Photo by Melanie Hill

Search Resorts in Charlemont

  • 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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation
Mount Snow Grand Summit Resort
Exterior

Mount Snow Grand Summit Resort

3.0 star property
8.8 out of 10, Excellent, (165)
"The staff were extremely friendly and helpful in the surrounding area. Tons of great food and shopping, and beautiful views - would absolutely recommend this place to stay in Vermont !"
The price is HK$1,403
HK$1,679 total
includes taxes & fees
27 Nov - 28 Nov
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
All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.
Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
Dining

Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base

10.0 out of 10, Exceptional, (2)
"This property is great for skiing, especially with kids. There is a nice pool and little movie theater thats prefect for after a day on the slopes."
Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out
Lobby

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

Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out
1 Bedroom - Vacation Village in the Berkshires Resort - Hancock
Lobby

1 Bedroom - Vacation Village in the Berkshires Resort - Hancock

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!"
1 Bedroom - Vacation Village in the Berkshires Resort - Hancock
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

8.4 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
Cozy Cabin on resort property in Cultural Berkshires.
Outdoor pool, a heated pool

Cozy Cabin on resort property in Cultural 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...
Cozy Cabin on resort property in Cultural Berkshires.
Hot SKI-in SKI-out Rentals Bentley Brook Resort!
Dining

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!
Deluxe King, kitchenette, fireplace
1 bedroom, iron/ironing board, WiFi, bed sheets

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 HK$1,692
HK$2,546 total
includes taxes & fees
11 Dec - 12 Dec
Deluxe King, kitchenette, fireplace
Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
Dining

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
1 bedroom, iron/ironing board, WiFi

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 HK$618
HK$1,224 total
includes taxes & fees
4 Dec - 5 Dec
Deluxe 2xQueen- 2nd floor in Historic Inn
Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
Dining

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
Aerial view

Deluxe King - 2nd floor in Historic Inn

The price is HK$1,513
HK$2,318 total
includes taxes & fees
23 Dec - 24 Dec
Deluxe King - 2nd floor in Historic Inn
Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
Dining

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

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 HK$1,602
HK$2,424 total
includes taxes & fees
9 Dec - 10 Dec
Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths
King with Bunk Bed- 2nd floor in Historic Inn
A heated pool

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 HK$1,513
HK$2,325 total
includes taxes & fees
9 Dec - 10 Dec
King with Bunk Bed- 2nd floor in Historic Inn
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
Pres Week- Bentley Brook Resort - Your Peak Winter Escape
Dining

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: Elevate Your Winter Thrills with Premier Ski-In/Ski-Out Luxury
Dining

Bentley Brook: Elevate Your Winter Thrills with Premier Ski-In/Ski-Out Luxury

10.0 out of 10, Exceptional, (1)
"Great place to get my 6 year old on the mountain. What a great time !"
Bentley Brook: Elevate Your Winter Thrills with Premier Ski-In/Ski-Out Luxury
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, (1)
"Great spot. We had a ton of fun."
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
Sign in
Sign up, it's free

Other property types in Charlemont

Bear Creek Cabin
Exterior

Bear Creek Cabin

9.8 out of 10, Exceptional, (20)
"The home was beautiful and we enjoyed our stay! The only thing about the location, it’s very remote. We had an event in North Adams and had a nearly impossible time getting a ride share service or taxi to come pick us up. Other than that, a wonderful stay!"
The price is HK$3,113
HK$4,703 total
includes taxes & fees
2 Dec - 3 Dec
Bear Creek Cabin
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Exterior

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

9.6 out of 10, Exceptional, (125)
"We stayed two days but were mostly for sleep and sightseeing/visits. Certainly fit the bill for our needs. Would recommend to friends "
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Vacation Village in the Berkshires
Indoor pool, outdoor pool, pool umbrellas

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1746)
"Property was beautiful, great staff "
The price is HK$1,313
HK$1,519 total
includes taxes & fees
1 Dec - 2 Dec
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.
Unlock Black Friday deals

Frequently asked questions

What can I expect from a resort holiday in Charlemont?
You deserve a getaway, and a resort is the ideal 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 nightly entertainment options.
What's a favourite resort for my stay in Charlemont?
Here’s our top-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 centre.
What can I do in Charlemont?
Learn about local history at monuments like Bissell Covered Bridge, or take the kids to Thunderbolt Mountain Coaster for some family fun. If you want more to do in the area, you can spend time at Berkshire East Ski Resort or Zoar Outdoor/Deerfield Valley Canopy Tours.
What's the weather like in Charlemont?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Charlemont are January, March, November and February, with each month seeing an average of 23 cm 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) from the city centre. You can also search 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, consider renting a car to explore more sights.