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Check availability on Windham Hotels with Pool

Tonight
1 Oct - 2 Oct
Tomorrow
2 Oct - 3 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Windham hotels with a pool

A swimming pool with a wooden deck and a red building in the background.
A bar area with a sign reading "MAGIC" and "featured Vermont beers".
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 Christmas tree decorated with lights, ornaments, and a bow.

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.
Rp1.683.467
Rp1.927.569 total
includes taxes & fees
1 Nov - 2 Nov
The Upper Pass Lodge at Magic Mountain
A modern house with a pool, surrounded by lush greenery and mountains in the background.
A snow-covered cabin with a large window, surrounded by trees and a mountain in the background.
A hot tub on a covered porch with a view of autumn foliage.
A sunroom with a round table covered by a plaid tablecloth, surrounded by chairs, large windows offering a view of a garden and pond.

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.
Rp2.666.206
Rp2.932.827 total
includes taxes & fees
1 Nov - 2 Nov
Blue Gentian Lodge at Magic Mountain
A swimming pool with a lifeguard chair, pool lift, and a seating area with chairs and tables.
A treats display with snacks and sundries.
A two-story building with a patio area featuring outdoor seating and a stone fire pit.
A hotel with a covered entrance, a flagpole with an American flag, and a brick building with multiple windows.

3. Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester
Manchester Center
  • Rejuvenating indoor pool sanctuary with mountain views offers a tranquil retreat after a day on the nearby ski slopes.
Rp2.626.481
Rp2.889.129 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn and Suites Manchester
A swimming pool with a brick border and metal handrails.
A stone pathway leading to a porch with a wooden railing, surrounded by lush greenery and a lattice fence.
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.

4. Windham Hill Inn

Windham Hill Inn
West Townshend
  • Serene seasonal outdoor pool offers 24-hour summer swimming amid Vermont's lush Windham Hills.
Rp3.325.600
Rp3.624.967 total
includes taxes & fees
28 Oct - 29 Oct
Windham Hill Inn
A bedroom with a fireplace, two beds, a chair, and a nightstand.
A large, two-story house with a central entrance, surrounded by trees and a mountain backdrop.
A living room with a fireplace, a sofa, a coffee table, and a view through a sliding glass door.
A green building with a wooden deck, a small porch, and a sign that reads 'Motel.'

5. The Manchester View

The Manchester View
Manchester Center
  • Mountain views from the pool create a picturesque escape at this serene Manchester retreat.
Rp1.751.375
Rp1.926.511 total
includes taxes & fees
1 Nov - 2 Nov
The Manchester View
A swimming pool with a stone border, surrounded by a snow-covered landscape and a wooden fence.
A bar area with wooden ceiling beams, bar stools, and a long counter with bottles and glasses.
A group of people at a bar with wooden walls and hanging pendant lights.
A snow-covered town with a church featuring a clock tower, surrounded by buildings and a mountain in the background.

6. 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.
Rp6.352.370
Rp7.895.996 total
includes taxes & fees
8 Oct - 9 Oct
Long Trail House at Stratton Mountain Resort
An indoor swimming pool with clear water, lounge chairs, and a stone fireplace.
A hotel with a covered entrance, stone facade, and a sign indicating it is part of the Best Western chain.
A spacious, well-lit kitchen area with modern appliances, a central island with bar stools, and a chandelier.
A hotel room with a bed, a sitting area, a bathroom with a bathtub, and a large mirror.

7. Best Western Springfield Hotel

Best Western Springfield Hotel
Springfield
  • Splash into mountain views at this hotel's warm indoor pool, perfect for year-round aquatic bliss.
Rp2.721.856
Rp2.994.041 total
includes taxes & fees
1 Nov - 2 Nov
Best Western Springfield Hotel
A swimming pool with a clear blue water, surrounded by lounge chairs and a lifebuoy on the wall.
A spacious lobby with a reception desk, seating area, and a modern ceiling light fixture.
A hotel room with two beds, a microwave, a coffee maker, and a small kitchenette.
A spacious lobby with a large flat-screen TV, modern seating, and a large window with a cityscape view.

8. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
Brattleboro
  • Splash into family fun with a year-round indoor pool perfect for kids at this rural Vermont retreat.
Rp2.558.842
Rp2.814.725 total
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express Hotel & Suites Brattleboro by IHG
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 spacious lobby with a fireplace, leather seating, and a chandelier.
A spa named Castle Hill Spa with a well-maintained lawn and a pathway leading to the entrance.

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.
Rp2.641.509
Rp3.011.320 total
includes taxes & fees
21 Oct - 22 Oct
Pointe at Castle Hill Resort
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 spacious room with high ceilings, wooden beams, large windows, and tables and chairs arranged for dining.
A large two-story house with a front porch and a well-maintained lawn.

10. The Landgrove

The Landgrove
Londonderry
Rp3.804.766
Rp4.147.195 total
includes taxes & fees
1 Nov - 2 Nov
The Landgrove
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

The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

10/10 Excellent
"The customer service and amenities at Palmer House were excellent and exceeded my expectations. I’ll definitely stay there again when visiting Vermont,"
Lisa 2-night trip
Posted 11 hours ago
The Palmer House Resort, an Ascend Collection Hotel
The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

10/10 Excellent
"Our “go to” for an uber relaxing and comfortable getaway when we are seeking the amenities of an established hotel."
Deborah 1-night trip
Posted 19 hours ago
The Equinox Golf Resort And Spa
The Manchester View

The Manchester View

10/10 Excellent
"We really enjoyed our stay at The Manchester View. Our terrace room was spacious and comfortable, and the view was absolutely to die for—definitely one of the highlights of our stay. Check-in and checkout were both very easy, and the included breakfast was a nice touch and a great way to start the day. The location is also very convenient, especially for visiting Hildene, which is nearby and was a very special place and one of the highlights of our trip. A comfortable, relaxing stay with beautiful Vermont views. We would definitely stay here again."
Jose 1-night trip
Posted 2 days ago
The Manchester View
The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent
"it was very nice"
Myra Ann 3-night trip
Posted 3 days ago
The Black Bear Lodge at Stratton Mountain Resort
Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"The hotel was clean and it was quiet in my room. Staff were nice. It was conveniently located"
Lauren 2-night trip
Posted 3 days ago
Hampton Inn Brattleboro
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

8/10 Good
"What I like is the room was well stocked, very clean and the staff is very helpful. What I did not like is the parking is very inconvenient and is quite a walk which is never fun in bad weather. They need more luggage carts. It looked like they have about 5 or 6 for about a 200 room hotel. There was only one place on the property to get breakfast in the morning. There is a stove and refrigerator in the room. I had no idea before hand those would be available!"
Richard 2-night trip
Posted 4 days ago
Grand Summit Resort, A Vail Resorts Property
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

10/10 Excellent
"all was wonderful and well orchestrated"
Peter 3-night trip
Posted 4 days ago
Kimpton Taconic Hotel by IHG

Frequently asked questions

What are some hotels with pools in Windham?
Grand Summit Resort, A Vail Resorts Property: Features a sauna, a pool and sunloungers. Colonial Motel: Hotel, 1-minute walk from Green Mountain National Forest. Features daily, a seasonal outdoor pool and free self parking. The Manchester View: Hotel, 1-minute walk from Green Mountain National Forest. Offers free self parking, a seasonal outdoor pool and complimentary bicycles. Aspen At Manchester: Features a full-service spa, an indoor pool and free self parking. Pointe at Castle Hill Resort: Hotel, 2-minute walk from Okemo Mountain Resort. Offers an indoor pool, an outdoor pool and 2 restaurants.
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.

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