Windham Hotels with Swimming Pool

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Check availability on Windham Hotels with Swimming Pools

Tonight
30 Dec - 31 Dec
Tomorrow
31 Dec - 1 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Windham hotels with a pool

Indoor pool, pool loungers
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (750)
"Spectular continental breakfast and really nice staff. Room was clean and beautiful. Amazing stay overall!"
United States
Jack
The price is RM508
RM559 total
includes taxes & fees
3 Jan - 4 Jan 2026
Comfort Inn & Suites Brattleboro I-91
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
2.0 star property
West Dover
9.6 out of 10, Exceptional, (11)
"Great cozy hotel very close to Mount Snow. "
United States
Yuhui
The price is RM547
RM602 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hideaway Inn Mt. Snow
Indoor pool
Best Western Springfield Hotel

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (810)
"Staff was so nice!! "
United States
Stephanie
The price is RM616
RM677 total
includes taxes & fees
7 Jan - 8 Jan 2026
Best Western Springfield Hotel
Indoor pool
Hampton Inn Brattleboro

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (930)
"Good breakfast, great staff and very good location "
United States
Valdeci
The price is RM594
RM654 total
includes taxes & fees
26 Jan - 27 Jan 2026
Hampton Inn Brattleboro
Indoor pool
Holiday Inn Express Hotel & Suites Brattleboro by IHG

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, (1001)
"Very clean room, gentlemen at the front desk were welcoming and professional and the coffee was amazing! We are frequent visitors with you; we love IHG hotels. "
United States
Belinda
The price is RM605
RM665 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Indoor pool
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
3.5 star property
Cavendish
8.8 out of 10, Excellent, (939)
"The suite has everything what we need it ,this place is great for stay ,everyone is so polite ,location is great .Highly recommend!!!"
United States
bozena
The price is RM684
RM780 total
includes taxes & fees
7 Jan - 8 Jan 2026
Pointe at Castle Hill Resort
Indoor pool, seasonal outdoor pool, open 9 AM to 9 PM, pool umbrellas
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel
3.0 star property
Manchester Center
8.4 out of 10, Very good, (869)
"Nice staff, big room, comfortable bed, walking distance to downtown-overall great stay! "
United States
Amanda
The price is RM409
RM517 total
includes taxes & fees
25 Jan - 26 Jan 2026
The Palmer House Resort, an Ascend Collection Hotel
Exterior
Black Mountain Inn

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (476)
"Room looked good. Wish they have shampoo. Only one soap. Nice shower pressure. Would visit again "
United States
Miles
The price is RM446
RM491 total
includes taxes & fees
1 Jan - 2 Jan 2026
Black Mountain Inn
Exterior
Aspen At Manchester

Aspen At Manchester

Aspen At Manchester
2.5 star property
Manchester Center
8.8 out of 10, Excellent, (614)
"Super clean and modern rooms, excellent location, scenic views… "
United States
Fernando
The price is RM403
RM488 total
includes taxes & fees
14 Jan - 15 Jan 2026
Aspen At Manchester
Outdoor pool
The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
2.5 star property
Londonderry
8.2 out of 10, Very good, (688)
"This place was a dream, everybody was so nice! We felt at home and safe."
United States
Gracie
The price is RM450
RM500 total
includes taxes & fees
8 Jan - 9 Jan 2026
The Upper Pass Lodge at Magic Mountain
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.
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Top Windham Hotel Reviews

Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

10/10 Excellent
"Ski slopes were accessible and pool was really nice. "
Claudia 7-night trip
Posted 4 days ago
Mount Snow Grand Summit Resort

Frequently asked questions

What are some hotels with pools in Windham?
Pointe at Castle Hill Resort: Features a full-service spa, an indoor pool and free self parking. Kimpton Taconic Hotel by IHG: Offers complimentary bicycles, a seasonal outdoor pool and a 24-hour fitness centre. The Equinox Golf Resort & Spa: Provides a seasonal outdoor pool, an indoor pool and 4 restaurants. Hampton Inn and Suites Manchester: Features buffet, an indoor pool and complimentary high-speed (wired) Internet access. Grand Summit Resort, A Vail Resorts Property: Resort, 3-minute walk from Mount Snow. Offers a full-service spa, an outdoor pool and 2 hot tubs.
What is there to see and do in Windham?
While you're in the area, consider exploring places such as Stratton Mountain Resort, Okemo Mountain Resort and Mount Snow. Make a point to visit attractions such as Stoughton Pond Recreation Area and Lowell Lake State Park.
When is the best time to book a hotel with a pool in Windham?
Taking the local weather in Windham into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Windham are January, March, November and February, with each month seeing an average of 35 cm of snowfall.

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