Chester Hotels

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Our top choices for Chester hotels

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (114 reviews)
"So great all around!"
United States
Janet
The price is €193
includes taxes & fees
10 Mar - 11 Mar
Stone Hearth Inn and Eatery

Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very good, (420 reviews)
"Great staff and service. "
United States
Chris
The price is €119
includes taxes & fees
3 Mar - 4 Mar
Fullerton Inn

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
2.0 star property
West Dover
8.8 out of 10, Excellent, (63 reviews)
"Clean cozy rooms, overall good stay"
United States
Wade
The price is €126
includes taxes & fees
2 Mar - 3 Mar
Hideaway Inn Mt. Snow

The Inn at Weathersfield

The Inn at Weathersfield
4.0 star property
Perkinsville
10.0 out of 10, Exceptional, (74 reviews)
"Everything was really lovely, clean and nice. Loved the downstairs lounge and bar areas, so warm and relaxing. The host was extremely gracious. Looking forward to going back soon! "
United States
James
The Inn at Weathersfield

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,000 reviews)
"perfect room, very clean and friendly staff"
Canada
Marc-André
The Putney Inn

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very good, (1,001 reviews)
"Great stay pool was very nice"
United States
Patrick
The price is €109
includes taxes & fees
27 Feb - 28 Feb
Best Western Plus Keene Hotel

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, (986 reviews)
"Staff were great place was clean and nice. "
United States
Alex
The price is €100
includes taxes & fees
1 Mar - 2 Mar
Keene Elm City Hotel, an Ascend Collection Hotel

Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (766 reviews)
"Everything was clean, comfortable and the staff quite conversational"
United States
Diane
The price is €165
includes taxes & fees
6 Mar - 7 Mar
Fairfield Inn & Suites by Marriott Keene Downtown

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (832 reviews)
"Very friendly staff. The room and all surroundings were clean and fresh smelling."
United States
Alison
The price is €126
includes taxes & fees
2 Mar - 3 Mar
Best Western Springfield Hotel

Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (1,001 reviews)
"Really clean hotel, friendly staff and great location."
United States
Aaron
The price is €165
includes taxes & fees
5 Mar - 6 Mar
Courtyard by Marriott Keene Downtown

Brook Bound Inn

Brook Bound Inn
2.0 star property
Wilmington
9.2 out of 10, Wonderful, (15 reviews)
"Beautiful lodge very clean and comfortable "
United States
Virginia
Brook Bound Inn

Aspen At Manchester

Aspen At Manchester
2.5 star property
Manchester Center
8.8 out of 10, Excellent, (636 reviews)
"Very nice room! "
United States
Bob
The price is €91
includes taxes & fees
4 Mar - 5 Mar
Aspen At Manchester

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester
2.5 star property
Manchester Center
9.6 out of 10, Exceptional, (1,000 reviews)
"Very clean hotel! "
United States
Robert
The price is €121
includes taxes & fees
15 Mar - 16 Mar
Hampton Inn and Suites Manchester

The Manchester View

The Manchester View
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (813 reviews)
"Great staff, huge clean room, tasty continental breakfast."
United States
Carey
The Manchester View

The Inn At Quail Run

The Inn At Quail Run
2.5 star property
Wilmington
9.0 out of 10, Wonderful, (72 reviews)
"Property was just as described, it was great staying there, outdoors was beautiful."
United States
Tami
The price is €209
includes taxes & fees
3 Mar - 4 Mar
The Inn At Quail Run

The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel
3.0 star property
Manchester Center
8.4 out of 10, Very good, (903 reviews)
"Rooms were spotless and staff was great!"
United States
Helen
The price is €97
includes taxes & fees
18 Mar - 19 Mar
The Palmer House Resort, an Ascend Collection Hotel

The Hartness House

The Hartness House
3.0 star property
Springfield
8.2 out of 10, Very good, (336 reviews)
"nice folks, practical place to stay. "
United States
Mark
The price is €148
includes taxes & fees
1 Mar - 2 Mar
The Hartness House

The Olympia Lodge

The Olympia Lodge
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (582 reviews)
"Fantastic stay! Friendly staff, very cozy. "
United States
Nader
The price is €163
includes taxes & fees
29 Mar - 30 Mar
The Olympia Lodge

Toll Road Inn

Toll Road Inn
2.0 star property
Manchester Center
9.0 out of 10, Wonderful, (503 reviews)
"Location was great, clean, spacious room."
United States
Sheron
The price is €133
includes taxes & fees
11 Mar - 12 Mar
Toll Road Inn

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (948 reviews)
"Good breakfast, great staff and very good location "
United States
Valdeci
The price is €106
includes taxes & fees
5 Mar - 6 Mar
Hampton Inn Brattleboro
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 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

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.

aerial view of the Quechee Covered Bridge, over the Ottauquechee River, Quechee Vermont

Top Chester Hotel Reviews

More cheap stays in Chester

Frequently asked questions

Where is the best place to stay in Chester?
Stone Hearth Inn and Eatery is ranked highly by Expedia customers. This B&B offers free breakfast and free parking. Another top choice for your trip based on reviews is Fullerton Inn. See all available top hotels, or vacation rentals in Chester.
What are some of the best holiday rentals that Chester has to offer?
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms: This holiday home rental outside of Chester is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 9 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. 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 Bonnie's Bundles Dolls and DaVallia Art & Accents 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?
Restorative Mountain Sanctuary with Hot Tub, Minutes from the Mountains is a top dog-friendly option for your stay. Motel in the Meadow 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?
Pointe at Castle Hill Resort: Offers a full-service spa, an indoor pool and free self parking. Woodstock Inn & Resort 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. Top sights around the area include Okemo Mountain Resort and Stratton Mountain Resort. In Chester, there are 68 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 Bonnie's Bundles Dolls and DaVallia Art & Accents. Additionally, you'll find Okemo Mountain Resort and 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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