Hotels with a Pool in Windham County

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Top cities in Windham County

Stratton

Mount Snow showing mountain biking as well as an individual male

West Dover

Nice atmosphere. Fresh ingredients. A bit of a wait on the food but it's delicious

Bellows Falls

Featured Windham County Hotels with Pool

Free Cancellation

Reserve now, pay when you stay

$115 nightly

$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.

Pool

Hot Tub

Free Cancellation

Reserve now, pay when you stay

$147 nightly

$161 total

Dec 23 - Dec 24

Total with taxes and fees

At Hampton Inn Brattleboro, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. If you plan to drive, free parking is available. The front desk is staffed 24 hours a day to help with dry cleaning/laundry and securing valuables. Additional amenities include a hot tub, a 24-hour business center, and coffee/tea in a common area.

Pool

Hot Tub

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Free Cancellation

$144 nightly

$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.

Pool

Breakfast included

At Quality Inn & Conference Center, guests enjoy an indoor pool, a gym, and free WiFi in public areas. You can take advantage of free parking if you drive. The 24-hour front desk has staff always at the ready. Additional amenities include meeting rooms, conference space, and coffee/tea in a common area.

Pool

Breakfast included

$189 nightly

$208 total

Dec 22 - Dec 23

Total with taxes and fees

Guests of Deerhill Inn enjoy access to free WiFi in public areas, meeting rooms, and a seasonal outdoor pool. If you decide to drive, there's free parking. Front-desk staff can answer questions 24/7, and assist with luggage storage, dry cleaning/laundry, and concierge services. Other amenities at this adults-only bed & breakfast include a library, express check-in, and express check-out.

Free Cancellation

Reserve now, pay when you stay

$52 nightly

$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.

$108 nightly

$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.

$179 nightly

$197 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

Guests of Blue Gentian Lodge at Magic Mountain enjoy features like a full-service spa, free WiFi in public areas, and conference space. You can put free parking to good use if you drive. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. Other amenities at this ski bed & breakfast include a seasonal outdoor pool, coffee/tea in a common area, and a refrigerator in a common area.

Free Cancellation

Reserve now, pay when you stay

$112 nightly

$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.

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.

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.

$189 nightly

$208 total

Dec 18 - Dec 19

Total with taxes and fees

Guests of Kitzhof Inn enjoy free WiFi in public areas, an arcade/game room, and a library. You can take advantage of free parking, along with a free area shuttle. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Other amenities at this ski hotel include barbecue grills, a garden, and a picnic area.

Long Trail House at Stratton Mountain Resort

$391 nightly

$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.

$251 nightly

$276 total

Dec 18 - Dec 19

Total with taxes and fees

Guests of Grand Summit Resort, A Vail Resorts Property have access to ski-in/ski-out access, a full-service spa, and an outdoor pool. If you drive, self parking is USD 5.00 per night, and there's also a free area shuttle. Front-desk staff can answer questions 24/7, and assist with luggage storage, tours or tickets, and securing valuables. Other amenities at this ski resort include a gym, 2 hot tubs, and a sauna.

Guests of Snow Goose Inn enjoy free WiFi in public areas, free use of bicycles, and a terrace. Free parking is included with your stay. This smoke-free guesthouse also has a garden.

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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.

Dive into These Windham County Hotels with Pools

Whether you're looking for a sunny spot to take the family for a refreshing dip, or just want to kick back by a chic rooftop pool with views of the city, Windham County hotels with pool amenities offer something for everyone.

Windham County hotels with indoor pools ensure you get your swim time without worrying about weather. You can still brag that you spent your vacation poolside—rain or shine. Many hotels even offer access to both indoor and outdoor pools, giving you the best of both worlds.

Fun features of Windham County hotels with pools
If you’re planning a family getaway, a pool provides the ideal place for the kids to burn off some energy. Many options have a resort feel, with water slides, splash pads, and poolside activities.

If you’re looking for a luxe getaway, check out the range of chic Windham County hotels offering trendy rooftop pools with stunning views and elegant cocktail bars.

Spas, saunas, and more
Imagine relaxing in a hot tub for a spa experience, with warm water and soothing jets melting your stress away, before jumping in a sauna to loosen your tired muscles, and cooling down with a quick dip in the pool.

Keep up with your fitness routine doing laps in the morning, or just sit with your feet in the water while you watch the kids play. And of course, let’s not forget a romantic evening dip with your special someone. Whether it's reconnecting, rejuvenating, or reenergizing that’s on your mind, a hotel pool is a must for your Windham County vacation.

Windham County Hotels with Pool essential information

Hotels with Pool in Windham County	31
Highest price	$442
Cheapest price	$57
Total number of hotels in Windham County	1,372
Popular hotels	Colonial Motel And Spa, Hampton Inn Brattleboro, Holiday Inn Express Hotel & Suites Brattleboro by IHG, Quality Inn & Conference Center, Deerhill Inn, Econo Lodge Brattleboro, Black Mountain Inn, Blue Gentian Lodge at Magic Mountain, Comfort Inn & Suites Brattleboro I-91, Dalem's Chalet, Grafton Inn, Kitzhof Inn, Long Trail House at Stratton Mountain Resort, Mount Snow Grand Summit Resort, Snow Goose Inn