Find hotels in Chester, VT from ₩131,913

Start date: Check-in selected.
To Date
End date: Check-out

    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
Oct 13 - Oct 14
Tomorrow
Oct 14 - Oct 15
This weekend
Oct 17 - Oct 19
Next weekend
Oct 24 - Oct 26

Filter by

Guest rating
Guest rating
Star rating

Compare 2,996 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Fullerton Inn
Garden
Fullerton Inn
2.5 star property
8.2 out of 10, Very Good, (389)
"Lovely stay"
The price is ₩183,837
₩200,382 total
includes taxes & fees
Nov 10 - Nov 11
Fullerton Inn
Stone Hearth Inn and Eatery
Front of property
Stone Hearth Inn and Eatery
3.0 star property
9.2 out of 10, Wonderful, (101)
"Good breakfast and dinner options. Great location for hiking."
The price is ₩401,909
₩438,081 total
includes taxes & fees
Oct 15 - Oct 16
Stone Hearth Inn and Eatery
Woodstock Inn & Resort
Lobby
Woodstock Inn & Resort
4.5 star property
9.2 out of 10, Wonderful, (538)
"Beautiful hotel!! The staff, room, and spa were fantastic!!"
The price is ₩582,862
₩703,852 total
includes taxes & fees
Nov 10 - Nov 11
Woodstock Inn & Resort
The Shire Woodstock
Property grounds
The Shire Woodstock
3.0 star property
8.8 out of 10, Excellent, (848)
"great location and the staff were great"
The price is ₩172,122
₩200,692 total
includes taxes & fees
Nov 4 - Nov 5
The Shire Woodstock
The Palmer House Resort, an Ascend Collection Hotel
Property amenity
The Palmer House Resort, an Ascend Collection Hotel
3.0 star property
8.4 out of 10, Very Good, (839)
"Lovely property convenient to center of town "
The price is ₩180,488
₩222,037 total
includes taxes & fees
Nov 2 - Nov 3
The Palmer House Resort, an Ascend Collection Hotel
The Covered Bridge Inn
Exterior detail
The Covered Bridge Inn
2.5 star property
7.8 out of 10, Good, (1017)
"Good value for a two night stay for work "
The price is ₩158,015
₩173,816 total
includes taxes & fees
Oct 15 - Oct 16
The Covered Bridge Inn
Aspen At Manchester
Meeting facility
Aspen At Manchester
2.5 star property
8.8 out of 10, Excellent, (596)
"Very relaxing environment. "
The price is ₩165,453
₩197,660 total
includes taxes & fees
Nov 9 - Nov 10
Aspen At Manchester
Sleep Woodstock Motel
Deluxe Suite | 2 bedrooms, individually decorated, desk, blackout drapes
Sleep Woodstock Motel
2.0 star property
9.6 out of 10, Exceptional, (531)
"Everything was great! Staff was VERY accommodating and the perks of the washer / dryer and cleaning supplies was awesome!! Happy to have stayed! "
The price is ₩160,323
₩199,883 total
includes taxes & fees
Oct 19 - Oct 20
Sleep Woodstock Motel
Hampton Inn and Suites Manchester
Front of property - evening/night
Hampton Inn and Suites Manchester
2.5 star property
9.6 out of 10, Exceptional, (1011)
"This was the best Hampton Inn I’ve stayed at, and location is excellent. "
The price is ₩185,803
₩204,383 total
includes taxes & fees
Oct 26 - Oct 27
Hampton Inn and Suites Manchester
Pointe at Castle Hill Resort
Indoor pool
Pointe at Castle Hill Resort
3.5 star property
8.8 out of 10, Excellent, (902)
"It was a beautiful place "
The price is ₩226,589
₩258,311 total
includes taxes & fees
Oct 19 - Oct 20
Pointe at Castle Hill Resort
Best Western Plus Keene Hotel
Premium bedding, individually decorated, individually furnished, desk
Best Western Plus Keene Hotel
3.0 star property
8.4 out of 10, Very Good, (1017)
"Hotel was great."
The price is ₩212,338
₩230,394 total
includes taxes & fees
Oct 16 - Oct 17
Best Western Plus Keene Hotel
Riverside Hotel, an Ascend Collection Hotel
Sundeck
Riverside Hotel, an Ascend Collection Hotel
2.5 star property
9.6 out of 10, Exceptional, (611)
"Loved my stay"
The price is ₩216,827
₩235,257 total
includes taxes & fees
Oct 27 - Oct 28
Riverside Hotel, an Ascend Collection Hotel
The Black Bear Lodge at Stratton Mountain Resort
Indoor spa tub
The Black Bear Lodge at Stratton Mountain Resort
3.0 star property
7.6 out of 10, Good, (925)
"What a great, cozy place! Definitely would stay here again "
The price is ₩212,338
₩256,929 total
includes taxes & fees
Oct 15 - Oct 16
The Black Bear Lodge at Stratton Mountain Resort
Jackson Gore Village
Property entrance
Jackson Gore Village
3.0 star property
8.6 out of 10, Excellent, (798)
"Nice hotel and setting, wonderful customer service"
The price is ₩249,646
₩303,311 total
includes taxes & fees
Nov 12 - Nov 13
Jackson Gore Village
The Equinox Golf Resort & Spa
Exterior
The Equinox Golf Resort & Spa
4.5 star property
7.4 out of 10, Good, (549)
"Beautiful hotel! "
The price is ₩143,948
₩233,643 total
includes taxes & fees
Nov 10 - Nov 11
The Equinox Golf Resort & Spa
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Exterior
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
3.0 star property
9.0 out of 10, Wonderful, (759)
"It is Good place to stay. We enjoyed our stay here."
The price is ₩226,589
₩266,406 total
includes taxes & fees
Nov 11 - Nov 12
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Kimpton Taconic Hotel by IHG
Exterior
Kimpton Taconic Hotel by IHG
4.0 star property
9.4 out of 10, Exceptional, (808)
"Very nice, beautiful inn"
The price is ₩223,383
₩300,594 total
includes taxes & fees
Nov 2 - Nov 3
Kimpton Taconic Hotel by IHG
Vantage Point Villas at Stratton Mountain Resort
Outdoor dining
Vantage Point Villas at Stratton Mountain Resort
3.0 star property
8.4 out of 10, Very Good, (68)
"Not enough heat"
The price is ₩349,147
₩433,990 total
includes taxes & fees
Oct 15 - Oct 16
Vantage Point Villas at Stratton Mountain Resort
Days Inn by Wyndham Keene NH
In-room safe, desk, blackout drapes, iron/ironing board
Days Inn by Wyndham Keene NH
2.0 star property
7.0 out of 10, Good, (1011)
"Comfortable night stay. Would repeat "
The price is ₩150,204
₩162,971 total
includes taxes & fees
Nov 1 - Nov 2
Days Inn by Wyndham Keene NH
Deerfield Valley Inn
Exterior
Deerfield Valley Inn
3.0 star property
9.6 out of 10, Exceptional, (69)
"We had a lovely time staying here. "
The price is ₩123,051
₩174,544 total
includes taxes & fees
Oct 15 - Oct 16
Deerfield Valley Inn
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

