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9 Incredible Things to do in Chester VT

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With so many fun things to do in Chester, Vermont, it can be hard to choose which activities to fill your time with! Luckily, we’ve taken the time to round up some of the best Chester activities, from hiking to enjoying yourself at a local Scottish pub.

Whether you’re the type of traveler who prefers to be indoors or you’d rather explore the great outdoors on an adventure, there’s truly something fun for you to do in Chester. No matter what activity you choose (or even if you choose all of them), you’ll make some great memories that will make you want to come back to this quaint small town in VT .

Here are all the best things to do in Chester VT!

Read Next: Cool Things in Vermont to Add to Your Bucket List

Table of Contents

Hike The Lost Mine Trail

Person in blue hiking boots standing on a tree stump.

First up is to hike The Lost Mine Trail! This is in Chester Town Forest and is a relatively short hike, but it’s the best one in the Chester area, so you won’t want to miss sit if you love being outdoors.

The trail itself is only 2 miles long with just shy of 500 feet of elevation gain. This loop trail is moderately challenging but only takes slightly over an hour to complete. While it’s best hiked in the summer so you can see wildflowers and even wildlife, winter is also a beautiful time to hike. In the winter months, you can snowshoe or even cross country ski on this trail.

As the name of the trail suggests, you will come across an old mine on the hike that was working up until the beginning of the 1900s. The mine was specifically interesting because it’s one of the few places that chesterite could be sourced, and up until now, there are only 3 sources known of this!

Find an Antique at Stone House Antique Center

Antiques on a wooden desk

Chester’s Stone House Antique Center is a great place to visit if you’re looking to add to your antique collection or you like perusing shelves of exciting finds. There are a lot of different items inside, and the staff is known for being very friendly to its visitors.

Inside, there are just shy of 100 different dealers selling items ranging from furniture to art supplies and other collectibles that would be unique in any home. Most people expect to spend around 45 minutes to an hour exploring the inside in order to check out everything from all the dealers.

There are also many fun events held at the Stone House Antique Center throughout the year. Some of their events include a dealer day open house (on the first Tuesday of every month) as well as a holiday celebration in the fall, and a garden party open house in the springtime. Learn more about their upcoming events on their website here .

Dine at MacLaomainn’s Scottish Pub

Fried egg with breading cut in half on a wooden board

Looking for something tasty to eat in Chester? You won’t want to miss out on the top restaurant in the entire town: MacLaomainn’s Scottish Pub . This pub is located inside an old barn, so the interior is super unique and is sure to create a memorable experience.

The interior of the pub is filled with fun, unique decor on the walls, including swords, kilts, and even a knight costume. There are dark wooden walls and exposed wooden beams on the ceiling, which really gives the entire restaurant a cozy feeling.

MacLaomainn’s Scottish Pub has a great menu featuring dishes like soup, nachos, sandwiches, burgers, and more. They also have some more classic Scottish dishes like scotch eggs as well as basic pub foods like bacon and cheese potato wedges.

Peruse the Shelves at Whiting Library

Wooden bookshelves with old books on them by a green wall

If you’re a book lover, then you’ll want to head to the public Whiting Library in Chester. This library serves the community and is fun just to peruse to see what book you can find, plus it’s always free to visit public libraries.

The library was first opened in the 1890s by Laurin G. Whiting (hence the name of the library) and is known in the area for its unique brick design. It’s reminiscent of Roman architecture with some hints of Revival as well, and the land was donated by a nearby town to house the library.

In addition, the library hosts a variety of events throughout the year for the public that you’re welcome to join in on as well. You can learn more about Whiting Library’s events here on their website for more up-to-date things.

Visit DaVallia Gallery & Boutique

Art fans should be sure to visit DaVallia Gallery & Boutique in Chester. For unique art pieces, DaVallia is the place to go, as they have a unique array of decor, art, and furniture throughout the shop, which will make your place feel very one-of-a-kind.

The shop itself is absolutely beautiful, even from the outside. It’s bright red with big windows and a giant red barn door. The inside feels like an art piece itself, with the way that everything is arranged and set up throughout.

Paint Your Own Pottery at Endless Creations Pottery Studio

Child painting a piece of pottery with green paint

One of the most fun things to do in Chester VT is to go to Endless Creations Pottery Studio and make your own piece of art to take home! Their pottery painting activity is so much fun and they have a variety of pottery pieces to choose from depending on your budget. They also have tons of fun additions to the pottery pieces that can make them even more unique, like silk screens and bubble painting.

Not into painting pottery? Don’t worry; they have tons of other unique activities besides painting pottery. For a more classic activity, consider going to a paint and sip. During these events, you can enjoy your favorite beverage and snacks while you paint with good company. What’s more to love? You’ll even be walked through exactly how to paint something so you can have a beautiful piece of art to bring home. 

