TOP Hotels with Pool in Charlemont, MA for 2026

Q: What are some accommodation options with pools in Charlemont?

Berkshire Mountain Lodge : Features free self parking, an indoor pool and complimentary wireless Internet access. Vacation Village in the Berkshires : Offers a children's pool, an indoor pool and free self parking. Hotel Downstreet, an Ascend Collection Hotel : Features daily, an indoor pool and free self parking. Hotel UMass : Features a seasonal outdoor pool, an indoor pool and buffet. Red Roof Inn PLUS+ South Deerfield – Amherst : Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access.

Historic Bissell Covered Bridge in Charlemont, Massachusetts, USA, a reconstructed wooden bridge spanning Mill Brook

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Our top choices for Charlemont hotels with a pool

Indoor pool, outdoor pool, open 8:00 AM to 10:00 PM, pool loungers

The Yankee Inn

Lenox

Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.

฿5,047 total

includes taxes & fees

25 Jun - 26 Jun

Hampton Inn Brattleboro

Brattleboro

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

฿3,616 total

includes taxes & fees

2 Jul - 3 Jul

Comfort Inn & Suites Brattleboro I-91

Brattleboro

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

฿4,626 total

includes taxes & fees

2 Jul - 3 Jul

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Pittsfield

Indoor pool sanctuary in the Berkshires offers extended hours and a hot tub to soothe tired muscles.

฿4,792 total

includes taxes & fees

7 Jun - 8 Jun

Cozy Corner Motel

Williamstown

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

฿3,235 total

includes taxes & fees

8 Jun - 9 Jun

Berkshire Mountain Lodge

Pittsfield

Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.

฿5,578 total

includes taxes & fees

30 Jun - 1 Jul

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

Maple Terrace Motel

Williamstown

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

฿4,175 total

includes taxes & fees

9 Jun - 10 Jun

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

Hideaway Inn Mt. Snow

West Dover

฿3,191 total

includes taxes & fees

3 Jun - 4 Jun

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Choose what matters most at hotels with a pool in Charlemont

Breakfast included

Hot tub

Top Charlemont Hotel Reviews

Grand Summit Resort, A Vail Resorts Property

10/10 Excellent

"It’s a nice resort"

Holiday Inn & Suites Pittsfield-Berkshires by IHG

6/10 Okay

"The staff were very polite and helpful. But the property was under construction, so you had to walk over a block to your car and park it or you can do a valet that was never present? From what I was told from other people that were staying there is that the place I’ve been under construction for a couple years now that was not advertise that was going on so it was kind of frustrating."

Vacation Village in the Berkshires

10/10 Excellent

"I can't say enough about this property. The rooms (our two bedroom suite was actually two conjoined rooms) were bigger and better appointed than advertised. The staff was friendly, helpful and the service was prompt. Everything was included for a family stay including coffee and coffee maker, pots and pans, dishes, glasses and utensils. rTwo things stand out above the great rooms and lovely property. First, my grandchildren locked a toy in the safe and the staff member who recovered the toy was quick, kind, and ever so pleasant. Second, my daughter left a pair of earbuds behind and the staff found them after she left, and the hotel returned them. I'll go out of my way to stay here again and I suggest that you stay here as well."

Hampton Inn Brattleboro

10/10 Excellent

"Checked in late and had a friendly and efficient welcome. Just a brief stay for us but it was an excellent experience. Hotel is well situated just a little bit off the highway, good available parking and a nice and clean pool and hot tub in the morning. A nice and hot if basic breakfast. The staff was uniformly helpful and pleasant. Will definitely stay here again."

Frequently asked questions

What are some accommodation options with pools in Charlemont?

Berkshire Mountain Lodge: Features free self parking, an indoor pool and complimentary wireless Internet access. Vacation Village in the Berkshires: Offers a children's pool, an indoor pool and free self parking. Hotel Downstreet, an Ascend Collection Hotel: Features daily, an indoor pool and free self parking. Hotel UMass: Features a seasonal outdoor pool, an indoor pool and buffet. Red Roof Inn PLUS+ South Deerfield – Amherst: Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access.

What is there to see and do in Charlemont?

Spend some time experiencing the great outdoors at Deerfield River and Swift River. During your stay, visit sights such as Thunderbolt Mountain Coaster, Berkshire East Ski Resort and Zoar Outdoor/Deerfield Valley Canopy Tours.

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

Taking the local weather in Charlemont 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 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Charlemont are January, March, November and February, with each month seeing an average of 23 cm of snowfall.

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