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7 Dec - 8 Dec
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Top hotels and accommodation in Chester

Garden
Fullerton Inn

Fullerton Inn

2.5 star property
Chester Depot
8.2 out of 10, Very good, (402)
"The room was very clean and comfortable"
United States
AJ
Travelling for leisure
The price is AU$212
includes taxes & fees
9 Dec - 10 Dec
Fullerton Inn
Front of property
Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

3.0 star property
Chester
9.2 out of 10, Wonderful, (107)
"Room was super quiet and clean"
United States
Ernest
Travelling solo
The price is AU$322
includes taxes & fees
8 Jan - 9 Jan 2026
Stone Hearth Inn and Eatery
Free daily continental breakfast
The Carriage Barn Inn

The Carriage Barn Inn

3.0 star property
Keene
9.6 out of 10, Exceptional, (165)
"The room was clean and cozy , and nicely furnished."
United States
ann
Travelling with family
The price is AU$194
includes taxes & fees
8 Jan - 9 Jan 2026
The Carriage Barn Inn
Reception
Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown

3.0 star property
Keene
8.8 out of 10, Excellent, (1003)
"Always clean and comfortable room with friendly and helpful staff."
United States
Shannon
Travelling with partner
The price is AU$294
includes taxes & fees
14 Dec - 15 Dec
Courtyard by Marriott Keene Downtown
Exterior
Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 star property
Keene
8.8 out of 10, Excellent, (755)
"Amazing staff and a very clean and unique room."
United States
Christopher
Travelling for business
The price is AU$294
includes taxes & fees
2 Jan - 3 Jan 2026
Fairfield Inn & Suites by Marriott Keene Downtown
Exterior
The Burrell House

The Burrell House

2.5 star property
Keene
9.6 out of 10, Exceptional, (155)
"Easy check in and out, great location, clean and beautiful room!"
United States
Alexandra
Travelling with partner
The Burrell House
Premium bedding, individually decorated, individually furnished, desk
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3.0 star property
Keene
8.4 out of 10, Very good, (1000)
"Nice clean place, great staff and one of the best breakfast rooms I have found."
United States
Raymond
Travelling for leisure and business
The price is AU$227
includes taxes & fees
9 Dec - 10 Dec
Best Western Plus Keene Hotel
Reception
Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

2.5 star property
Keene
8.8 out of 10, Excellent, (352)
"Clean rooms, polite staff and nice dinning area"
United States
Nchabanu
The price is AU$241
includes taxes & fees
23 Dec - 24 Dec
Hampton Inn & Suites Keene
Indoor pool
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

2.5 star property
Keene
8.4 out of 10, Very good, (958)
"Perfect spot for a quick overnight- clean and conveniently located!"
United States
Danielle
Travelling with family
The price is AU$188
includes taxes & fees
11 Dec - 12 Dec
Keene Elm City Hotel, an Ascend Collection Hotel
In-room safe, desk, blackout curtains, iron/ironing board
Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

2.0 star property
Keene
7.0 out of 10, Good, (1001)
"Decent shape of the building and clean in the rooms."
United States
Michael
Travelling for business
The price is AU$158
includes taxes & fees
11 Dec - 12 Dec
Days Inn by Wyndham Keene NH
Library
Inn at Valley Farms

Inn at Valley Farms

2.0 star property
Walpole
10.0 out of 10, Exceptional, (13)
"The room is decorated beautifully and was very clean."
United States
Eileen
Travelling for business
The price is AU$239
includes taxes & fees
9 Dec - 10 Dec
Inn at Valley Farms
Premium bedding, desk, blackout curtains, iron/ironing board
The Common Man Inn & Restaurant

The Common Man Inn & Restaurant

3.5 star property
Claremont
9.6 out of 10, Exceptional, (369)
"The rooms are beautiful as is the lobby and inn."
United States
Jeffrey
Travelling for leisure
The price is AU$204
includes taxes & fees
21 Dec - 22 Dec
The Common Man Inn & Restaurant
Standard Room, 1 Queen Bed
Royal Inn Claremont

Royal Inn Claremont

2.0 star property
Claremont
6.6 out of 10, (318)
"Affordable"
United States
Cheryl
The price is AU$176
includes taxes & fees
9 Dec - 10 Dec
Royal Inn Claremont
Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave
Claremont Motor Lodge

Claremont Motor Lodge

2.5 star property
Claremont
8.8 out of 10, Excellent, (446)
"Room was clean and comfortable, looked to be recently renovated,"
United States
michael
Travelling for leisure
The price is AU$167
includes taxes & fees
17 Dec - 18 Dec
Claremont Motor Lodge
Lobby
Chesterfield Inn

Chesterfield Inn

4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (104)
"Great stay"
United States
Wayne
The price is AU$492
includes taxes & fees
10 Dec - 11 Dec
Chesterfield Inn
Porch
Harvest Barn Inn

