The Best Windsor Hotels with Pools from $101 - Hotels with indoor pools in Windsor, VT

Q: 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.

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Our top choices for Windsor hotels with a pool

A swimming pool with a wooden deck, lounge chairs, and a table with chairs.

1. 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

Nov 22 - Nov 23

Total with taxes and fees

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

2. Fireside Inn & Suites West Lebanon

West Lebanon

Unwind in this family-friendly oasis featuring a shimmering indoor pool, hot tub sanctuary, and welcoming fireplace.

$130 nightly

Dec 16 - Dec 17

Total with taxes and fees

An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.

3. Align Inn Vermont

Quechee

Indoor heated pool beckons year-round in this tranquil Vermont retreat surrounded by scenic mountain trails and outdoor adventure.

$126 nightly

Nov 16 - Nov 17

Total with taxes and fees

A large indoor swimming pool with clear blue tiles, sunlit by large windows, and equipped with lounge chairs and a ceiling fan.

4. On The River Inn

West Woodstock

Splash into bliss with an indoor pool, hot tub, and children's splash area amid scenic views.

$149 nightly

Dec 6 - Dec 7

Total with taxes and fees

An indoor swimming pool with clear blue water, surrounded by red lounge chairs and blue umbrellas.

5. 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.

$92 nightly

Dec 16 - Dec 17

Total with taxes and fees

An indoor swimming pool with a tiled floor, surrounded by chairs and tables, and large windows with a view of trees.

6. 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

Nov 22 - Nov 23

Total with taxes and fees

A swimming pool area with chairs and a view of the outdoors.

7. Woodstock Inn & Resort

Woodstock

Experience year-round aquatic bliss at this alpine retreat with indoor and seasonal outdoor pools.

$369 nightly

Nov 30 - Dec 1

Total with taxes and fees

An indoor swimming pool with four chairs and a hot tub.

8. 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.

$167 nightly

Dec 16 - Dec 17

Total with taxes and fees

An indoor swimming pool with clear water, wooden lounge chairs, and a tiled floor.

9. Hilton Garden Inn Hanover Lebanon

Lebanon

Splash into year-round relaxation with an indoor pool designed for adults seeking peaceful swims.

$178 nightly

Nov 22 - Nov 23

Total with taxes and fees

An indoor swimming pool with wooden walls and ceiling, clear water, and multiple lanes.

10. Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

Newbury

Luxurious mountain resort boasts 2 indoor pools with cozy cabanas for year-round aquatic bliss.

$164 nightly

Nov 22 - Nov 23

Total with taxes and fees

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Choose what matters most at hotels with a pool in Windsor

Breakfast included

Hot tub

Top Windsor Hotel Reviews

Align Inn Vermont

Quechee

10/10 Excellent

Kevin

On The River Inn

West Woodstock

10/10 Excellent

Ayleen

Woodstock Inn & Resort

Woodstock

10/10 Excellent

Anonymous traveler

Hampton Inn White River Junction

White River Junction

10/10 Excellent

Sandeep

An indoor swimming pool with clear water, lounge chairs, and a stone fireplace.

Best Western Springfield Hotel

Springfield

10/10 Excellent

JULIA

Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

Newbury

10/10 Excellent

Heidi

Hilton Garden Inn Hanover Lebanon

Lebanon

10/10 Excellent

Rebecca

Pointe at Castle Hill Resort

Cavendish

10/10 Excellent

This is the second time we've stayed in a Suite room. King sized bed in the BR; kitchen with full-sized appliances, LR with pull-out Queen sofa, gas fireplace, bathroom with jetted tub! Very comfortable and fully equipped. Small things were so helpful - like doormats for dirty boots, a bench for putting on boots, a closet for skis, complementary packages of New England coffee, Aveda products in the bathroom, kitchen supplies like dish soap, dishwasher detergent, sponge, towels. Then larger...

Marion

A large stone building with a steep roof, surrounded by dense forest and hills.

Castle Hill Resort And Spa

Cavendish

10/10 Excellent

STAFF I want to start by pointing out that the staff at the hotel were above and beyond PHENOMENAL, and I mean ALL THE STAFF. I spent the weekend up there and got stuck with some car problems in a blizzard and dealt with everybody on the staff there. They were some of the nicest people I have ever dealt with in the hospitality industry. When I say all the staff, I mean all the staff! DAY 1. The plow guy helped me get my car out of a spot when my snow chain broke and I couldn’t move. DAY 2...

Steven

A hotel with a swimming pool area, including two hot tubs and lounge chairs.

Jackson Gore Village, A Vail Resorts Property

Jackson Gore Base Area

10/10 Excellent

Volodymyr N.

A pool area with lounge chairs and a white fence.

Echo Lake Inn

Plymouth

10/10 Excellent

Deb

A poolside area with a wooden ceiling, a seating arrangement with chairs and cushions, and skis and snowboards on the wall.

Hideaway Inn Mt.Sunapee

Newbury

10/10 Excellent

As someone who travels up to New Hampshire frequently, finding a reliable and welcoming place to stay is essential, and the Hideaway Inn at Mt Sunapee absolutely delivered. I stayed here with my two sons, and we had an incredible time. Our room was comfortable and flawlessly clean, and the whole facility feels like a super retro cabin. The property strikes the perfect balance, as it is incredibly family-oriented with endless entertainment for kids, yet maintains a relaxed, well-kept atmosphere...

Kelly

A multi-story building with a pool and a covered patio area.

North Star Lodge and Resort

Killington

10/10 Excellent

Thayer

A swimming pool with lounge chairs and a table, surrounded by trees.

Dexter's Inn

Sunapee

10/10 Excellent

Lisa

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.

Find Hotels with a Pool in Windsor, VT

Upfront pricing

Treat yourself

Be picky

Check prices for these dates

Our top choices for Windsor hotels with a pool

1. Best Western West Lebanon-Hanover Hotel

2. Fireside Inn & Suites West Lebanon

3. Align Inn Vermont

4. On The River Inn

5. White River Inn and Suites

6. Hampton Inn White River Junction

7. Woodstock Inn & Resort

8. Pointe at Castle Hill Resort

9. Hilton Garden Inn Hanover Lebanon

10. Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

Choose what matters most at hotels with a pool in Windsor

Top Windsor Hotel Reviews

Align Inn Vermont

10/10 Excellent

Frequently Asked Questions

What are some accommodations with pools in Windsor?

What is there to see and do in Windsor?

When is the best time to book a hotel with a pool in Windsor?

What's the best way to travel around Windsor?

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