $220 per night 📍Location: 5 Third Street, Spruce Head, ME Details: Read more on booking.com now!

I’m gonna be real with you. I’ve stayed in A LOT of hotels in my life. But this one is probably one of my absolute faves.

Not only are the owners, Laura and Greg, super friendly and happy to help you in any way possible, but the hotel itself has this old-world charm about it that makes it the perfect place for a romantic getaway in Maine . 

“Beautiful setting, great mid-Maine location. Quiet, peaceful ambience. Look forward to returning in the future.” Joy ( read more reviews now! )

It’s also super close to Rockland but quietly tucked away at the end of a dead-end road, right on the ocean.

Therefore, you can happily watch the sunrise above the Atlantic -from the comfort of your room – before exploring one of the many hiking trails in the area and enjoying a complimentary, breakfast feast that includes delicious things like blueberry pancakes (so good). 

The Tides Beach Club Inn – Kennebunkport

⭐️ Rating: 9/10 (20 Reviews) Price: $250 per night 📍Location: 254 Kings Highway, Kennebunkport, ME Details: Read more on booking.com now!

If you want to spend a luxurious weekend in Maine in the fall then The Tides Beach Club Inn is the perfect place for you!

It’s well-located right across the street from Goose Rocks Beach and is a chic, modern hotel that sits inside a historic clapboard house.

“Location on the beach, the decor was beautiful, great food in restaurant and we loved the verandah seating” Kay ( read more reviews now! )

Rooms here also come with stunning, ocean views, as well as flat-screen TVs, free Wi-Fi, marble bathrooms, and plush linens.

And, added awesomeness? There’s a fantastic, farm-to-table restaurant on-site with happy hour specials that you will adore.

Plus, if you pay their daily resort fee, you’ll be given access to two on-site pools, as well as a spa/wellness center at a sister resort. 

The Blind Tiger Inn – Portland

⭐️ Rating: 9.2/10 (49 Reviews) Price: $190 per night 📍Location: 163 Danforth Street, Portland, ME Details: Read more on booking.com now!

If you’re looking for an amazing place to stay while in Portland, Maine in the fall, then definitely consider booking a room at The Blind Tiger Inn . 

Because this upscale guest house features Individually decorated rooms that are hidden away inside a stunning, Federal-style mansion from 1823.

“Blind Tiger was one of the most stunning places I have ever stayed.” Rachel ( read more reviews now! )

This luxurious,  3.5-star hotel is also conveniently located in the supremely posh West End and offers guests top-notch service that includes a  personalized welcome note upon arrival and a complimentary continental breakfast each morning throughout your stay.

The Inn on Mount Desert – Bar Harbor

⭐️ Rating: 9.3/10 (883 Reviews) Price: $150 per night 📍Location: 68 Mt. Dessert Street, Bar Harbor, ME Details: Read more on booking.com now!

If you want to visit Acadia National Park this fall in Maine, then consider a stay at the luxurious, centrally located, 3-star, family-run guest house.  

It sits inside a beautiful, residential area that is just 3-miles away from Acadia National Park and features comfortable, modern rooms that include WIFI, flat-screen TVs, tea/coffee making facilities, microwaves, minifridges, and balconies/terraces with garden or ocean views.  

“Great cooked breakfast of omelet and French toast with delicious sausage and fruit. Great Tea selection.” Claire ( read more reviews now! )

A delicious daily breakfast is also included with your stay, as is parking and access to an onsite garden, fire pit, front porch, and a pool table in a common living area. 

Blueberry Pie on a table

Now, I know that at first glance the pine tree state (aka Maine) may not seem like a culinary giant, but hear me out on this one. 

Because believe it or not, Maine is actually home to some seriously delicious eats that include iconic local dishes like lobster rolls, chowdah, whoopie pies, donuts, and so much more. 

So, if you’re hankering to eat your way through Maine in the fall, then pack a pair of extra-stretchy pants and check out all of my top foodie recs below. 

Eventide Oyster Co (Portland) – There’s nothing quite like a traditional New England-style clam bake to warm you up, heart and soul.  

And this tiny little informal eatery with picnic benches will give you just that since they steam their fresh shellfish over seaweed to give you extra layers of flavor.

All their entrees also include sweet Bangs Island mussels and fresh Casco Bay steamers in addition to lobster tail, local potatoes, salt pork, and an egg (it was an old-school temperature monitor). 

Maine Diner (Wells) – If you ever find yourself in Wells then you MUST try the Lobster Pie here. Yeah, I know it sounds kind of weird but it’s some seriously good eats since each pie includes five ounces of fresh lobster that is topped with a mixture of Ritz crackers and lobster tomalley.

It’s a traditional family recipe that everyone will love, scout’s honor!

Red’s Eats (Wiscasset) – If you plan to drive along Maine’s iconic Route 1, then be sure to stop into Red’s Eats and give their delicious lobster roll a try.

I mean, you know it’s good since this tiny lobster shack with picnic tables out front has been in business since 1954 and is known for lobster rolls with a seriously generous amount of meat.

Yeah, my mouth is definitely watering while writing this. 

DiMillo’s on the Water (Portland) – This Portland staple is known for its seriously delicious steamed lobster dinner, which is served to you on a floating restaurant that is housed inside an old car ferry on Long Wharf. Add in some beyond campy decor and you have the perfect place to eat in Portland. 

Duckfat (Portland) – What people “from away” (what locals call out of towners) might not know is that Maine actually produces a whole hell of a lot of potatoes. In fact, it’s easily one of the top potato producers in the entire country.

So, if you want to taste some of Maine’s finest tubers, then head to Duckfat where you can get delicious, fresh-cut fries made with Norwis Cross potatoes from Green Thumb Farm in Fryeburg.

