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23 Nov - 24 Nov
Tomorrow
24 Nov - 25 Nov
Next weekend
28 Nov - 30 Nov
In two weeks
5 Dec - 7 Dec

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Top 10 Chester hotels and places to stay

Garden
Fullerton Inn

Fullerton Inn

2.5 star property
Chester Depot
8.2 out of 10, Very good, (402)
"Lovely stay"
United States
Christine
The price is 3.400.698 ₫
3.706.761 ₫ total
includes taxes & fees
25 Nov - 26 Nov
Fullerton Inn
Front of property
Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

3.0 star property
Chester
9.2 out of 10, Wonderful, (106)
"Good breakfast and dinner options. Great location for hiking."
United States
Paul
The price is 5.506.521 ₫
6.002.108 ₫ total
includes taxes & fees
24 Nov - 25 Nov
Stone Hearth Inn and Eatery
Lobby
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 star property
Woodstock
9.2 out of 10, Wonderful, (551)
"Highly recommend stay here"
United States
Margie
The price is 8.673.098 ₫
10.700.336 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Woodstock Inn & Resort
Meeting facility
Aspen At Manchester

Aspen At Manchester

2.5 star property
Manchester Center
8.8 out of 10, Excellent, (602)
"Great place to stay"
United States
Brian
The price is 2.912.210 ₫
3.492.964 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Aspen At Manchester
Property grounds
The Shire Woodstock

The Shire Woodstock

3.0 star property
Woodstock
8.8 out of 10, Excellent, (886)
"Upon entering the hotel, the lobby is gorgeous with 2 fireplaces. Staff was super friendly and the free breakfast was a bonus. The room was spotless and has a fireplace in the room. My wife and I loved this place and will definitely go back. "
United States
Vincent
The price is 2.814.143 ₫
3.281.409 ₫ total
includes taxes & fees
30 Nov - 1 Dec
The Shire Woodstock
Deluxe Suite | 2 bedrooms, individually decorated, desk, blackout curtains
Sleep Woodstock Motel

Sleep Woodstock Motel

2.0 star property
Woodstock
9.6 out of 10, Exceptional, (542)
"Clean, friendly, easy check in, welcoming accommodations. Can’t wait to come back"
United States
David
The price is 2.182.774 ₫
3.560.979 ₫ total
includes taxes & fees
24 Nov - 25 Nov
Sleep Woodstock Motel
Front of property – evening/night
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

2.5 star property
Manchester Center
9.6 out of 10, Exceptional, (1002)
"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 3.353.246 ₫
3.688.571 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Hampton Inn and Suites Manchester
Exterior
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, (856)
"Room was fantastic, had a lovely stay."
United States
Cody
The price is 2.460.393 ₫
3.141.141 ₫ total
includes taxes & fees
2 Dec - 3 Dec
The Palmer House Resort, an Ascend Collection Hotel
Free WiFi, bed sheets
The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

3.0 star property
Stratton
7.6 out of 10, Good, (935)
"Great place for the price "
United States
Karen
The price is 3.927.938 ₫
4.752.806 ₫ total
includes taxes & fees
24 Nov - 25 Nov
The Black Bear Lodge at Stratton Mountain Resort
Exterior
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 star property
Manchester
7.4 out of 10, Good, (570)
"Nice old Inn!"
United States
Daniel
The price is 3.563.879 ₫
5.353.068 ₫ total
includes taxes & fees
10 Dec - 11 Dec
The Equinox Golf Resort & Spa
Exterior
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4.0 star property
Manchester
9.4 out of 10, Exceptional, (814)
"Very nice, beautiful inn"
United States
Susan
The price is 4.196.830 ₫
5.631.449 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Kimpton Taconic Hotel by IHG
Indoor pool
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 star property
Cavendish
8.8 out of 10, Excellent, (918)
"Clean room, great staff, wonderful suggestions for area restaurants and attractions."
United States
Margie
The price is 4.455.178 ₫
5.078.904 ₫ total
includes taxes & fees
24 Nov - 25 Nov
Pointe at Castle Hill Resort
Property grounds
The Manchester View

The Manchester View

2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (772)
"Beautiful setting outside town, clean room, friendly staff, continental breakfast."
United States
Sylvia
The Manchester View
Exterior detail
The Covered Bridge Inn

The Covered Bridge Inn

2.5 star property
Brattleboro
7.6 out of 10, Good, (1004)
"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 1.992.967 ₫
2.192.263 ₫ total
includes taxes & fees
24 Nov - 25 Nov
The Covered Bridge Inn
Outdoor dining
Vantage Point Villas at Stratton Mountain Resort

Vantage Point Villas at Stratton Mountain Resort

3.0 star property
Stratton
8.4 out of 10, Very good, (70)
"Amazing stay - The condo was cozy and perfect for our family! "
United States
Kate
The price is 6.564.138 ₫
8.159.222 ₫ total
includes taxes & fees
24 Nov - 25 Nov
Vantage Point Villas at Stratton Mountain Resort
Premium bedding, individually decorated, individually furnished, desk
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3.0 star property
Keene
8.4 out of 10, Very good, (1003)
"Great staff, clean room, nice breakfast"
United States
DORTHY
The price is 3.664.318 ₫
3.975.917 ₫ total
includes taxes & fees
24 Nov - 25 Nov
Best Western Plus Keene 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
Brattleboro
8.8 out of 10, Excellent, (1000)
"Friendly, efficient staff and a very clean and nice room"
United States
Margaret
The price is 3.353.246 ₫
3.688.570 ₫ total
includes taxes & fees
25 Nov - 26 Nov
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Terrace/patio
On The River Inn

On The River Inn

4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1006)
"This place was charming!! Enjoyed everything about it and so much to do right there in the inn."
United States
Ross
The price is 6.247.794 ₫
7.839.268 ₫ total
includes taxes & fees
5 Dec - 6 Dec
On The River Inn
Sun deck
Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel

2.5 star property
West Chesterfield
9.6 out of 10, Exceptional, (626)
"Clean room, beautiful location"
United States
Marcie
The price is 4.010.978 ₫
4.351.912 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Riverside Hotel, an Ascend Collection Hotel
Exterior
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3.0 star property
Brownsville
9.0 out of 10, Wonderful, (775)
"Very welcoming, spacious, clean. Perfect for a family of 4. "
United States
Kathleen
The price is 2.451.666 ₫
3.031.630 ₫ total
includes taxes & fees
8 Dec - 9 Dec
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
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. Learn more about Chester
Learn more about Chester

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

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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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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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

Latchis Hotel

Latchis Hotel

10/10 Excellent
"Great staff"
Becky 2-night trip
Posted 5 days ago
Latchis Hotel

Hotels in Chester with star rating

Frequently asked questions

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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