Find a New Read at Blair Books & More

Girl reading a book with a red cover in a bookstore

Another great place for book lovers to go in Chester is Blair Books & More. This bookstore is lovable and has that classic, small-town bookshop vibe. What more could you possibly want?

This quaint shop is hard to miss with all its flags and bright lights on the exterior. It’s an independently owned bookshop, so you’ll be able to support a small business while you’re there shopping. Inside, there’s everything from books to cute knick-knacks that would make a perfect souvenir. Plus, they have a relatively great selection!

Have a Drink at Outer Limits Brewing

Close up of a pint being held by a hand in a brewery at a table.

Though located in Proctorsville (which is only a short 15-minute drive from downtown Chester), Outer Limits Brewing is a great place to go for a drink and to catch up with friends for adults. This brewery was founded by a husband and wife team who found the location first and then decided to make a unique brewery for the area.

They have quite a few drinks on tap that always switch through throughout the year, ranging from Bavarian Helles Lager to Porters and everything in between. They also have unique names like Atmosbeer, Just Give Me the Wheat, and High Frequency. Not sure what to try? Don’t worry; the staff loves helping out!

Of course they have a great selection of food too that pairs perfectly with any beer that you choose. There are wood-fired wings, pretzels, meat and cheese boards, and even pizza. For a unique pizza, try thee Vermonster, which features maple syrup – what’s not to love?

Take a Day Trip to Bromley Mountain

Silver ski lift at the top of a snowy mountain

Last but certainly not least is another short day trip from Chester, Bromley Mountain ! Located in Peru, Bromley Mountain is one of the top places to visit in this area of the state. In winter, this is a great place to go for skiing and snowboarding fun while in the summer months, it completely transforms into a fun outdoor adventure with alpine slides and more.

The park is highly rated among families visiting the area, and it’s known for being incredibly beautiful because it’s in the Green Mountains. Children will love visiting here, and it’s truly the perfect day trip from Chester, as it’s only about a 30-minute drive from downtown.

When visiting Bromley, be sure to grab a map, no matter the season, so you can get a full understanding of all the fn activities that it has to offer without getting lost.

Well, there you have it; some of the best things to do in Chester VT. This small town is truly one you won’t forget, and let’s be honest, the small towns in New England are what make this area of the USA what it is! Don’t forget to save this post and share it for later… and also enjoy your trip to Chester.

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VacationIdea

  • Destinations

10 Best Things to Do in Chester, VT

Sage jewelry and gifts, whiting library, endless creations pottery studio.

  • Complete List & Map

Sage Jewelry and Gifts

Sage Jewelry and Gifts , 78 Common St, Chester, VT 05143, Phone: 802-875-7243

Whiting Library

Whiting Library , 117 Main St, Chester, VT 05143, Phone: 802-875-2277

Endless Creations Pottery Studio

Endless Creations Pottery Studio , 23 Maple St, Chester, VT 05143, Phone: 802-875-2008

Smokeshire Design, Chester, VT

Smokeshire Design, Chester, VT

Smokeshire Design , 3630 VT-100 #103N, Chester, VT 05143, Phone: 802-875-3109

Country Girl Diner

Country Girl Diner

Country Girl Diner , 46 VT-103, Chester, VT 05143, Phone: 802-875-1003

Fullerton Inn and Restaurant

Fullerton Inn and Restaurant

Fullerton Inn and Restaurant , 40 The Common, Chester, VT 05143, Phone: 802-875-2444

DaVallia Gallery and Boutique

DaVallia Gallery and Boutique

Where to stay: Inn Victoria in Chester

  • 1. Sage Jewelry and Gifts
  • 2. Whiting Library
  • 3. Endless Creations Pottery Studio
  • 4. Smokeshire Design, Chester, VT
  • 5. Country Girl Diner
  • 6. Fullerton Inn and Restaurant
  • 7. DaVallia Gallery and Boutique

DaVallia Gallery and Boutique

Last Updated By VI on March 31, 2024 in Things to Do in Vermont & Places to Visit

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THE 10 BEST Things to Do in Chester

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WW2 Small Arms Experience

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Colonial Flintlock Musket Experience

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Day Tour through Stowe, Vermont

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Green Mountain Adventure Challenge Passes

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Other Top Attractions around Chester

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What travellers are saying

Lee H

  • Stone House Antique Center
  • Green Mountain Flyer
  • Lost Mine Hiking Trail
  • Whiting Library
  • Vermont Picker Antiques

Top Things to Do in Chester, VT

Things to do in chester, tours near chester.

places to visit in chester vt

WW2 Small Arms Experience

places to visit in chester vt

Colonial Flintlock Musket Experience

places to visit in chester vt

Superman Zipline Tour in Morningside

places to visit in chester vt

Day Tour through Stowe, Vermont

places to visit in chester vt

7-Hour Tour Through Montpelier and Mad River Valley, Vermont

places to visit in chester vt

2 Hour Forest Immersion Retreat in Woodland Sanctuary

places to visit in chester vt

Brewery & Spirits Tour

places to visit in chester vt

Guided Brattleboro History Walking Tour

places to visit in chester vt

Mountain Top Zipline Tour in Morningside Flight Park

places to visit in chester vt

Green Mountain Adventure Challenge Passes

Top attractions in chester.

