The Best Hotels with a Pool in Whitingham, VT from ₩143,847 in 2026

Q: What are some accommodations with pools in Whitingham?

Hotel Downstreet, an Ascend Collection Hotel : Hotel, 6-minute walk from Massachusetts Museum of Contemporary Art. Offers daily, an indoor pool, and free self parking. Latchis Hotel : Provides complimentary wired internet access, an indoor pool, and free self parking. The Williams Inn : Hotel, 5-minute walk from Massachusetts Museum of Contemporary Art. Features a sauna, an outdoor pool, and continental. Hampton Inn Brattleboro : Resort, 3-minute walk from Mount Snow. Offers a full-service spa, an outdoor pool, and 2 hot tubs. The Porches Inn at Mass MoCA : Features daily, a seasonal outdoor pool, and free self parking.

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Our top choices for Whitingham 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.

₩211,639 total

includes taxes & fees

Jul 2 - Jul 3

Hampton Inn Bennington

Bennington

Dive into year-round aquatic bliss at this Bennington retreat with an immaculate indoor pool and thoughtful amenities.

₩264,058 total

includes taxes & fees

Jun 14 - Jun 15

Comfort Inn & Suites Brattleboro I-91

Brattleboro

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

₩223,483 total

includes taxes & fees

Jul 2 - Jul 3

Black Mountain Inn

Brattleboro

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

₩216,951 total

includes taxes & fees

Jun 10 - Jun 11

Cozy Corner Motel

Williamstown

Pool paradise awaits with a lazy river and mountain views at this tranquil family-friendly retreat.

₩155,097 total

includes taxes & fees

Jun 17 - Jun 18

Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, sun loungers

Maple Terrace Motel

Williamstown

Dive into a heated pool oasis where crystal clear waters beckon at this tranquil Williamstown retreat.

₩200,159 total

includes taxes & fees

Jun 10 - Jun 11

Indoor pool, open 6:00 AM to 10 PM, sun loungers

Hotel Downstreet, an Ascend Collection Hotel

North Adams

Poolside bliss awaits with mountain views in this rejuvenating indoor pool and hot tub retreat.

₩283,501 total

includes taxes & fees

Jun 14 - Jun 15

Seasonal outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas

Hotel Vervana, Trademark Collection by Wyndham

Bennington

Soak up summer relaxation at this downtown hotel with a seasonal outdoor pool paradise.

₩200,663 total

includes taxes & fees

Jun 21 - Jun 22

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Choose what matters most at hotels with a pool in Whitingham

Breakfast included

4 stars

Top Whitingham Hotel Reviews

Grand Summit Resort, A Vail Resorts Property

4/10 Poor

"I was traveling for work and needed a place to stay for one night while I was in the area. The rooms were very outdated and pretty beat up. There was a deck attached to my room and the door didn’t even lock to the deck. It was very warm outside during my stay as well and the air conditioner in my room seem to be broken and the fan didn’t even work on it either. It said the temperature in the room was 78° so I cracked the window only to be met with the sound of a very loud machine outside for the entirety of the night. There was no parking available when I arrived late back to the hotel from work so I had to park in an overflow lot that required a shuttle to get to. I paid $300 for that experience"

Econo Lodge Brattleboro South

2/10 Terrible

"If you're traveling or traveling for work do not ever stay in the most disgusting hotel I've ever seen dirty diapers holes in the walls definitely a place for homeless people that the state pays for them to live unless you want to get poked by a needle I highly suggest do not staying here"

Willows Motel Williamstown

10/10 Excellent

"This place is amazing! Very clean, well maintained, super accommodating, and they take continental Breakfast to a whole new level. it looks like a portrait cuz of the care and effort put into it. Great way to start your day Coffee, juice, milk, fruit, and I mean fruit, every fruit you can think of, nuts, variety of assorted bagels, bread, muffins, yogurt. But most of all the, energy, happy, positive, and helpful."

Frequently asked questions

What are some accommodations with pools in Whitingham?

Hotel Downstreet, an Ascend Collection Hotel: Hotel, 6-minute walk from Massachusetts Museum of Contemporary Art. Offers daily, an indoor pool, and free self parking. Latchis Hotel: Provides complimentary wired internet access, an indoor pool, and free self parking. The Williams Inn: Hotel, 5-minute walk from Massachusetts Museum of Contemporary Art. Features a sauna, an outdoor pool, and continental. Hampton Inn Brattleboro: Resort, 3-minute walk from Mount Snow. Offers a full-service spa, an outdoor pool, and 2 hot tubs. The Porches Inn at Mass MoCA: Features daily, a seasonal outdoor pool, and free self parking.

What is there to see and do in Whitingham?

Spend some time experiencing the great outdoors at Harriman Reservoir and Deerfield River. Discover sights such as Green Mountain National Forest during your stay.

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

Taking into account the local weather in Whitingham 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 25°F. The snowiest months in Whitingham are January, March, November, and February, with each month seeing an average of 9 inches of snowfall.

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