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Jan 22 - Jan 23
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Jan 23 - Jan 24
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Jan 23 - Jan 25
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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)
  • cleanliness
    Find tranquility near hiking trails in Chester with a delicious breakfast included.
"So great all around!"
United States
Janet
The price is ₩414,110
₩451,380 total
includes taxes & fees
Jan 27 - Jan 28
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)
  • cleanliness
    Traditional Vermont charmer serves farm-fresh meals near historic sites.
"The room smelled really good but the beds were hard."
United States
Samantha
The price is ₩189,417
₩206,465 total
includes taxes & fees
Jan 25 - Jan 26
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 ₩198,448
₩218,292 total
includes taxes & fees
Jan 26 - Jan 27
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)
  • cleanliness
    Wake up to idyllic Vermont surroundings at this charming inn with breakfast.
"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, (1,001 reviews)
  • cleanliness
    Peaceful stay in Keene with included breakfast and convenient river access.
"Great stay pool was very nice"
United States
Patrick
The price is ₩204,101
₩221,457 total
includes taxes & fees
Jan 25 - Jan 26
Best Western Plus Keene Hotel
In-room safe, desk, iron/ironing board, free cribs/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)
  • cleanliness
    Modern hotel with a convenient location in Keene near shopping and dining.
"Reasonably priced and clean."
United States
Justin
The price is ₩182,075
₩197,551 total
includes taxes & fees
Jan 25 - Jan 26
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)
  • cleanliness
    Peaceful retreat with indoor pool near State Fish and Wildlife area.
"Staff was so nice!! "
United States
Stephanie
The price is ₩223,351
₩245,686 total
includes taxes & fees
Jan 29 - Jan 30
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 ₩259,161
₩281,189 total
includes taxes & fees
Jan 28 - Jan 29
Fairfield Inn & Suites by Marriott Keene Downtown
Family Cabin | Living area | 30-inch LCD TV with cable channels

Brook Bound Inn

Brook Bound Inn
2.0 star property
Wilmington
9.0 out of 10, Wonderful, (12 reviews)
  • cleanliness
    Ski-friendly getaway near Mount Snow with seasonal outdoor pool and free WiFi.
"Beautiful lodge very clean and comfortable "
United States
Virginia
The price is ₩308,897
₩339,776 total
includes taxes & fees
Feb 18 - Feb 19
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)
  • cleanliness
    Experience downtown Keene's Art Deco charm with indoor pool and fitness center.
"Really clean hotel, friendly staff and great location."
United States
Aaron
The price is ₩264,303
₩286,769 total
includes taxes & fees
Feb 3 - Feb 4
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)
  • cleanliness
    Scenic Vermont getaway with outdoor pool near Bromley Mountain Ski Resort.
"Super clean and modern rooms, excellent location, scenic views… "
United States
Fernando
The price is ₩128,040
₩156,981 total
includes taxes & fees
Jan 26 - Jan 27
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)
  • cleanliness
    Stay close to Ashuelot River in a comfortable hotel with an indoor pool.
"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 ₩250,690
₩271,999 total
includes taxes & fees
Feb 22 - Feb 23
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)
  • cleanliness
    Tranquil mountain retreat with outdoor pool and trails, steps from skiing.
"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)
  • cleanliness
    Historic Hartness House provides comfortable lodging near Springfield's train station.
"nice folks, practical place to stay. "
United States
Mark
The price is ₩279,956
₩307,952 total
includes taxes & fees
Feb 12 - Feb 13
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 ₩330,379
₩363,417 total
includes taxes & fees
Jan 25 - Jan 26
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)
  • cleanliness
    Refined mountain retreat with indoor and seasonal outdoor pools and golf course.
"Rooms were spotless and staff was great!"
United States
Helen
The price is ₩133,283
₩171,031 total
includes taxes & fees
Jan 28 - Jan 29
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)
  • cleanliness
    Experience the serene Vermont escape near Bromley Mountain Ski Resort.
"Location was great, clean, spacious room."
United States
Sheron
The price is ₩209,974
₩230,972 total
includes taxes & fees
Feb 2 - Feb 3
Toll Road Inn
Interior

The Olympia Lodge

The Olympia Lodge
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (571 reviews)
  • cleanliness
    Walk to nearby attractions from this scenic mountain lodge with pool and tennis.
"Updated room; friendly staff; great breakfast"
United States
John
The price is ₩271,645
₩298,809 total
includes taxes & fees
Jan 26 - Jan 27
The Olympia Lodge
Exterior

The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (156 reviews)
  • cleanliness
    Charming guesthouse in Keene with free WiFi and parking for a relaxed stay.
"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.
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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

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

The Manchester View

The Manchester View

10/10 Excellent
"Extremely clean, great views one of the best blueberry muffins I’ve ever had. Would definitely come back."
Matthew 1-night trip
Posted 23 hours ago
The Manchester View

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 ₩118,569 per night from Jan 26 to Jan 27
₩118,569
₩128,648 total
Jan 26 - Jan 27
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 visit based on reviews is Fullerton Inn. 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?
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 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. Top sights around the area include Okemo Mountain Resort and Stratton Mountain Resort. In Chester, there are 66 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. Additionally, you'll find Okemo Mountain Resort and Stratton Mountain Resort 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 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chester are January, March, November, and February, with each month seeing an average of 14 inches of snowfall.