places to visit in chester vt

Other Top Attractions around Chester

places to visit in chester vt

What travellers are saying

Lee H

  • Stone House Antique Center
  • Green Mountain Flyer
  • Lost Mine Hiking Trail
  • Whiting Library
  • Vermont Picker Antiques

fdg logo

  • Last Updated On
  • January 5, 2024

Explore Chester, A Tiny Vermont Village That’s One Of The Last Of Its Kind

Daniel Wright

Ever had the feeling of wanting to step into a time machine and journey back to an era when things were simpler, slower, and just a tad more charming?

Well, you don’t need a DeLorean for this.

Just pack a bag, throw in a sense of adventure, and let’s head down the road less traveled to the delightful town of Chester, Vermont.

With a population of just over 3,100, it’s the kind of place where everyone knows your name – or at least, they will by the time you leave, if you decide to leave at all!

Chester 1

Here, nestled among the rolling hills and picturesque landscapes, lies a gem that sparkles like no other – the Chester Stone Village Historic District.

Right from the 1830s, this district has been a showcase of craftsmanship, history, and a distinct style that’s as unique as a four-leaf clover in a clover patch.

You know, if you’re a history buff, or even if you just have a soft spot for charming old things, the Chester Stone Village Historic District will feel like a gentle hug from the past.

This place is like a time machine, minus the scary dinosaurs or flying cars.

Chester 2

The 1830s flair here is as refreshing as a lemonade stand on a hot summer day.

A stroll down its streets is like flipping through a well-loved history book, except you don’t have to worry about overdue library fines.

This district is a family-friendly treasure trove of tales waiting to be told.

Now, you must be thinking, “What’s so special about some old stones?”

Well, my friend, it’s not just about the stones, but the stories they tell and the heritage they hold.

Chester 3

In the early 19th century, a brigade of Scottish masons sailed across the seas, bringing with them a skill set that was as unique as it was mesmerizing.

Their mission?

A large factory building, long since disappeared, but their legacy?

Oh, it’s alive and well.

These masons, skilled in the art of ‘snecked ashlar’ style, created an architectural marvel that still stands tall today, defying time and trends.

Picture this – stones varying from a tiny 4 x 6 inches to a massive 3 x 4 feet, and a staggering 24 inches thick, put together using moss and horsehair.

Chester 4

Sounds like something out of a fairy tale, right?

Well, Chester is exactly that, a real-life fairy tale, and one of only 50 places in all of America where you can find this type of construction.

Would you believe it if I said these stone structures are still standing sturdy, without a hint of a wobble?

That’s right!

This isn’t a tall tale, folks – it’s all true.

Chester, with its snecked ashlar magic, gives the Leaning Tower of Pisa a run for its money.

Chester 5

Imagine, stones held together using moss and horsehair.

The kids would love it – it’s like a real-life Minecraft game, only without the creepers.

And the grown-ups?

Well, you’ll have to tear yourself away from these architectural wonders.

Related:   Must-Visit Places in Vermont

Related:   Famous Attractions in Vermont

Related:   Discover the Most Hippie Town in Verm o nt for a Unique Experience

The Stone Village consists of 10 magnificent buildings – a collection of stone houses, a one-room schoolhouse, and the First Universalist Parish of Chester dating back to 1845, each showcasing a unique style and story.

Some houses even have secret rooms that were once part of the Underground Railroad.

Talk about a history lesson!

Chester 6

The Stone Village is like a blockbuster movie set, but it’s real, and you’re the star.

Imagine yourself strolling through, absorbing the stories seeped into these stone walls.

And hey, if these houses could talk, they’d probably say, “I’ve got secrets,” thanks to their historical ties to the Underground Railroad.

Can you believe it?

It’s like a giant game of hide and seek with history.

chester 7

And let’s not forget about the home that served as a writing den for Olivia Goldsmith, the author of First Wives Club.

I bet she didn’t have to deal with writer’s block in a place like this.

But don’t worry, it’s not all about history here.

Chester also offers a delightful array of antique shops, artisan galleries, and scrumptious dining options.

Stay a while, and you’ll find yourself submerged in the friendly local culture, where everybody’s got a story to tell and a smile to share.

The town may be small, but it’s bursting with warmth and character.

Chester 8

But wait, there’s even more to this pint-size paradise.

Aside from its historical charm and culinary delights, Chester is a treasure trove of special events.

From traditional fairs and farmers markets to live music on the green, there’s always something happening that adds a sprinkle of spontaneity to your visit.

And the best part?

You don’t need to be a globetrotting adventurer to enjoy it.

