Find hotels in Chester, VT from ₩158,357

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Nov 5 - Nov 6
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Nov 6 - Nov 7
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Nov 7 - Nov 9
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Compare 3,007 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Garden
Fullerton Inn
Fullerton Inn
2.5 star property
8.2 out of 10, Very Good, (400)
"Gracious host"
United States
Patricia
The price is ₩184,533
₩201,141 total
includes taxes & fees
Nov 18 - Nov 19
Fullerton Inn
Front of property
Stone Hearth Inn and Eatery
Stone Hearth Inn and Eatery
3.0 star property
9.2 out of 10, Wonderful, (105)
"Room was super quiet and clean. "
United States
Ernest
The price is ₩298,802
₩325,695 total
includes taxes & fees
Nov 20 - Nov 21
Stone Hearth Inn and Eatery
Lobby
Woodstock Inn & Resort
Woodstock Inn & Resort
4.5 star property
9.2 out of 10, Wonderful, (546)
"I’ve traveled a lot around the world and this hotel has to be in my top 3 ever. Especially beautiful in autumn"
United States
Kevin
The price is ₩460,295
₩569,813 total
includes taxes & fees
Nov 30 - Dec 1
Woodstock Inn & Resort
Property grounds
The Shire Woodstock
The Shire Woodstock
3.0 star property
8.8 out of 10, Excellent, (876)
"Everything was awesome! Great view and very clean. Just what we were looking for. Very easy check in and out"
United States
Ahmed
The Shire Woodstock
Meeting facility
Aspen At Manchester
Aspen At Manchester
2.5 star property
8.8 out of 10, Excellent, (598)
"Very nice hotel. Clean and looked recently remodeled. It was very quiet, allowing me to relax. Will stay here again when in the area."
United States
Grant
The price is ₩154,118
₩185,388 total
includes taxes & fees
Nov 10 - Nov 11
Aspen At Manchester
Deluxe Suite | 2 bedrooms, individually decorated, desk, blackout drapes
Sleep Woodstock Motel
Sleep Woodstock Motel
2.0 star property
9.6 out of 10, Exceptional, (540)
"Great motel with complete amenities.. beautiful surrounding especially in this fall"
United States
Giana
The price is ₩148,056
₩225,817 total
includes taxes & fees
Nov 13 - Nov 14
Sleep Woodstock Motel
Exterior
The Palmer House Resort, an Ascend Collection Hotel
The Palmer House Resort, an Ascend Collection Hotel
3.0 star property
8.4 out of 10, Very Good, (853)
"The area around the Palmer House is so beautiful. Mountains everywhere!! "
United States
Mark
The price is ₩145,952
₩184,340 total
includes taxes & fees
Nov 25 - Nov 26
The Palmer House Resort, an Ascend Collection Hotel
Front of property - evening/night
Hampton Inn and Suites Manchester
Hampton Inn and Suites Manchester
2.5 star property
9.6 out of 10, Exceptional, (1001)
"The hotel was clean, the staff was friendly, and was a great location. The new Brewery on the property was great as well!"
United States
Jake
The price is ₩188,129
₩206,942 total
includes taxes & fees
Nov 16 - Nov 17
Hampton Inn and Suites Manchester
Indoor spa tub
The Black Bear Lodge at Stratton Mountain Resort
The Black Bear Lodge at Stratton Mountain Resort
3.0 star property
7.6 out of 10, Good, (931)
"Great place for the price "
United States
Karen
The price is ₩213,143
₩257,904 total
includes taxes & fees
Nov 13 - Nov 14
The Black Bear Lodge at Stratton Mountain Resort
Exterior detail
The Covered Bridge Inn
The Covered Bridge Inn
2.5 star property
7.6 out of 10, Good, (1000)
"Quiet, easy to get to right off the highway with lots of quick eats within walking distance. Staff was friendly and helpful with any requests."
United States
Zachery
The price is ₩145,910
₩160,501 total
includes taxes & fees
Nov 13 - Nov 14
The Covered Bridge Inn
Premium bedding, individually decorated, individually furnished, desk
Best Western Plus Keene Hotel
Best Western Plus Keene Hotel
3.0 star property
8.4 out of 10, Very Good, (1000)
"Hotel was great."
United States
Heidi
The price is ₩213,143
₩231,267 total
includes taxes & fees
Nov 12 - Nov 13
Best Western Plus Keene Hotel
