Hotels with Air Conditioning in Windham County from $57

Start date: Check-in selected.
To Date
End date: Check-out

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top cities to explore in Windham County

A beautiful 3 mile hike to the Hamilton Falls in Jamaica State Park is well worth the trip. Such a peaceful experience and great camping in the campground. Other hiking options close by also.

Jamaica

Hotels with Air Conditioning
Jamaica

Top Windham County Hotels with Air Conditioning

The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

3 out of 5
5 Village Lodge Road Stratton VT
$185 nightly
The price is $204 total per night
$204 total
Jan 7 - Jan 8, 2026
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.
Rodeway Inn Bellows Falls

Rodeway Inn Bellows Falls

2 out of 5
593 Rockingham Rd Bellows Falls VT
Free Cancellation
Reserve now, pay when you stay
$107 nightly
The price is $117 total per night
$117 total
Dec 18 - Dec 19
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
Econo Lodge Brattleboro

Econo Lodge Brattleboro

2 out of 5
515 Canal St Brattleboro VT
Free Cancellation
Reserve now, pay when you stay
$52 nightly
The price is $57 total per night
$57 total
Dec 17 - Dec 18
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this motel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A business center, a grocery/convenience store, and a picnic area are also on offer.
Pool
Breakfast included
Black Mountain Inn

Black Mountain Inn

2 out of 5
959 Putney Road Brattleboro VT
$108 nightly
The price is $118 total per night
$118 total
Dec 14 - Dec 15
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's a seasonal outdoor pool on site, and a garden and a picnic area are also provided.
Pool
Breakfast included
Colonel Williams Inn

Colonel Williams Inn

3 out of 5
111 Staver Road Brattleboro VT
$146 nightly
The price is $161 total per night
$161 total
Dec 14 - Dec 15
Total with taxes and fees
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free local cuisine breakfast each morning. A terrace, a garden, and a lobby fireplace are also on offer.
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd Brattleboro VT
Free Cancellation
Reserve now, pay when you stay
$115 nightly
The price is $127 total per night
$127 total
Dec 14 - Dec 15
Total with taxes and fees
This smoke-free motel features a full-service spa, 2 indoor pools, and a restaurant. Business travelers can take advantage of the free WiFi in public areas. Enjoy the gym and perks like free self parking.
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

2.5 out of 5
1186 Putney Road Brattleboro VT
Free Cancellation
Reserve now, pay when you stay
$107 nightly
The price is $118 total per night
$118 total
Dec 14 - Dec 15
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
Dalem's Chalet

Dalem's Chalet

2.5 out of 5
78 South Street Brattleboro VT
Get rates
This hotel features an outdoor pool, a gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free self parking. A business center, a terrace, and a garden are also on offer.
Grafton Inn

Grafton Inn

3.5 out of 5
92 Main Street Grafton VT
Get rates
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.
Harvest Barn Inn

Harvest Barn Inn

3 out of 5
16 Webb Terrace Bellows Falls VT
$158 nightly
The price is $172 total per night
$172 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A terrace is also provided.
Don't see what you're looking for?
See all available properties in Windham County
View all properties
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 Hotels with Air Conditioning essential information

 

Hotels with Air Conditioning in Windham County

40

Highest price
$204
Cheapest price
$57
Total number of hotels in Windham County
1,371
Popular hotels
The Black Bear Lodge at Stratton Mountain Resort, Rodeway Inn Bellows Falls, Econo Lodge Brattleboro, Black Mountain Inn, Colonel Williams Inn, Colonial Motel And Spa, Comfort Inn & Suites Brattleboro I-91, Dalem's Chalet, Grafton Inn, Harvest Barn Inn

 

Recent Windham County hotel reviews by fellow wanderers

Latchis Hotel

Latchis Hotel

5 out of 5
Posted 4 days ago
Travelocity Verified Review
"Our room was very clean. Comfy bed. Loved the uniqueness of this hotel! Will come again!"
A verified traveler from Plymouth stayed at Latchis Hotel
Latchis Hotel

Explore More Ways to Travel with Travelocity