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

Windsor Hotels with Swimming Pool

  • 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 Swimming Pools

Tonight
25 Sept - 26 Sept
Tomorrow
26 Sept - 27 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Windsor hotels with a pool

An indoor swimming pool with a curved design, surrounded by seating areas and plants.
An indoor dining area with multiple wooden tables and chairs, surrounded by lush greenery and a stone water feature.
A spacious lobby with a stone fireplace, leather sofas, and a wooden coffee table.
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.
RM684
RM742 total
includes taxes & fees
19 Oct - 20 Oct
Fireside Inn & Suites West Lebanon
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 spa named Castle Hill Spa with a well-maintained lawn and a pathway leading to the entrance.
A spacious lobby with a fireplace, leather seating, and a chandelier.

2. 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.
RM587
RM669 total
includes taxes & fees
18 Oct - 19 Oct
Pointe at Castle Hill Resort
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.

3. 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.
RM548
RM602 total
includes taxes & fees
21 Oct - 22 Oct
White River Inn and Suites
A swimming pool with a wooden deck, lounge chairs, and a table with chairs.
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.
A modern kitchen with black cabinets, a teal backsplash, and various appliances including a coffee maker and a food display.

4. 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.
RM709
RM769 total
includes taxes & fees
26 Oct - 27 Oct
Best Western West Lebanon-Hanover Hotel
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.
A bathroom with a vanity, sink, mirror, and a towel rack.
A spacious living room with a stone fireplace, leather sofas, a coffee table, and large arched windows offering views of the outdoors.
A patio with two wicker chairs and a table, surrounded by greenery and a white structure.

5. 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.
RM901
RM991 total
includes taxes & fees
18 Oct - 19 Oct
Align Inn Vermont
A swimming pool area with lounge chairs and tables, a door, and a potted plant.
A spacious dining area with multiple tables and chairs, a fireplace, and a kitchen area with a coffee station.
A conference room with tables, chairs, and artwork on the wall.
A hotel room with a large bed, a desk with a flat-screen TV, a chair, and a lamp.

6. 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.
RM720
RM792 total
includes taxes & fees
26 Oct - 27 Oct
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 multi-story building with a stone patio, outdoor seating, and a fire pit.
A couple standing on a balcony with a view of a hotel courtyard.

7. 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.
RM675
RM820 total
includes taxes & fees
30 Sept - 1 Oct
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.
An outdoor patio with a fire pit, seating, and a covered area.
A cozy living room with a stone fireplace, wooden benches, a leather sofa, and a bookshelf filled with books and decorative items.
Two vending machines labeled 'Hideaway' with snacks and drinks inside.

8. Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee
Newbury
  • Heated indoor pool near Lake Sunapee offers year-round swimming, with nearby trails and skiing.
RM449
RM487 total
includes taxes & fees
1 Oct - 2 Oct
Hideaway Inn Mt.Sunapee
An indoor swimming pool with wooden walls and ceiling, clear water, and multiple lanes.
A stone-clad building entrance with a covered patio and benches.
A spacious lobby with a high ceiling, a stone wall, a wooden staircase, and a buffet table.
A two-story wooden house with a balcony and a hammock in the yard.

9. Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

Mountain Edge Suites at Sunapee, an Ascend Collection Hotel
Newbury
  • Luxurious mountain resort boasts 2 indoor pools with cosy cabanas for year-round aquatic bliss.
RM642
RM763 total
includes taxes & fees
26 Oct - 27 Oct
Mountain Edge Suites at Sunapee, an Ascend Collection Hotel
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 two-story house with a covered porch, large windows, and a well-maintained lawn.
A modern reception area with a marble counter, a wall-mounted display of stone-like textures, and a bookshelf with various items.

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.
RM920
RM998 total
includes taxes & fees
27 Sept - 28 Sept
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

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 less than an hour ago
Killington Mountain Lodge, Tapestry Collection by Hilton
Align Inn Vermont

Align Inn Vermont

8/10 Good
"Breakfast was a typical contenital breakfast. Waffles were also available."
Mark 1-night trip
Posted 15 hours ago
Align Inn Vermont
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 1 day ago
Fireside Inn & Suites West Lebanon
Woodstock Inn & Resort

Woodstock Inn & Resort

10/10 Excellent
"Wonderful inn! Everything was wonderful: rooms, food, etc!!"
Ann 2-night trip
Posted 3 days ago
Woodstock Inn & Resort
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"Very nice stay and nice rooms."
Nicole 1-night trip
Posted 3 days ago
Pointe at Castle Hill Resort
The Mountain Inn at Killington

The Mountain Inn at Killington

10/10 Excellent
"Beautiful property with unique blend of modern and rustic design"
Nicholas 1-night trip
Posted 3 days ago
The Mountain Inn at Killington
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 6 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 7 days ago
On The River Inn

Frequently asked questions

What are some accommodation options 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 high-speed (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, visit 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 the local weather in Windsor 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 17°C, while the coldest months are January and February, with an average of -6°C. The snowiest months in Windsor are March, January, November and February, with each month seeing an average of 38 cm 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. If you want to venture outside the area, hop aboard a train at Windsor Station. Windsor might not have very many public transport options to choose from, so consider renting a car to explore more.

Explore a world of travel with Expedia