And if you want a seriously hearty meal, opt for their poutine – which is smothered in two different types of cheese curds and duck gravy – and chase it down with a milkshake made from vanilla gelato, creme Anglaise, and Tahitian vanilla.

Bob’s Clam Hut (Kittery) – While Maine is more well0known for its lobster roll, the fried clam roll at Bob’s Clam Hut, on route 1, is seriously top-notch.

You can also get it Bob’s Style, with whole belly clams that are fried in corn/white flour, or Lillian’s style with clams that are dredged in an egg wash before they are fried.

The clams are then gingerly placed inside a buttered and grilled, split-top hotdog roll and served with a side of homemade tartar sauce.  

The Great Lost Bear (Portland) – Run, don’t walk, to this iconic brewery where you can sample not one, but two iconic Maine beverages – Moxie (a bitter soda) and Allen’s Coffee Flavored Brandy.

Try both in their signature Burnt Trailer cocktail which is served to you on ice, in a nifty little pint glass. 

Governor’s Restaurant and Bakery (multiple locations) – I love a freshly made whoopie pie.

And Gov’s is the perfect place to try one since their homemade confectionary delights are made using a recipe that the founder’s developed that is heavy on the cocoa and made with a rich, buttery, sugary, Marshmallow filling that will leave you licking your fingers.

Plus, if you’re feeling extra adventurous, then be sure to try their peanut-butter-filled whoopie pies or seasonal faves like maple bacon and root beer float.

Warren’s Lobster House (Kittery) – I know it’s a “lobster house” but do yourself a favor and get the Indian Pudding. It’s been served here since 1940 and is made with a divine mixture of oatmeal, molasses, milk, ginger, and cinnamon.

FYI, it’s a warm dish that is topped with a scoop of fresh vanilla ice cream. Yup, foodie nirvana found. 

Dolphin Marina & Restaurant (Harpswell) – Okay, I know everyone thinks of clam chowder when they visit Maine, but haddock chowdah reigns supreme since this mild, flakey fish perfectly compliments the soup’s rich and creamy broth.

And this immortal restaurant is the perfect place to try a bowl since it’s made fresh daily with onion, potato, clam, cream, and haddock.

It also comes with a fresh blueberry muffin on the side to make this dish totally Maine-erific. 

Jeannie’s Great Maine Breakfast (Bar Harbor) – This place serves bangin’ – with a capital “B” – fresh blueberry pancakes. The portions are also exceptionally large so you’ll definitely leave satisfied. Just try and come right when they open (like at 6:00 am) since there’s usually a wait. 

Holy Donut (multiple locations around Portland) – No trip to Portland (and Maine in the fall) would be complete without a stop at Holy Donut. Because these decadent and delicious Maine potato donuts are delicious, not overly sweet/greasy, and are totally satisfying.

They’re also big AF so you could definitely share flavors like maple and chocolate sea salt (awesome and I don’t even like chocolate all that much). 

Maine In The Fall FAQ

Is maine a good place to visit in fall.

Maine is gorgeous. There is no denying it. Honestly, you could go there in any season and still have a ball of a time. That’s why it is always on traveler’s bucket lists. Maine in fall is certainly one of the best seasons to visit because it has some of the best fall foliage in the country.

Plus, there are a lot of outdoor activities that you can indulge in despite the cold. Oh and that is not even considering all the cool fall festivals that are celebrated here every year.

Is It Better To Visit Maine In September Or In October?

This really depends on you. If you want the best fall foliage then the first two weeks of October are the peak season.

If you want to avoid the crowds and tourists then I recommend visiting in September. The weather is also so much better at this time. In fact, plan your visit after Labor day. That’s when the crowds really thin out.

Oh and did I mention that the temperatures are still warm enough for you to enjoy the ocean? Well… Warm enough for some. I’ve seen people indulging in watersports here. It is much to cold for me but hey you do you!

September is also when the fair seasons start. These fairs are really a highlight about Maine in the fall. It is great for people who love crafts.

Can You See The Northern Lights From Maine In October?

Maine is one of the best places for stargazing enthusiasts. It is also a great place to catch a glimpse of the Northern lights. The peak season for this is between August and October which falls smack in the fall season. 

The best place to catch a glimpse of this natural night time show is in the northern most parts of Down East Acadia.

Make sure to check the weather before heading out. If the forecast says cloudy skies then don’t bother. This is because the clouds will hide the Aurora Borealis.

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Well cool kids, that just about wraps up this hella long guide to Maine in the fall!

Tell me, do you have any other fun things you like to do during fall in maine if so, share them in the comments below and i’ll definitely check them out, and if you found this post helpful, be sure to sign up for our email list and pin this post now so that you can read it again later.

visit portland maine in october

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October Trip to Portland Maine Recommendations - Portland Forum

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visit portland maine in october

Hi Everyone,

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You'll have two full days here so you could take one of those to do a day trip to Freeport (15 minutes north of Portland ) or Camden (1.5 hours north of Portland) or both.

What are your interests? I'm sure you could fill a day here. There are museums, shops, breweries, restaurants, and sightseeing spots. Some seasonal places will close after Columbus Day weekend but Greater Portland is less impacted by this than spots farther north and south. It's mostly lobster shacks and ice cream stands (but you can still get both in Portland).

visit portland maine in october

Weather will be cool at that time, though not cold. We often have sunny days in October but we could also have rain. Bring layers to dress in and a raincoat or jacket.

