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

Hotels with Swimming Pools in Windsor

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Check availability on Windsor Hotels with Swimming Pools

Tonight
9 Oct - 10 Oct
Tomorrow
10 Oct - 11 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Windsor hotels with a pool

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 kitchen with black cabinets, a teal backsplash, and various appliances including a coffee maker and a food display.
A modern bathroom with a shower, toilet, sink, and a framed picture on the wall.

1. 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.
S$158
includes taxes & fees
2 Nov - 3 Nov
Best Western West Lebanon-Hanover Hotel
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.
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.
A bathroom with a vanity, sink, mirror, and a towel rack.

2. 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.
S$175
includes taxes & fees
1 Nov - 2 Nov
Align Inn Vermont
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 cozy lobby with a stone fireplace, leather sofas, and a coffee table.
A spacious lobby with a stone fireplace, leather sofas, and a wooden coffee table.

3. 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.
S$179
includes taxes & fees
1 Nov - 2 Nov
Fireside Inn & Suites West Lebanon
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 spacious living room with a large American flag, a fireplace, and a chandelier.

4. 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.
S$258
includes taxes & fees
1 Nov - 2 Nov
On The River Inn
An indoor swimming pool with clear blue water, surrounded by red lounge chairs and blue umbrellas.
A building with a prominent wooden gable roof, large windows, and a brick facade.
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 sign for The White River Inn & Suites, a LaRkin Realty property, with a view of a parking lot and residential buildings.

5. 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.
S$138
includes taxes & fees
1 Nov - 2 Nov
White River Inn and Suites
An indoor swimming pool with a tiled floor, surrounded by chairs and tables, and large windows with a view of trees.
A hotel room with a large bed, a desk, a chair, a lamp, and a window with curtains.
A gym with a motivational wall, exercise equipment, and a water dispenser.
A reception area with two chairs, a small table, a painting on the wall, and a glass door with emergency instructions.

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.
S$190
includes taxes & fees
8 Nov - 9 Nov
Hampton Inn White River Junction
An indoor swimming pool with four chairs and a hot tub.
A spa named Castle Hill Spa with a well-maintained lawn and a pathway leading to the entrance.
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.

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 hotel with a swimming pool area, including two hot tubs and lounge chairs.
A couple standing on a balcony with a view of a hotel courtyard.
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.
S$280
includes taxes & fees
26 Oct - 27 Oct
Jackson Gore Village, A Vail Resorts Property
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 hotel corridor with a marble floor, large windows, and a seating area with chairs.
A modern reception area with a marble counter, a wall-mounted display of stone-like textures, and a bookshelf with various items.

9. 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.
S$247
includes taxes & fees
8 Nov - 9 Nov
Hilton Garden Inn Hanover Lebanon
A swimming pool area with chairs and a view of the outdoors.
A rustic dining area with wooden beams, a chandelier, and a kitchen in the background.
A spacious room with large windows, a fireplace, and comfortable seating areas.
A room with a checkered floor, a bench, and a fireplace.

10. Woodstock Inn & Resort

Woodstock Inn & Resort
Woodstock
  • Experience year-round aquatic bliss at this alpine retreat with indoor and seasonal outdoor pools.
S$675
includes taxes & fees
2 Nov - 3 Nov
Woodstock Inn & Resort
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

Align Inn Vermont

Align Inn Vermont

8/10 Good
"Room was good size and bathroom area was adequate for two people. There was some audible road noise. Breakfast was ok with cold breakfast sandwiches that could be heated up in the microwave."
Kathy 1-night trip
Posted 14 hours ago
Align Inn Vermont
Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

10/10 Excellent
"The staff is amazing here at Jackson Gore Village. There were actually some issues with our stay and we reported to the front desk. The staff was really helpful and took care of the issue immediately. Katie, the manager, followed up the next day and further resolved the issue. The way they treat their customers makes me trust them in the future. We surely will come back."
guiyun 1-night trip
Posted 14 hours ago
Jackson Gore Village, A Vail Resorts Property
Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

10/10 Excellent
"Friendly helpful staff. Clean"
Patricia 1-night trip
Posted 1 day ago
Fireside Inn & Suites West Lebanon
On The River Inn

On The River Inn

10/10 Excellent
"Karen at the front desk was absolutely delightful. She saw me struggling with my dog and bags, and helped me to my room. Dan on the housekeeping was so nice. We saw him almost every day. The hotel is incredibly pet friendly. It's so convenient to walk out of your room directly onto the rear lawn, and down toward the river. I had a nice chat with the lady who lives across the river. She also has a dog. The drive to downtown was just a few minutes. I highly recommend the farmer's market (you pass it on the way to downtown Woodstock). The room was very clean. The sink and bathroom door could use some updates, but other than that it was lovely. I would definitely return again with my pup."
VS 4-night trip
Posted 3 days ago
On The River Inn
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"Very nice place, quiet and easily accessible. Room was large with separate large bedroom with door. Large LR with fireplace, sofa & recliner and fully stocked kitchen."
Mary 2-night trip
Posted 7 days ago
Pointe at Castle Hill Resort

Frequently asked questions

What are some accommodation options with pools in Windsor?
Fat Sheep Farm & Cabins: Hotel, 1-minute walk from Killington Resort. Provides daily, an outdoor pool and free self parking. The Mountain Inn at Killington: Features daily, an indoor pool and free self parking. Align Inn Vermont: 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.

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