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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

Breakfast included
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‚©231,981
ā‚©252,859 total
includes taxes & fees
Jul 30 - Jul 31
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, (121 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‚©304,757
ā‚©332,185 total
includes taxes & fees
Jul 27 - Jul 28
Stone Hearth Inn and Eatery
Interior entrance

3. The Common Man Inn & Restaurant

The Common Man Inn & Restaurant
3.5 star property
Claremont
9.6 out of 10, Exceptional, (405 reviews)
"Beautifully decorated old mill right on the river with great restaurant"
United States
Denis
The price is ā‚©215,348
ā‚©233,658 total
includes taxes & fees
Jul 26 - Jul 27
The Common Man Inn & Restaurant
Lobby sitting area

4. The Hartness House

The Hartness House
3.0 star property
Springfield
8.2 out of 10, Very Good, (349 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‚©258,564
ā‚©284,420 total
includes taxes & fees
Jul 27 - Jul 28
The Hartness House
Lobby

5. 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, (1,004 reviews)
"Staff was very professional and friendly"
United States
Ramica
The price is ā‚©188,211
ā‚©204,216 total
includes taxes & fees
Jul 26 - Jul 27
Keene Elm City Hotel, an Ascend Collection Hotel
Porch

6. Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (269 reviews)
"Delicious breakfast and great communication throughout! Had a very lovely stay at the Harvest Barn Inn"
Canada
Natalie
The price is ā‚©253,691
ā‚©276,523 total
includes taxes & fees
Aug 17 - Aug 18
Harvest Barn Inn
Lobby

7. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (837 reviews)
"Staff wasfriendly and my room is very clean"
United States
Michael
The price is ā‚©194,397
ā‚©213,837 total
includes taxes & fees
Aug 25 - Aug 26
Comfort Inn & Suites Brattleboro I-91
Lounge

8. Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (453 reviews)
"staff actually treated you like family and not another customer & Clean room & relaxing backyard to watch the sunset & great breakfast"
United States
Josh
The price is ā‚©113,116
ā‚©124,438 total
includes taxes & fees
Jul 27 - Jul 28
Bromley View Inn
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, (546 reviews)
"Nice place to stay"
United States
Shane
The price is ā‚©160,490
ā‚©174,131 total
includes taxes & fees
Jul 26 - Jul 27
Claremont Motor Lodge
Exterior

10. Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (869 reviews)
"Our stay was great. Staff was very friendly and helpful."
United States
Patricia
The price is ā‚©261,321
ā‚©287,453 total
includes taxes & fees
Aug 2 - Aug 3
Best Western Springfield Hotel
Exterior

11. The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1,001 reviews)
"Perfect for an overnight!"
United States
Lori
The price is ā‚©180,551
ā‚©198,613 total
includes taxes & fees
Aug 18 - Aug 19
The Putney Inn
Restaurant

12. Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1,000 reviews)
"Staff was very friendly, accommodating, and attentive to our needs. Room was clean and comfortable!"
United States
Helen
The price is ā‚©202,801
ā‚©220,046 total
includes taxes & fees
Jul 29 - Jul 30
Best Western Plus Keene Hotel
Indoor pool

13. Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (1,001 reviews)
"Really great spot for the price, very happy with our short stay."
United States
Kyle
The price is ā‚©187,438
ā‚©206,182 total
includes taxes & fees
Aug 25 - Aug 26
Hampton Inn Brattleboro
In-room safe, desk, blackout drapes, iron/ironing board

14. Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1,004 reviews)
"The hotel was clean but very dated. Needs new flooring, paint etc. Staff was very nice."
United States
Pamela
The price is ā‚©136,402
ā‚©147,996 total
includes taxes & fees
Aug 23 - Aug 24
Days Inn by Wyndham Keene NH
Front of property - evening/night

15. Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester
2.5 star property
Manchester Center
9.6 out of 10, Exceptional, (1,002 reviews)
"Love Hampton Inns - you can count on good, clean rooms and a great breakfast."
United States
Susan
The price is ā‚©226,116
ā‚©248,727 total
includes taxes & fees
Aug 24 - Aug 25
Hampton Inn and Suites Manchester
Lobby

16. 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)
"One of our favorite hotels in Brattleboro. Clean, safe and the staff are super friendly."
United States
Marnie
The price is ā‚©216,501
ā‚©238,151 total
includes taxes & fees
Aug 2 - Aug 3
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Exterior

17. 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, (860 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‚©190,340
ā‚©231,595 total
includes taxes & fees
Jul 29 - Jul 30
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Exterior

18. Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (940 reviews)
"Very nice boutique hotel. Close to everything. Staff was really well at check in and out. Definitely would go back"
United States
Donald
The price is ā‚©223,949
ā‚©246,343 total
includes taxes & fees
Jul 26 - Jul 27
Latchis Hotel
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‚©187,117
ā‚©205,821 total
includes taxes & fees
Jul 29 - Jul 30
The Covered Bridge Inn
Restaurant

20. 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, (702 reviews)
"Charming rustic inn. Staff were delightful and food was great. "
United States
Bradley
The price is ā‚©176,350
ā‚©195,748 total
includes taxes & fees
Aug 24 - Aug 25
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.
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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

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

10/10 Excellent
"It was clean an convenient"
Russell 4-night trip
Posted 1 hour ago
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

More cheap stays in Chester

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH
The price is ā‚©136,402 per night from Aug 23 to Aug 24
ā‚©136,402
ā‚©147,996 total
Aug 23 - Aug 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.
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.