The Best Hotels with a Pool in Charlemont, MA from ￥13,212 in 2026

Q: What are some accommodations with pools in Charlemont?

Secluded Family Getaway w/ On-Site Creek in Hawley : Features free self parking, an indoor pool, and complimentary wireless internet access. Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort : Offers a children's pool, an indoor pool, and free self parking. Bear Creek Cabin : Features daily, an indoor pool, and free self parking. Berkshire Mountain Lodge : Features buffet, an indoor pool, and complimentary wired internet access. Vacation Village in the Berkshires : Offers complimentary wired internet access, an indoor pool, and free self parking.

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, sun loungers

The Yankee Inn

Lenox

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

￥35,383 total

includes taxes & fees

Jun 6 - Jun 7

Berkshire Mountain Lodge

Pittsfield

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

￥19,131 total

includes taxes & fees

May 25 - May 26

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.

￥23,292 total

includes taxes & fees

May 27 - May 28

Hampton Inn Brattleboro

Brattleboro

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

￥22,177 total

includes taxes & fees

Jun 7 - Jun 8

Comfort Inn & Suites Brattleboro I-91

Brattleboro

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

￥24,119 total

includes taxes & fees

May 28 - May 29

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

Hideaway Inn Mt. Snow

West Dover

￥17,090 total

includes taxes & fees

Jun 23 - Jun 24

Cozy Corner Motel

Williamstown

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

￥14,842 total

includes taxes & fees

May 31 - Jun 1

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.

￥34,106 total

includes taxes & fees

May 31 - Jun 1

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Choose what matters most at hotels with a pool in Charlemont

Breakfast included

Hot tub

Top Charlemont Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"I loved the use of space for local artists to display there art. Beautiful work. The hotel was very clean. Loved that you could get a coffee or water throughout the day. I wish that the pool was opened all day. Ample parking"

Holiday Inn & Suites Pittsfield-Berkshires by IHG

8/10 Good

"I was a bit distressed by the parking lot situation and with the garage and lot all dug up and torn apart it looked horrible. But the staff was super kind and helpful and the room was really nice and I liked everything else about it. I was a bit anxious when I pulled up. It would have been nice to know in advance. But our stay went great. (My dog and me). I would stay there again if I have another dog trial out in that area."

The Porches Inn at Mass MoCA

8/10 Good

"Loved my room, staff were friendly and helpful, and the breakfast included delicious bagels and lox. I hope to return, though I will specifically ask to not stay in the building that houses reception. It’s an historic building so not soundproofed, and I could hear every guest checking in and out, and all the sounds from the kitchen during breakfast hours - it was just a little noisy for me."

Frequently asked questions

What are some accommodations with pools in Charlemont?

Secluded Family Getaway w/ On-Site Creek in Hawley: Features free self parking, an indoor pool, and complimentary wireless internet access. Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort: Offers a children's pool, an indoor pool, and free self parking. Bear Creek Cabin: Features daily, an indoor pool, and free self parking. Berkshire Mountain Lodge: Features buffet, an indoor pool, and complimentary wired internet access. Vacation Village in the Berkshires: Offers complimentary wired internet access, an indoor pool, and free self parking.

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, check out 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 into account the local weather in Charlemont 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 65°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Charlemont are January, March, November, and February, with each month seeing an average of 9 inches of snowfall.

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