Hotels with Air Conditioning in Windham County
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Featured Windham County Hotels with Air Conditioning

The Black Bear Lodge at Stratton Mountain Resort
5 Village Lodge Road Stratton VT
$171 nightly
The price is $188 total per night
$188 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
The Black Bear Lodge at Stratton Mountain Resort features a sauna, free WiFi in public areas, and a hot tub. There's free parking and a free ski shuttle. The front desk is staffed 24 hours a day to help with concierge services and securing valuables. Other amenities at this ski resort include conference space, a business center, and coffee/tea in a common area.
Hot Tub
Breakfast included

Rodeway Inn Bellows Falls
593 Rockingham Rd Bellows Falls VT
$107 nightly
The price is $117 total per night
$117 total
Dec 23 - Dec 24
Total with taxes and fees
Guests of Rodeway Inn Bellows Falls enjoy features like free WiFi in public areas. A stay here includes free parking. The 24-hour front desk has staff always at the ready.
Parking included
Free WiFi

Econo Lodge Brattleboro
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 23 - Dec 24
Total with taxes and fees
Econo Lodge Brattleboro features free WiFi in public areas, a business center, and a seasonal outdoor pool. Free parking is available if you drive. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include express check-in, free newspapers, and laundry facilities.
Pool
Breakfast included

Black Mountain Inn
959 Putney Road Brattleboro VT
$108 nightly
The price is $118 total per night
$118 total
Dec 22 - Dec 23
Total with taxes and fees
Guests of Black Mountain Inn enjoy access to free WiFi in public areas, a seasonal outdoor pool, and coffee in a common area. A stay here includes free parking. The front desk has multilingual staff that can answer questions about the accommodations, services, and more. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include express check-out, laundry facilities, and a garden.
Pool
Breakfast included

Colonel Williams Inn
111 Staver Road Brattleboro VT
$153 nightly
The price is $169 total per night
$169 total
Dec 18 - Dec 19
Total with taxes and fees
Colonel Williams Inn features free WiFi in public areas, coffee in a common area, and microwave in a common area. A stay here includes free parking. Helpful staff is there to provide concierge services, as well as offer insight about the area. Additional amenities include a refrigerator in a common area, a library, and a terrace.

Colonial Motel And Spa
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 18 - Dec 19
Total with taxes and fees
Guests of Colonial Motel And Spa have access to a full-service spa, 2 indoor pools, and a gym. You can put free parking to good use if you drive. Front-desk staff are standing by 24/7 to assist with any requests. Other amenities at this spa motel include a sauna, free WiFi in public areas, and a hot tub.

Comfort Inn & Suites Brattleboro I-91
1186 Putney Road Brattleboro VT
Free Cancellation
Reserve now, pay when you stay
$112 nightly
The price is $123 total per night
$123 total
Dec 21 - Dec 22
Total with taxes and fees
Guests of Comfort Inn & Suites Brattleboro I-91 have access to an indoor pool, a gym, and free WiFi in public areas. There's free parking if you drive. The 24-hour front desk has staff standing by to help secure valuables, and answer any questions about the accommodations. Additional amenities include meeting rooms, a business center, and laundry facilities.
Pool
Breakfast included

Dalem's Chalet
78 South Street Brattleboro VT
Dalem's Chalet features an outdoor pool, a gym, and a business center. You can take advantage of free parking if you drive. The 24-hour front desk has staff always at the ready. Additional amenities include a terrace, a garden, and a reception hall.
Pool
Parking included

Grafton Inn
92 Main Street Grafton VT
Guests staying at Grafton Inn enjoy an outdoor pool, a gym, and outdoor tennis courts. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include free WiFi in public areas, a business center, and free use of bicycles.

Harvest Barn Inn
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
Guests of Harvest Barn Inn enjoy access to free WiFi in public areas, coffee in a common area, and a meeting room. You can put free parking to good use if you drive. Helpful staff is there to provide concierge services, as well as offer insight about the area. Additional amenities include a terrace and a TV in a common area.
Breakfast included
Parking included

Holiday Inn Express Hotel & Suites Brattleboro by IHG
100 Chickering Drive Brattleboro VT
Free Cancellation
$144 nightly
The price is $158 total per night
$158 total
Dec 21 - Dec 22
Total with taxes and fees
Guests of Holiday Inn Express Hotel & Suites Brattleboro by IHG have access to an indoor pool, a 24-hour gym, and free WiFi in public areas. You can take advantage of free parking, along with limo/town car service. Front-desk staff can answer questions 24/7, and assist with luggage storage, securing valuables, and dry cleaning/laundry. Additional amenities include meeting rooms, conference space, and a business center.

Latchis Hotel
50 Main Street Brattleboro VT
Free Cancellation
Reserve now, pay when you stay
$111 nightly
The price is $123 total per night
$123 total
Dec 18 - Dec 19
Total with taxes and fees
At Latchis Hotel, guests have access to karaoke, free WiFi in public areas, and conference space. You can take advantage of free parking if you drive. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Additional amenities include coffee/tea in a common area, local meal delivery service, and wedding services.

Long Trail House at Stratton Mountain Resort
761 Stratton Access Rd Stratton VT
$391 nightly
The price is $442 total per night
$442 total
Dec 18 - Dec 19
Total with taxes and fees
Long Trail House at Stratton Mountain Resort features a golf course, an outdoor pool, and a gym. Free parking is included with your stay. Front-desk staff can answer questions 24/7, and assist with securing valuables, concierge services, and access to locker space. Other amenities at this ski aparthotel include a sauna, outdoor tennis courts, and indoor tennis courts.
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 | $442 |
Cheapest price | $57 |
Total number of hotels in Windham County | 1,372 |
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, Holiday Inn Express Hotel & Suites Brattleboro by IHG, Latchis Hotel, Long Trail House at Stratton Mountain Resort |
Recent Reviews

Comfort Inn & Suites Brattleboro I-91
5/5 Excellent
"Price, clean and spacious room, comfy bed."
A verified traveler from Avon stayed at Comfort Inn & Suites Brattleboro I-91
Posted 5 days ago
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