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Find Hotels with a Pool in Windham, VT from CA $128

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Check availability on Windham Hotels with a Pool

Tonight
Sep 1 - Sep 2
Tomorrow
Sep 2 - Sep 3
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

Our top choices for Windham hotels with a pool

A swimming pool with a wooden deck and a red building in the background.
A restaurant with wooden tables and chairs, a central table with a sign reading "The Red Slate Restaurant", and large windows with views of the outside.
A living room with a fireplace, a sofa, a coffee table, and a dining area with chairs and a table.
A bar area with a sign reading "MAGIC" and "featured Vermont beers".

1. The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
Londonderry
  • Slope-side sanctuary beckons with mountain vistas and a seasonal outdoor pool.
CA $115
CA $128 total
includes taxes & fees
Oct 1 - Oct 2
The Upper Pass Lodge at Magic Mountain
A modern house with a pool, surrounded by lush greenery and mountains in the background.
A sunroom with a round table covered by a plaid tablecloth, surrounded by chairs, large windows offering a view of a garden and pond.
A hot tub on a covered porch with a view of autumn foliage.
A house with a balcony and a garden with red flowers.

2. Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain
Londonderry
  • Swim in the sunlit mountain waters at this alpine retreat's seasonal outdoor pool nestled in picturesque Vermont.
CA $203
CA $223 total
includes taxes & fees
Sep 9 - Sep 10
Blue Gentian Lodge at Magic Mountain
A swimming pool with a brick border and metal handrails.
A large, white, two-story house with a steeply pitched roof, a balcony, and a staircase leading to the upper floor.
A room with a stone fireplace, large windows with curtains, a patterned rug, and a plush chair.
A kitchen with wooden cabinets, a built-in stove, a microwave, and a sink.

3. Windham Hill Inn

Windham Hill Inn
West Townshend
  • Serene seasonal outdoor pool offers 24-hour summer swimming amid Vermont's lush Windham Hills.
CA $323
CA $352 total
includes taxes & fees
Sep 22 - Sep 23
Windham Hill Inn
A rectangular swimming pool with a metal ladder, surrounded by a white fence, and shaded by trees.
A cozy interior with a bar area, wooden furniture, and a Christmas tree.
A large two-story house with a front porch and a well-maintained lawn.
An aerial view of a residential area with houses, a tennis court, and a swimming pool.

4. The Landgrove

The Landgrove
Londonderry
CA $248
CA $270 total
includes taxes & fees
Sep 3 - Sep 4
The Landgrove
A swimming pool with a stone border, surrounded by a snow-covered landscape and a wooden fence.
A snow-covered town with a church featuring a clock tower, surrounded by buildings and a mountain in the background.
A group of people at a bar with wooden walls and hanging pendant lights.
A spacious living room with a fireplace, leather sofa, and a large window offering a view of the outdoors.

5. Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort
Stratton
  • Alpine resort's outdoor pool offers sun-kissed mountain views with poolside loungers and hot tub relaxation.
CA $399
CA $496 total
includes taxes & fees
Sep 2 - Sep 3
Long Trail House at Stratton Mountain Resort
A modern two-story house with a front porch, a staircase, and a driveway.
A spacious living area with a large sectional sofa, a coffee table, and a fireplace. There is a balcony with a view of greenery.
A spacious living area with a dining table, chairs, and a kitchen in the background.
An outdoor seating area with three Adirondack chairs and a fire pit.

6. Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!

Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!
Jamaica
CA $273
CA $1,220 total
includes taxes & fees
Sep 2 - Sep 3
Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!
A two-story house with a porch, a small garden, and a well-maintained lawn.
A kitchen with a coffee maker, mugs, and containers labeled 'Sugar' and 'Coffee'.
A hot tub in a forested area with a grill and a sign.
A kitchen with a wooden island, stainless steel appliances, and a view of the outdoors through a window.

7. Historic 150-year-old farmhouse, Jacuzzi included

Historic 150-year-old farmhouse, Jacuzzi included
Chester Depot
  • Historic farmhouse offers year-round aquatic enjoyment with well-maintained outdoor pool and hot tub.
CA $193
CA $595 total
includes taxes & fees
Sep 15 - Sep 16
Historic 150-year-old farmhouse, Jacuzzi included
A pool area with two hot tubs and a brick patio.
A building with a sign that reads 'Long Trail House.'
A bedroom with a bed, a lamp, a television, and a window with a view of a snowy landscape.
A multi-story building with a brick chimney, a snow-covered lawn, and a paved driveway.

8. Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Stratton
CA $103
CA $356 total
includes taxes & fees
Sep 9 - Sep 10
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
An indoor swimming pool with four chairs and a hot tub.
A kitchen with wooden cabinets, a white microwave, a stove, and a refrigerator.
A spa named Castle Hill Spa with a well-maintained lawn and a pathway leading to the entrance.
A spacious lobby with a fireplace, leather seating, and a chandelier.

9. Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
Cavendish
  • Dive into alpine luxury with this heated indoor pool and hot tub sanctuary, steps away from Okemo Mountain's world-class skiing.
CA $147
CA $168 total
includes taxes & fees
Sep 2 - Sep 3
Pointe at Castle Hill Resort
A building with a sign reading 'Fire Tower Restaurant & Tavern.'
A living room with a sofa, a wooden table, a dining table with chairs, a chandelier, and a framed picture on the wall.
A building with a sign reading 'Landmark' and a large spherical sculpture in the center.
A hotel room with a bed, a fireplace, a television, a window with curtains, and a red sofa.

10. Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna

Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna
Stratton
CA $103
CA $309 total
includes taxes & fees
Sep 2 - Sep 3
Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna
View all properties

Choose what matters most at hotels with a pool in Windham

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Windham Hotel Reviews

Bromley View Inn

Bromley View Inn

10/10 Excellent
"A comfortable relaxing stay. Staff were friendly and helpful. Would stay here again."
Beth 2-night trip
Posted 2 hours ago
Bromley View Inn
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"exellent"
kevin 1-night trip
Posted 20 hours ago
Comfort Inn & Suites Brattleboro I-91
Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

10/10 Excellent
"The best place"
Zulma 1-night trip
Posted 21 hours ago
Jackson Gore Village, A Vail Resorts Property
Colonial Motel

Colonial Motel

10/10 Excellent
"Staff was very helpful. A little seating area under some trees was a beautiful place to relax while the sun was setting."
Sondra 2-night trip
Posted 22 hours ago
Colonial Motel
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

10/10 Excellent
"WOW! Nicest Hampton Inn ever! The manager Stacy is over the top cordial, professional and helpful. I highly recommend this stay. Nice breakfast and all of the employees are doing a great job. Fun shopping nearby and great restaurant selections too. I would not hesitate to book a stay here again in the future."
Karen 1-night trip
Posted 1 day ago
Hampton Inn and Suites Manchester
Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"Clean room and welcoming staff. Breakfast was well displayed."
Beverly 1-night trip
Posted 1 day ago
Hampton Inn Brattleboro
The Manchester View

The Manchester View

10/10 Excellent
"I will definitely stay here again. The location of the property is beautiful. Staff is great and helpful"
PRATIMA 2-night trip
Posted 2 days ago
The Manchester View
The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

10/10 Excellent
"First time stay here since we used to own a house in the area. Found the Inn comfortable and the amenities are amazing."
Maryalice 2-night trip
Posted 3 days ago
The Equinox Golf Resort And Spa

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 sun loungers. Kimpton Taconic Hotel by IHG: Hotel, 1-minute walk from Green Mountain National Forest. Offers complimentary bicycles, a seasonal outdoor pool, and a 24-hour fitness center. The Equinox Golf Resort And Spa: Hotel, 1-minute walk from Green Mountain National Forest. Provides a seasonal outdoor pool, an indoor pool, and 4 restaurants. Colonial Motel: Offers complimentary wired internet access, an indoor pool, and free self parking. Hampton Inn Brattleboro: Hotel, 1-minute walk from Green Mountain National Forest. Features a seasonal outdoor pool, an indoor pool, and 2 outdoor tennis courts.
What is there to see and do in Windham?
Make a point to visit attractions like 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 into account the local weather in Windham can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 24°F. The snowiest months in Windham are January, March, November, and February, with each month seeing an average of 14 inches of snowfall.

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