A snow-covered river valley with a bridge and a town.

Find Hotels with a Pool in Windsor, VT

  • 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 Windsor Hotels with a Pool

Tonight
Sep 26 - Sep 27
Tomorrow
Sep 27 - Sep 28
Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11

Our top choices for Windsor hotels with a pool

An indoor swimming pool with a curved design, surrounded by seating areas and plants.
A spacious lobby with a stone fireplace, leather sofas, and a wooden coffee table.
A spacious indoor dining area with multiple wooden tables and chairs, surrounded by various plants and trees.
A cozy lobby with a stone fireplace, leather sofas, and a coffee table.

1. Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon
West Lebanon
  • Unwind in this family-friendly oasis featuring a shimmering indoor pool, hot tub sanctuary, and welcoming fireplace.
￥22,906
￥24,853 total
includes taxes & fees
Oct 27 - Oct 28
Fireside Inn & Suites West Lebanon
An indoor swimming pool with clear blue water, surrounded by red lounge chairs and blue umbrellas.
A sign for The White River Inn & Suites, a LaRkin Realty property, with a view of a parking lot and residential buildings.
A stone fireplace with a fire, a wooden mantel, and a vase with red flowers. There are chairs and a table in the foreground.
A building with a prominent wooden gable roof, large windows, and a brick facade.

2. White River Inn and Suites

White River Inn and Suites
White River Junction
  • Dive into a refreshing year-round swim at this hotel with both indoor and children's pools near adventure spots.
￥21,083
￥23,191 total
includes taxes & fees
Oct 21 - Oct 22
White River Inn and Suites
A swimming pool with a wooden deck, lounge chairs, and a table with chairs.
A modern kitchen with black cabinets, a teal backsplash, and various appliances including a coffee maker and a food display.
A hotel room with two beds, a desk, and a window with curtains.
A modern bathroom with a shower, toilet, sink, and a framed picture on the wall.

3. Best Western West Lebanon-Hanover Hotel

Best Western West Lebanon-Hanover Hotel
West Lebanon
  • A rejuvenating pool escape awaits in West Lebanon with plush loungers and seasonal summer swimming.
￥27,272
￥29,590 total
includes taxes & fees
Oct 26 - Oct 27
Best Western West Lebanon-Hanover Hotel
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.
A patio with two wicker chairs and a table, surrounded by greenery and a white structure.
A hotel bathroom with a granite countertop, a sink, a mirror, and a wicker basket with towels.
A spacious living room with a stone fireplace, leather sofas, a coffee table, and large arched windows offering views of the outdoors.

4. Align Inn Vermont

Align Inn Vermont
Quechee
  • Indoor heated pool beckons year-round in this tranquil Vermont retreat surrounded by scenic mountain trails and outdoor adventure.
￥31,213
￥34,334 total
includes taxes & fees
Oct 22 - Oct 23
Align Inn Vermont
A large indoor swimming pool with clear blue tiles, sunlit by large windows, and equipped with lounge chairs and a ceiling fan.
Two Adirondack chairs by a river with a forested hillside in the background.
A spacious living room with a chandelier, multiple armchairs, a coffee table, and a rug.
A two-story house with a balcony, surrounded by lush greenery and a pond.

5. On The River Inn

On The River Inn
West Woodstock
  • Splash into bliss with an indoor pool, hot tub, and children's splash area amid scenic views.
￥37,272
￥44,460 total
includes taxes & fees
Oct 27 - Oct 28
On The River Inn
An indoor swimming pool with four chairs and a hot tub.
A sign for Castle Hill Spa surrounded by lush greenery and a well-maintained lawn.
A kitchen with wooden cabinets, a white microwave, a stove, and a refrigerator.
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.
￥26,580
￥30,301 total
includes taxes & fees
Oct 19 - Oct 20
Pointe at Castle Hill Resort
A swimming pool area with lounge chairs and tables, a door, and a potted plant.
A hotel room with a large bed, a desk with a flat-screen TV, a chair, and a lamp.
A conference room with tables, chairs, and artwork on the wall.
A bathroom with a bathtub, a toilet, a shower curtain, and a framed picture on the wall.

7. Hampton Inn White River Junction

Hampton Inn White River Junction
White River Junction
  • Splurge on blissful laps in the refreshing pool at this hotel, just steps from Dartmouth College.
￥27,728
￥30,502 total
includes taxes & fees
Oct 26 - Oct 27
Hampton Inn White River Junction
A hotel with a swimming pool area, including two hot tubs and lounge chairs.
A golf course with rolling hills, trees, and a distant mountain range.
A hotel with multiple buildings, a covered outdoor area, and a snowy landscape.
A multi-story building with a stone patio, outdoor seating, and a fire pit.

8. Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property
Jackson Gore Base Area
  • Dive into pool perfection at this mountain resort with year-round swimming and spa relaxation.
￥25,990
￥31,577 total
includes taxes & fees
Sep 30 - Oct 1
Jackson Gore Village, A Vail Resorts Property
A poolside area with a wooden ceiling, a seating arrangement with chairs and cushions, and skis and snowboards on the wall.
A cozy living room with a stone fireplace, wooden benches, a leather sofa, and a bookshelf filled with books and decorative items.
An outdoor patio with a fire pit, seating, and a covered area.
A hotel room with two beds, a canopy bed, a wooden headboard, a chair, a window, and a wall-mounted sign.

9. Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee
Newbury
  • Heated indoor pool near Lake Sunapee offers year-round swimming, with nearby trails and skiing.
￥16,075
￥17,442 total
includes taxes & fees
Oct 27 - Oct 28
Hideaway Inn Mt.Sunapee
An indoor swimming pool with clear water, wooden lounge chairs, and a tiled floor.
A covered patio area with wicker chairs and a brick floor, overlooking a green landscape and a building in the background.
A modern reception area with a marble counter, a wall-mounted display of stone-like textures, and a bookshelf with various items.
A two-story house with a covered porch, large windows, and a well-maintained lawn.

10. Hilton Garden Inn Hanover Lebanon

Hilton Garden Inn Hanover Lebanon
Lebanon
  • Splash into year-round relaxation with an indoor pool designed for adults seeking peaceful swims.
￥38,534
￥41,810 total
includes taxes & fees
Sep 27 - Sep 28
Hilton Garden Inn Hanover Lebanon
View all properties

Choose what matters most at hotels with a pool in Windsor

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Windsor Hotel Reviews

The Mountain Inn at Killington

The Mountain Inn at Killington

8/10 Good
"The property is beautiful and it’s convenient to the golf course. The rooms small but clean. Not a lot of privacy in the bathroom due to sliding door. Also, no coffee machines in the room"
Mary 1-night trip
Posted 1 day ago
The Mountain Inn at Killington
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

10/10 Excellent
"Great outdoor hot tub"
Michael 1-night trip
Posted 1 day ago
Killington Mountain Lodge, Tapestry Collection by Hilton
Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

10/10 Excellent
"Stayed there after my husband’s surgery and the staff went above and beyond to ensure we had everything needed!"
Crystal 1-night trip
Posted 3 days ago
Fireside Inn & Suites West Lebanon
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"Very nice stay and nice rooms."
Nicole 1-night trip
Posted 4 days ago
Pointe at Castle Hill Resort
Holiday Inn Express Hotel & Suites White River Junction by IHG

Holiday Inn Express Hotel & Suites White River Junction by IHG

10/10 Excellent
"Great sa"
Jaime 3-night trip
Posted 7 days ago
Holiday Inn Express Hotel & Suites White River Junction by IHG
On The River Inn

On The River Inn

8/10 Good
"Extremely quaint and love the rooms and balcony… Dining room gorgeous Wish there were Apps on the Tv for streaming… that’s all"
Marcia 2-night trip
Posted 8 days ago
On The River Inn

Frequently asked questions

What are some accommodations with pools in Windsor?
Fat Sheep Farm & Cabins: Provides daily, an indoor pool, and free self parking. Align Inn Vermont: Hotel, 1-minute walk from Killington Resort. Features daily, an outdoor pool, and free self parking. The Mountain Inn at Killington: Offers free self parking, an indoor pool, and complimentary wireless internet access. Fireside Inn & Suites West Lebanon: Features a seasonal outdoor pool, an indoor pool, and 4 restaurants. Woodstock Inn & Resort: Offers complimentary wired internet access, an indoor pool, and free self parking.
What is there to see and do in Windsor?
The picturesque setting of Connecticut River and Paradise Park showcase the area's natural beauty. During your stay, check out sights such as American Precision Museum, Harpoon Brewery, and Mt Ascutney State Park.
When is the best time to book a hotel with a pool in Windsor?
Taking into account the local weather in Windsor 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 62°F, while the coldest months are January and February with an average of 22°F. The snowiest months in Windsor are March, January, November, and February, with each month seeing an average of 15 inches of snowfall.
What's the best way to travel around Windsor?
Knowing the transportation options in Windsor can help you enjoy the area beyond your hotel pool. To venture out into the surrounding area, hop aboard a train at Windsor Station. Windsor might not have very many public transportation choices so consider renting a car to explore more.

Explore a world of travel with Expedia