Whether you’re a solo traveler, a couple in love, or a family on vacation, Chester rolls out the red carpet for every visitor.

Chester 9

Just be warned, you might fall so in love with this place that you’ll start looking at real estate listings before you leave!

So, if you’re looking for a place that’s got charm, history, and a unique story to tell, Chester, Vermont is the place to be.

It’s a trip back in time, a journey into the heart of an era long passed, and an experience that’s as unique as the stones that make up its iconic village.

If you’re curious to dive deeper into the allure of this quaint town, do give their official website a visit.

And just take a quick peek at this map and you’ll see exactly where Chester is nestled.

Chester 10 Map

So what are you waiting for?

Isn’t it time you added some ‘stone’ to your travel tales?

magical sparkle barn vermont ftr

Top Things to Do in Chester, VT

Places to visit in chester, tours near chester.

places to visit in chester vt

WW2 Small Arms Experience

places to visit in chester vt

Colonial Flintlock Musket Experience

places to visit in chester vt

Superman Zipline Tour in Morningside

places to visit in chester vt

Day Tour through Stowe, Vermont

places to visit in chester vt

7-Hour Tour Through Montpelier and Mad River Valley, Vermont

places to visit in chester vt

2 Hour Forest Immersion Retreat in Woodland Sanctuary

places to visit in chester vt

Brewery & Spirits Tour

places to visit in chester vt

Guided Brattleboro History Walking Tour

places to visit in chester vt

Mountain Top Zipline Tour in Morningside Flight Park

places to visit in chester vt

Green Mountain Adventure Challenge Passes

Top attractions in chester.

places to visit in chester vt

Other Top Attractions around Chester

places to visit in chester vt

What travellers are saying

Lee H

  • Stone House Antique Center
  • Green Mountain Flyer
  • Lost Mine Hiking Trail
  • Whiting Library
  • Vermont Picker Antiques

Top Things to Do in Chester

Things to do in chester, tours near chester.

places to visit in chester vt

WW2 Small Arms Experience

places to visit in chester vt

Colonial Flintlock Musket Experience

places to visit in chester vt

Superman Zipline Tour in Morningside

places to visit in chester vt

Day Tour through Stowe, Vermont

places to visit in chester vt

7-Hour Tour Through Montpelier and Mad River Valley, Vermont

places to visit in chester vt

2 Hour Forest Immersion Retreat in Woodland Sanctuary

places to visit in chester vt

Brewery & Spirits Tour

places to visit in chester vt

Guided Brattleboro History Walking Tour

places to visit in chester vt

Mountain Top Zipline Tour in Morningside Flight Park

places to visit in chester vt

Green Mountain Adventure Challenge Passes

Top attractions in chester.

places to visit in chester vt

Other Top Attractions around Chester

places to visit in chester vt

What travelers are saying

Lee H

  • Stone House Antique Center
  • Green Mountain Flyer
  • Lost Mine Hiking Trail
  • Whiting Library
  • Vermont Picker Antiques

Top Things to Do in Chester

Things to do in chester, tours near chester.

places to visit in chester vt

WW2 Small Arms Experience

places to visit in chester vt

Colonial Flintlock Musket Experience

places to visit in chester vt

Superman Zipline Tour in Morningside

places to visit in chester vt

Day Tour through Stowe, Vermont

places to visit in chester vt

7-Hour Tour Through Montpelier and Mad River Valley, Vermont

places to visit in chester vt

2 Hour Forest Immersion Retreat in Woodland Sanctuary

places to visit in chester vt

Brewery & Spirits Tour

places to visit in chester vt

Guided Brattleboro History Walking Tour

places to visit in chester vt

Mountain Top Zipline Tour in Morningside Flight Park

places to visit in chester vt

Green Mountain Adventure Challenge Passes

Top attractions in chester.

places to visit in chester vt

Other Top Attractions around Chester

places to visit in chester vt

What travellers are saying

Lee H

  • Stone House Antique Center
  • Green Mountain Flyer
  • Lost Mine Hiking Trail
  • Whiting Library
  • Vermont Picker Antiques

THE 15 BEST Things to Do in Chester

Things to do in chester, tours near chester.

places to visit in chester vt

WW2 Small Arms Experience

places to visit in chester vt

Colonial Flintlock Musket Experience

places to visit in chester vt

Superman Zipline Tour in Morningside

places to visit in chester vt

Day Tour through Stowe, Vermont

places to visit in chester vt

7-Hour Tour Through Montpelier and Mad River Valley, Vermont

places to visit in chester vt

2 Hour Forest Immersion Retreat in Woodland Sanctuary

places to visit in chester vt

Brewery & Spirits Tour

places to visit in chester vt

Guided Brattleboro History Walking Tour

places to visit in chester vt

Mountain Top Zipline Tour in Morningside Flight Park

places to visit in chester vt

Green Mountain Adventure Challenge Passes

Top attractions in chester.

