Photo by Melanie Hill

Search Resorts in Charlemont

January 2025

SundayMondayTuesdayWednesdayThursdayFridaySaturday

February 2025

SundayMondayTuesdayWednesdayThursdayFridaySaturday
  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month

Compare 47 Resorts in Charlemont with updated reviews, rates, and availability.

Mount Snow Grand Summit Resort

3.0 star property
8.8 out of 10, Excellent, (173)
"👍"
The price is SAR 1,104
SAR 1,321 total
includes taxes & fees
21 Jan - 22 Jan
Mount Snow Grand Summit Resort

Charming 2-bedroom resort in brilliant Hancock with AC, Jetted-Tub, WiFi, Pool

Charming 2-bedroom resort in brilliant Hancock with AC, Jetted-Tub, WiFi, Pool

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

8.4 out of 10, Very Good, (7)
"Great time at jiminy! This unit was super clean and super convenient to everything at jiminy including the lodge and lifts! Thank you for the speedy communication! Appreciate it! We’ll be back next year! Thanks!"
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants

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

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

SKI IN AND OUT Cozy Cabin on resort property with heated pool in Berkshires!

9.6 out of 10, Exceptional, (15)
"Kim is a wonderful host, and her cabin is just perfect. This is my second time staying at her place, since I like to travel with my dog whenever possible. Very roomy with a high ceiling, but still nice and toasty. It has everything you could want in a full kitchen, and there’s also a great restaurant and country store/deli just a few steps away. We had a great time at the haunt this Halloween season, which I had never done before. Lots of fun things to do, and gorgeous hikes in the area. I have...
SKI IN AND OUT Cozy Cabin on resort property with heated pool in Berkshires!

Hot SKI-in SKI-out Rentals Bentley Brook Resort!

10.0 out of 10, Exceptional, (1)
"Great property! Great location. Smooth check-in."
Hot SKI-in SKI-out Rentals Bentley Brook Resort!

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 SAR 1,075
SAR 1,550 total
includes taxes & fees
14 Jan - 15 Jan
Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance

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 SAR 945
SAR 1,389 total
includes taxes & fees
16 Jan - 17 Jan
Deluxe King, kitchenette, fireplace

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 SAR 902
SAR 1,330 total
includes taxes & fees
14 Jan - 15 Jan
Deluxe King Room w/fireplace and separate entrance

Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury

10.0 out of 10, Exceptional, (2)
"The property manager was great and very communicative. The hotel is the perfect place to stay if skiing at Jiminy peak. Ski school right outside, pool and arcade room for the children."
Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury

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 SAR 816
SAR 1,228 total
includes taxes & fees
14 Jan - 15 Jan
Deluxe 2xQueen- 2nd floor in Historic Inn

Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort

Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort

Deluxe King - 2nd floor in Historic Inn

The price is SAR 859
SAR 1,283 total
includes taxes & fees
14 Jan - 15 Jan
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 SAR 859
SAR 1,279 total
includes taxes & fees
20 Jan - 21 Jan
Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths

Bentley Brook: Ultimate Ski-In Ski-Out -Crazy

10.0 out of 10, Exceptional, (2)
"Jimney is always a great time"
Bentley Brook: Ultimate Ski-In Ski-Out -Crazy

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 SAR 859
SAR 1,283 total
includes taxes & fees
14 Jan - 15 Jan
King with Bunk Bed- 2nd floor in Historic Inn

Vacation Village In The Berkshires 5 Star Resort - Suite B

Vacation Village In The Berkshires 5 Star Resort - Suite B

Xmas in Hancock @ Jiminy Premier Ski-In/Ski-Out Resort

10.0 out of 10, Exceptional, (2)
"Fun time. Conditions were good. We love this family Mountain "
Xmas in Hancock @ Jiminy Premier Ski-In/Ski-Out Resort

Pres Week- Bentley Brook Resort - Your Peak Winter Escape

10.0 out of 10, Exceptional, (1)
"Great location and overall wonderful stay at Jiminy Peak!"
Pres Week- Bentley Brook Resort - Your Peak Winter Escape

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

10.0 out of 10, Exceptional, (2)
"Great as always "
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.
Don't see what you're looking for?
See all available properties in Charlemont
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Charlemont

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

9.6 out of 10, Exceptional, (127)
"A cozy spot to watch the snow come down!"
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

Bear Creek Cabin

9.8 out of 10, Exceptional, (24)
"It was beautiful to wake up the first morning to see freshly fallen snow! Easy to get to, lots for the kids to do, wonderful place to share with my family for Thanksgiving! Only thing that I would change is having wood in the wood holder by the stove so that we didn’t have to carry it in. Would recommend to others. "
The price is SAR 1,502
SAR 2,247 total
includes taxes & fees
20 Jan - 21 Jan
Bear Creek Cabin

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1755)
"We always come back to Vacation Village! We love the space and area."
The price is SAR 704
SAR 810 total
includes taxes & fees
14 Jan - 15 Jan
Vacation Village in the Berkshires
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.

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 Mohawk Trail State Forest.
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.