Harvest Barn Inn

3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (244)
"Bellows Falls has a lot of great shops, restaurants, and a vibrant art community."
United States
Jim
Travelling for leisure and business
Harvest Barn Inn
Lobby
Rodeway Inn Bellows Falls

Rodeway Inn Bellows Falls

2.0 star property
Bellows Falls
6.2 out of 10, (288)
"The bed was very comfortable."
United States
Robert
Travelling for leisure
The price is AU$176
includes taxes & fees
15 Dec - 16 Dec
Rodeway Inn Bellows Falls
Exterior
The Putney Inn

The Putney Inn

2.5 star property
Putney
8.4 out of 10, Very good, (1002)
"Very convenient location, clean rooms & lots of parking."
United States
Evan
Travelling with friends
The Putney Inn
Hiking
Latchis Hotel

Latchis Hotel

2.5 star property
Brattleboro
8.4 out of 10, Very good, (835)
"Very cool historic hotel attached to a movie theatre in a funky district"
Canada
Virginia
Travelling for leisure
The price is AU$205
includes taxes & fees
17 Dec - 18 Dec
Latchis Hotel
Suite, 1 King Bed, Accessible, Refrigerator & Microwave (with Sofabed)
Best Western Springfield Hotel

Best Western Springfield Hotel

2.5 star property
Springfield
8.8 out of 10, Excellent, (803)
"at Okemo and the staff was friendly. rooms large and beds comfortable"
United States
Rebecca
Travelling with family
The price is AU$237
includes taxes & fees
14 Dec - 15 Dec
Best Western Springfield 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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Our guide on where to stay in Chester

Find the best Chester areas for the activities you enjoy most.

Chester Depot

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

Stay near popular Chester attractions

Bonnie's Bundles Dolls

Enjoy an outing to Bonnie's Bundles Dolls during your stay in Chester. Discover the area's mountain views or seek out its ski slopes.
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DaVallia Art & Accents

Enjoy an outing to DaVallia Art & Accents during your stay in Chester. You can seek out the ski slopes while in the area.
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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
aerial view of the Quechee Covered Bridge, over the Ottauquechee River, Quechee Vermont

Top Chester Hotel Reviews

Recent Reviews in Chester

The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent
"The staff are amazing! So friendly and welcoming. The lodge is so cute! The rooms were spotless and the hottub sparkling clean. The shuttle service until 10 pm was fantastic and the shuttle driver was very nice. We can't wait to visit again! "
Barbara 1-night trip
Posted 3 days ago
The Black Bear Lodge at Stratton Mountain Resort

More cheap accommodation in Chester

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH
The price is AU$158 per night from 11 Dec to 12 Dec
AU$158
11 Dec - 12 Dec
includes taxes & fees
7/10 Good! (1,005 reviews)

Frequently asked questions

Where is the best place to stay in Chester?
Located 25.2 mi (40.5 km) from the heart of Chester, Woodstock Inn & Resort is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are The Shire Woodstock and Kimpton Taconic Hotel by IHG. See all available top hotels, or vacation rentals in Chester.
What are some of the best holiday rentals that Chester has to offer?
Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing: This holiday home rental outside of Chester is located on the waterfront, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub. 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 if cancelled prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your check-in date. If your reservation is non-refundable, it may still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chester.
What's the best family accommodation in Chester?
1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO! is a guesthouse with in-room kitchens and laundry facilities, and it's a top choice on Expedia for families. Also, attractions such as DaVallia Art & Accents and Bonnie's Bundles Dolls are fun for children of all ages. Find more child-friendly accommodations in Chester.
What's the best place to stay for a romantic holiday in Chester?
1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO! is a favourite guest house for couples, and features free WiFi and a garden. See all romantic hotels in Chester.
What's the best dog-friendly accommodation option in Chester?
Motel in the Meadow is a top dog-friendly option for your stay. Sprawling Riverbend Farmhouse Close to Mountains with Hot Tub is another option for a stay with your pet. See more pet-friendly hotel accommodations in Chester.
What are some accommodation options with pools in Chester?
Woodstock Inn & Resort: Features a seasonal outdoor pool, an indoor pool and 4 restaurants. Kimpton Taconic Hotel by IHG and The Equinox Golf Resort & Spa are two additional hotels that feature an on-site pool. View all hotels with pools in Chester.
What is staying in Chester like?
Visitors to Chester will definitely enjoy the skiing, cafes and shopping. Quaint and relaxing, this city also attracts tourists with its restaurants. A top sight in the area is Stratton Mountain Resort. In Chester, there are 67 hotels and other accommodation options to choose from. Find out more about Chester.
What should I do while I'm visiting Chester?
A couple of favourite places to visit are DaVallia Art & Accents and Bonnie's Bundles Dolls. Additionally, you'll find Stratton Mountain Resort in the area. Take a look at what more there is 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 temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Chester are January, March, November and February, with each month seeing an average of 35 cm of snowfall.

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