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

Find Hotels with a Pool in Windsor, VT

  • 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 a Pool

Tonight
26 Sep - 27 Sep
Tomorrow
27 Sep - 28 Sep
Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct

Our top choices for Windsor hotels with a pool

1. 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.
SAR 585
SAR 634 total
includes taxes & fees
26 Oct - 27 Oct
Fireside Inn & Suites West Lebanon

2. 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.
SAR 503
SAR 554 total
includes taxes & fees
21 Oct - 22 Oct
White River Inn and Suites

3. 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.
SAR 651
SAR 706 total
includes taxes & fees
26 Oct - 27 Oct
Best Western West Lebanon-Hanover Hotel

4. 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.
SAR 745
SAR 820 total
includes taxes & fees
19 Oct - 20 Oct
Align Inn Vermont

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.
SAR 890
SAR 1,061 total
includes taxes & fees
27 Oct - 28 Oct
On The River Inn

6. 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.
SAR 635
SAR 723 total
includes taxes & fees
18 Oct - 19 Oct
Pointe at Castle Hill Resort

7. 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.
SAR 662
SAR 728 total
includes taxes & fees
26 Oct - 27 Oct
Hampton Inn White River Junction

8. 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.
SAR 620
SAR 754 total
includes taxes & fees
30 Sep - 1 Oct
Jackson Gore Village, A Vail Resorts Property

9. Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee
Newbury
  • Heated indoor pool near Lake Sunapee offers year-round swimming, with nearby trails and skiing.
SAR 413
SAR 448 total
includes taxes & fees
1 Oct - 2 Oct
Hideaway Inn Mt.Sunapee

10. 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.
SAR 921
SAR 999 total
includes taxes & fees
18 Oct - 19 Oct
Hilton Garden Inn Hanover Lebanon
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

The Mountain Inn at Killington

The Mountain Inn at Killington

10/10 Excellent
":)"
Nicholas 2-night trip
Posted 3 hours ago
The Mountain Inn at Killington
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"The Dalmatian behind the front desk"
April 2-night trip
Posted 6 hours ago
Pointe at Castle Hill Resort
Align Inn Vermont

Align Inn Vermont

8/10 Good
"Room was clean, staff was friendly and helpful, breakfast was satisfying, pool was clean and refreshing. All was very good. Except...be careful if you have a room on the street side as it is very loud."
Greg 2-night trip
Posted 1 day ago
Align Inn Vermont
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

10/10 Excellent
"Great outdoor hot tub"
Michael 1-night trip
Posted 2 days ago
Killington Mountain Lodge, Tapestry Collection by Hilton
On The River Inn

On The River Inn

8/10 Good
"Extremely quaint and love the rooms and balcony… Dining room gorgeous Wish there were Apps on the Tv for streaming… that’s all"
Marcia 2-night trip
Posted 8 days ago
On The River Inn

Frequently asked questions

What are some accommodations with pools in Windsor?
Fat Sheep Farm & Cabins: Provides daily, an indoor pool, and free self parking. Align Inn Vermont: Hotel, 1-minute walk from Killington Resort. Features daily, an outdoor pool, and free self parking. The Mountain Inn at Killington: 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.