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Hotels with Pool & Resorts in Windham from AU$139

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Check availability on Windham Hotels with Pool

Our top choices for Windham hotels with a pool

Front of property – evening/night

Chesterfield Inn

Chesterfield Inn
4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (106 reviews)
  • cleanliness
    Serene mountain escape with a refreshing pool for a summer splash or winter warm-up at this rustic inn.
The price is AU$467
includes taxes & fees
23 July - 24 July
Chesterfield Inn
Indoor pool

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (868 reviews)
  • cleanliness
    Splash into mountain views at this hotel's warm indoor pool, perfect for year-round aquatic bliss.
The price is AU$282
includes taxes & fees
5 Aug - 6 Aug
Best Western Springfield Hotel
Indoor pool

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (1,000 reviews)
  • cleanliness
    Immerse in rejuvenating waters at this mountain-adjacent hotel featuring a pristine indoor pool and relaxing spa pool sanctuary.
The price is AU$204
includes taxes & fees
10 Aug - 11 Aug
Hampton Inn Brattleboro
Indoor pool, pool loungers

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (836 reviews)
  • cleanliness
    Relaxing indoor pool retreat with comfortable loungers sets the perfect stage for your Vermont ski getaway.
The price is AU$213
includes taxes & fees
16 Aug - 17 Aug
Comfort Inn & Suites Brattleboro I-91
Seasonal outdoor pool

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (499 reviews)
  • cleanliness
    Refreshing poolside retreat in Black Mountain with seasonal swimming and scenic garden views.
The price is AU$228
includes taxes & fees
27 July - 28 July
Black Mountain Inn
Indoor pool

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
9.0 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Splash into family fun with a year-round indoor pool perfect for kids at this rural Vermont retreat.
The price is AU$233
includes taxes & fees
2 Aug - 3 Aug
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Exterior

Historic 150-year-old farmhouse, Jacuzzi included

Historic 150-year-old farmhouse, Jacuzzi included
Chester Depot
9.8 out of 10, Exceptional, (18 reviews)
  • cleanliness
    Historic farmhouse offers year-round aquatic enjoyment with well-maintained outdoor pool and spa pool.
The price is AU$736
includes taxes & fees
29 July - 30 July
Historic 150-year-old farmhouse, Jacuzzi included
Seasonal outdoor pool

Windham Hill Inn

Windham Hill Inn
4.0 star property
West Townshend
8.6 out of 10, Excellent, (43 reviews)
  • cleanliness
    Serene seasonal outdoor pool offers 24-hour summer swimming amid Vermont's lush Windham Hills.
The price is AU$290
includes taxes & fees
4 Aug - 5 Aug
Windham Hill Inn
Outdoor pool, a heated pool

Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Cavendish
10.0 out of 10, Exceptional, (23 reviews)
  • cleanliness
    Soak away your ski-day soreness in the heated outdoor pool and relaxing spa pool, just minutes from Okemo Mountain Resort.
The price is AU$771
includes taxes & fees
23 July - 24 July
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Front of property

Castle Hill Resort And Spa

Castle Hill Resort And Spa
3.5 star property
Cavendish
9.0 out of 10, Wonderful, (120 reviews)
The price is AU$361
includes taxes & fees
30 July - 31 July
Castle Hill Resort And 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.
View all properties

Choose what matters most at hotels with a pool in Windham

Breakfast included
4 stars

Top Windham Hotel Reviews

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"Nice place overall. I would suggest adding a microwave to the rooms as eating options are not close by other than the excellent dinners at the Castel itself."
Stephen 3-night trip
Posted less than an hour ago
Pointe at Castle Hill Resort

Frequently asked questions

What are some hotels with pools in Windham?
Luxury Two-Home Vermont Retreat Near Ski Resorts – Pool, Hot Tub & Sauna: Features a sauna, a pool and sunloungers. Kimpton Taconic Hotel by IHG: Offers sunloungers, a pool and complimentary wireless Internet access. Colonial Motel: Hotel, 1-minute walk from Green Mountain National Forest. Provides complimentary bicycles, a seasonal outdoor pool and a 24-hour fitness centre. Grand Summit Resort, A Vail Resorts Property: Hotel, 1-minute walk from Green Mountain National Forest. Features a seasonal outdoor pool, an indoor pool and 2 outdoor tennis courts. The Palmer House Resort, an Ascend Collection Hotel: Hotel, 1-minute walk from Green Mountain National Forest. Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access.
What is there to see and do in Windham?
Make a point to visit attractions such as Stoughton Pond Recreation Area and Lowell Lake State Park. Discover sights such as Magic Mountain Ski Resort, Jamaica State Park and Viking Nordic Center during your stay.
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.