Find Hotels with a Pool in Charlemont, MA

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Charlemont Hotels with a Pool

Tonight
Nov 22 - Nov 23
Tomorrow
Nov 23 - Nov 24
Next weekend
Nov 28 - Nov 30
In two weeks
Dec 5 - Dec 7

Top Charlemont Hotels with a 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, (921)
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 NT$4,474
NT$4,922 total
includes taxes & fees
Dec 2 - Dec 3
Hampton Inn Brattleboro
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, (962)
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 NT$2,805
NT$3,134 total
includes taxes & fees
Nov 29 - Nov 30
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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, (730)
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 NT$3,445
NT$3,789 total
includes taxes & fees
Dec 7 - Dec 8
Comfort Inn & Suites Brattleboro I-91
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, (1006)
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 NT$2,332
NT$2,604 total
includes taxes & fees
Dec 14 - Dec 15
The Yankee, Trademark Collection by Wyndham
Indoor pool, outdoor pool, pool umbrellas
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3.0 star property
Williamstown
  • Outdoor pool
  • Indoor pool
  • Pool umbrellas
8.8 out of 10, Excellent, (2141)
Mountain-view relaxation awaits at the indoor and outdoor pools after exploring Berkshire trails. Families appreciate the children's pool, playground, and game room, while skiers love the direct access to Jiminy Peak slopes.
The price is NT$2,314
NT$2,927 total
includes taxes & fees
Nov 23 - Nov 24
Vacation Village in the Berkshires
Indoor pool
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG

2.5 star property
Brattleboro
  • Indoor pool
8.8 out of 10, Excellent, (1000)
Splashing fun awaits in the indoor pool, open from 5 AM to 11 PM daily, complementing winter activities like nearby skiing and snowboarding. Families appreciate the arcade room while fitness enthusiasts enjoy the 24-hour gym.
The price is NT$3,997
NT$4,397 total
includes taxes & fees
Nov 25 - Nov 26
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Exterior
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

2.0 star property
Lenox
  • Outdoor pool
7.6 out of 10, Good, (825)
Sparkling waters beckon at the inviting outdoor pool, a refreshing retreat after exploring nearby Tanglewood Music Center. Deep soaking bathtubs and hydromassage showers in clean, spacious rooms complement this conveniently located getaway.
The price is NT$2,468
NT$2,757 total
includes taxes & fees
Nov 24 - Nov 25
Howard Johnson by Wyndham Lenox
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, (87)
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 NT$3,396
NT$3,726 total
includes taxes & fees
Nov 23 - Nov 24
The Springs Motel
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, (882)
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 NT$2,334
NT$2,755 total
includes taxes & fees
Dec 4 - Dec 5
Cozy Corner Motel
Exterior
Black Mountain Inn

Black Mountain Inn

2.0 star property
Brattleboro
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
7.4 out of 10, Good, (474)
Cooling waters of the seasonal outdoor pool invite relaxation after exploring hiking trails and mountain biking routes. Garden views create a peaceful retreat while friendly staff ensure a comfortable stay at this quiet mountain escape.
The price is NT$3,437
NT$3,781 total
includes taxes & fees
Dec 8 - Dec 9
Black Mountain Inn
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.
View all properties

Top Charlemont Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"My room was amazing nice view of the mountains the staff were very friendly they have a beautiful indoor pool amazing hot tub and cute movie theater along with a game room and other activities "
Teresa 2-night trip
Posted 5 days ago
Vacation Village in the Berkshires

Explore a world of travel with Expedia

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. Berkshire Mountain Lodge: Provides free self parking, an indoor pool, and complimentary wireless internet access. Holiday Inn & Suites Pittsfield-Berkshires by IHG: Features a health club, an indoor pool, and complimentary wired internet access. The Williams Inn: Provides free self parking, an indoor pool, and complimentary wireless internet access. Red Roof Inn PLUS+ South Deerfield – Amherst: 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.