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Find hotels in Chester, VT from ā‚©124,325

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Check prices for these dates

This weekend
Jul 24 - Jul 26
Next weekend
Jul 31 - Aug 2

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Our top choices for Chester hotels

Bed & breakfast
Garden

1. Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very Good, (442 reviews)
"The building was very quaint and had a historical vibe."
United States
Rick
The price is ā‚©235,050
ā‚©256,204 total
includes taxes & fees
Jul 27 - Jul 28
Fullerton Inn
Front of property

2. Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (120 reviews)
"Friendly helpful clean. Bathroom clean. Nice pillows. A/c was super because it was very hot outside. Breakfast was very good"
United States
Kathleen
The price is ā‚©308,789
ā‚©336,580 total
includes taxes & fees
Jul 22 - Jul 23
Stone Hearth Inn and Eatery
Exterior

3. Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (868 reviews)
"Our stay was great. Staff was very friendly and helpful."
United States
Patricia
The price is ā‚©264,778
ā‚©291,256 total
includes taxes & fees
Aug 4 - Aug 5
Best Western Springfield Hotel
Lobby

4. Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.6 out of 10, Excellent, (1,007 reviews)
"Staff was very professional and friendly"
United States
Ramica
The price is ā‚©190,701
ā‚©206,918 total
includes taxes & fees
Jul 23 - Jul 24
Keene Elm City Hotel, an Ascend Collection Hotel
Interior entrance

5. The Common Man Inn & Restaurant

The Common Man Inn & Restaurant
3.5 star property
Claremont
9.6 out of 10, Exceptional, (404 reviews)
"Beautifully decorated old mill right on the river with great restaurant"
United States
Denis
The price is ā‚©231,502
ā‚©251,178 total
includes taxes & fees
Jul 28 - Jul 29
The Common Man Inn & Restaurant
Lounge

6. Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (452 reviews)
The price is ā‚©113,031
ā‚©124,325 total
includes taxes & fees
Jul 27 - Jul 28
Bromley View Inn
Porch

7. Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (268 reviews)
"Amazing property and hosts...If you are looking for a quiet getaway with a river view and gourmet breakfast, look no further!"
United States
Paul
The price is ā‚©257,047
ā‚©280,181 total
includes taxes & fees
Jul 27 - Jul 28
Harvest Barn Inn
Lobby

8. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (836 reviews)
"Staff wasfriendly and my room is very clean"
United States
Michael
The price is ā‚©200,591
ā‚©220,650 total
includes taxes & fees
Aug 16 - Aug 17
Comfort Inn & Suites Brattleboro I-91
Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave | Premium bedding, in-room safe, iron/ironing board, WiFi (free)

9. Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (544 reviews)
"Nice place to stay"
United States
Shane
The price is ā‚©162,613
ā‚©176,435 total
includes taxes & fees
Jul 23 - Jul 24
Claremont Motor Lodge
Indoor pool

10. Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (1,000 reviews)
"Really great spot for the price, very happy with our short stay."
United States
Kyle
The price is ā‚©193,229
ā‚©212,552 total
includes taxes & fees
Aug 20 - Aug 21
Hampton Inn Brattleboro
Lobby

11. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
9.0 out of 10, Wonderful, (1,002 reviews)
"The staff was able to recommend places to go and eat, which was really nice."
United States
Alyssa
The price is ā‚©224,894
ā‚©247,383 total
includes taxes & fees
Jul 27 - Jul 28
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Lobby sitting area

12. The Hartness House

The Hartness House
3.0 star property
Springfield
8.2 out of 10, Very Good, (348 reviews)
"Fantastic historic house in downtown Springfield, VT. A wonderful place to spend an evening or the weekend. Close to state parks, great restaurants, and kayaking. Wonderful place for a getaway."
United States
Dan
The price is ā‚©263,788
ā‚©290,167 total
includes taxes & fees
Jul 26 - Jul 27
The Hartness House
Restaurant

13. Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1,008 reviews)
The price is ā‚©205,484
ā‚©222,958 total
includes taxes & fees
Jul 23 - Jul 24
Best Western Plus Keene Hotel
Exterior

14. The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1,004 reviews)
"Perfect for an overnight!"
United States
Lori
The price is ā‚©181,769
ā‚©199,947 total
includes taxes & fees
Aug 7 - Aug 8
The Putney Inn
In-room safe, desk, blackout drapes, iron/ironing board

15. Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1,003 reviews)
The price is ā‚©138,206
ā‚©149,954 total
includes taxes & fees
Aug 16 - Aug 17
Days Inn by Wyndham Keene NH
Front of property - evening/night

16. Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester
2.5 star property
Manchester Center
9.6 out of 10, Exceptional, (1,004 reviews)
"Love Hampton Inns - you can count on good, clean rooms and a great breakfast."
United States
Susan
The price is ā‚©234,784
ā‚©258,263 total
includes taxes & fees
Aug 11 - Aug 12
Hampton Inn and Suites Manchester
Restaurant

17. 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 ā‚©178,682
ā‚©198,338 total
includes taxes & fees
Aug 19 - Aug 20
The Upper Pass Lodge at Magic Mountain
Exterior

18. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
3.0 star property
Brownsville
9.0 out of 10, Wonderful, (858 reviews)
"Location of resort is beautiful!! We were not there very long or at resort for many hours but was well kept, beautiful area. Clean and well stocked. Would definitely return."
United States
Carol
The price is ā‚©168,319
ā‚©207,638 total
includes taxes & fees
Jul 27 - Jul 28
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Free daily continental breakfast

19. The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.4 out of 10, Good, (1,001 reviews)
"Clean room, useful fridge and microwave, safe parking."
United States
Elizabeth
The price is ā‚©189,592
ā‚©208,551 total
includes taxes & fees
Jul 22 - Jul 23
The Covered Bridge Inn
Mountain view

20. The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel
3.0 star property
Manchester Center
8.2 out of 10, Very Good, (970 reviews)
"Always enjoy our stay there"
United States
Jason
The price is ā‚©205,484
ā‚©250,410 total
includes taxes & fees
Jul 23 - Jul 24
The Palmer House Resort, an Ascend Collection Hotel
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.
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Where to stay in Chester

Find the best Chester areas and neighborhoods for the activities you enjoy most. Learn more about Chester
Learn more about Chester
A forest with autumn foliage in various colors.

Chester Depot

If you're spending some time in Chester Depot, DaVallia Art & Accents and Bonnie's Bundles Dolls are top sights worth seeing.

Stay near popular Chester attractions

DaVallia Art & Accents

10.0/10 (2 reviews)
This Vermont art haven showcases fine local art and handcrafted furniture in thoughtfully designed spaces. Browse both the Art Boutique and 39 North Gallery to experience indoor exhibits and outdoor sculpture gardens.
See properties

Learn more about Chester

Nestled in a relaxing small-town setting, Chester invites visitors to explore DaVallia Art & Accents and browse handcrafted treasures at Bonnie's Bundles Dolls. Outdoor enthusiasts can enjoy nearby Stoughton Pond Recreation Area or take a scenic drive to Lowell Lake State Park and the charming Vermont Country Store.

See all hotels in Chester
A nighttime view of a large, illuminated bridge with intricate metalwork and a prominent arch.

Top Chester Hotel Reviews

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

8/10 Good
"nice place"
Janice 1-night trip
Posted less than an hour ago
The Equinox Golf Resort & Spa

More cheap stays in Chester

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

175 Key Rd Keene NH
The price is ā‚©190,701 per night from Jul 23 to Jul 24
ā‚©190,701
ā‚©206,918 total
Jul 23 - Jul 24
includes taxes & fees

Frequently asked questions

Where is the best place to stay in Chester?
Based on our traveler data, Fullerton Inn is one of the top choices for your stay. This inn offers free breakfast and a restaurant. Other good choices for your trip to the area are Woodstock Inn & Resort and Keene Elm City Hotel, an Ascend Collection Hotel. See all available top hotels, or vacation rentals in Chester.
What's the top vacation rental that Chester has to offer?
Okemo Mountain Lodging by Vail Resorts: You might want to consider this vacation rental near Chester, which is in the mountains and offers an LCD TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop. See all vacation rentals in Chester.
If I need to cancel my hotel reservation in Chester, will I receive a refund?
Yes, the majority of hotel reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a non-refundable reservation, it might still be possible to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chester.
Where can I learn more about changing or cancelling my trip to Chester?
For additional details about rescheduling or cancelling your trip to Chester, head over to our customer service page.
What's the best pet-friendly accommodation in Chester?
Motel in the Meadow is a top pet-friendly option for your stay. See more pet-friendly hotel accommodations in Chester.
What are some accommodations with pools in Chester?
Woodstock Inn & Resort: Provides a seasonal outdoor pool, an indoor pool, and 4 restaurants. Keene Elm City Hotel, an Ascend Collection Hotel and Kimpton Taconic Hotel by IHG are two additional hotels with an onsite pool. View all hotels with pools in Chester.
What's the best accommodation near Hartness State Airport (VSF)?
The Inn at Weathersfield is a popular 4-star inn featuring free breakfast and a restaurant. It's located a short 1.3 mi (2.1 km) from Hartness State Airport. Another good choice close to the airport is Hartness House Inn, located 3.7 mi (5.9 km) away.
What is staying in Chester like?
Visitors to Chester are sure to enjoy the ski areas, coffeehouses, and shopping. Quaint and relaxing, this city also attracts tourists with its restaurants. In Chester, there are 64 hotels and other accommodations to choose from. Find out more about Chester.
What should I see while I'm in Chester?
Attractions like DaVallia Art & Accents and Bonnie's Bundles Dolls are fun for everyone. You'll also find Vermont Country Store and Lowell Lake State Park in the area. Check out what more to see and do in Expedia's Chester guide.
What's the weather like in Chester?
The hottest months are usually July and August with an average temp of 65Ā°F, while the coldest months are January and February with an average of 25Ā°F. The snowiest months in Chester are January, March, November, and February, with each month seeing an average of 14 inches of snowfall.