Default HTG hotel image

Windham Hotel with Pool

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Windham Hotel with Pool

Tonight
8 Oct - 9 Oct
Tomorrow
9 Oct - 10 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 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 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".
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.

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.
HK$817
HK$936 total
includes taxes & fees
12 Oct - 13 Oct
The Upper Pass Lodge at Magic Mountain
A modern house with a pool, surrounded by lush greenery and mountains in the background.
A house with a balcony and a garden with red flowers.
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.

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.
HK$1,169
HK$1,286 total
includes taxes & fees
3 Nov - 4 Nov
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 kitchen with wooden cabinets, a built-in stove, a microwave, and a sink.
A stone pathway leading to a porch with a wooden railing, surrounded by lush greenery and a lattice fence.

3. Windham Hill Inn

Windham Hill Inn
West Townshend
  • Serene seasonal outdoor pool offers 24-hour summer swimming amid Vermont's lush Windham Hills.
HK$1,386
HK$1,510 total
includes taxes & fees
21 Oct - 22 Oct
Windham Hill Inn
A swimming pool with a stone border, surrounded by a snow-covered landscape and a wooden fence.
A spacious living room with a fireplace, leather sofa, and a large window offering a view of the outdoors.
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.

4. 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.
HK$2,645
HK$3,288 total
includes taxes & fees
21 Oct - 22 Oct
Long Trail House at Stratton Mountain 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.
An aerial view of a residential area with houses, a tennis court, and a swimming pool.

5. The Landgrove

The Landgrove
Londonderry
HK$1,528
HK$1,665 total
includes taxes & fees
8 Nov - 9 Nov
The Landgrove
A bedroom with a fireplace, two beds, a chair, and a nightstand.
A green building with a wooden deck, a small porch, and a sign that reads 'Motel.'
A living room with a fireplace, a sofa, a coffee table, and a view through a sliding glass door.
A large, two-story house with a central entrance, surrounded by trees and a mountain backdrop.

6. The Manchester View

The Manchester View
Manchester Center
  • Mountain views from the pool create a picturesque escape at this serene Manchester retreat.
HK$662
HK$728 total
includes taxes & fees
3 Nov - 4 Nov
The Manchester View
A swimming pool with a lifeguard chair, pool lift, and a seating area with chairs and tables.
A hotel with a covered entrance, a flagpole with an American flag, and a brick building with multiple windows.
A two-story building with a patio area featuring outdoor seating and a stone fire pit.
A spacious living area with a fireplace, comfortable seating, and a stone accent wall.

7. 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.
HK$1,194
HK$1,313 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn and Suites Manchester
An indoor swimming pool with clear water, lounge chairs, and a stone fireplace.
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 sofa, a coffee table, a desk, and a TV.
A hotel with a covered entrance, stone facade, and a sign indicating it is part of the Best Western chain.

8. 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.
HK$1,194
HK$1,313 total
includes taxes & fees
1 Nov - 2 Nov
Best Western Springfield Hotel
A modern two-story house with a front porch, a staircase, and a driveway.
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.
A spacious living room with a large sectional sofa, a fireplace, and a television.

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

Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!
Jamaica
HK$2,113
HK$7,647 total
includes taxes & fees
13 Oct - 14 Oct
Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!
An indoor swimming pool with four chairs and a hot tub.
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.
A sign for Castle Hill Spa surrounded by lush greenery and a well-maintained lawn.

10. 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.
HK$1,196
HK$1,363 total
includes taxes & fees
28 Oct - 29 Oct
Pointe at Castle Hill Resort
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 Manchester View

The Manchester View

8/10 Good
"The lodge was in a picturesque location with lots of amenities. The rooms were clean apart from bugs in the window seals and in the main community areas. Lots of spider webs in lamp shades and around window areas. Just seemed to be overlooked for a long time. Unfortunately, we did not have a window screen on our room window in order to cool the room off due to the AC unit not functioning properly. We did find a fan which helped some. The breakfast was delicious and it was overall a comfortable place to stay and relax. I would definitely return for the views and location. Hopefully with the new staff in place, the lodge will improve in other areas needing attention."
Amanda 1-night trip
Posted 7 hours ago
The Manchester View
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"We had a one night stay recently. We were on the newly-renovated 4th floor, which was very nice. The room was very clean. We were there early, so we went to the 99 Restaurants bar that was right in front of the Comfort Inn. Check-in was easy and the staff were very pleasant. Room was very nice. We did have an issue with the television, but staff responded quickly and solved the issue. The free breakfast in the morning was very nice. Pancakes, waffles (with fruit toppings & syrup), bacon, breads, bagels and muffins, fresh fruit, cereals, yogurts. Many beverage options. A very nice selection! Staff was right there to replenish anything that was running low. Parking was plentiful, and right in front of the entrance. Check-out was fast and easy. I would highly recommend Comfort Inn & Suites!"
Lori 1-night trip
Posted 10 hours ago
Comfort Inn & Suites Brattleboro I-91
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

8/10 Good
"Allen in the restaurant is great."
Bettina 1-night trip
Posted 1 day ago
Grand Summit Resort, A Vail Resorts Property
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

10/10 Excellent
"Great place my wife and I enjoyed our stay."
Ian 2-night trip
Posted 1 day ago
Kimpton Taconic Hotel by IHG
Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

8/10 Good
"Everything about this property was exceptional, EXCEPT the bed. We had an amazing time, enjoyed the lift to view fall colors & mountain coaster. But we had a miserable experience sleeping. The beds are like rock. I know it's the granite state, but get some toppers!"
Pamela 4-night trip
Posted 1 day ago
Jackson Gore Village, A Vail Resorts Property
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

8/10 Good
"Older property that needs updating. Beds were very comfortable."
Peter 1-night trip
Posted 2 days ago
The Palmer House Resort, an Ascend Collection Hotel
The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent
"Great place to stay"
Joseph 1-night trip
Posted 3 days ago
The Black Bear Lodge at Stratton Mountain Resort
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"Very nice place, quiet and easily accessible. Room was large with separate large bedroom with door. Large LR with fireplace, sofa & recliner and fully stocked kitchen."
Mary 2-night trip
Posted 6 days ago
Pointe at Castle Hill Resort
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 8 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 sunloungers. Grand Summit Resort, A Vail Resorts Property: Hotel, 1-minute walk from Green Mountain National Forest. Features daily, a seasonal outdoor pool and free self parking. Colonial Motel: Hotel, 1-minute walk from Green Mountain National Forest. Offers free self parking, a seasonal outdoor pool and complimentary bicycles. The Manchester View: Features a full-service spa, an indoor pool and free self parking. Aspen At Manchester: 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.

Explore a world of travel with Expedia