places to visit in chester vt

Other Top Attractions around Chester

places to visit in chester vt

What travellers are saying

Lee H

  • Stone House Antique Center
  • Green Mountain Flyer
  • Lost Mine Hiking Trail
  • Whiting Library
  • Vermont Picker Antiques

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Nominated as one of the prettiest “Painted Places” in America, Chester, Vermont’s exquisite village green welcomes you to explore the town’s many superb restaurants and taverns, shops and eclectic galleries. Chester’s rich history and profound sense of purpose have preserved its timeless quality and peaceful character. Chester, Vermont has fostered towering maples, championed contemporary arts, and flourished with family farms. Home to The Stone Hearth Inn & Tavern named one of only ten “Green Restaurants in the Green Mountain State” by the Vermont Business Environmental Partnership, Chester abounds with delightful inns and award-winning B&Bs like the Inn Victoria, lively arts and culture, stunning scenery and peerless tranquility for anyone looking to ‘get away from it all,’ even if just for a little while. Visit our Meet Chester page here .

Additional Links:

  • Chester, Vermont government
  • Meet Chester Vermont

Chester Rotary Club

  • Things to Do in Chester (Facebook)
  • Chester on Vermont.com
  • Chester Telegraph

places to visit in chester vt

AFS Wealth Management

288 Depot Street Chester, VT 05143 

802-875-8100

places to visit in chester vt

Amanda L. S. George, PLLC

116 Main St. – P. O. Box #578 Chester, VT 05143 

802-875-7777

places to visit in chester vt

Burtco Self Storage

620 Route 103 South Chester, VT 05143 USA

802-722-3358

places to visit in chester vt

Chester Andover Family Center & Thrift Shop

908 Rt 103 South Chester, VT 05143 USA

802-875-3236

places to visit in chester vt

Chester Community Alliance

PO Box 561 Chester, VT 05143 USA

places to visit in chester vt

Chester Community Greenhouse & Gardens

PO Box 1271 Chester, VT  05143 

places to visit in chester vt

Chester Hardware & Mercantile

21 Main Street Chester, VT 05143 

802-875-2693

places to visit in chester vt

PO Box 304 Chester, VT 05143 USA

places to visit in chester vt

Chester Townscape

places to visit in chester vt

Christopher A. Fauver, DDS – Comprehensive Dentistry & Oral Wellness

48 Main Street Chester, VT 05143 

802-885-3191

places to visit in chester vt

Coleman Plumbing & Heating

1026 Rt 10 Chester, VT 05143 USA

802-875-3644

places to visit in chester vt

Dakin & Benelli

26 Main Street Chester, VT 05143 USA

802-875-4000

places to visit in chester vt

Divided Sky Foundation

262 Fox Lane Ludlow, VT 05149 

802-735-7890

places to visit in chester vt

Down To The Roots

7 Pineview Drive Chester, VT 05143 

802-374-0095

places to visit in chester vt

Fischer Arts

102 The Commons Chester, VT 05143 

802-875-1260

places to visit in chester vt

Franklyn Farm Inn

2206 Green Mountain Turnpike Chester, VT 05143 

802-875-2206

places to visit in chester vt

Fullerton Inn

40 The Common Chester, VT 05143 USA

802-875-2444

places to visit in chester vt

Knockout Carpet & Flooring

647 Main Street Chester, VT 05143 USA

802-875-4409

places to visit in chester vt

M&T Bank – Chester

57 South Main Street Chester, VT 05143 USA

802-875-2127

places to visit in chester vt

Motel-in-the-Meadow

936 Route 11 West Chester, VT 05143 USA

802-875-2626

places to visit in chester vt

397 Main Street Chester, VT 05143 USA

802-875-2531

places to visit in chester vt

One Credit Union

569 Route 103 South Chester, VT 05143 USA

800-578-5024

380 River Street Springfield, VT 05156 

places to visit in chester vt

Route 103 Auto – Heads Up Motorsports

3441 Vermont Route 10 Chester, VT 05143 USA

802-875-8103

places to visit in chester vt

Six Loose Ladies Yarn & Fiber Shop

287 Main Street Chester, VT 05143 USA

802-875-7373

places to visit in chester vt

Smitty’s Chester Market

526 Depot Street Chester, VT 05143 USA

802-875-4715

places to visit in chester vt

Smokeshire Design

3630 Route 103 North Chester, VT 05143 USA

802-875-3109

places to visit in chester vt

Songbird Wellness

34 School Street – Suite E Chester, VT 05143 

631-800-6317

places to visit in chester vt

Stone House Antique Center

557 Route 103 South Chester, VT 05143 USA

802-875-4477

places to visit in chester vt

Sugar Bob’s Finest Kind

92 VT Route 11 West Chester, VT 05143 

802-375-5731

places to visit in chester vt

Terrigenous Landscape Architecture

