Find Hotels with a Pool in Windsor, VT

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Check availability on Windsor Hotels with a Pool

Tonight
Dec 27 - Dec 28
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Dec 28 - Dec 29
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Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

Our top choices for Windsor hotels with a pool

Indoor pool
Align Inn Vermont

Align Inn Vermont

Align Inn Vermont
2.5 star property
Quechee
9.4 out of 10, Exceptional, (1058)
"Overall great stay."
United States
Kathryn
The price is ￥16,909
￥18,600 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Align Inn Vermont
Indoor pool, open 8:00 AM to 10:00 PM, sun loungers
On The River Inn

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1002)
"Rearaurant staff was top notch. "
United States
Daniel
The price is ￥50,885
￥61,715 total
includes taxes & fees
Dec 29 - Dec 30
On The River Inn
2 indoor pools, free cabanas, sun loungers
Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

Mountain Edge Suites at Sunapee, an Ascend Collection Hotel
3.0 star property
Newbury
9.2 out of 10, Wonderful, (381)
"Great stay in a good location "
United States
Richard
The price is ￥26,484
￥31,284 total
includes taxes & fees
Jan 26 - Jan 27, 2026
Mountain Edge Suites at Sunapee, an Ascend Collection Hotel
Outdoor pool, sun loungers
Best Western West Lebanon-Hanover Hotel

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, (931)
"Friendly staff, clean rooms, easy check in/out"
United States
Tony
The price is ￥17,835
￥19,351 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Best Western West Lebanon-Hanover Hotel
Pool
Hampton Inn White River Junction

Hampton Inn White River Junction

Hampton Inn White River Junction
2.5 star property
White River Junction
8.6 out of 10, Excellent, (1002)
"Great location, clean and friendly staff"
United States
Catherine
The price is ￥17,846
￥19,631 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn White River Junction
Indoor pool
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
3.5 star property
Cavendish
8.8 out of 10, Excellent, (935)
"Great place to stay while skiing at okemo"
United States
Ken
The price is ￥21,433
￥24,434 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Pointe at Castle Hill Resort
Indoor pool
Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee
2.0 star property
Newbury
9.2 out of 10, Wonderful, (52)
"Everything was great, would recommend"
United States
Ralph DiMonte
The price is ￥20,229
￥21,948 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hideaway Inn Mt.Sunapee
Indoor pool
Hilton Garden Inn Hanover Lebanon

Hilton Garden Inn Hanover Lebanon

Hilton Garden Inn Hanover Lebanon
3.0 star property
Lebanon
9.0 out of 10, Wonderful, (1004)
"Nice and quite stay"
United States
Erin
The price is ￥20,869
￥22,642 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Hilton Garden Inn Hanover Lebanon
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Woodstock Inn & Resort

Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.2 out of 10, Wonderful, (558)
"Luxurious and friendly resort! Loved it"
United States
Elizabeth
The price is ￥49,946
￥61,830 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Woodstock Inn & Resort
Indoor pool
Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon
2.5 star property
West Lebanon
8.2 out of 10, Very Good, (1000)
"Staff was excellent. Everything was clean as expected. "
United States
Robert
The price is ￥19,345
￥24,387 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Fireside Inn & Suites West Lebanon
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.
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Top Windsor Hotel Reviews

Courtyard by Marriott Hanover Lebanon

Courtyard by Marriott Hanover Lebanon

10/10 Excellent
"Cozy room and friendly staff for the holidays."
Hannah 4-night trip
Posted 1 day ago
Courtyard by Marriott Hanover Lebanon

Frequently asked questions

What are some accommodations with pools in Windsor?
White River Inn and Suites: Offers a children's pool, an indoor pool, and a snack bar/deli. Killington Mountain Lodge, Tapestry Collection by Hilton: Hotel, 1-minute walk from Killington Resort. Features daily, an outdoor pool, and free self parking. The Mountain Inn at Killington: Offers a seasonal outdoor pool, an indoor pool, and 4 restaurants. Woodstock Inn & Resort: Features daily, an indoor pool, and free self parking. Align Inn Vermont: Offers daily, a pool, and complimentary wired internet access.
What is there to see and do in Windsor?
Explore places like Okemo Mountain Resort while you're in the area. Surround yourself with nature at Connecticut River and Paradise 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.