Hotels with Swimming Pool in Charlemont, Massachusetts

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Check availability on Charlemont Hotels with Swimming Pool

Top Charlemont Hotels with Swimming Pool

Indoor pool
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 star property
Brattleboro
  • Indoor pool
  • Hot tub
8.2 out of 10, Very Good, (920)
Soothing waters welcome weary skiers and travelers in the immaculate indoor pool and hot tub area. Fitness enthusiasts appreciate the well-maintained exercise facility while enjoying proximity to local ski mountains, restaurants, and recreational activities.
The price is P5,374
P5,911 total
includes taxes & fees
Dec 7 - Dec 8
Hampton Inn Brattleboro
Indoor pool, sun loungers
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

2.5 star property
Brattleboro
  • Indoor pool
  • Pool loungers
8.6 out of 10, Excellent, (728)
Mountain adventures meet poolside relaxation at this Brattleboro hotel. Swimmers enjoy the indoor pool with plush sun loungers year-round, while winter enthusiasts appreciate easy access to cross-country and downhill skiing trails.
The price is P6,497
P7,146 total
includes taxes & fees
Dec 14 - Dec 15
Comfort Inn & Suites Brattleboro I-91
Meeting facility
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
Pittsfield
  • Indoor pool
8.0 out of 10, Very Good, (961)
Swimmers splash in the pristine indoor pool from 7 AM to 9 PM, complemented by an on-site health club for complete wellness. Hiking trails and skiing opportunities nearby make this centrally located hotel an ideal family-friendly retreat.
The price is P5,209
P5,818 total
includes taxes & fees
Nov 21 - Nov 22
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Indoor pool, seasonal outdoor pool, sun loungers
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
  • Indoor pool
  • Pool loungers
  • Hot tub
9.2 out of 10, Wonderful, (1004)
Shimmering waters beckon at dual pool options, where indoor relaxation meets seasonal outdoor splendor. After exploring nearby Bousquet Ski Area, guests unwind in the rejuvenating hot tub while mountain vistas provide a stunning backdrop for aquatic serenity.
The price is P4,873
P5,444 total
includes taxes & fees
Dec 2 - Dec 3
The Yankee, Trademark Collection by Wyndham
Exterior
Cozy Corner Motel

Cozy Corner Motel

2.0 star property
Williamstown
  • Breakfast included
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Business services
9.2 out of 10, Wonderful, (881)
Families splash in the lazy river while adventure seekers prepare for nearby hiking trails and cross-country skiing. This family-run motel balances aquatic fun with mountain recreation, creating perfect days that end with sunset barbecues in the garden.
The price is P4,402
P5,196 total
includes taxes & fees
Nov 30 - Dec 1
Cozy Corner Motel
Indoor pool
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
Pittsfield
  • Indoor pool
  • Hot tub
9.4 out of 10, Exceptional, (60)
Plunge into the indoor pool open from 8:00 AM to 10:00 PM after exploring nearby Tanglewood Music Center. Soothing hot tub sessions complement winter activities like cross-country skiing, while attentive staff ensure a refreshingly clean, well-maintained aquatic retreat.
The price is P6,224
P6,953 total
includes taxes & fees
Dec 14 - Dec 15
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Seasonal outdoor pool
Mountaineer Inn

Mountaineer Inn

2.0 star property
West Dover
  • Pool
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
8.6 out of 10, Excellent, (539)
Dive into the seasonal outdoor pool surrounded by scenic mountain vistas, offering a refreshing retreat after exploring nearby hiking trails. Comfortable rooms, a cozy pub, and a complimentary breakfast complete this charming mountain getaway.
The price is P16,955
P19,583 total
includes taxes & fees
Dec 19 - Dec 20
Mountaineer Inn
Seasonal outdoor pool
The Springs Motel

The Springs Motel

2.0 star property
New Ashford
  • Pool
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Microwave
9.2 out of 10, Wonderful, (86)
Surrounded by mountain views, the seasonal outdoor pool offers summer relaxation with comfortable lounge chairs and hangout spots. Guests love the well-appointed rooms, friendly staff, and outdoor entertainment areas featuring firepits and charcoal grills.
The price is P6,419
P7,042 total
includes taxes & fees
Nov 19 - Nov 20
The Springs Motel
Indoor pool
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3.0 star property
Pittsfield
  • Indoor pool
  • Hot tub
9.0 out of 10, Wonderful, (759)
Plunge into the pristine indoor pool after exploring hiking trails or nearby Tanglewood Music Center. Sun loungers invite relaxation while the hot tub soothes tired muscles. Beyond aquatic pleasures, this lodge offers fitness facilities and an arcade room.
The price is P5,233
P7,165 total
includes taxes & fees
Nov 19 - Nov 20
Berkshire Mountain Lodge
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Charlemont Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"Great stay!"
Ann 1-night trip
Posted 4 days ago
The Yankee, Trademark Collection by Wyndham

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Frequently asked questions

What are some accommodations with pools in Charlemont?
Vacation Village in the Berkshires: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Offers a children's pool, an indoor pool, and free self parking. Hotel Downstreet, an Ascend Collection Hotel: Provides free self parking, an indoor pool, and complimentary wireless internet access. Berkshire Mountain Lodge: Features free self parking, an indoor pool, and complimentary wireless internet access. Holiday Inn & Suites Pittsfield-Berkshires by IHG: Offers a health club, an indoor pool, and complimentary wired internet access. The Williams Inn: Features a seasonal outdoor pool, an indoor pool, and buffet.
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.