624 Depot Street Chester, VT 05143 USA

802-875-1311

places to visit in chester vt

The Chester Telegraph

PO Box 221 Chester, VT 05143 

(802) 875-9722

places to visit in chester vt

Tileworks of Vermont

PO Box 1041 Chester, VT 05143 US

802-428-6698

places to visit in chester vt

Town of Chester

556 Elm Street Chester, VT 05143 USA

802-875-2173

places to visit in chester vt

Tylers Moving

93 Ledgewood Road Chester, VT 05143 USA

802-291-1554

places to visit in chester vt

Vermont 1828 Reunion House

5227 Route 103 South Chester, VT 05143 

443-786-6528

places to visit in chester vt

Vermont Hardwoods

386 Depot Street Chester, VT 05143 

802-875-2550

places to visit in chester vt

Vermont Tea House

15 Depot Street Chester, VT 05143 

802-875-6914  (Main)

places to visit in chester vt

Wunderle’s Big Top Adventures

1776 Brockways Mills Road Chester, VT 05143 USA

802-463-0029

Top Things to Do in Chester, VT - Chester Must-See Attractions

Things to do in chester, tours near chester.

places to visit in chester vt

WW2 Small Arms Experience

places to visit in chester vt

Colonial Flintlock Musket Experience

places to visit in chester vt

Superman Zipline Tour in Morningside

places to visit in chester vt

Day Tour through Stowe, Vermont

places to visit in chester vt

7-Hour Tour Through Montpelier and Mad River Valley, Vermont

places to visit in chester vt

2 Hour Forest Immersion Retreat in Woodland Sanctuary

places to visit in chester vt

Brewery & Spirits Tour

places to visit in chester vt

Guided Brattleboro History Walking Tour

places to visit in chester vt

Mountain Top Zipline Tour in Morningside Flight Park

places to visit in chester vt

Green Mountain Adventure Challenge Passes

Top attractions in chester.

places to visit in chester vt

Other Top Attractions around Chester

places to visit in chester vt

What travellers are saying

Lee H

  • Stone House Antique Center
  • Green Mountain Flyer
  • Lost Mine Hiking Trail
  • Whiting Library
  • Vermont Picker Antiques

places to visit in chester vt

Montcalm St

places to visit in chester vt

Natures Way

places to visit in chester vt

Things to Do in Chester, VT

1. Vermont Tea House on Yelp

1. Vermont Tea House

"Absolutely loved it. Laura and team are great. So lovley. Great selection of tea amaz..." more

2. Appalachian Trail Adventures on Yelp

2. Appalachian Trail Adventures

"Wonderful 4 days hiking and kayaking! The trails and waterways are gorgeous, food del..." more

3. Fullerton Inn on Yelp

3. Fullerton Inn

"We had a absolutely wonderful New Year's dinner. It was kind of a last minute thing a..." more

4. Great River Outfitters on Yelp

4. Great River Outfitters

"My darling friend Jules as a native Vermonter planned out an itinerary for Rafa, Vee,..." more

5. Smokin' Bowls on Yelp

5. Smokin' Bowls

"Post snowboarding eats! Quick and great service. We were ravenous after 4 hours on th..." more

6. Country Girl Diner on Yelp

6. Country Girl Diner

"What's not to love about this diner...plate size pancakes and get the blueberry! Hom..." more

7. Inn Victoria on Yelp

7. Inn Victoria

"Penny and Dan were outstanding hosts for our New Years Eve murder mystery visit. From..." more

8. Maria's Mexican Food on Yelp

8. Maria's Mexican Food

"I can't tell you enough how great this establishment is. Miguel was so nice and accom..." more

Best Restaurants in Chester, VT

Maria's Mexican Food on Yelp

Maria's Mexican Food

"For the tacos we got the Al pastor, chorizo , and steak and they were all super good and packed full of meat." See all Maria's Mexican Food reviews

Country Girl Diner on Yelp

Country Girl Diner

"Props to them for getting our three year-old daughter to eat some veggies (the tomato corn chowder )." See all Country Girl Diner reviews

Smokin' Bowls on Yelp

Smokin' Bowls

"The boy chose the Cheech and Chong Chili , which he said had a distinct sweetness to it, and he adored it." See all Smokin' Bowls reviews

Heritage Deli & Bakery on Yelp

Heritage Deli & Bakery

"On our way home to RI from Killington we stopped for some sandwiches here and we were pleasantly surprised." See all Heritage Deli & Bakery reviews

The Pizza Stone on Yelp

The Pizza Stone

"The cinna stix with maple cream sauce were decadent and the calzone was enormous, hearty and satisfying." See all The Pizza Stone reviews

Fullerton Inn on Yelp

Fullerton Inn

"I was a little sensory overstimulated and Lorraine was kind enough to seat us in a quiet room at my request." See all Fullerton Inn reviews

