A covered wooden bridge over a river, surrounded by rocky terrain and greenery.

Find Adventure Hotels in Chester, VT

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Chester Adventure Hotels

This weekend
Next weekend

Our top choices for Chester adventure hotels

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.6 out of 10, Excellent, (1,007 reviews)
"Good stay everything you could ask for from a budget friendly hotel."
United States
Stephen
The price is AED 400
AED 434 total
includes taxes & fees
1 Jul - 2 Jul
Keene Elm City Hotel, an Ascend Collection Hotel

Inn At Mount Snow

Inn At Mount Snow
2.0 star property
West Dover
10.0 out of 10, Exceptional, (72 reviews)
"Staff was very attentive and friendly. Breakfast, continental, was good. The room was spectacular!"
United States
Susan
The price is AED 432
AED 476 total
includes taxes & fees
1 Jul - 2 Jul
Inn At Mount Snow

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
3.0 star property
West Dover
8.8 out of 10, Excellent, (109 reviews)
"Newly renovated, clean, easy self check in, and great location!"
United States
Dana
The price is AED 297
AED 327 total
includes taxes & fees
8 Jul - 9 Jul
Hideaway Inn Mt. Snow

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, (1,001 reviews)
"Breakfast was delicious!"
United States
Jean
The price is AED 547
AED 602 total
includes taxes & fees
2 Jul - 3 Jul
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (131 reviews)
"Staff very helpful. Everything was very clean"
United States
Patrick
The price is AED 449
AED 494 total
includes taxes & fees
7 Jul - 8 Jul
Chalet 239

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, (998 reviews)
"Amazing hotel"
United States
Luis
The price is AED 499
AED 604 total
includes taxes & fees
1 Jul - 2 Jul
The Black Bear Lodge at Stratton Mountain Resort

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
9.6 out of 10, Exceptional, (169 reviews)
"We had a very lovely stay. The kitchen was well-equipped and the whole home was very cozy. There was wood for the wood stove and lots of games and puzzles to do. Check-in and check-out was simple. Just what we were looking for! "
United States
Eleanor D.
The price is AED 624
AED 1,333 total
includes taxes & fees
8 Jul - 9 Jul
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Deerfield Valley Inn

Deerfield Valley Inn
2.0 star property
West Dover
9.4 out of 10, Exceptional, (123 reviews)
"We had a wonderful stay! Great location and very friendly inn keeper. Would definitely stay again."
United States
Andrea
The price is AED 352
AED 488 total
includes taxes & fees
2 Jul - 3 Jul
Deerfield Valley Inn

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Dover
8.6 out of 10, Excellent, (37 reviews)
"Location was fantastic! Great ski-in, ski-out location! Unit itself was very dated but location made up for it."
United States
Evan C.
The price is AED 274
AED 1,165 total
includes taxes & fees
13 Jul - 14 Jul
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Dover
9.4 out of 10, Exceptional, (23 reviews)
"Location was excellent, hosts were responsive, cozy little place with the fireplace, great stay!"
United States
Tania J.
The price is AED 250
AED 1,200 total
includes taxes & fees
5 Jul - 6 Jul
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
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