A covered wooden bridge over a river, surrounded by rocky terrain and greenery.

Find Hotels with Bar in Chester, VT from CA $144

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Check availability on Chester Hotels with Bar

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Our top choices for Chester hotels with a bar

Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very good, (439 reviews)
"Beautiful old inn Great Staff"
United States
Elizabeth A
The price is CA $211
CA $230 total
includes taxes & fees
Jul 3 - Jul 4
Fullerton Inn

The Landgrove

The Landgrove
3.5 star property
Londonderry
The price is CA $226
CA $247 total
includes taxes & fees
Jun 28 - Jun 29
The Landgrove

Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (449 reviews)
"The staff was very friendly and helpful."
Canada
Dumitru Florin
The price is CA $131
CA $144 total
includes taxes & fees
Jul 28 - Jul 29
Bromley View Inn

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very good, (1,005 reviews)
"Best place to stay the food was good and we had a wonderful stay. Swimming pool was fun and safe for kids"
United States
Nidia Ruby
The price is CA $181
CA $196 total
includes taxes & fees
Jul 12 - Jul 13
Best Western Plus Keene Hotel

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (43 reviews)
"The hot tub was so amazing"
United States
Mark
The price is CA $172
CA $188 total
includes taxes & fees
Jun 30 - Jul 1
Four Columns Inn

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (911 reviews)
"Historic hotel in the heart of downtown, close to everything-- restaurants, galleries, stores, train station. Great location, wonderful staff, movie theater and pub on site!"
United States
Sharon
The price is CA $154
CA $169 total
includes taxes & fees
Jul 5 - Jul 6
Latchis Hotel

The Common Man Inn & Restaurant

The Common Man Inn & Restaurant
3.5 star property
Claremont
9.6 out of 10, Exceptional, (395 reviews)
"We have stayed at The Common Man Inn many times. It is always a treat. Right in town, very clean, restaurant is great and breakfast is perfect to start your day. The staff is very helpful and always available as well as friendly."
United States
Robert
The price is CA $221
CA $240 total
includes taxes & fees
Jul 13 - Jul 14
The Common Man Inn & Restaurant

The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (289 reviews)
"Everything about our stay was perfect! Couldn't be happier and will be back!"
United States
Courtney
The price is CA $275
CA $302 total
includes taxes & fees
Jul 15 - Jul 16
The Jackson

The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort
3.0 star property
Stratton
7.6 out of 10, Good, (998 reviews)
"Amazing hotel"
United States
Luis
The price is CA $185
CA $224 total
includes taxes & fees
Jul 8 - Jul 9
The Black Bear Lodge at Stratton Mountain Resort

The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
2.5 star property
Londonderry
8.2 out of 10, Very good, (701 reviews)
"Charming rustic inn. Staff were delightful and food was great. "
United States
Bradley
The price is CA $173
CA $192 total
includes taxes & fees
Jul 1 - Jul 2
The Upper Pass Lodge at Magic Mountain
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Chester Hotel Reviews

Frequently asked questions

Searching for hotels with bars in Chester?
Chester features 62 properties to choose from, and likely many will have a bar where you can enjoy an evening cocktail after a day out exploring. While you're here, you can check out DaVallia Art & Accents and Bonnie's Bundles Dolls.
What are the best hotels with bars in Chester?
Here are a few of the top hotels with bars in and around Chester: Fullerton Inn: Inn with restaurant. Enjoy the bar, free breakfast, and free WiFi. Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area: Resort with 4 restaurants. Enjoy the 2 bars, free WiFi, and free valet parking. Woodstock Inn & Resort: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Latchis Hotel: Hotel with restaurant. Enjoy the bar, seasonal outdoor pool, and breakfast. Kimpton Taconic Hotel by IHG: Resort with restaurant. Enjoy the bar, free WiFi, and full-service spa.
What is there to do in Chester?
To experience the area's highlights, consider visiting My Minds Design, Vermont Country Store, and Lowell Lake State Park, and then find a cozy spot for a nightcap. Other places to see include DaVallia Art & Accents and Bonnie's Bundles Dolls. Chester is known for its coffeehouses, ski slopes, and shops.
When is the best time to visit Chester?
Visiting local bars in Chester is more fun when you know what the weather holds. These rainfall averages and temperatures can help you choose the best time for bar hopping. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chester are January, March, November, and February, with each month seeing an average of 14 inches of snowfall.
How can I get to Chester and around the area?
Here are some of your transportation options in and around Chester: Fly into Springfield, VT (VSF-Hartness State), which is located 6.6 mi (10.7 km) away from the city center. Otherwise, look for flights into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is 25.4 mi (40.8 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.

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