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Search Resorts in Charlemont

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Compare 61 Resorts in Charlemont with updated reviews, rates, and availability.

Mount Snow Grand Summit Resort

3.0 star property
8.6 out of 10, Excellent, (193)
"Outdoor pool was great !"
The price is AED 465
AED 557 total
includes taxes & fees
12 Jun - 13 Jun
Mount Snow Grand Summit Resort

All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.

2.0 star property
9.8 out of 10, Exceptional, (38)
"Stay was perfect all you need "
All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.

Bentley Brook the perfect home base for exploring nearby Berkshire County

Bentley Brook the perfect home base for exploring nearby Berkshire County

Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out

Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out

In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants

8.6 out of 10, Excellent, (10)
"Great place to stay very clean and comfortable."
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants

Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!

10.0 out of 10, Exceptional, (1)
"We loved everything about this place! It was quiet, centrally located, and everyone was friendly and helpful. We will stay here again for sure!"
Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!

Bentley Brook the perfect home base for exploring nearby Berkshire County

10.0 out of 10, Exceptional, (1)
Bentley Brook the perfect home base for exploring nearby Berkshire County

Lg 1 Bd - Vacation Village in the Berkshires

2.0 star property
10.0 out of 10, Exceptional, (2)
"We enjoyed staying at this clean, quiet, and comfy property. Close to so many beautiful spots! Only minutes to both New York and Vermont!"
Lg 1 Bd - Vacation Village in the Berkshires

COZY CABIN IN BERKSHIRES RESORT - LABOR DAY SALE

9.6 out of 10, Exceptional, (16)
"Perfect for a weekend of skiing with the family."
COZY CABIN IN BERKSHIRES RESORT - LABOR DAY SALE

Deluxe King Room w/fireplace and separate entrance

10.0 out of 10, Exceptional, (4)
"We thoroughly enjoyed our one-night stay. Our room was cozy and all the staff were wonderful."
The price is AED 503
AED 836 total
includes taxes & fees
9 Jun - 10 Jun
Deluxe King Room w/fireplace and separate entrance

King with Bunk Bed- 2nd floor in Historic Inn

10.0 out of 10, Exceptional, (2)
"Very well apportioned room. Super clean and comfortable. Restaurant was delicious. Bartender is cool to chat with."
The price is AED 503
AED 844 total
includes taxes & fees
9 Jun - 10 Jun
King with Bunk Bed- 2nd floor in Historic Inn

Deluxe 2xQueen- 2nd floor in Historic Inn

10.0 out of 10, Exceptional, (5)
"Gorgeous property in a wonderful area. It was IMMACULATELY clean and cozy. We loved our stay and had plenty of recommendations for things to do nearby. The restaurant was lovely and again so cute and cozy. The only negative I can say is that the bar was way overpriced. We would be happy to stay again"
The price is AED 503
AED 844 total
includes taxes & fees
9 Jun - 10 Jun
Deluxe 2xQueen- 2nd floor in Historic Inn

Deluxe King, kitchenette, fireplace

10.0 out of 10, Exceptional, (4)
"End of season special. Perfect size, fireplace was great on a cold rainy night. Last night restaurant was open for a few weeks."
The price is AED 545
AED 891 total
includes taxes & fees
9 Jun - 10 Jun
Deluxe King, kitchenette, fireplace

Deluxe King - 2nd floor in Historic Inn

The price is AED 460
AED 790 total
includes taxes & fees
9 Jun - 10 Jun
Deluxe King - 2nd floor in Historic Inn

Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths

8.0 out of 10, Very Good, (1)
"The inn and grounds were wonderful. Great food at the Sawmill. Wonderful area to explore leading to an all around wonderful time."
The price is AED 503
AED 844 total
includes taxes & fees
9 Jun - 10 Jun
Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths

Bentley Brook 1-bedroom Mountainside ski resort in charming Hancock sleeps 8

10.0 out of 10, Exceptional, (1)
"the property was great we had a good time Liana was great answered all of my questions got back to me within a few min and also foud a place for a friend when they couldnt also gaveus a free up grade"
Bentley Brook 1-bedroom Mountainside ski resort in charming Hancock sleeps 8

Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out

10.0 out of 10, Exceptional, (6)
"Great location, clean and perfect for a family! "
Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out

Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance

9.8 out of 10, Exceptional, (7)
"My husband and I stayed here so we could ride Mt Snow for a few days. The place is wonderful! All staff is incredibly helpful and friendly, the food and cocktails in their restaurant are phenomenal, the landscape and accommodation are beautiful. We will definitely be back."
The price is AED 714
AED 1,110 total
includes taxes & fees
9 Jun - 10 Jun
Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance

Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - A

10.0 out of 10, Exceptional, (1)
"We really enjoyed our stay and it was nice to be so close to the slopes."
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - A

Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss

10.0 out of 10, Exceptional, (1)
"Walked out of the building, straight into my kids skiing lessons, very convenient."
Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
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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Frequently asked questions

What can I expect from a resort vacation in Charlemont?
You deserve to get away, and a resort is the perfect place to pamper yourself with the services and amenities you need for a relaxing trip to Charlemont. One of the comfortable resort hotels in the surrounding area could be just what you’re searching for, whether you’re hoping for a luxurious suite, blissful spa treatments, or activities for the kids.
What's the best resort for my stay in Charlemont?
Our highest-rated resort near Charlemont: Mount Snow Grand Summit Resort - Ski resort, 5-minute walk from Mount Snow. 23.4 mi (37.6 km) from Charlemont. Features ski-in/ski-out access, a full-service spa, and a fitness center.
What can I do in Charlemont?
Learn about the local history at monuments like Bissell Covered Bridge, or bring the kids to Thunderbolt Mountain Coaster for some family fun. For more to see in the area, you can spend time at Berkshire East Ski Resort or Zoar Outdoor/Deerfield Valley Canopy Tours.
What's the seasonal weather like in Charlemont?
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.
What's the best way to get to and around Charlemont?
Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 25.6 mi (41.3 km) away from the city center. Otherwise, look for flights into Westfield, MA (BAF-Barnes Municipal), which is 32.7 mi (52.6 km) away. If you’d like to venture out around the area, you may want a rental car for your journey.