Windham Hotels with Swimming Pool

Q: What are some hotels with pools in Windham?

Pointe at Castle Hill Resort : Features a sauna, a pool and sunloungers. Kimpton Taconic Hotel by IHG : Offers a full-service spa, an indoor pool and free self parking. The Equinox Golf Resort & Spa : Provides complimentary bicycles, a seasonal outdoor pool and a 24-hour fitness centre. Hampton Inn Brattleboro : Features a seasonal outdoor pool, an indoor pool and 4 restaurants. Colonial Motel And Spa : Offers complimentary high-speed (wired) Internet access, an indoor pool and free self parking.

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Dates

May 2026

June 2026

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Our top choices for Windham hotels with a pool

Hampton Inn Brattleboro

Brattleboro

Immerse in rejuvenating waters at this mountain-adjacent hotel featuring a pristine indoor pool and relaxing hot tub sanctuary.

Anonymous traveller

RM545 total

includes taxes & fees

7 Jun - 8 Jun

Best Western Springfield Hotel

Springfield

Splash into mountain views at this hotel's warm indoor pool, perfect for year-round aquatic bliss.

Jose

RM695 total

includes taxes & fees

17 May - 18 May

Comfort Inn & Suites Brattleboro I-91

Brattleboro

Relaxing indoor pool retreat with comfortable loungers sets the perfect stage for your Vermont ski getaway.

Joshua

RM599 total

includes taxes & fees

7 Jun - 8 Jun

Black Mountain Inn

Brattleboro

Refreshing poolside retreat in Black Mountain with seasonal swimming and scenic garden views.

Natalie

RM543 total

includes taxes & fees

11 May - 12 May

Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas

Hideaway Inn Mt. Snow

West Dover

Jose

RM457 total

includes taxes & fees

12 May - 13 May

The Inn At Quail Run

Wilmington

Dive into summer luxury at this guesthouse's seasonal pool, complete with sauna and nearby bay views for a refreshing retreat.

Jill

RM839 total

includes taxes & fees

9 May - 10 May

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.

XIANGXIAO

RM753 total

includes taxes & fees

25 May - 26 May

Brook Bound Inn

Wilmington

Seasonal outdoor pool sparkles beneath Vermont's mountains at this recently remodeled lodge.

Ryan

RM1,016 total

includes taxes & fees

12 May - 13 May

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Choose what matters most at hotels with a pool in Windham

Breakfast included

4 stars

Top Windham Hotel Reviews

Hampton Inn and Suites Manchester

10/10 Excellent

"Everything was good. We enjoyed our stay."

Grand Summit Resort, A Vail Resorts Property

8/10 Good

"Rooms were very clean, great coffee in the room. The resort(the actual area in general )is in “mud month”. Very few restaurants and stores were open. Not the fault of the resort. Refrigerator needed to be requested. The views were spectacular and the lobby was beautiful "

The Equinox Golf Resort & Spa

8/10 Good

"We have been coming here for almost twenty years. The property could use a little tlc, but it also has a lot of charm. Pablo at the front desk was the best attendant we have ever had. He really made the experience better. Our AC was not working but within minutes an engineer came up and was able to fix it no problem. Room was very clean with lots of towels. Only downside was that the hot tub was broken for most of our stay. We LOVE the hot tub so that was a major bummer for us. But we will be back. I thought it was a great value."

Frequently asked questions

What are some hotels with pools in Windham?

Pointe at Castle Hill Resort: Features a sauna, a pool and sunloungers. Kimpton Taconic Hotel by IHG: Offers a full-service spa, an indoor pool and free self parking. The Equinox Golf Resort & Spa: Provides complimentary bicycles, a seasonal outdoor pool and a 24-hour fitness centre. Hampton Inn Brattleboro: Features a seasonal outdoor pool, an indoor pool and 4 restaurants. Colonial Motel And Spa: Offers complimentary high-speed (wired) Internet access, an indoor pool and free self parking.

What is there to see and do in Windham?

Make a point to visit attractions such as Stoughton Pond Recreation Area and Lowell Lake State Park. Discover sights such as Magic Mountain Ski Resort, Ball Mountain Dam and Jamaica State Park during your stay.

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

Taking the local weather in Windham into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Windham are January, March, November and February, with each month seeing an average of 35 cm of snowfall.

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