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Compare 57 Resorts in Charlemont with updated reviews, rates, and availability.

Mount Snow Grand Summit Resort

3.0 star property
8.6 out of 10, Excellent, (192)
"Ski in/ Ski out"
The price is AED 465
AED 557 total
includes taxes & fees
1 May - 2 May
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 Resort: Premier Retreat at Jiminy Peak's Base

10.0 out of 10, Exceptional, (3)
"This resort is ski in ski out . You can’t beat that . The rooms are specious and kitchen and living room are add space. Everything is right there . Pool and hot tubs are great after skiing. We love Bentley Brook has been coming here for 8 years "
Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base

Pres Week- Bentley Brook Resort - Your Peak Winter Escape

9.6 out of 10, Exceptional, (4)
"My family had a blast here and appreciate the availability. The property is situated perfectly for skiing on/off of Jiminy Cricket. Ski lockers made it even easier. We loved the spacious rooms, whirlpool bath, laundry and kitchen. My son said he wanted to move in :) Towels for bath and pool, coffee & filters, and laundry detergent provided. Free wifi and plenty of activities if you aren't skiing or apres-ski. There are 2 EV charging stations at one of the buildings and front desk avail 24/7. "
Pres Week- Bentley Brook Resort - Your Peak Winter Escape

Ski Jiminy Peak - 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!"
Ski Jiminy Peak - Lg 1 Bd - Vacation Village in the Berkshires

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, (16)
"The cabin is exactly as pictured. Kim was nice enough to let us check in early and check out late and left some bottles of water for us. It's a 5-10 minute walk to the slopes with kids and gear on, but close to the hotel and the convenience store. Note that the outdoor pool nearby is closed when it's under 25 degrees. Also note that the beds are soft, but other than that we had a wonderful stay and would recommend! "
SKI IN AND OUT Cozy Cabin on resort property with heated pool in Berkshires!

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

8.6 out of 10, Excellent, (10)
"In real estate the three most important things are Location, Location, Location and this property has all three! Great location inside JJ's Lodge, close to all the action. Excellent communication with Marlene, the owner, and the condo is clean as a whistle. However there are a few issues that cause me to give the property 4 stars instead of 5. First, there's no microwave. When you travel with kids(13 & 11) you don't realize how much you depend on microwaves until you don't have one. Suggestion...
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants

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

9.6 out of 10, Exceptional, (4)
"Na"
Bentley Brook: Ultimate Ski-In Ski-Out -Crazy

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

10.0 out of 10, Exceptional, (6)
"Responsive and informative host. Great location ski out. "
Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out

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!

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 460
AED 946 total
includes taxes & fees
16 Apr - 17 Apr
Deluxe 2xQueen- 2nd floor in Historic Inn

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 545
AED 1,043 total
includes taxes & fees
16 Apr - 17 Apr
Deluxe King Room w/fireplace and separate 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 AED 545
AED 1,055 total
includes taxes & fees
20 Apr - 21 Apr
Deluxe King, kitchenette, fireplace

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

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

10.0 out of 10, Exceptional, (1)
"Large property with ski-in/ski-out proximity to Jiminy Peak. Units are standard but large, clean, and with helpful amenities for a family vacation (kitchenette in unit, plus nice pool for kids' apres-ski, kids' movies, etc.) We'll be back."
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl

Bentley Brook the perfect home base for exploring nearby Berkshire County

Bentley Brook the perfect home base for exploring nearby Berkshire County

Bentley Brook, Charming 2-bedroom with WiFi, at Jiminy Peak Ski Resort

10.0 out of 10, Exceptional, (1)
"We spent a lovely weekend at the Bentley Brook with our kids. The condo is about 200 feet from the nearest lift. The condo is comfortable and spacious. Don't hesitate.."
Bentley Brook, Charming 2-bedroom with WiFi, at Jiminy Peak Ski Resort

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 AED 672
AED 1,203 total
includes taxes & fees
20 Apr - 21 Apr
Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance
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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Other property types in Charlemont

Bear Creek Cabin

9.8 out of 10, Exceptional, (29)
"Enjoyed our stay"
The price is AED 1,469
AED 2,199 total
includes taxes & fees
16 Apr - 17 Apr
Bear Creek Cabin

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

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1797)
"The location to jimney peak was great."
The price is AED 400
AED 479 total
includes taxes & fees
16 Apr - 17 Apr
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 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.