Jamaican Jewelz on Yelp

Jamaican Jewelz

MacLaomainn's Scottish Pub on Yelp

MacLaomainn's Scottish Pub

Nightlife in Chester, VT

Wunderbar on Yelp

"Wunderbar is the most chic and beautiful spot and consistently the best food and drinks in Bellows Falls ." See all Wunderbar reviews

Sawmill Bar & Table on Yelp

Sawmill Bar & Table

"Our hanger steak was delightful with a delectable glaze with a couple fingerling potatoes and cream corn." See all Sawmill Bar & Table reviews

Elixir Restaurant on Yelp

Elixir Restaurant

"It is so fefreshing to have such quality food available in the upper valley in the sea of horrible burger fare." See all Elixir Restaurant reviews

Stemwinder on Yelp

"Was lucky enough to get a last minute reservation at this cozy and cool wine bar." See all Stemwinder reviews

The Hungry Diner on Yelp

The Hungry Diner

"I visited the farm just 5 miles from the restaurant and the farm is clean and the animals rotationally pastured.." See all The Hungry Diner reviews

Peter Havens Restaurant on Yelp

Peter Havens Restaurant

"Then Creme brûlée with perfect crust, chocolate mousse not too heavy and a panna cota with coconut and secret ingredients." See all Peter Havens Restaurant reviews

Mojo Cafe on Yelp

"I saw that Mojo had great ratings and one reviewer in particular said she'd punch a baby for their poblano rings." See all Mojo Cafe reviews

Valley View Saloon on Yelp

Valley View Saloon

"We stumbled upon this restaurant while in town snowboarding during Mount Snow 's opening weekend, and are so glad we did!" See all Valley View Saloon reviews

Phelps Barn Pub on Yelp

Phelps Barn Pub

"This spot (connected to The Grafton Inn ) was a great place to eat dinner and surpassed what I would have expected." See all Phelps Barn Pub reviews

Windsor Station Restaurant on Yelp

Windsor Station Restaurant

"Great atmosphere in an old train station , reasonable prices, and literally everything on the menu is good." See all Windsor Station Restaurant reviews

Anchor Seafood Restaurant on Yelp

Anchor Seafood Restaurant

"To cap off our experience, we were lucky enough to have Larry for a waiter: he made sure we were well taken care of!" See all Anchor Seafood Restaurant reviews

Simon Pearce on Yelp

Simon Pearce

"I had the famed Vermont cheddar soup and kale & apple salad (with a few sausage links on the side, no salad is complete without meat)." See all Simon Pearce reviews

Worthy Kitchen on Yelp

Worthy Kitchen

"Outstanding variety of food choices ( brisket melt is mesmerizing) and the beer, oh the beer selection." See all Worthy Kitchen reviews

Barrows House Inn & Restaurant on Yelp

Barrows House Inn & Restaurant

"Now this is what emerging from Covid is supposed to be like." See all Barrows House Inn & Restaurant reviews

Trail Break on Yelp

Trail Break

"make a reservation and opt for the blackened tacos, nachos, street corn and get in a game of shuffle board." See all Trail Break reviews

Madison Brewing Company Pub & Restaurant on Yelp

Madison Brewing Company Pub & Restaurant

"We were in the area, and, needing a bite to eat, waffled between the Publyk House and Madison Brewing Co ." See all Madison Brewing Company Pub & Restaurant reviews

Top Searches in Chester

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IMAGES

  1. The 10 Most Beautiful Towns In Vermont, USA

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  2. Chester, Vermont

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  3. Chester, VT 2024: Best Places to Visit

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  4. 5 Southern Vermont Towns You've Got to Visit

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  5. Seeing Vermont: Here's 16 photos of Chester, a quaint town in Windsor

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  6. Tank away: Chester, Vt.

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VIDEO

  1. Chester Skatepark

  2. Chester House Fire

  3. #D-2.294 ~ Springfield, VT to Chester Station Chester, VT via VT-11 and VT-103

  4. VTR 431 & 432 on GMRC 264

  5. Chester, UK 🇬🇧

  6. Chester, UK 🇬🇧

COMMENTS

  1. THE 15 BEST Things to Do in Chester

    Hiking Trails. By OneSSMolly. Found this trail in the flyer at the Chester tourist office. Map is accurate, pretty easy to find trailhead, almost to... 4. DaVallia Gallery & Boutique. 65. Speciality & Gift Shops. DaVallia Gallery & Boutique are now both located in the historic Stone Village of Chester Vermont.

  2. 9 Incredible Things to do in Chester VT

    Chester's Stone House Antique Center is a great place to visit if you're looking to add to your antique collection or you like perusing shelves of exciting finds. There are a lot of different items inside, and the staff is known for being very friendly to its visitors. Inside, there are just shy of 100 different dealers selling items ranging from furniture to art supplies and other ...

  3. Meet Chester, Vermont

    The Chester Economic Development Committee (CEDC) of Chester, Vermont, a 501(c)(3) organization of business leaders of Chester and a part of the Chester Community Alliance Inc., coordinates the town brochure and business web site to promote Chester as a uniquely attractive place to live, work and visit.

