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Find Hotels with a Pool in Windham, VT from CA $150

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Check availability on Windham Hotels with a Pool

Tonight
Oct 22 - Oct 23
Tomorrow
Oct 23 - Oct 24
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Windham hotels with a pool

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 snow-covered cabin with a large window, surrounded by trees and a mountain in the background.
A house with a balcony and a garden with red flowers.

1. 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 $188
CA $207 total
includes taxes & fees
Nov 16 - Nov 17
Blue Gentian Lodge at Magic Mountain
A swimming pool with a wooden deck and a red building in the background.
A Christmas tree decorated with lights, ornaments, and a bow.
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.

2. 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 $131
CA $150 total
includes taxes & fees
Oct 25 - Oct 26
The Upper Pass Lodge at Magic Mountain
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 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.

3. The Landgrove

The Landgrove
Londonderry
CA $235
CA $257 total
includes taxes & fees
Nov 2 - Nov 3
The Landgrove
A bedroom with a fireplace, two beds, a chair, and a nightstand.
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.
A large, two-story house with a central entrance, surrounded by trees and a mountain backdrop.

4. The Manchester View

The Manchester View
Manchester Center
  • Mountain views from the pool create a picturesque escape at this serene Manchester retreat.
CA $142
CA $156 total
includes taxes & fees
Nov 3 - Nov 4
The Manchester View
An indoor swimming pool with clear water, lounge chairs, and a stone fireplace.
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.
A spacious, well-lit kitchen area with modern appliances, a central island with bar stools, and a chandelier.

5. 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.
CA $214
CA $235 total
includes taxes & fees
Oct 29 - Oct 30
Best Western Springfield Hotel
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.

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.
CA $499
CA $620 total
includes taxes & fees
Oct 25 - Oct 26
Long Trail House at Stratton Mountain Resort
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 sign for Castle Hill Spa surrounded by lush greenery and a well-maintained lawn.

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.
CA $226
CA $258 total
includes taxes & fees
Oct 26 - Oct 27
Pointe at Castle Hill Resort
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 spacious living area with a fireplace, comfortable seating, and a stone accent wall.
A two-story building with a patio area featuring outdoor seating and a stone fire pit.

8. 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.
CA $180
CA $198 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn and Suites Manchester
A two-story house with a front porch, a garage, and a well-maintained lawn.
A kitchen with a coffee maker, mugs, and containers labeled 'Sugar' and 'Coffee'.
A wooden staircase leading to a door with a wreath, a potted plant, and a framed picture on the wall.
A hot tub in a forested area with a grill and a sign.

9. 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 $228
CA $640 total
includes taxes & fees
Nov 4 - Nov 5
Historic 150-year-old farmhouse, Jacuzzi included
A swimming pool with a clear blue water, surrounded by green grass and tall trees.
A modern building with a glass facade, a brick exterior, and a metal roof.
A cozy indoor space with a chalkboard sign advertising free fire entertainment from 7pm to 9pm.
A garden with various flowers and a stream.

10. 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.
CA $181
CA $199 total
includes taxes & fees
Nov 1 - Nov 2
Toll Road Inn
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

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

10/10 Excellent
"I've stayed at this hotel ever since it opened. It's still a great place to stay!"
Scott 1-night trip
Posted less than an hour ago
Hampton Inn and Suites Manchester
The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

8/10 Good
"The property is a beautiful old hotel, but you can tell they are having a hard time keeping it up. The rooms are big and cozy at the same time, the beds comfortable but the bathroom had some ventilation issues and therefore was a little moldy. While the pool was great, it was a shame the sauna was not working. All in all a nice stay though."
Sylvie 3-night trip
Posted 1 day ago
The Equinox Golf Resort And Spa
Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"The hotel was fairly new. Coffee was the only thing I felt needed changed."
Debbie 1-night trip
Posted 2 days ago
Hampton Inn Brattleboro
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

10/10 Excellent
"The Kimpton Taconic is a beautiful property with professional, friendly staff. We very much enjoyed our stay there and will stay there again the next time we are in Manchester VT."
Jim 2-night trip
Posted 2 days ago
Kimpton Taconic Hotel by IHG
Colonial Motel

Colonial Motel

8/10 Good
"The rooms are quite large. There were a lot of unfinished projects going on, so the property was messy and slightly unkempt. The breakfast was terrible. Trash bags were left out attracting skunks. Price made it a 4 star."
Andrea 3-night trip
Posted 3 days ago
Colonial Motel
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

10/10 Excellent
"We stayed in room 74-it was beautiful and so clean! From the time we checked in till the time we left, everyone went out of their way to make us feel welcome! The breakfast was delicious! And the gentleman who checked us in was very kind. We would 100% stay there again!!!"
Linda 1-night trip
Posted 3 days ago
The Palmer House Resort, an Ascend Collection Hotel
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

8/10 Good
"Was a good room for a one night stay on a road trip."
Thomas 1-night trip
Posted 4 days ago
Comfort Inn & Suites Brattleboro I-91
The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent
"Everything was good; but continental breakfast was poor; there was no eggs"
MUSTAFA 2-night trip
Posted 4 days ago
The Black Bear Lodge at Stratton Mountain Resort

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.

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