In-room safe, desk, blackout drapes, iron/ironing board
Days Inn by Wyndham Keene NH
Days Inn by Wyndham Keene NH
2.0 star property
7.0 out of 10, Good, (1006)
"Very professional people good service good staff "
United States
George
The price is ₩145,952
₩158,357 total
includes taxes & fees
Nov 9 - Nov 10
Days Inn by Wyndham Keene NH
Exterior
Kimpton Taconic Hotel by IHG
Kimpton Taconic Hotel by IHG
4.0 star property
9.4 out of 10, Exceptional, (812)
"Very nice, beautiful inn"
United States
Susan
The price is ₩227,448
₩305,267 total
includes taxes & fees
Dec 4 - Dec 5
Kimpton Taconic Hotel by IHG
Indoor pool
Pointe at Castle Hill Resort
Pointe at Castle Hill Resort
3.5 star property
8.8 out of 10, Excellent, (911)
"Love this place and we will be back again, the bed is awesome and I like all the pillows and the comfort as u feel when u walk in "
United States
Jennie
The price is ₩227,448
₩259,291 total
includes taxes & fees
Nov 12 - Nov 13
Pointe at Castle Hill Resort
Exterior
The Equinox Golf Resort & Spa
The Equinox Golf Resort & Spa
4.5 star property
7.4 out of 10, Good, (564)
"Beautiful hotel! "
United States
sarah
The price is ₩157,388
₩249,289 total
includes taxes & fees
Nov 16 - Nov 17
The Equinox Golf Resort & Spa
Property grounds
The Manchester View
The Manchester View
2.5 star property
9.4 out of 10, Exceptional, (771)
"The setting is quiet peaceful and the accommodation is like home "
United States
diane
The price is ₩191,185
₩210,304 total
includes taxes & fees
Nov 18 - Nov 19
The Manchester View
Sundeck
Riverside Hotel, an Ascend Collection Hotel
Riverside Hotel, an Ascend Collection Hotel
2.5 star property
9.6 out of 10, Exceptional, (621)
"Loved my stay"
United States
Christine
The price is ₩219,542
₩238,203 total
includes taxes & fees
Dec 4 - Dec 5
Riverside Hotel, an Ascend Collection Hotel
Free daily on-the-go breakfast
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
8.8 out of 10, Excellent, (1007)
"Beth at the front desk is the best"
United States
Sean
The price is ₩193,353
₩212,688 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Outdoor dining
Vantage Point Villas at Stratton Mountain Resort
Vantage Point Villas at Stratton Mountain Resort
3.0 star property
8.4 out of 10, Very Good, (70)
"Great place to stay! We went on a last minute Father’s Day weekend trip and had the best time! Great location close to the shops and restaurants. "
United States
Roberta
The price is ₩356,192
₩442,747 total
includes taxes & fees
Nov 13 - Nov 14
Vantage Point Villas at Stratton Mountain Resort
Property entrance
Jackson Gore Village
Jackson Gore Village
3.0 star property
8.6 out of 10, Excellent, (828)
"The hotel was peaceful and clean, perfect for the weekend getaway."
United States
Terrence
The price is ₩266,071
₩323,263 total
includes taxes & fees
Nov 12 - Nov 13
Jackson Gore Village
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

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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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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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

Woodstock Inn & Resort

Woodstock Inn & Resort

10/10 Excellent
"I’ve traveled a lot around the world and this hotel has to be in my top 3 ever. Especially beautiful in autumn"
Kevin 3-night trip
Posted 1 day ago
Woodstock Inn & Resort

More cheap stays in Chester

The Covered Bridge Inn

The Covered Bridge Inn

1043 Putney Road, Brattleboro, VT
The price is ₩145,910 per night from Nov 13 to Nov 14
₩145,910
₩160,501 total
Nov 13 - Nov 14
includes taxes & fees
7.6/10 Good! (1,001 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?
Woodstock Inn & Resort: Features a seasonal outdoor pool, an indoor pool, and 4 restaurants. Pointe at Castle Hill Resort and The Equinox Golf Resort & Spa 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.

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