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Check availability on Windham Hotels with a Pool

Tonight
10 Oct - 11 Oct
Tomorrow
11 Oct - 12 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 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 Christmas tree decorated with lights, ornaments, and a bow.
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.
AED 339
AED 389 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 sunroom with a round table covered by a plaid tablecloth, surrounded by chairs, large windows offering a view of a garden and pond.
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.

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.
AED 547
AED 602 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 kitchen with wooden cabinets, a built-in stove, a microwave, and a sink.
A large, white, two-story house with a steeply pitched roof, a balcony, and a staircase leading to the upper floor.
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.
AED 649
AED 707 total
includes taxes & fees
22 Oct - 23 Oct
Windham Hill Inn
A rectangular swimming pool with a metal ladder, surrounded by a white fence, and shaded by trees.
A large two-story house with a front porch and a well-maintained lawn.
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.

4. The Landgrove

The Landgrove
Londonderry
AED 738
AED 804 total
includes taxes & fees
8 Nov - 9 Nov
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 bar area with wooden ceiling beams, bar stools, and a long counter with bottles and glasses.

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.
AED 1,304
AED 1,621 total
includes taxes & fees
12 Oct - 13 Oct
Long Trail House at Stratton Mountain Resort
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 green building with a wooden deck, a small porch, and a sign that reads 'Motel.'
A wooden deck with two chairs and a table, surrounded by a wooden railing, overlooking a grassy area with trees and a distant road.

6. The Manchester View

The Manchester View
Manchester Center
  • Mountain views from the pool create a picturesque escape at this serene Manchester retreat.
AED 372
AED 409 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.
AED 559
AED 615 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 hotel with a covered entrance, stone facade, and a sign indicating it is part of the Best Western chain.
A hotel room with a bed, a sofa, a coffee table, a desk, and a TV.
A hotel room with a bed, a sitting area, a bathroom with a bathtub, and a large mirror.

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.
AED 559
AED 615 total
includes taxes & fees
1 Nov - 2 Nov
Best Western Springfield Hotel
A swimming pool with a clear blue water, surrounded by green grass and tall trees.
A garden with various flowers and a stream.
A modern building with a glass facade, a brick exterior, and a metal roof.
A cozy interior with a fireplace, wooden furniture, and a large window offering a view of the city at night.

9. Toll Road Inn

Toll Road Inn
Manchester Center
  • Indulge in a refreshing mountain retreat at this Vermont inn with a seasonal outdoor pool and rejuvenating hot tub experience.
AED 473
AED 520 total
includes taxes & fees
1 Nov - 2 Nov
Toll Road Inn
A swimming pool with a white fence, a building with multiple windows, and a potted plant with red flowers in the foreground.
A cozy living room with two sofas, a coffee table, and a lamp. There is a wooden ceiling with exposed beams and a ceiling fan.
A welcoming entrance with a 'WELCOME' sign, a red door, and various seasonal flowers and decorations.
A cozy living room with a fireplace, a wooden coffee table, a sofa, and a lamp. There is a dog bed and a welcome sign on the floor.

10. The Olympia Lodge

The Olympia Lodge
Manchester Center
  • Dive into the seasonal outdoor pool after a day exploring Vermont's stunning mountains and valleys.
AED 710
AED 781 total
includes taxes & fees
30 Oct - 31 Oct
The Olympia Lodge
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 Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent
"Beautiful place for getaway!!!😊"
Esther 2-night trip
Posted less than an hour ago
The Black Bear Lodge at Stratton Mountain Resort
Hampton Inn Brattleboro

Hampton Inn Brattleboro

8/10 Good
"Nice property. Room was nice and clean and Robert at the front desk was great."
KEVIN 1-night trip
Posted 2 hours ago
Hampton Inn Brattleboro
Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

10/10 Excellent
"We stayed two nights, however they were booked at different times so we had to change rooms. Both rooms were excellent, but we preferred the main inn. We loved everything about this property. We’d love to learn to ski so we could return for a winter vacation. The tavern had great food. We highly recommend the cheese board. Also, we really appreciated the self-serve, free coffee, hot cocoa and flavor enhanced water! There is a little town very close for more restaurant option."
Traci 1-night trip
Posted 4 hours ago
Jackson Gore Village, A Vail Resorts Property
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

8/10 Good
"Nice facility. Clean and convenient."
Peter 2-night trip
Posted 5 hours ago
Pointe at Castle Hill Resort
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

10/10 Excellent
"Great location and staff is AWESOME! Thanks for another pleasant stay!!"
Carey 1-night trip
Posted 22 hours ago
Hampton Inn and Suites Manchester
The Manchester View

The Manchester View

10/10 Excellent
"We loved this property, our view opened up to magnificent Mountain View, if you are there during lead peeping season you know that makes a difference. We enjoyed the hot tub at night and the fireplace . Kind staff, they left cookies and bowls for our dog, breakfast was delicious, the variety of baked goods was perfect and the Vermont coffee provided brought up to a higher level I can’t wait to go back for a longer stay"
Cathya 1-night trip
Posted 23 hours ago
The Manchester View
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

8/10 Good
"Raymond was great at check in"
Kevin 1-night trip
Posted 1 day ago
The Palmer House Resort, an Ascend Collection Hotel
Colonial Motel

Colonial Motel

8/10 Good
"very convenient and cost was good, as we stay in Brattleboro as our daughter and granddaughter live in Turners Falls Mass. and its only a half hour drive to visit with them."
Leonard 3-night trip
Posted 2 days ago
Colonial Motel
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 3 days ago
Comfort Inn & Suites Brattleboro I-91

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. 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 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.