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Hotels with Swimming Pools in Windham

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Check availability on Windham Hotels with Swimming Pools

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 bar area with a sign reading "MAGIC" and "featured Vermont beers".
A living room with a fireplace, a sofa, a coffee table, and a dining area with chairs and a table.
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.
S$138
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 hot tub on a covered porch with a view of autumn foliage.
A house with a balcony and a garden with red flowers.
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.
S$210
includes taxes & fees
3 Nov - 4 Nov
Blue Gentian Lodge at Magic Mountain
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 wooden deck with two chairs and a table, surrounded by a wooden railing, overlooking a grassy area with trees and a distant road.

3. The Manchester View

The Manchester View
Manchester Center
  • Mountain views from the pool create a picturesque escape at this serene Manchester retreat.
S$143
includes taxes & fees
3 Nov - 4 Nov
The Manchester View
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 stone pathway leading to a porch with a wooden railing, surrounded by lush greenery and a lattice fence.

4. Windham Hill Inn

Windham Hill Inn
West Townshend
  • Serene seasonal outdoor pool offers 24-hour summer swimming amid Vermont's lush Windham Hills.
S$246
includes taxes & fees
26 Oct - 27 Oct
Windham Hill Inn
A rectangular swimming pool with a metal ladder, surrounded by a white fence, and shaded by trees.
A spacious room with high ceilings, wooden beams, large windows, and tables and chairs arranged for dining.
A cozy interior with a bar area, wooden furniture, and a Christmas tree.
An aerial view of a residential area with houses, a tennis court, and a swimming pool.

5. The Landgrove

The Landgrove
Londonderry
S$261
includes taxes & fees
13 Oct - 14 Oct
The Landgrove
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.

6. 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.
S$214
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn and Suites Manchester
An indoor swimming pool with four chairs and a hot tub.
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.
A spa named Castle Hill Spa with a well-maintained lawn and a pathway leading to the entrance.

7. 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.
S$222
includes taxes & fees
28 Oct - 29 Oct
Pointe at Castle Hill Resort
A swimming pool with a clear blue water, surrounded by green grass and tall trees.
A cozy interior with a fireplace, wooden furniture, and a large window offering a view of the city at night.
A garden with various flowers and a stream.
A cozy indoor space with a chalkboard sign advertising free fire entertainment from 7pm to 9pm.

8. 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.
S$181
includes taxes & fees
1 Nov - 2 Nov
Toll Road Inn
An indoor swimming pool with clear water, surrounded by chairs and a bench.
A spacious dining area with multiple tables and chairs, large windows, and a view of the outdoors.
An aerial view of a residential area with multiple houses, a tennis court, and a golf course.
A modern kitchen with a curved island, bar stools, wine bottles, and a television.

9. The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel
Manchester Center
  • Splash into refreshing indoor and outdoor pools at this relaxing mountain escape with sun loungers.
S$170
includes taxes & fees
2 Nov - 3 Nov
The Palmer House Resort, an Ascend Collection Hotel
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 sitting area, a bathroom with a bathtub, and a large mirror.
A spacious, well-lit kitchen area with modern appliances, a central island with bar stools, and a chandelier.

10. 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.
S$214
includes taxes & fees
1 Nov - 2 Nov
Best Western Springfield Hotel
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

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 1 hour 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 3 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 19 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 21 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
The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

8/10 Good
"Nice hotel. Dated, but nice. Internet speed and connectivity is terrible. Good launching point for the Stowe area attractions to allow access off of back routes to avoid traffic. No breakfast."
Steven 1-night trip
Posted 2 days ago
The Black Bear Lodge at Stratton Mountain Resort
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
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 4 days ago
Grand Summit Resort, A Vail Resorts Property

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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