Find Adventure Hotels in Chester, VT
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Chester Adventure Hotels
Our top choices for Chester adventure hotels
Keene Elm City Hotel, an Ascend Collection Hotel
Keene Elm City Hotel, an Ascend Collection HotelKeene
8.6 out of 10, Excellent, (1,004 reviews)
"Really friendly, helpful and accommodating staff. Clean and well maintained. Would definitely stay here again!"
Sarah
The price is AED 514
AED 558 total
includes taxes & fees
26 May - 27 May
9.4 out of 10, Exceptional, (126 reviews)
"Staff very helpful. Everything was very clean"
Patrick
The price is AED 392
AED 431 total
includes taxes & fees
23 Jun - 24 Jun
Wellness Getaway with a Personal Sauna, and Private River Beach!
Wellness Getaway with a Personal Sauna, and Private River Beach!Newfane
10.0 out of 10, Exceptional, (3 reviews)
"Very welcoming and extremely helpful. Had a wonderful stay post ski day! Would definitely recommend and stay again. "
Joseph P.
The price is AED 588
AED 1,049 total
includes taxes & fees
28 May - 29 May
Lake Front Family Friendly Escape
Lake Front Family Friendly EscapeNewport
10.0 out of 10, Exceptional, (4 reviews)
"Great visit! The house is perfectly outfitted for a relaxing vacation. Super clean and updated. Really enjoyed the warm waters of Crescent Lake!"
Ann R.
The price is AED 496
AED 1,407 total
includes taxes & fees
25 May - 26 May
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Holiday Inn Express Hotel & Suites Brattleboro by IHGBrattleboro
8.8 out of 10, Excellent, (1,002 reviews)
"Breakfast was delicious!"
Jean
The price is AED 643
AED 707 total
includes taxes & fees
7 Jun - 8 Jun
The Black Bear Lodge at Stratton Mountain Resort
The Black Bear Lodge at Stratton Mountain ResortStratton
7.6 out of 10, Good, (995 reviews)
"Rooms were clean, some wear noticeable. Staff very friendly and helpful."
Paul
The price is AED 419
AED 507 total
includes taxes & fees
25 May - 26 May
Cabin-Swim-Brook View-Woodfired Sauna-Firepit-Woodstove-7 min to Stratton-Dog OK
Cabin-Swim-Brook View-Woodfired Sauna-Firepit-Woodstove-7 min to Stratton-Dog OKJAMAICA
10.0 out of 10, Exceptional, (1 review)
"Had a great couple days at the "glamping cabin." The ride to get there on a dark foggy night was a bit thrilling, but could immediately relax once I got into the cabin. Place has everything needed for a semi-primitive cabin experience. Enjoyed the sauna and thencozy bed. "
Brittney C.
The price is AED 257
AED 581 total
includes taxes & fees
25 May - 26 May
Hiking Trails On-Site: Cozy Falls Brook Cabin
Hiking Trails On-Site: Cozy Falls Brook CabinDummerston
10.0 out of 10, Exceptional, (17 reviews)
"We had a great stay! Cabin is cozy and met all of our needs for the weekend. We loved exploring the nearby trails and shops. Our dogs loved it as well :) "
Kelsey M.
The price is AED 503
AED 1,573 total
includes taxes & fees
15 Jun - 16 Jun
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.
Top Chester Hotel Reviews
Kimpton Taconic Hotel by IHG
10/10 Excellent
Explore a world of travel with Expedia
More Hotel Options in Chester
More Accommodation Types in Chester
- Vacation Homes in Vermont
- Condo Rentals in Vermont
- Apartments in Vermont
- Cottages in Vermont
- Cabin Rentals in Vermont
- Chalets in Vermont
- B&B in Vermont
- Farmstay in Vermont
- Lodges in Vermont
- Resorts in Vermont
- Villas in Vermont
- Motels in Vermont
- Guest Houses in Vermont
- Aparthotels in Vermont
- Inns in Vermont
- RV Parks in Vermont
- Hostels in Vermont
- Treehouses in Vermont
Hotels near popular Chester Attractions
Chester Hotels by Star Rating
Explore more hotels
- On The River Inn
- The Palmer House Resort, an Ascend Collection Hotel
- Days Inn by Wyndham Keene NH
- Holiday Inn Club Vacations Mount Ascutney Resort by IHG
- Keene Elm City Hotel, an Ascend Collection Hotel
- Colonial Motel And Spa
- Grand Summit Resort, A Vail Resorts Property
- Hampton Inn and Suites Manchester
- The Covered Bridge Inn
- Hideaway Inn Mt. Snow
- Econo Lodge Brattleboro South
- Brittany Motel
- The Inn at Manchester
- The Putney Inn
- Sleep Woodstock Motel
- Comfort Inn & Suites Brattleboro I-91
- Claremont Motor Lodge
- Lincoln Inn & Gallery
- Big Bears Lodge
- Riverside Hotel, an Ascend Collection Hotel