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 10 - Oct 11
Tomorrow
Oct 11 - Oct 12
Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25

Our top choices for Windsor hotels with a pool

An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.
A spacious living room with a stone fireplace, leather sofas, a coffee table, and large arched windows offering views of the outdoors.
A bathroom with a vanity, sink, mirror, and a towel rack.
A hotel bathroom with a granite countertop, a sink, a mirror, and a wicker basket with towels.

1. 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 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.
A modern bathroom with a shower, toilet, sink, and a framed picture on the wall.
A hotel room with two beds, a desk, and a window with curtains.
A modern kitchen with black cabinets, a teal backsplash, and various appliances including a coffee maker and a food display.

2. 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.
An indoor dining area with multiple wooden tables and chairs, surrounded by lush greenery and a stone water feature.
A cozy lobby with a stone fireplace, leather sofas, and a coffee table.
A spacious indoor dining area with multiple wooden tables and chairs, surrounded by various plants and trees.

3. 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.
$128 nightly
$139 total
Nov 9 - Nov 10
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 two-story house with a balcony, surrounded by lush greenery and a pond.
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.

4. 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 building with a prominent wooden gable roof, large windows, and a brick facade.
A sign for The White River Inn & Suites, a LaRkin Realty property, with a view of a parking lot and residential buildings.

5. 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 a tiled floor, surrounded by chairs and tables, and large windows with a view of trees.
A gym with a motivational wall, exercise equipment, and a water dispenser.
A bathroom with a bathtub, a shower, and grab bars.
A reception area with two chairs, a small table, a painting on the wall, and a glass door with emergency instructions.

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.
$135 nightly
$149 total
Nov 8 - Nov 9
Total with taxes and fees
Hampton Inn White River Junction
An indoor swimming pool with four chairs and a hot tub.
A spa named Castle Hill Spa with a well-maintained lawn and a pathway leading to the entrance.
A spacious lobby with a fireplace, leather seating, and a chandelier.
A sign for Castle Hill Spa surrounded by lush greenery and a well-maintained lawn.

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 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.

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.
$199 nightly
$219 total
Oct 26 - Oct 27
Total with taxes and fees
Jackson Gore Village, A Vail Resorts Property
A swimming pool area with chairs and a view of the outdoors.
A spacious room with large windows, a fireplace, and comfortable seating areas.
A large, white building with a symmetrical facade, multiple windows, and a central entrance with steps.
A room with a checkered floor, a bench, and a fireplace.

9. Woodstock Inn & Resort

Woodstock Inn & Resort
Woodstock
  • Experience year-round aquatic bliss at this alpine retreat with indoor and seasonal outdoor pools.
$459 nightly
$505 total
Nov 10 - Nov 11
Total with taxes and fees
Woodstock Inn & Resort
An indoor swimming pool with clear water, wooden lounge chairs, and a tiled floor.
A modern reception area with a marble counter, a wall-mounted display of stone-like textures, and a bookshelf with various items.
A hotel corridor with a marble floor, large windows, and a seating area with chairs.
A two-story house with a covered porch, large windows, and a well-maintained lawn.

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.
$178 nightly
$193 total
Nov 8 - Nov 9
Total with taxes and fees
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

Align Inn Vermont

Align Inn Vermont

8/10 Good
"Y"
Arthur 3-night trip
Posted 3 hours ago
Align Inn Vermont
The Mountain Inn at Killington

The Mountain Inn at Killington

10/10 Excellent
"perfect!"
Kim 1-night trip
Posted 8 hours ago
The Mountain Inn at Killington
Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

10/10 Excellent
"Friendly helpful staff. Clean"
Patricia 1-night trip
Posted 2 days ago
Fireside Inn & Suites West Lebanon
On The River Inn

On The River Inn

10/10 Excellent
"Karen at the front desk was absolutely delightful. She saw me struggling with my dog and bags, and helped me to my room. Dan on the housekeeping was so nice. We saw him almost every day. The hotel is incredibly pet friendly. It's so convenient to walk out of your room directly onto the rear lawn, and down toward the river. I had a nice chat with the lady who lives across the river. She also has a dog. The drive to downtown was just a few minutes. I highly recommend the farmer's market (you pass it on the way to downtown Woodstock). The room was very clean. The sink and bathroom door could use some updates, but other than that it was lovely. I would definitely return again with my pup."
VS 4-night trip
Posted 3 days ago
On The River Inn
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 8 days ago
Pointe at Castle Hill 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