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

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Windsor hotels with a pool

An indoor swimming pool with a curved design, surrounded by seating areas and plants.

1. Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon
2.5 star property
West Lebanon
8.4 out of 10, Very good, (1,001 reviews)
  • cleanliness
    Unwind in this family-friendly oasis featuring a shimmering indoor pool, hot tub sanctuary, and welcoming fireplace.
$119 nightly
The price is $129
Nov 23 - Nov 24
Total with taxes and fees
Fireside Inn & Suites West Lebanon
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.

2. Align Inn Vermont

Align Inn Vermont
2.5 star property
Quechee
9.4 out of 10, Exceptional, (1,423 reviews)
  • cleanliness
    Indoor heated pool beckons year-round in this tranquil Vermont retreat surrounded by scenic mountain trails and outdoor adventure.
$121 nightly
The price is $133
Nov 1 - Nov 2
Total with taxes and fees
Align Inn Vermont
A swimming pool with a wooden deck, lounge chairs, and a table with chairs.

3. Best Western West Lebanon-Hanover Hotel

Best Western West Lebanon-Hanover Hotel
2.5 star property
West Lebanon
8.4 out of 10, Very good, (1,000 reviews)
  • cleanliness
    A rejuvenating pool escape awaits in West Lebanon with plush loungers and seasonal summer swimming.
$114 nightly
The price is $124
Nov 8 - Nov 9
Total with taxes and fees
Best Western West Lebanon-Hanover Hotel
An indoor swimming pool with clear blue water, surrounded by red lounge chairs and blue umbrellas.

4. White River Inn and Suites

White River Inn and Suites
2.5 star property
White River Junction
7.0 out of 10, Good, (1,000 reviews)
  • cleanliness
    Dive into a refreshing year-round swim at this hotel with both indoor and children's pools near adventure spots.
$98 nightly
The price is $108
Nov 29 - Nov 30
Total with taxes and fees
White River Inn and Suites
A large indoor swimming pool with clear blue tiles, sunlit by large windows, and equipped with lounge chairs and a ceiling fan.

5. On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.2 out of 10, Wonderful, (1,005 reviews)
  • cleanliness
    Splash into bliss with an indoor pool, hot tub, and children's splash area amid scenic views.
$181 nightly
The price is $200
Nov 19 - Nov 20
Total with taxes and fees
On The River Inn
A swimming pool area with lounge chairs and tables, a door, and a potted plant.

6. Hampton Inn White River Junction

Hampton Inn White River Junction
2.5 star property
White River Junction
8.6 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Splurge on blissful laps in the refreshing pool at this hotel, just steps from Dartmouth College.
$135 nightly
The price is $149
Nov 22 - Nov 23
Total with taxes and fees
Hampton Inn White River Junction
An indoor swimming pool with four chairs and a hot tub.

7. Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
3.5 star property
Cavendish
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Dive into alpine luxury with this heated indoor pool and hot tub sanctuary, steps away from Okemo Mountain's world-class skiing.
$151 nightly
The price is $164
Nov 1 - Nov 2
Total with taxes and fees
Pointe at Castle Hill Resort
A room with a checkered floor, a bench, and a fireplace.

8. Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.4 out of 10, Exceptional, (628 reviews)
  • cleanliness
    Experience year-round aquatic bliss at this alpine retreat with indoor and seasonal outdoor pools.
$399 nightly
The price is $439
Nov 29 - Nov 30
Total with taxes and fees
Woodstock Inn & Resort
An indoor swimming pool with clear water, wooden lounge chairs, and a tiled floor.

9. Hilton Garden Inn Hanover Lebanon

Hilton Garden Inn Hanover Lebanon
3.0 star property
Lebanon
9.0 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Splash into year-round relaxation with an indoor pool designed for adults seeking peaceful swims.
$178 nightly
The price is $193
Nov 5 - Nov 6
Total with taxes and fees
Hilton Garden Inn Hanover Lebanon
A hotel with a swimming pool area, including two hot tubs and lounge chairs.

10. Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property
3.0 star property
Jackson Gore Base Area
8.6 out of 10, Excellent, (961 reviews)
  • cleanliness
    Dive into pool perfection at this mountain resort with year-round swimming and spa relaxation.
$199 nightly
The price is $219
Nov 15 - Nov 16
Total with taxes and fees
Jackson Gore Village, A Vail Resorts Property
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Choose what matters most at hotels with a pool in Windsor

Breakfast included
Hot tub

Top Windsor Hotel Reviews

Woodstock Inn & Resort

Woodstock Inn & Resort

10/10 Excellent
"Absolutely beautiful hotel and property, which is a destination just in and of itself. Very comfortable, great dining options, gorgeous spa, and very walkable, if you decide to wander; Woodstock is a town right out of a Hallmark movie, after all."
Darrah 1-night trip
Posted 22 hours ago
Woodstock Inn & 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