The Best Hotels with a Pool in Windham, VT from ₩152,970 in 2026

Q: What are some hotels with pools in Windham?

Kimpton Taconic Hotel by IHG : Features a sauna, a pool, and sun loungers. Hampton Inn Brattleboro : Hotel, 1-minute walk from Green Mountain National Forest. Offers complimentary bicycles, a seasonal outdoor pool, and a 24-hour fitness center. The Palmer House Resort, an Ascend Collection Hotel : Provides complimentary wired internet access, an indoor pool, and free self parking. The Equinox Golf Resort & Spa : Features a seasonal outdoor pool, an indoor pool, and 2 outdoor tennis courts. Grand Summit Resort, A Vail Resorts Property : Hotel, 1-minute walk from Green Mountain National Forest. Offers a seasonal outdoor pool, an indoor pool, and 4 restaurants.

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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.

₩206,600 total

includes taxes & fees

Jul 2 - Jul 3

Best Western Springfield Hotel

Springfield

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

₩259,149 total

includes taxes & fees

Jun 15 - Jun 16

Comfort Inn & Suites Brattleboro I-91

Brattleboro

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

₩205,469 total

includes taxes & fees

Jul 5 - Jul 6

Black Mountain Inn

Brattleboro

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

₩216,951 total

includes taxes & fees

Jun 11 - Jun 12

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

Hideaway Inn Mt. Snow

West Dover

₩152,970 total

includes taxes & fees

Jun 10 - Jun 11

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.

₩300,191 total

includes taxes & fees

Jul 5 - Jul 6

The Inn at Manchester

Manchester Village Historic District

Splash into summer at this cozy Vermont inn where a seasonal pool awaits between garden strolls and hiking adventures.

₩362,517 total

includes taxes & fees

Jul 8 - Jul 9

Blue Gentian Lodge at Magic Mountain

Londonderry

Swim in the sunlit mountain waters at this alpine retreat's seasonal outdoor pool nestled in picturesque Vermont.

₩238,240 total

includes taxes & fees

Jun 9 - Jun 10

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Choose what matters most at hotels with a pool in Windham

Breakfast included

4 stars

Top Windham Hotel Reviews

Grand Summit Resort, A Vail Resorts Property

10/10 Excellent

"Excellent stay, looking forward to visiting again!"

The Palmer House Resort, an Ascend Collection Hotel

6/10 Okay

"Gentleman that checked us in was very friendly and helpful. Breakfast was typical continental breakfast and was good. Had two rooms, first room was fine. Clean but air conditioning did not work. Second room, heat did not work and our first night was cool out. They did move the second room. Heat worked well in the new room, however had dead flies throughout. Pool and hot tub in need of a cleaning. Forget the gym equipment. It’s all rusted and in disrepair. Would I stay here again, no. But it is what it is, and it is cheaper than anything else immediately around. Overall property is in need of a major overhaul/update."

The Manchester View

10/10 Excellent

"What an amazing Manchester visit! Our room with a spectacular mountain view was beautifully appointed. Comfortable bed, stunning bathroom, delicious breakfast and the most welcoming staff are property highlights. I would always book this hotel if up in Manchester. Thanks Amanda for you excellent hospitality."

Frequently asked questions

What are some hotels with pools in Windham?

Kimpton Taconic Hotel by IHG: Features a sauna, a pool, and sun loungers. Hampton Inn Brattleboro: Hotel, 1-minute walk from Green Mountain National Forest. Offers complimentary bicycles, a seasonal outdoor pool, and a 24-hour fitness center. The Palmer House Resort, an Ascend Collection Hotel: Provides complimentary wired internet access, an indoor pool, and free self parking. The Equinox Golf Resort & Spa: Features a seasonal outdoor pool, an indoor pool, and 2 outdoor tennis courts. Grand Summit Resort, A Vail Resorts Property: Hotel, 1-minute walk from Green Mountain National Forest. Offers a seasonal outdoor pool, an indoor pool, and 4 restaurants.

What is there to see and do in Windham?

Make a point to visit attractions like 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 into account the local weather in Windham 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 64°F, while the coldest months are January and February with an average of 24°F. The snowiest months in Windham are January, March, November, and February, with each month seeing an average of 14 inches of snowfall.

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