If you like getting out on the water, Casco Bay Ferry lines has numerous tours ( inexpensive ) that you could take. They go out of the Old Port area. For instance, you could take the mail boat as it stops at all of the islands in Casco Bay...fun, scenic and you need not get off. Or, you could take the boat to Peaks Island , get off and walk about, even rent a golf cart to ride around, have lunch, then catch a later ferry back to Portland. Peaks is a very popular place to visit and is only 20 minutes out of Portland on the ferry. Here is a link to give you more info. http://www.cascobaylines.com/

Just 20-25 minutes north of Portland is Freeport, home of the flagship LLBean store. Great stop, as is all of Freeport. It has many outlet stores and many unique Maine shops and restaurants.

Portland Headlight lighthouse is in Cape Elizabeth, the next town over from Portland. It is well worth a visit and photo opportunity. It is perhaps one of this country's most photographed and painted lighthouses.

Just about 30 minutes south of Portland is Kennebunkport. Lovely coastal Maine town with lots of pretty colonial houses, shops, restaurants, beach, the Bush Estate...Nice place to visit.

I think you'll find lots to do in and around the Portland area.

The views of the foliage are lovely from the water!

This post was determined to be inappropriate by the Tripadvisor community and has been removed.

Thanks so much for all the advice. Our interests are mostly eating at good food spots and finding a couple cool places to drink. We do like to take in the sites , the boat trip sounds great if it isn't too cold. This gives us a great idea of what to expect.

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We are from Florida and excited to be there the end of October to visit for a day. One thing we have planned is Lucky's Catch and Lobster dinner after. Just an idea :)

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Novare Reis has over 100 different taps and about 500 different beers from all over the world. Reminder Portland isn't like NYC and don't expect quick service or that it's very attentive, I've lived there for 22 years, I am 25, and Mainers love to be super casual, VERY laid back.

If cocktails are your thing, Portland Hunt and Alpine on Market Street is amazing. Their owner was just named to "Food and Wine" Magazine 10 best new mixologists. This is a more upscale venue, but reminder upscale in Maine is jeans and a nice shirt.

Check out the Portland Schooner Company. Two hour sails on two wooden schooners, that is BYOB and BYOM (bring your own meal). October is definitely a chilly time, so dress warm regardless of what boat tour you choose. Another great option is to take the Casco Bay Ferry to Peaks Island and ride bikes. The Press Hotel actually offers guests bikes to use for free that are super comfy and modern!

Restaurant's you should try are Union Restaurant (in The Press Hotel), Back Bay Grill, Tiqa, and Scales . For lunch do Flatbreads, Eventide, or Duckfat!

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visit portland maine in october

York Maine Lighthouse

6 Reasons You Need To Visit Maine In Fall

things to do in maine in october

6 Reasons to Visit Maine in Fall

1. maine fall foliage.

If you have researched things to do in Maine in October, the first thing you discovered was probably Maine fall foliage . Once autumn comes around, trees all across the state bloom with beautiful fall hues, like striking oranges, reds, and yellows. Whether you take a stroll along the beach or drive through the mountains, you’ll fall in love autumn colors in Maine!

2. Freeport Fall Festival – Freeport, Oct. 1-2. 2016

Held at the Freeport L.L. Bean (L.L. Bean’s flagship store) and the Freeport Village Station, the Freeport Fall Festival will feature an art show, live music, a clam chowder competition, artisan goods, and more!

Don’t settle for viewing the amazing palette of fall colors from the seat of your car – pack your bag and hit the trails! Maine and outdoor fun go hand in hand, and one of the best ways to enjoy the season is heading to any of the state’s numerous mountains and parks. Read our blog for more information.

4. Fryeburg Fair – Fryeburg, Oct. 2-9, 2016

When it comes to things to do in Maine in October, the Fryeburg Fair deserves your attention. Livestock, food, family fun and plenty of other great events (like the 4X4 Pulling competition and the Grand Parade) are on the schedule for the 166th Annual Fryeburg Fair . Don’t miss the Woodsmen’s Field Day on Oct. 3!

5. Harvest on the Harbor – Portland, Oct. 20-13, 2016

Head to Maine’s largest city and enjoy a celebration of the finer things in life – excellent Maine food and craft drinks, that is. Harvest on the Harbor 2016 features a savory schedule that includes Harvest Hop (a tour of a local brewery and a distillery), the Maine Lobster Chef Celebration, and the Chef Showcase.

6. Whale Watching

Whale watching in Maine extends into October, and there’s nothing quite like a day out on the water on a whale watching cruise. Expect to see humpback whales, finback whales, as well other native creatures!

Enjoy Maine in Fall With a Stay at Dockside Guest Quarters & Restaurant

York has all the essential elements that make New England’s coast so beautiful, and when you stay at Dockside Guest Quarters & Restaurant , you can take it in with ease. In the fall, our pleasant town transforms into a pleasant autumn escape. Start your morning off with our delicious breakfast , then stroll York Beach, visit Cape Neddick Lighthouse , or explore nearby cities like Freeport and Portsmouth, NH. End the day with dinner at The Dockside Restaurant, and then settle in for the evening in one of our cozy, inviting rooms . S tart planning your Maine escape today!

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2024 Season Starts Friday, May 3rd

View of a sunset over water in the fall

Dockside Guest Quarters & Restaurant is officially opening for the 2024 season on Friday, May 3rd. We can’t wait to welcome everyone back this year!

visit portland maine in october

10 Of The Most Unique Places To Visit In Maine

  • The Portland Observatory is a historic octagonal observatory offering stunning 360-degree views of Portland and Casco Bay from 86 feet up Munjoy Hill.
  • The Maine Mineral & Gem Museum showcases a world-class collection of gems, minerals, and fossils, offering hands-on gem-finding experiences and guided tours.
  • The Whaleback Shell Midden is a fascinating archaeological site along the Damariscotta River, containing ancient oyster shells and Native American artifacts.