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

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.
See properties

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.
See properties

Top Chester Hotel Reviews

The Covered Bridge Inn

The Covered Bridge Inn

10/10 Excellent
"There was a band-aid in the bed but I really didn’t care. Seemed clean otherwise. And I could have always used the other bed. "
Thomas 1-night trip
Posted 3 days ago
The Covered Bridge Inn

More cheap stays in Chester

Hampton Inn Brattleboro

Hampton Inn Brattleboro

1378 Putney Road, Brattleboro, VT
The price is ₩141,853 per night from Nov 12 to Nov 13
₩141,853
₩156,038 total
Nov 12 - Nov 13
includes taxes & fees
8/10 Very Good! (904 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.
What's the top vacation rental that Chester has to offer?
Okemo Mountain Lodging: You might want to consider this vacation home rental near Chester, which is in the mountains and equipped with daily housekeeping and an LCD TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop. 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 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: Offers a seasonal outdoor pool, an indoor pool, and 4 restaurants. The Equinox Golf Resort & Spa and Jackson Gore Village 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 67 hotels and other accommodations to choose from. Find out more about Chester.
What should I see while I'm in Chester?
A couple of favorite places to visit are DaVallia Art & Accents and Bonnie's Bundles Dolls. You'll also find Grafton Historical Society and Vermont Country Store 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.

Explore a world of travel with Expedia