Hotels with Swimming Pool in Windsor, Vermont

Start date: Check-in selected.
To Date
End date: Check-out

  • 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

Top Windsor Hotels with Swimming Pool

Indoor pool
Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee

2.0 star property
Newbury
9.4 out of 10, Exceptional, (40)
"Wonder stay and great property."
United States
FNU
The price is P7,513
P8,152 total
includes taxes & fees
Nov 23 - Nov 24
Hideaway Inn Mt.Sunapee
Indoor pool
Hilton Garden Inn Hanover Lebanon

Hilton Garden Inn Hanover Lebanon

3.0 star property
Lebanon
9.0 out of 10, Wonderful, (1001)
"Clean hotel, friendly staff and great area! Loved it and would highly recommend!!"
United States
Raymond Alan
The price is P6,489
P7,040 total
includes taxes & fees
Dec 18 - Dec 19
Hilton Garden Inn Hanover Lebanon
Indoor pool
Align Inn Vermont

Align Inn Vermont

2.5 star property
Quechee
9.4 out of 10, Exceptional, (1023)
"Great place to stay "
United States
Jane
The price is P7,001
P7,701 total
includes taxes & fees
Nov 22 - Nov 23
Align Inn Vermont
Outdoor pool, a heated pool
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 star property
Killington
9.2 out of 10, Wonderful, (946)
"Excellent hotel. "
United States
Kristan
The price is P7,902
P9,128 total
includes taxes & fees
Nov 23 - Nov 24
The Mountain Inn at Killington
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

3.0 star property
Newbury
9.2 out of 10, Wonderful, (372)
"Very nice hotel. We will be back!"
United States
Elaine
The price is P7,911
P9,544 total
includes taxes & fees
Nov 26 - Nov 27
Mountain Edge Suites at Sunapee, an Ascend Collection Hotel
Indoor pool
Best Western Springfield Hotel

Best Western Springfield Hotel

2.5 star property
Springfield
8.8 out of 10, Excellent, (800)
"so clean and friendly it was a perfect stay!"
United States
Colette
The price is P8,433
P9,277 total
includes taxes & fees
Dec 1 - Dec 2
Best Western Springfield Hotel
Indoor pool
White River Inn and Suites

White River Inn and Suites

2.5 star property
White River Junction
7.0 out of 10, Good, (1001)
"Great place"
United States
Missy
The price is P4,996
P5,495 total
includes taxes & fees
Dec 7 - Dec 8
White River Inn and Suites
Indoor pool
Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

2.5 star property
West Lebanon
8.2 out of 10, Very Good, (1001)
"Everything was excellent!!! Enjoyed the room very much!!"
United States
Christina
The price is P8,910
P10,946 total
includes taxes & fees
Nov 23 - Nov 24
Fireside Inn & Suites West Lebanon
Outdoor pool, a heated pool, open 10:00 AM to 10:00 PM, pool umbrellas
North Star Lodge and Resort

North Star Lodge and Resort

2.0 star property
Killington
8.6 out of 10, Excellent, (1000)
"Was perfect for our one night stay "
United Kingdom
Ian
The price is P6,423
P7,066 total
includes taxes & fees
Nov 26 - Nov 27
North Star Lodge and Resort
Indoor pool, open 8:00 AM to 10:00 PM, sun loungers
On The River Inn

On The River Inn

4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1006)
"This place was charming!! Enjoyed everything about it and so much to do right there in the inn."
United States
Ross
The price is P13,966
P17,524 total
includes taxes & fees
Nov 22 - Nov 23
On The River Inn
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

Top Windsor Hotel Reviews

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"Loved our room. Very clean and enjoyed fireplace. Only thing we were bothered by was noise outside our room probably connected to pool heater or filter."
Burton 2-night trip
Posted 9 days ago
Pointe at Castle Hill Resort

Explore a world of travel with Expedia

Frequently asked questions

What are some accommodations with pools in Windsor?
Fat Sheep Farm & Cabins: Provides a seasonal outdoor pool, an indoor pool, and 4 restaurants. Killington Mountain Lodge, Tapestry Collection by Hilton: Features daily, an indoor pool, and free self parking. Woodstock Inn & Resort: Hotel, 1-minute walk from Killington Resort. Offers daily, an outdoor pool, and free self parking. Align Inn Vermont: Provides complimentary wired internet access, an indoor pool, and free self parking. The Shire Woodstock: Features free self parking, an indoor pool, and complimentary wireless internet access.
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.