Adventure Hotels in Windham County from $105
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Jamaica
Adventure Hotels
Top Windham County Adventure Hotels

Colonial Motel
889 Putney Rd Brattleboro VT
Free Cancellation
Reserve now, pay when you stay
$95 nightly
The price is $105 total per night
$105 total
Nov 5 - Nov 6
Total with taxes and fees
Free self parking is available and the motel's front desk is staffed around-the-clock. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A garden, a grocery/convenience store, and a lobby fireplace are also on offer.
Breakfast included
Pet friendly

The Black Bear Lodge at Stratton Mountain Resort
5 Village Lodge Road Stratton VT
$149 nightly
The price is $164 total per night
$164 total
Nov 8 - Nov 9
Total with taxes and fees
This smoke-free resort's 10 restaurants, 2 bars/lounges, and hot tub are some of the featured amenities. There's a free ski shuttle, and ski passes and ski storage are available on site. Families will appreciate the arcade/game room, kid-friendly dining, and supervised childcare.
Hot Tub
Breakfast included

Deerhill Inn
14 Valley View Rd West Dover VT
This bed & breakfast features a seasonal outdoor pool and a bar/lounge. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking. A terrace, a garden, and a library are also on offer.
Pool
Breakfast included

Blue Gentian Lodge at Magic Mountain
289 Magic Mountain Access Londonderry VT
$149 nightly
The price is $164 total per night
$164 total
Nov 5 - Nov 6
Total with taxes and fees
A restaurant and a seasonal outdoor pool are featured at this bed & breakfast. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.
Pool
Breakfast included

Comfort Inn & Suites Brattleboro I-91
1186 Putney Road Brattleboro VT
Free Cancellation
$110 nightly
The price is $121 total per night
$121 total
Nov 22 - Nov 23
Total with taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included

Grafton Inn
92 Main Street Grafton VT
This hotel features 2 restaurants, 2 outdoor tennis courts, and an outdoor pool. Enjoy the gym and free perks like full breakfast and WiFi in public areas. There's a bar/lounge on site, and laundry facilities and wedding services are also provided.
Pool
Breakfast included

Long Trail House at Stratton Mountain Resort
761 Stratton Access Rd Stratton VT
$391 nightly
The price is $441 total per night
$441 total
Nov 5 - Nov 6
Total with taxes and fees
A golf course, 10 restaurants, and 2 indoor tennis courts are all featured at this smoke-free aparthotel. Take advantage of ski lessons, ski rentals and ski passes on site, and enjoy downhill skiing. Enjoy a meal in one of the 2 coffee shops/cafes and free perks like free self parking and WiFi in public areas.
Pool
Hot Tub

Grand Summit Resort, A Vail Resorts Property
89 Grand Summit Way West Dover VT
Free Cancellation
$173 nightly
The price is $190 total per night
$190 total
Nov 9 - Nov 10
Total with taxes and fees
This smoke-free resort features ski-in/ski-out access, a full-service spa, and a restaurant. Enjoy the gym and perks like free WiFi and a free area shuttle. You'll appreciate the sauna, bar/lounge, and laundry facilities.
Spa
Free WiFi

Inn on Putney Road
192 Putney Road Brattleboro VT
$267 nightly
The price is $294 total per night
$294 total
Nov 5 - Nov 6
Total with taxes and fees
This bed & breakfast doesn't skimp on freebies - guests receive free full breakfast, free self parking, and free train station pick-up. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free train station drop-off. There's a bar/lounge on site, and concierge services and wedding services are also provided.
Breakfast included
Spa
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.
Windham County Adventure Hotels essential information
Adventure Hotels in Windham County |
36 |
|---|---|
Highest price | $441 |
Cheapest price | $105 |
Total number of hotels in Windham County | 1,385 |
Popular hotels | Colonial Motel, The Black Bear Lodge at Stratton Mountain Resort, Deerhill Inn, Blue Gentian Lodge at Magic Mountain, Comfort Inn & Suites Brattleboro I-91, Grafton Inn, Long Trail House at Stratton Mountain Resort, Grand Summit Resort, A Vail Resorts Property, Inn on Putney Road, Rodeway Inn Bellows Falls |
Recent Windham County hotel reviews by fellow wanderers

Holiday Inn Express Hotel & Suites Brattleboro by IHG
5 out of 5
Posted 1 day ago
Travelocity Verified Review
"A one-night stay. It had everything we needed. Not fancy, but it was all there, clean and bright. It is right next to the Interstate, but we could not hear any road traffic, so for the win. The morning breakfast scene is complete. The staff was very polite and accommodating."
A verified traveler stayed at Holiday Inn Express Hotel & Suites Brattleboro by IHG

Grand Summit Resort, A Vail Resorts Property
5 out of 5
Posted 10 days ago
Travelocity Verified Review
"We went for a wedding and couldn’t have been happier with our stay."
A verified traveler stayed at Grand Summit Resort, A Vail Resorts Property
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