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

Find Hotels with a Pool in Windsor, VT

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Windsor Hotels with a Pool

Tonight
Oct 5 - Oct 6
Tomorrow
Oct 6 - Oct 7
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 modern hotel lobby with a stone-patterned floor, a sofa with colorful cushions, a wooden coffee table, and a large lamp.
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.

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.
$114 nightly
$124 total
Nov 2 - Nov 3
Total with taxes and fees
Best Western West Lebanon-Hanover Hotel
An indoor swimming pool with a curved design, surrounded by seating areas and plants.
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.
An indoor dining area with multiple wooden tables and chairs, surrounded by lush greenery and a stone water feature.

2. 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.
$132 nightly
$143 total
Nov 2 - Nov 3
Total with taxes and fees
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 spacious living room with a large American flag, a fireplace, and a chandelier.
Two Adirondack chairs by a river with a forested hillside in the background.
A two-story house with a balcony, surrounded by lush greenery and a pond.

3. 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.
$183 nightly
$202 total
Nov 1 - Nov 2
Total with taxes and fees
On The River Inn
An indoor swimming pool with clear blue water, surrounded by red lounge chairs and blue umbrellas.
A lobby with a stone fireplace, green patterned chairs, a reception desk, and a dining area.
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.

4. 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.
$98 nightly
$108 total
Nov 1 - Nov 2
Total with taxes and fees
White River Inn and Suites
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 patio with two wicker chairs and a table, surrounded by greenery and a white structure.
A bathroom with a vanity, sink, mirror, and a towel rack.

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.
$115 nightly
$126 total
Nov 2 - Nov 3
Total with taxes and fees
Align Inn Vermont
A swimming pool area with lounge chairs and tables, a door, and a potted plant.
A bathroom with a bathtub, a toilet, a shower curtain, and a framed picture on the wall.
A conference room with a long table, chairs, and a water pitcher.
A blue electric vehicle charging station with a sign, surrounded by greenery.

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.
$139 nightly
$152 total
Nov 1 - Nov 2
Total with taxes and fees
Hampton Inn White River Junction
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 spacious lobby with a fireplace, leather seating, and a chandelier.
A spa named Castle Hill Spa with a well-maintained lawn and a pathway leading to the entrance.

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.
$169 nightly
$183 total
Oct 18 - Oct 19
Total with taxes and fees
Pointe at Castle Hill Resort
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.

8. Woodstock Inn & Resort

Woodstock Inn & Resort
Woodstock
  • Experience year-round aquatic bliss at this alpine retreat with indoor and seasonal outdoor pools.
$479 nightly
$527 total
Nov 2 - Nov 3
Total with taxes and fees
Woodstock Inn & 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.

9. 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.
$199 nightly
$219 total
Oct 26 - Oct 27
Total with taxes and fees
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.
Two vending machines labeled 'Hideaway' with snacks and drinks inside.
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.

10. Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee
Newbury
  • Heated indoor pool near Lake Sunapee offers year-round swimming, with nearby trails and skiing.
$133 nightly
$145 total
Oct 13 - Oct 14
Total with taxes and fees
Hideaway Inn Mt.Sunapee
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

10/10 Excellent
"Nice hotel, good breakfast!!"
Melissa 1-night trip
Posted 1 hour ago
Align Inn Vermont
Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

10/10 Excellent
"very nice hotel. warm staff. just one complain, the air conditioner turns in the early morning, and there is no way to turn it off."
Guang 1-night trip
Posted 2 hours ago
Fireside Inn & Suites West Lebanon
The Mountain Inn at Killington

The Mountain Inn at Killington

10/10 Excellent
"This place is right in the middle of the mountains. Beautiful."
William 1-night trip
Posted 20 hours ago
The Mountain Inn at Killington
Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

10/10 Excellent
"By far, our favorite place to stay at as a family. The staff is always very friendly, courteous and kind, and the property is breathtaking. The views of the mountains and the foliage were absolutely stunning. The rooms are spacious and well taken care of. We especially enjoyed the hot tubs with the Mountain View."
Emily 1-night trip
Posted 22 hours ago
Jackson Gore Village, A Vail Resorts Property
White River Inn and Suites

White River Inn and Suites

10/10 Excellent
"My room was cozy, quiet, and clean. It was a restful stay, and was much-needed during my business trip. Special shout-out to Tianna at the front desk; she was so kind, helpful, and always had a smile on her face. Every time I passed by, she'd greet me with a warm, "hello!" I will happily stay here again for future business trips!"
Bethany 3-night trip
Posted 3 days ago
White River Inn and Suites
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 3 days ago
Pointe at Castle Hill Resort
On The River Inn

On The River Inn

8/10 Good
"We had a river view suite. Trouble was you couldn’t see the river. There was to much undergrowth and trees, so you couldn’t tell there was a river there. The view from our balcony was beautiful, out onto the large lawn and a small pond. The TVs are old, so you couldn’t stream. Make sure you tell the front desk or put out your door hanger or you won’t get your room refreshed. The bar seemed open only during dinner hours. During our stay, one night the chief was “out” and they only served burgers. Breakfast was around $18, we never went down. Our room was large and bathroom adequate. It’s a 10 minute drive to town. It’a satisfactory hotel, but not worth the price."
Loxley 3-night trip
Posted 4 days ago
On The River Inn

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