Maine is a beautiful state known for its rocky coastline, lush forests, and quaint seaside towns. But beyond the expected lighthouses and lobster shacks, there are many unique and fascinating places to explore. From a hilltop observatory to a museum dedicated to gems and minerals, Maine has no shortage of one-of-a-kind attractions.

These ten unique destinations showcase the diversity of experiences available in Maine . Whether interested in art, nature, science, or history, visitors will find something in Maine to spark their curiosity. Keep reading to learn more about 10 of Maine's most unique places to visit.

RELATED: These Are The 12 Most Beautiful Towns In Maine You Should Visit

Portland Observatory: Ascend for Historic Views

Historic octagonal observatory offering stunning 360-degree views over portland from 86 feet up.

Perched on Munjoy Hill in Portland, the 86-foot-tall Portland Observatory, built in 1807, stands as the last historic maritime signal station in the U.S. Visitors can ascend 103 steps to enjoy 360-degree views of Portland, Casco Bay, and islands, extending up to 17.1 km on clear days. Originally used to spot incoming ships, the observatory's flags and spheres communicated vital information to the town. Today, it features an exhibit on maritime signaling history. Binoculars offer close-up waterfront views, with late fall and early spring offering the best panoramas once leaves have fallen. The observatory provides a unique perspective on the city's historic architecture and neighborhoods, a treat for Stephenson fans.

  • Location : Munjoy Hill in Portland
  • Best times to visit : May through October for views unobstructed by leaves
  • Recommended packing lis t: Camera, binoculars, jacket for windy days

Maine Mineral & Gem Museum: Geological Wonders Await

World-class museum with extensive exhibits and collections of exquisite gems, minerals, fossils, and more.

Located in western Maine's mountains, the Maine Mineral and Gem Museum showcases a dazzling array of global gems, minerals, and fossils. Visitors can admire diamonds, rubies, and geodes while the Rainbow Room gleams with fluorescent minerals. Educational exhibits cover geology topics, and themed collections provide further intrigue.

Hands-on gem-finding experiences and guided tours make it a must-visit destination for geological enthusiasts. During winter, travelers can explore Bethel, which transforms into a scenic wonderland during the season.

  • Location : Bethel
  • Best times to visit : Year-round
  • Recommended packing list : Camera, hiking shoes if exploring mining sites

Whaleback Shell Midden: Unearthing Ancient Artifacts

Fascinating archaeological site containing millennia-old discarded oyster shells left by native americans.

Nestled along the Damariscotta River's shores, the Whaleback Shell Midden is a historical accumulation of oyster shells left by indigenous communities spanning 2,200 years. Near the region's oldest oyster shell heap , it once towered 50 feet high and spanned 240 feet. Now a National Historic Landmark, it reveals Maine's ancient past. Archaeologists have unearthed pottery shards, stone and bone tools, and Native American artifacts with punctured shells indicating oyster consumption. The midden's vast size suggests prolonged Native American presence by the oyster-rich river. Visitors can follow an interpretive loop trail, learning about the area's archaeology and ecology while protecting its fragility. During low tide, the adjacent mudflats offer excellent birdwatching opportunities.

  • Location : Damariscotta
  • Best times to visit : Late spring through fall for accessibility
  • Recommended packing list : Sturdy shoes, water, sun protection

Owl's Head Transportation Museum: Vintage Wheels Roar to Life

Massive and diverse collection of classic cars, motorcycles, planes, and more for vehicle enthusiasts.

The Owl's Head Transportation Museum offers a captivating journey through transportation history, featuring over 150 automobiles, 50 aircraft, and 25 carriages from the late 1800s. Vintage Harley Davidson motorcycles, a Model T Ford, and a Ford Tri-Motor plane are among the standout exhibits. Operational antique vehicles are showcased during special events, illustrating the evolution of transportation and its broader societal impact. The museum also hosts live plane demonstrations on an active runway, making it a must-visit destination for car and aviation enthusiasts alike.

  • Location: Owl's Head
  • Best times to visit : Weekends when vehicles are active
  • Recommended packing list : Sturdy shoes for walking on gravel

RELATED: Visit Maine's Wiggly Bridge: The Smallest In The World

Maine Maritime Museum: Dive into Nautical Heritage

Discover and immerse yourself in maine's rich maritime history and seafaring culture at this expansive museum.

A dream destination for ship lovers, the Maine Maritime Museum in Bath immerses visitors in the state's profound maritime heritage. Exhibits showcase Maine's fishing and shipbuilding legacy, with artifacts such as boat models and navigation equipment. The fully restored Percy & Small Shipyard offers insight into 1800s wooden boat construction. Historic vessels like the schooner Sherman Zwicker and tugboat Sequin can be explored, and on select days, they sail down the Kennebec River. Visitors can also join workboat rides to experience Maine's maritime life. The museum offers a deep dive into Maine's enduring naval culture.

  • Location : Bath
  • Best times to visit : Weekends when boat demonstrations occur
  • Recommended packing list : Comfortable walking shoes, light jacket

Desert of Maine: Discover an Unearthly Terrain

Explore the unique 40-acre desert-like landscape of striking sand dunes and evergreen forests.

Nestled amidst Maine's pine forests and rugged coastline lies an unexpected wonder – the Desert of Maine , a 40-acre expanse in Freeport . This sandy terrain, resembling a desert, emerged due to improper farming practices. Guided tours educate visitors about its history and ever-changing landscape, with remnants of the old farm visible. Surprisingly, the desert now hosts clusters of pine and scrub oak trees, adding to its unique charm. With "moon craters" and rippled dunes, it's a photographer's dream, offering a glimpse of Maine's natural diversity. Don't forget sun protection and sturdy footwear to navigate the shifting sands.

