Search Chester hotels

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
22 Jan - 23 Jan
Tomorrow
23 Jan - 24 Jan
This weekend
23 Jan - 25 Jan
Next weekend
30 Jan - 1 Feb

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Chester hotels

Front of property

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (109 reviews)
"So great all around!"
United States
Janet
The price is AU$423
includes taxes & fees
16 Feb - 17 Feb
Stone Hearth Inn and Eatery
Garden

Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very good, (410 reviews)
"The room smelled really good but the beds were hard."
United States
Samantha
The price is AU$208
includes taxes & fees
25 Jan - 26 Jan
Fullerton Inn
Property amenity

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
2.0 star property
West Dover
8.8 out of 10, Excellent, (29 reviews)
"Great cozy hotel very close to Mount Snow. "
United States
Yuhui
The price is AU$219
includes taxes & fees
26 Jan - 27 Jan
Hideaway Inn Mt. Snow
Interior

The Inn at Weathersfield

The Inn at Weathersfield
4.0 star property
Perkinsville
10.0 out of 10, Exceptional, (71 reviews)
"Wonderful experience, Wonderful staff. Thank you!"
United States
Patrick
The Inn at Weathersfield
Exterior

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,001 reviews)
"perfect room, very clean and friendly staff"
Canada
Marc-André
The Putney Inn
Restaurant

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)
"Great stay pool was very nice"
United States
Patrick
The price is AU$223
includes taxes & fees
26 Jan - 27 Jan
Best Western Plus Keene Hotel
In-room safe, desk, iron/ironing board, free cots/infant beds

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, (979 reviews)
"Reasonably priced and clean."
United States
Justin
The price is AU$193
includes taxes & fees
27 Jan - 28 Jan
Keene Elm City Hotel, an Ascend Collection Hotel
Exterior

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (815 reviews)
"Staff was so nice!! "
United States
Stephanie
The price is AU$249
includes taxes & fees
28 Jan - 29 Jan
Best Western Springfield Hotel
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, (759 reviews)
"Everything was clean, comfortable and the staff quite conversational"
United States
Diane
The price is AU$281
includes taxes & fees
29 Jan - 30 Jan
Fairfield Inn & Suites by Marriott Keene Downtown
Family Cabin | Living area

Brook Bound Inn

Brook Bound Inn
2.0 star property
Wilmington
9.0 out of 10, Wonderful, (12 reviews)
"Beautiful lodge very clean and comfortable "
United States
Virginia
The price is AU$322
includes taxes & fees
3 Feb - 4 Feb
Brook Bound Inn
Pub

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 AU$289
includes taxes & fees
29 Jan - 30 Jan
Courtyard by Marriott Keene Downtown
Reception

Aspen At Manchester

Aspen At Manchester
2.5 star property
Manchester Center
8.8 out of 10, Excellent, (622 reviews)
"Super clean and modern rooms, excellent location, scenic views… "
United States
Fernando
The price is AU$158
includes taxes & fees
26 Jan - 27 Jan
Aspen At Manchester
Free daily buffet breakfast

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (364 reviews)
"Room is very clean , breakfast is good and fresh .coffee serve well all time . Will back to stay again . "
United States
Raymond
The price is AU$273
includes taxes & fees
22 Feb - 23 Feb
Hampton Inn & Suites Keene
Porch

The Manchester View

The Manchester View
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (802 reviews)
"Great staff, huge clean room, tasty continental breakfast."
United States
Carey
The Manchester View
Lobby sitting area

The Hartness House

The Hartness House
3.0 star property
Springfield
8.2 out of 10, Very good, (332 reviews)
"nice folks, practical place to stay. "
United States
Mark
The price is AU$292
includes taxes & fees
12 Feb - 13 Feb
The Hartness House
Exterior

The Inn At Quail Run

The Inn At Quail Run
2.5 star property
Wilmington
9.0 out of 10, Wonderful, (71 reviews)
"Property was just as described, it was great staying there, outdoors was beautiful."
United States
Tami
The price is AU$366
includes taxes & fees
27 Jan - 28 Jan
The Inn At Quail Run
Property amenity

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, (880 reviews)
"Rooms were spotless and staff was great!"
United States
Helen
The price is AU$171
includes taxes & fees
28 Jan - 29 Jan
The Palmer House Resort, an Ascend Collection Hotel
Lobby sitting area

Toll Road Inn

Toll Road Inn
2.0 star property
Manchester Center
9.0 out of 10, Wonderful, (498 reviews)
"Location was great, clean, spacious room."
United States
Sheron
The price is AU$233
includes taxes & fees
25 Jan - 26 Jan
Toll Road Inn
Interior

The Olympia Lodge

The Olympia Lodge
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (571 reviews)
"Updated room; friendly staff; great breakfast"
United States
John
The price is AU$301
includes taxes & fees
26 Jan - 27 Jan
The Olympia Lodge
Exterior

The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (156 reviews)
"The building and room were very nice. The location is great, very walkable to the center of town. "
United States
Rochelle
The Burrell House
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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, DaVallia Art & Accents and Bonnie's Bundles Dolls are top sights worth seeing.

Stay near popular Chester attractions

Bonnie's Bundles Dolls

This historic Vermont studio showcased handcrafted cloth dolls with embroidered faces and calico clothing. Visitors treasured personal interactions with artist Bonnie Watters and stories behind her creations.
See properties

DaVallia Art & Accents

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

Top Chester Hotel Reviews

Recent Reviews in Chester

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

10/10 Excellent
"everything is clean and as expected"
Susan 1-night trip
Posted 3 days ago
Hampton Inn and Suites Manchester

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$130 per night from 26 Jan to 27 Jan
AU$130
26 Jan - 27 Jan
includes taxes & fees
7/10 Good! (999 reviews)

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 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?
Pointe at Castle Hill Resort: Offers a full-service spa, an indoor pool and free self parking. Woodstock Inn & Resort and Kimpton Taconic Hotel by IHG 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 66 hotels and other accommodation options to choose from. Find out more about Chester.
What should I do while I'm visiting Chester?
Attractions like DaVallia Art & Accents and Bonnie's Bundles Dolls are fun for everyone. 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.

Explore a world of travel with Expedia