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10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct
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31 Oct - 2 Nov
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28 Nov - 30 Nov

Resorts in Charlemont

Mount Snow Grand Summit Resort
Exterior

Mount Snow Grand Summit Resort

3.0 star property
8.8 out of 10, Excellent, (228)
"Great place to stay!"
The price is AED 516
AED 618 total
includes taxes & fees
30 Oct - 31 Oct
Mount Snow Grand Summit Resort
All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.
Lobby

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

2.0 star property
10.0 out of 10, Exceptional, (44)
"Great place and location!"
All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.
Bentley Brook the perfect home base for exploring nearby Berkshire County
Exterior

Bentley Brook the perfect home base for exploring nearby Berkshire County

10.0 out of 10, Exceptional, (3)
"We just spent a couple nights here but enjoyed our time here. There was plenty of room for 4 people and it was a close walk to the base of Jiminy Peak for the adventure park. Staff was helpful and friendly as well. "
Bentley Brook the perfect home base for exploring nearby Berkshire County
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
Interior

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

8.8 out of 10, Excellent, (11)
"Great place to stay very clean and comfortable."
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
Bentley Brook the perfect home base for exploring nearby Berkshire County
Exterior

Bentley Brook the perfect home base for exploring nearby Berkshire County

Bentley Brook the perfect home base for exploring nearby Berkshire County
COZY CABIN IN BERKSHIRES RESORT. SKI IN AND OUT. PET FRIENDLY.
Outdoor pool, a heated pool

COZY CABIN IN BERKSHIRES RESORT. SKI IN AND OUT. PET FRIENDLY.

9.6 out of 10, Exceptional, (17)
"Perfect for a weekend of skiing with the family."
COZY CABIN IN BERKSHIRES RESORT. SKI IN AND OUT. PET FRIENDLY.
Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!
Property grounds

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
Exterior

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
Luxury King with balcony
Interior

Luxury King with balcony

The price is AED 756
AED 1,165 total
includes taxes & fees
2 Oct - 3 Oct
Luxury King with balcony
Deluxe King, kitchenette, fireplace
Exterior

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 883
AED 1,304 total
includes taxes & fees
2 Oct - 3 Oct
Deluxe King, kitchenette, fireplace
1 Bd - Vacation Village in the Berkshires
Lobby

1 Bd - Vacation Village in the Berkshires

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great spot"
1 Bd - Vacation Village in the Berkshires
King with Bunk Bed- 2nd floor in Historic Inn
Exterior

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 798
AED 1,215 total
includes taxes & fees
2 Oct - 3 Oct
King with Bunk Bed- 2nd floor in Historic Inn
Deluxe King Room w/fireplace and separate entrance
Exterior

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 883
AED 1,321 total
includes taxes & fees
5 Oct - 6 Oct
Deluxe King Room w/fireplace and separate entrance
Deluxe King - 2nd floor in Historic Inn
Exterior

Deluxe King - 2nd floor in Historic Inn

The price is AED 756
AED 1,165 total
includes taxes & fees
2 Oct - 3 Oct
Deluxe King - 2nd floor in Historic Inn
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - A
Property grounds

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
Deluxe 2xQueen- 2nd floor in Historic Inn
Exterior

Deluxe 2xQueen- 2nd floor in Historic Inn

10.0 out of 10, Exceptional, (5)
"Everything was just fantastic! Everyone was friendly and accommodating. Owners were so nice! Property is amazing and a great location to Mount Snow. Can not go wrong with this spot."
The price is AED 798
AED 1,215 total
includes taxes & fees
2 Oct - 3 Oct
Deluxe 2xQueen- 2nd floor in Historic Inn
Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance
Exterior

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 1,305
AED 1,991 total
includes taxes & fees
12 Oct - 13 Oct
Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - B
Property grounds

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

Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - B
Vacation Village In The Berkshires 5 Star Resort - Suite B
Indoor pool, outdoor pool

Vacation Village In The Berkshires 5 Star Resort - Suite B

Vacation Village In The Berkshires 5 Star Resort - Suite B
Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
Dining

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
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
"I honestly just spent the night as part of a longer road-trip, but I found it quiet and comfortable, and the room was very clean when I arrived. Slept well, but unfortunately had to leave before breakfast."
Eric 1-night trip
Posted 13 hours ago
The Yankee, Trademark Collection by Wyndham

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 Hail to the Sunrise Statue, 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.