  • Location : Freeport
  • Best times to visit: Summer and fall for nicer weather
  • Recommended packing list : Hat, sunglasses, bottle of water

Monhegan Island: A Remote Oasis of Natural Beauty

Idyllic and isolated island with iconic historic lighthouses, an artist community, and incredible natural beauty.

Monhegan Island, a remote and enchanting destination located 10 miles off the Maine coast , beckons nature enthusiasts and artists alike. Accessible by ferry, this island is home to a small year-round community without paved roads. Visitors can explore 3.6 miles of woodland trails, capture breathtaking ocean vistas from cliffs, and partake in remarkable birdwatching during spring migration. Painters and photographers find inspiration in the island's dramatic landscapes, while the quaint village offers fresh seafood, art galleries, historic sites, and charming inns. Monhegan Island is a true escape into coastal Maine's beauty and solitude.

  • Location : 10 miles off the Maine coast
  • Best times to visit : Late spring through early fall
  • Recommended packing list : Light jacket, hiking shoes, motion sickness remedies

Acadia National Park: Nature's Masterpiece Unleashed

Breathtaking national park with rugged granite peaks, seaside cliffs, and vistas along the pristine maine coastline.

Maine's cherished Acadia National Park, primarily on Mount Desert Island, offers 49,000 acres of rugged coastline, pristine lakes, granite peaks, and historic carriage roads for outdoor enthusiasts. Visitors can explore the park’s scenic hiking trails , with options like Precipice Trail and Jordan Pond Loop, and savor coastal vistas from Cadillac Mountain. For those who love traveling with their furry friends, there are also plenty of dog-friendly hiking trails in Acadia National Park . The park also features cycling and horseback riding on Rockefeller's carriage roads, beautiful beaches like Sand Beach, and diverse wildlife. It's a quintessential Maine experience, whether picnicking by forest streams or photographing lighthouses.

  • Location : Mount Desert Island
  • Best times to visit : May-October when park facilities are open
  • Recommended packing list : Hiking shoes, layered clothing, water

Eartha: Explore the World's Largest Rotating Globe

See the incredible 40-foot wide rotating globe, the world's largest, weighing over 1 ton.

Eartha, an astounding feat in a Yarmouth office building, showcases Maine's unique attractions. Created by Garmin founder Gary C. Burrell, it's the world's largest rotating and revolving globe , measuring 41 feet tall and 82 feet wide. Eartha simulates Earth's daily cycle, rotating on its axis and orbiting the sun every 24 hours. Weighing over 3 million pounds, it offers a mesmerizing depiction of our planet's rotation, tilt, and revolution. Visitors can view Eartha in action, exploring its construction and functionality and gaining a profound understanding of geography and the Earth's vast scale.

  • Location : Yarmouth
  • Best times to visit : Anytime during business hours
  • Recommended packing list : Camera

RELATED: Discovering Maine's Hidden Treasures: 10 Must-Visit Destinations In The Pine Tree State

Popham Beach: Beach Paradise with Hidden Surprises

Picturesque beach with dazzling white sand and dramatic tidal flats exposed at low tide.

Popham Beach State Park, one of Maine's finest beaches, spans 14 miles between the Morse and Kennebec rivers. Shaped by the Atlantic Ocean's relentless forces, it reveals vast sandy expanses at low tide, ideal for beachcombing and sunbathing. A nearby saltwater lagoon offers serene waters for swimming and kayaking. The park provides bathhouses, picnic areas, and hiking trails to Morse Mountain, along with a mile-long walk to tidal pools filled with starfish, crabs, and mollusks. Wildlife enthusiasts can observe shorebirds like plovers and sandpipers along the dynamic shoreline. While its natural beauty and secluded location are appealing, Popham Beach's strong rip currents and heavy surf demand caution, restricting swimming to knee-deep waters. During low tide, Fox Island unveils a shipwreck, offering excellent photography opportunities.

  • Location : Phippsburg
  • Best times to visit : Summer during low tide
  • Recommended packing list : Picnic supplies, sand toys, towel

10 Of The Most Unique Places To Visit In Maine

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More seats than ever; it is getting easier to fly to and from maine.

This could be the busiest summer travel season ever for the Jetport

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visit portland maine in october

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The latest breaking updates, delivered straight to your email inbox.

Airlines continue to add new flights from the Portland International Jetport, and that means more seats than ever are available to people wanting to fly in or out of Portland for the summer and fall seasons.

Jetport officials tell Maine's Total Coverage that there will be almost 2 million seats available in and out of Portland between May and October of this year. That is up almost 17 percent from the same time last year and would make it the busiest summer travel season ever for the Jetport.

The specific numbers are: 1,996,010 seats available this year compared to 1,708,198 seats available last year.

Much of the growth is thanks to expanding service from Breeze Airways, which now offers more non-stop destinations from Portland than any other airline, as well as Frontier and American Airlines.

The news comes the primary east-west runway at the Jetport is closed overnight through July 31 as crews work to upgrade the taxiway. Flights between 10:30 p.m. and 5:45 a.m. will be using the north-south runway.

Click here to learn more about the flights and communities affected by those runway changes.

RUN OUT OF TIME, NEVER THINGS TO DO

You’ll never be bored when visiting Maine. On land or on water, the Greater Portland area has activities and attractions for everyone and all interests. Greater Portland is steeped in history and offers many ways to explore the past such as guided walking and trolley tours. With our region’s proximity to the sea, there are naturally plenty of things to do on and around the water, from narrated cruises to sunset schooner sails, exciting kayak excursions to lazy beach afternoons.

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Take your yoga journey into the great outdoors with a variety of unique outdoor yoga options, offered all year long.

