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Check prices for these dates

Next weekend
2 Jum. I - 4 Jum. I
In two weeks
9 Jum. I - 11 Jum. I
In one month
23 Jum. I - 25 Jum. I
In two months
20 Jum. II - 22 Jum. II

Compare 36 Resorts in Hinsdale with updated reviews, rates, and availability.

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
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
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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
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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
Lg 1 Bd - Vacation Village in the Berkshires
Lobby

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

Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out
COZY CABIN IN BERKSHIRES RESORT
Outdoor pool, a heated pool

COZY CABIN IN BERKSHIRES RESORT

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! "
COZY CABIN IN BERKSHIRES RESORT
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
Smart TV, fireplace

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
Lobby

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

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
Exterior

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
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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!
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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!
Jiminy Premier Ski-In/Ski-Out Resort Bentley B
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Jiminy Premier Ski-In/Ski-Out Resort Bentley B

10.0 out of 10, Exceptional, (2)
"Fun time. Conditions were good. We love this family Mountain "
Jiminy Premier Ski-In/Ski-Out Resort Bentley 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 - 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
Vacation Village in the Berkshires 5 Star Resort - Suite A
Indoor pool, outdoor pool

Vacation Village in the Berkshires 5 Star Resort - Suite A

Vacation Village in the Berkshires 5 Star Resort - Suite A
Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
Lobby

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
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 Hinsdale

Berkshire Lake access
Smart TV, DVD player, books

Berkshire Lake access

10.0 out of 10, Exceptional, (52)
"Joni is always great to work with, house is in a great location to Ashmere lake and is always well stocked with everything you need to enjoy your stay!"
Berkshire Lake access
Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1799)
"What a beautiful place. Could not be more beautiful and we are so satisfied. We will be back!"
The price is SAR 348
SAR 422 total
includes taxes & fees
7 May - 8 May
Vacation Village in the Berkshires
Jiminy Peak Mountain Resort
Exterior

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (928)
"Last minute find. Room was tidy/no odors. The kitchen was complete and cute wood art made the place feel cozy. The spare roll away bed was delivered as requested, and surprisingly comfortable. Traveled with hubby and 9 year old between seasons to hit Bash Bish. Will stay here again to visit Naumkeag."
The price is SAR 503
SAR 562 total
includes taxes & fees
25 Apr - 26 Apr
Jiminy Peak Mountain Resort
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 is Hinsdale like for a resort vacation?
You deserve some time off, and a resort is the perfect place to pamper yourself with the amenities and services you need for a relaxing time in Hinsdale. One of the comfortable resorts in the area might be just what you’re looking for, whether you’re hoping for an amazing pool, shopping possibilities, or activities for the kids.
What's the best resort for my stay in Hinsdale?
Our top-rated resorts around Hinsdale: All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx. - 11.7 mi (18.8 km) from Hinsdale. Has a sauna. In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants - Ski resort. 11.7 mi (18.8 km) from Hinsdale. Enjoy the ski-in/ski-out access, fitness center, and garden. Bentley Brook the perfect home base for exploring nearby Berkshire County - Ski resort. 11.7 mi (18.8 km) from Hinsdale. Amenities include ski-in/ski-out access, a sauna, and a fitness center.
What can I do in Hinsdale?
Bas Ridge Golf Course, Berkshire Museum, and Barrington Stage Company are a few interesting places to visit nearby. Other attractions in the area include Colonial Theater and Bousquet Ski Area.
What's the weather like in Hinsdale?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Hinsdale are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What's the best way to get to and around Hinsdale?
Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 8.5 mi (13.7 km) from the heart of the city. You can also search for flights into Westfield, MA (BAF-Barnes Municipal), which is 28 mi (45 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.