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

Hotels with Swimming Pool in Windsor, Vermont

  • 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 Pool

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

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 hotel lobby with a stone-patterned floor, a sofa with colorful cushions, a wooden coffee table, and a large lamp.

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.
P7,149
P7,757 total
includes taxes & fees
Nov 2 - Nov 3
Best Western West Lebanon-Hanover Hotel
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 reception area with two chairs, a small table, a painting on the wall, and a glass door with emergency instructions.
A gym with a motivational wall, exercise equipment, and a water dispenser.

2. 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.
P8,500
P9,350 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn White River Junction
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.

3. 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.
P7,811
P8,592 total
includes taxes & fees
Nov 1 - Nov 2
Align Inn Vermont
An indoor swimming pool with a curved design, surrounded by seating areas and plants.
A cozy lobby with a stone fireplace, leather sofas, and a coffee table.
An indoor dining area with multiple wooden tables and chairs, surrounded by lush greenery and a stone water feature.
A spacious indoor dining area with multiple wooden tables and chairs, surrounded by various plants and trees.

4. 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.
P8,830
P9,581 total
includes taxes & fees
Nov 2 - Nov 3
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.
A two-story house with a balcony, surrounded by lush greenery and a pond.
A spacious living room with a chandelier, multiple armchairs, a coffee table, and a rug.
Two Adirondack chairs by a river with a forested hillside in the background.

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.
P10,242
P12,647 total
includes taxes & fees
Nov 1 - Nov 2
On The River Inn
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.

6. 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.
P11,173
P12,122 total
includes taxes & fees
Nov 8 - Nov 9
Hilton Garden Inn Hanover Lebanon
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 lobby with a stone fireplace, green patterned chairs, a reception desk, and a dining area.

7. 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.
P6,154
P6,770 total
includes taxes & fees
Nov 1 - Nov 2
White River Inn and Suites
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 room with a checkered floor, a bench, and a fireplace.
A large, white building with a symmetrical facade, multiple windows, and a central entrance with steps.

8. Woodstock Inn & Resort

Woodstock Inn & Resort
Woodstock
  • Experience year-round aquatic bliss at this alpine retreat with indoor and seasonal outdoor pools.
P27,553
P33,070 total
includes taxes & fees
Nov 2 - Nov 3
Woodstock Inn & Resort
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 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.

9. 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.
P9,564
P10,903 total
includes taxes & fees
Oct 28 - Oct 29
Pointe at Castle Hill Resort
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 hotel with multiple buildings, a covered outdoor area, and a snowy landscape.

10. 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.
P11,308
P13,739 total
includes taxes & fees
Oct 26 - Oct 27
Jackson Gore Village, A Vail Resorts Property
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 3 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 4 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 15 hours ago
Fireside Inn & Suites West Lebanon
Woodstock Inn & Resort

Woodstock Inn & Resort

10/10 Excellent
"Lovely feel to the hotel with friendly staff. Room was comfortable and location is excellent. Love Woodstock as a destination. I am never the biggest fan of breakfast, but really enjoyed it for once"
patrick 3-night trip
Posted 1 day ago
Woodstock Inn & Resort
White River Inn and Suites

White River Inn and Suites

10/10 Excellent
"Great location to visit Quechee gorgeous. Goidbreakfast & clean, comfortable rooms"
ELIZABETH 2-night trip
Posted 2 days ago
White River Inn and Suites
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 2 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 accommodations 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 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