Concert. Photo Provided by Bach Virtuosi Festival

Our internationally renowned musicians bring you brilliant performances of Bach with both skill, passion and love.

Cap'n Fish's Cruises Tour. Photo Credit: Megan Clouse

Visiting Maine and want to see whales, puffins, or the sights? Cap’n Fish is the way to experience Boothbay Harbor.

Casco Bay Lines Ferry. Photo Provided by Casco Bay Lines

Portland's iconic ferry system with year-round ferry services, specialty cruises and private charters to the islands of Casco Bay.

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Variety of interactive exhibits & activities for children and families inspiring discovery and imagination.

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Magnificent gardens including the 2-acre children's Garden, a world-class Sensory Garden, trails, and more.

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Offer boat rentals and water taxi service & the perfect way to see and explore Casco Bay on a private charter.

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Hear the mysterious, amazing and amusing inside stories as you explore history and architectural treasures.

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Join us for a guided tour, pedicab ride, or explore the region at your own pace with a worksman bike rental.

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Highly interactive tours that will educate and entertain you all along the way. Foodie tours, history tours, and more!

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Scenic wilderness, rafting, family trips, moose watching tours, waterfall hikes, kayaking and canoeing.

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Working farm open to the public for recreation and education. Animals, trails, market, and much more.

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Experience unforgettable storytelling—rich with heart, humor, and humanity—on a walking tour with Maine's top-rated guide!

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Operate a unique multimedia history tour aboard a Vintage Fire Engine. We explore the peninsula of Portland.

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Refresh your spirit with a two-hour sail on Casco Bay and witness first-hand the forts, lighthouses, sea life and rugged coastline.

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Four-season basecamp with a wide range of activities and amenities, including skiing, golf, vibrant après-ski scenes, world-class dining options, and comfortable lodging.

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Urban garden center and hub for DIY terrarium creations, also serving house made soups, local craft beer, wine, coffee and tea.

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The real-life adventure game has finally arrived in Portland, Maine conveniently located in downtown Portland.

Visit New England's original Belgian inspired brewery and tasting room.

20 lanes of 10-pin bowling. Excellent food, local brews & craft cocktails. Live music. Memorable spot for your event.

Largest Selection of Beer, Wine & Spirits in Maine! Visit our store for world-class wines, local craft beers, and plenty of leading spirits brands.

Student performances, composer lectures, masterclasses, community concerts, and family events.

Portland's #1 party boat! Join us on the water for a fully immersive way to experience Casco Bay and the islands, all while live bands set the soundtrack.

Explore the best of Maine with private sightseeing tours featuring chef prepared local cuisine and drinks. Unforgettable experiences await on our historic boats.

Offers a nationally recognized collection of American art in its elegantly appointed galleries in beautiful Rockland.

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Tour a former United States military fort built from 1858 to 1864. The fort is now a park, accessible only by boat.

Fun comes in all shapes and sizes with rides, slides, pools, and games there is fun for all ages.

New England's 1st Craft Brewery! Taste the brews that started it all. Visit our tasting room and beer garden.

Junction Bowl is an entertainment hub in Gorham ,Maine with 12 ten-pin bowling and arcade.

With many new courses, trips, tours, and introductory classes, we have an exciting adventure that's just right for you.

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Maine’s first human-powered party boat. Book individual seats or the whole boat for a private tour of Portland.

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Land & sea adventures aboard a modern amphibious vehicle. A quacktastic historical tour of the Old Port and Harbor.

Maine Golf is an 501c3 representing 120 golf courses throughout the state of Maine.

3rd oldest historical society in U.S. comprised of the Longfellow House, the Brown Library, the Museum & Shop.

A professional ECHL ice hockey team based in Portland and plays their home games at the Cross Insurance Arena.

Exhibits, lighthouse & nature cruises, kids' pirate ship, demos, family activities, hands-on fun for everyone.

Scenic train ride along beautiful Casco Bay. Activities, historic railroad cars & exhibits.

Family-friendly shows produced by Maine's leading professional ballet company in Falmouth and Portland.

A professional music theatre presenting four Broadway-quality main stage musicals every summer.

You’ve found the premier paint and sip experience! Follow along with an instructor to turn your blank canvas into a work of art at Muse Paintbar.

Located in the lighthouse keepers' quarters, the museum chronicles the oldest lighthouse in Maine.

Resort with lakeside cabins, moose tours, white water rafting, snowmobiling, and dining.

Four season vacation resort. Whitewater rafting, hiking, fishing, snowmobile rentals & tours.

Producing professional theatre since 1933, earning the title of “America’s Foremost Summer Theatre."

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Dedicated to producing inspiring and professional opera performances of artistic excellence.

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New England's only beach front amusement park located on Old Orchard Beach with free admission.

Maine's professional ballet company and home to the leading classical training in the state.

PCMF offers a year-round calendar of events and concerts in intimate spaces throughout southern Maine.

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Rock Row is a mixed-use development designed to fuse the newest building innovations with its iconic natural features.

A day in the life of a lobsterman from pulling traps and setting traps to examining sea life and selling the catch.

Take a scenic trip aboard the vessel, Pamela B., with Seacoast Tours of Freeport in South Freeport.

Experience a connection to the past by visiting the world's oldest and largest museum of public transportation.

Engage with the brewers in our open access brewery or simply feel free to take a self-guided tour.

Take a load off and have a seat in our lounge to enjoy a thoughtfully brewed cup of tea and a sweet or savory snack.

Dedicated to the preservation of Portland’s Eastern Cemetery through activities like walking tours and ongoing education.

Featuring plush fairways and greens, our 18-hole course boasts some of the best conditions in New England.

