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Find Hotels with a Pool in Windham, VT

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Check availability on Windham Hotels with a Pool

Tonight
Sep 28 - Sep 29
Tomorrow
Sep 29 - Sep 30
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

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 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.
$92 nightly
$101 total
Oct 28 - Oct 29
Total with taxes and fees
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 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.

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.
$169 nightly
$186 total
Sep 29 - Sep 30
Total with taxes and fees
Blue Gentian Lodge at Magic Mountain
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 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.

3. Windham Hill Inn

Windham Hill Inn
West Townshend
  • Serene seasonal outdoor pool offers 24-hour summer swimming amid Vermont's lush Windham Hills.
$207 nightly
$225 total
Oct 20 - Oct 21
Total with taxes and fees
Windham Hill Inn
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 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.

4. 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.
$179 nightly
$197 total
Oct 18 - Oct 19
Total with taxes and fees
Best Western Springfield Hotel
A swimming pool with a gazebo, outdoor seating, and a view of trees.
A cozy lounge area with a stone fireplace, comfortable seating, and a 'Hi' sign above.
A long dining table with chairs, large windows, and hanging disco balls.
A spacious lounge area with multiple seating options, including sofas and chairs, arranged around a central coffee table.

5. Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
West Dover
$95 nightly
$105 total
Oct 28 - Oct 29
Total with taxes and fees
Hideaway Inn Mt. Snow
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 sign for Castle Hill Spa surrounded by lush greenery and a well-maintained lawn.
A spacious lobby with a fireplace, leather seating, and a chandelier.

6. 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.
$177 nightly
$193 total
Oct 18 - Oct 19
Total with taxes and fees
Pointe at Castle Hill Resort
A large indoor swimming pool with clear water, surrounded by tiled walls and a ceiling with recessed lighting.
A modern dining area with a large table and chairs, a kitchen in the background, and a stone accent wall.
A compact hotel room with a kitchenette, a sofa, a small table, and a window with curtains.
A lobby with wooden paneling, a fireplace, and two green armchairs.

7. Hampton Inn Brattleboro

Hampton Inn Brattleboro
Brattleboro
  • Immerse in rejuvenating waters at this mountain-adjacent hotel featuring a pristine indoor pool and relaxing hot tub sanctuary.
$160 nightly
$176 total
Oct 28 - Oct 29
Total with taxes and fees
Hampton Inn Brattleboro
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 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.

8. The Manchester View

The Manchester View
Manchester Center
  • Mountain views from the pool create a picturesque escape at this serene Manchester retreat.
$122 nightly
$134 total
Oct 26 - Oct 27
Total with taxes and fees
The Manchester View
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.
An aerial view of a residential area with houses, a tennis court, and a swimming pool.
A spacious room with high ceilings, wooden beams, large windows, and tables and chairs arranged for dining.

9. The Landgrove

The Landgrove
Londonderry
$214 nightly
$233 total
Oct 4 - Oct 5
Total with taxes and fees
The Landgrove
An indoor swimming pool with clear water, surrounded by chairs and a bench.
A modern kitchen with a curved island, bar stools, wine bottles, and a television.
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.

10. 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.
$125 nightly
$137 total
Oct 18 - Oct 19
Total with taxes and fees
The Palmer House Resort, an Ascend Collection 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

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 hours ago
Hampton Inn Brattleboro
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

10/10 Excellent
"We will be back. Wonderful staff and great location."
Melissa 1-night trip
Posted 5 hours ago
Hampton Inn and Suites Manchester
Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

10/10 Excellent
"We were only there one day but we had a great time"
Daniel 1-night trip
Posted 7 hours ago
Jackson Gore Village, A Vail Resorts Property
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 11 hours 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 14 hours ago
Kimpton Taconic Hotel by IHG
The Manchester View

The Manchester View

10/10 Excellent
"Great value super clean I will be back"
Sarah 1-night trip
Posted 15 hours ago
The Manchester View
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"The Dalmatian behind the front desk"
April 2-night trip
Posted 1 day ago
Pointe at Castle Hill Resort
The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent
"Muy conveniente y cerca del bike park"
Omar 2-night trip
Posted 4 days ago
The Black Bear Lodge at Stratton Mountain Resort
The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

8/10 Good
"Lovely setting and cozy atmosphere. No coffee maker or mini fridge in room due to electrical system. Pool, hot tub, steam room and sauna were good. Needs to be managed a little better."
Nancy 3-night trip
Posted 5 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 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: Offers a full-service spa, an indoor pool, and free self parking. The Manchester View: Hotel, 2-minute walk from Okemo Mountain Resort. Features an indoor pool, an outdoor pool, and 2 restaurants. Pointe at Castle Hill Resort: Hotel, 1-minute walk from Green Mountain National Forest. Offers a seasonal outdoor pool, an indoor pool, and 4 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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