  4. 10 Best Things to Do in Chester, VT

    She has more than 25 years of experience in the jewelry and fine craft industry. Michele's jewelry is available in many galleries and stores in Vermont and all over the States, and can also be purchased online. Sage Jewelry and Gifts, 78 Common St, Chester, VT 05143, Phone: 802-875-7243.

  5. THE 10 BEST Things to Do in Chester

    Things to Do in Chester, Vermont: See Tripadvisor's 2,751 traveller reviews and photos of Chester tourist attractions. Find what to do today, this weekend, or in January. We have reviews of the best places to see in Chester.

  6. THE 10 BEST Things to Do in Chester

    Top Things to Do in Chester, Vermont: See Tripadvisor's 2,942 traveller reviews and photos of 18 things to do when in Chester.

  7. Explore Chester, A Tiny Vermont Village That's One Of The Last Of Its Kind

    Related: Must-Visit Places in Vermont. Related: Famous Attractions in Vermont. Related: Discover the Most Hippie Town in Verm o nt for a Unique Experience. The Stone Village consists of 10 magnificent buildings - a collection of stone houses, a one-room schoolhouse, and the First Universalist Parish of Chester dating back to 1845, each ...

  8. Chester, VT: All You Must Know Before You Go (2024)

    A mix of the charming, modern, and tried and true. See all. Motel in the Meadow. 56. from $80/night. Inn Victoria. 580. from $219/night. Chester Inn.

  9. 10 BEST Places to Visit in Chester (UPDATED 2024)

    Skip to main content. Discover. Trips

  10. Top Things to Do in Chester

    Things to Do in Chester, Vermont: See Tripadvisor's 2,927 reviews & photos of 18 Chester attractions.

  11. THE BEST Things to Do in Chester

    Things to Do in Chester, Vermont: See Tripadvisor's 2,701 traveler reviews and photos of Chester tourist attractions. Find what to do today, this weekend, or in April. We have reviews of the best places to see in Chester.

  12. Chester, VT

    The Chester Economic Development Committee (CEDC) of Chester, Vermont, a 501(c)(3) organization of business leaders of Chester and a part of the Chester Community Alliance Inc., coordinates the town brochure and business web site to promote Chester as a uniquely attractive place to live, work and visit.

  13. Meet Chester, Vermont

    The Chester Economic Development Committee (CEDC) of Chester, Vermont, a 501(c)(3) organization of business leaders of Chester and a part of the Chester Community Alliance Inc., coordinates the town brochure and business web site to promote Chester as a uniquely attractive place to live, work and visit.

  14. THE 10 BEST Things to Do in Chester

    Things to Do in Chester, Vermont: See Tripadvisor's 2 931 traveller reviews and photos of 18 Chester attractions.

  15. THE BEST Things to Do in Chester

    Top Things to Do in Chester, Vermont: See Tripadvisor's 2,953 traveller reviews and photos of Chester tourist attractions. Find what to do today, this weekend, or in February. We have reviews of the best places to see in Chester.

  16. THE 15 BEST Things to Do in Chester (Updated 2024)

    Hiking Trails. By OneSSMolly. Found this trail in the flyer at the Chester tourist office. Map is accurate, pretty easy to find trailhead, almost to... 4. DaVallia Gallery & Boutique. 65. Speciality & Gift Shops. DaVallia Gallery & Boutique are now both located in the historic Stone Village of Chester Vermont.

  17. WELCOME TO CHESTER

    Chester is a quaint New England town with a population of 3,144, centrally located, and in close proximity to several ski areas including Okemo, Stratton, and Killington. Chester offers a community of great restaurants, comfortable B & Bs, and interesting shops, including authentic antique stores and lovely art galleries.

  18. Chester

    1776 Brockways Mills Road. Chester, VT 05143 USA. 802-463-0029. Website. Nominated as one of the prettiest "Painted Places" in America, Chester, Vermont's exquisite village green welcomes you to explore the town's many superb restaurants and taverns, shops and eclectic galleries.

  19. Top Things to Do in Chester, VT

    Things to Do in Chester, Vermont: See Tripadvisor's 2,701 traveller reviews and photos of Chester tourist attractions. Find what to do today, this weekend, or in May. We have reviews of the best places to see in Chester. Visit top-rated & must-see attractions.

  20. THE 10 BEST Things to Do in Chester, VT

    Best of Chester: Find must-see tourist attractions and things to do in Chester, Vermont. Yelp helps you discover popular restaurants, hotels, tours, shopping, and nightlife for your vacation.

  21. Meet Chester, Vermont

    The Chester Economic Development Committee (CEDC) of Chester, Vermont, a 501(c)(3) organization of business leaders of Chester and a part of the Chester Community Alliance Inc., coordinates the town brochure and business web site to promote Chester as a uniquely attractive place to live, work and visit.