In the Arts District is the State Theatre, an event space designed in a beautiful semi-Atmospheric/Spanish style.

This Georgian house connects people to colonial roots and helps discover the relevance of history to our lives.

Our axe throwing bar is one-part sport, one-part bar. Gather family and friends for a friendly axe throwing match.

City & 3 lighthouses Historical Sightseeing Tour with a REAL local, born & raised in Portland!

A family-owned and operated tour company sharing what we love about our charming city and the state of Maine.

We are where the action is with ongoing events, outdoor concerts, skating rink, arts & entertainment.

One of the country's historic homes of the mid-Victorian period, open May through October and the holiday season for tours.

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visit portland maine in october

The $8M project bringing computer science teaching to Maine’s rural schools

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A new project aims to turn a dozen Maine school districts into regional computer science hubs that will train neighboring districts how to prepare students for the modern workforce.

The Maine Mathematics and Science Alliance  has received an $8.2 million grant from the Harold Alfond Foundation to train about 1,000 educators in the state and reach 20,000 students over the next five years. Some of the teachers will tour businesses relying on computer science and find ways to fuse the discipline with their classroom lessons. Those might include activities where elementary students learn the basics of algorithms or program motorized Lego blocks.

The Augusta-based nonprofit hopes those involved in the regional hubs will train 30 districts over the next five years.

The STEM Workforce Ready  project builds on Maine’s efforts to expand computer science education across grade levels, which includes sending more than 1,000 mobile labs for coding, robotics and other subjects to 166 districts since mid-2022 . As more industries rely on technology, students need to be equipped with relevant skills to contribute to the workforce, said Ruth Kermish-Allen, executive director at the Maine Mathematics and Science Alliance.

“We’re trying to open up an understanding of what the future STEM workforce in rural Maine is going to look like and the kinds of skills needed for those roles,” she said.

The project isn’t about getting more computers into rural schools, but rather leveraging technology to learn in more engaging ways that align with a modern workforce, she said. That will prepare students for jobs ranging from engineering at Texas Instruments to running saw mills at Hammond Lumber Co.

Jennifer Trowbridge, who teaches fourth grade at Ellsworth Elementary Middle School, is among the educators experimenting with how to build more computer science into everyday lessons. Her students are particularly drawn to Sphero indi, a robotic toy car that uses colored tiles to teach students how to give instructions to a computer. They are tasked with telling the car to speed up or slow down, travel a certain distance and drive around a table.

visit portland maine in october

Trowbridge likes seeing her students get excited about using various tools because even when a problem is difficult to solve, they are motivated to find answers rather than intimidated by a task. That’s a skill that they’ll need as they go through life, and it’s important to develop it early on, she said.

“One of the biggest benefits to doing this is letting kids be problem solvers,” she said. “Don’t just let the computer solve the problem for me, but figure out how to use the computer to help me solve the problem.”

Eighth-grade students in Bar Harbor made a 3D mitochondria cell out of styrofoam, then programmed different parts to light up as ribosomes travel through the cell, Kermish-Allen said. In Bethel, a kindergarten class was given a grid with different characters. By drawing arrows pointing up, down, left and right, they had to demonstrate how a money bag would get to each character, which was a simplified way of writing an algorithm.

Businesses aren’t necessarily looking for young people who are experts in coding, but they want people who can think critically, solve problems and collaborate, which is what these activities are designed to do, she said.

The Maine Mathematics and Science Alliance’s work on the project began before the COVID-19 pandemic, when the organization received a small grant from the National Science Foundation to study how computer science could take off in Maine’s rural schools, where resources and funding for a position dedicated to STEM or computer science tends to be limited.

visit portland maine in october

More urban parts of the state, like Bangor and Portland, have bigger tax bases and resources that allow their students more opportunities. But some rural communities haven’t had any access to computer science in their classrooms, Kermish-Allen said.

“It was a topic that other states were doing work on, but it was minimally researched and understood in Maine,” Kermish-Allen said. “We knew we needed to find ways to integrate computer science into the existing curriculum.”

In 2021, the organization used a $1 million grant from the Harold Alfond Foundation to dive into solutions. About 40 teachers met in-person and virtually to look at how schools around the country have incorporated computer science into their curriculum. Then they designed their own lessons for students in pre-kindergarten through eighth grade and began testing them.

The program, which launches this summer, will expand those efforts by training more teachers and including high school students. There will be 50 lead educators who will be responsible for training 1,000 others over the next five years.

Seven school districts in Bethel, Ellsworth, Lincoln, Mount Desert Island, Rangeley, Rumford and Turner have committed to becoming regional hubs that will train from two to three nearby districts over time.

Educators will network, share ideas and participate in workshops during a CS Summer of Fun  event from July 29 through Aug. 2 at the University of Maine in Orono. The Maine Mathematics and Science Alliance and Portland-based Educate Maine are hosting the week of professional development.  

Educate Maine is also organizing trips for teachers to visit employers around the state, which are likely to start in October. They will tour the facilities and hear from leaders about the qualities and skills they’re looking for when hiring. Some teachers may even be assigned to a company for a two-week externship where they shadow workers and find a way to use what they’ve learned in the classroom, said Angela Oechslie, a program director at Educate Maine.

Access to computer science in K-12 classrooms “levels the playing field for students, increases their confidence and gives them a pathway to good jobs in Maine,” she said.

As the project evolves, the idea is to make a lesson plan that works in Ellsworth accessible to a teacher in Presque Isle so nobody needs to reinvent the wheel, Kermish-Allen noted.

“We hope this project is an initial step in what’s going to become a much larger initiative for reform across the state,” she said. “We see this growing over time.”

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IMAGES

  1. Why You Should Visit Portland, Maine, in Fall

    visit portland maine in october

  2. The Top 16 Things to Do in Portland, Maine

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  3. Top Things to Do in Portland, Maine

    visit portland maine in october

  4. The Top 16 Things to Do in Portland, Maine

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  5. Top 20 Things To Do In Portland, Maine

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  6. Lighthouse

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COMMENTS

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    jeremyt.grant. Aroostook County, Maine. View profile. jeremyt.grant. 462 posts · 18K followers. View more on Instagram. 473 likes. Add a comment... Your ultimate guide on visiting Maine in October, including the best places for foliage, festive things to do, and fun fall festivals!

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    5. See the Lighthouses If you are the kind who just can't resist historical lighthouses there a handful in the Portland area, each with its own charm. The Portland Breakwater Lighthouse (aka: Bug Light) is a small lighthouse that sits at the end of the breaker and is unique because it was designed to look like a 4 th century Greek monument.. Built in 1897, Spring Point Ledge Lighthouse is a ...

  5. Things To Do in Portland Maine

    There's always something to do in Greater Portland, Maine. From daily tours to cruises, art exhibitions, music, and live performances. Browse our Events Calendar and save your favorites. Always cross-check event time/date with organizer's website before booking. Event Calendar.

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    Enjoy a getaway by visiting farms, farm stands and specialty shops, or try a workshop where you can learn a variety of skills, like knitting a sweater from Maine wool. If you are in Maine during the first weekend in October, don't miss Maine Craft Weekend. It's the chance to see private artist studios and meet the artists, visit craft-based ...

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    As one of the most beautiful places in the country, Portland, Maine has a vibrant outdoor scene. From scenic trails and waterfront activities to picturesque parks, immerse yourself in the diverse outdoor offerings that make this coastal city an ideal destination for nature enthusiasts. 32. Walk or Bike Peaks Island.

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    Portland, Maine, also has an insane amount of craft beer, with new breweries opening frequently, and outdoors adventures are abundant, from lighthouses to nearby national park. ... This is the nonpareil reason to visit Portland in October — the trees along the harbor flaunt a bouquet of red, yellow, and burnt orange. While the trees lose ...

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    Especially popular spots include Allagash Brewery and Shipyard Brewing Company. Portland Museum of Art: This is the oldest and largest art museum in Maine, with interesting exhibits and events ...

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    9. Spend The Day On Peaks Island. One of the stops you can make while riding the Casco Bay Island Ferry line is Peaks Island, which is one of the best things to do in Portland, Maine. Peaks Island is just a short 17-minute ferry ride from the city and makes for a wonderful day trip.

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    Portland, Maine: 37 / 20° F; Rangeley, Maine: 28 / 9° F; ... Rangeley, Maine: 67 / 43° F; October. October is the month for leaf peeping in Maine! Keep in mind that some areas and higher elevations may reach peak color in late September, but many parts of Maine are best in early to mid-October. ... As you can see, the best time to visit ...

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    8. Participate In The Halloween Bar Crawl. Fall is also known as the spooky season, and there's no better place to enjoy it than in Portland, Maine. While kids have many fun things to do, this activity is exclusive to adults! During the Halloween Bar Crawl, adults roam the city in full costume.

  16. 10 Best Things to Do in Maine in the Fall

    Canoe the Allagash River. The 92-mile-long Allagash Wilderness Waterway is a paddler's favorite in the northern tier of Maine. This is especially true in autumn, when the mosquitos and the majority of other canoers disappear and the shoreline is ablaze with fall color. A complete Allagash run can take up to 10 days, so many opt to do it in ...

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  18. Maine in the Fall: Exclusive Secret Guide to Fall in Maine

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    A 20-25 minute trip from Portland by ferry, Great Diamond Island in Casco Bay is one of the most picturesque in Maine. This jewel features picnic areas and hiking trails that allow for taking in the island beauty as well as an inn, a 5-star restaurant, and marina. Bike or get around the island via golf cart.

  20. October Trip to Portland Maine Recommendations

    Re: October Trip to Portland Maine Recommendations. 7 years ago. Weather will be cool at that time, though not cold. We often have sunny days in October but we could also have rain. Bring layers to dress in and a raincoat or jacket. Portland is a great little city, easy to get around.

  21. 6 Reasons You Need To Visit Maine In Fall

    Here are some of the best things to do in Maine in October! 6 Reasons to Visit Maine in Fall 1. Maine Fall Foliage ... Harvest on the Harbor - Portland, Oct. 20-13, 2016. Head to Maine's largest city and enjoy a celebration of the finer things in life - excellent Maine food and craft drinks, that is.

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    X-Golf Portland. Maine's Premier sports lounge and virtual golf experience. Come play on the world's most advanced and accurate golf simulator! Find what to do in Maine. The best attractions along the coast and nearby towns. On land or on water, Portland has activities for everyone and all interests.

  26. The $8M project bringing computer science teaching to Maine's rural schools

    The STEM Workforce Ready project builds on Maine's efforts to expand computer science education across grade levels, which includes sending more than 1,000 mobile labs for coding, robotics and ...

  27. United: Seattle

    A good sale to/from Portland, Maine. Matrix Airfare Search by ITA Software will price this at $341 (Regular Economy). Use those dates on United should reprice to $241 ... Valid for travel from late October - early December or January 2025 - March 2025. Availability is limited. Must purchase at least 14 days in advance of departure

  28. Portland Jetport anticipates 17% passenger increase this summer

    Increasing airline capacity has paid off for the jetport in the last few years, with annual inbound-outbound passenger totals rebounding to a pre-pandemic 2.2 million in 2023 after slumping to ...

  29. Calling all Swifties: Take our quiz and see photos of the star in

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