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The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook

Photo gallery for The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook

Exterior
Exterior
Exterior
Outdoor dining
Pool

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
2 bedrooms2 bathroomsSleeps 8843 sq ft

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Air conditioning

Rooms & beds

2 bedrooms (sleeps 8)

Bedroom

2 Queen Beds

Master

1 King Bed

Parlor

1 Double Futon

2 bathrooms

Master

Toilet · Shower only · Jetted bathtub

Primary

Bathtub or shower · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Outdoor play area
Garden
Dining area

About this property

The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook

This hotel/resort is at the base of the ski lift for Jiminy Mountain. And, when you are not on the slopes, it features an indoor and outdoor pool and a hot tub. There's also tennis courts on site. There is a full kitchen. A game room complete with a pool table offers recreational fun. A picnic area with plenty of barbecue grills is there for your use.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Pool
Hot Tub
Kitchen
Washer
Dryer
Air conditioning

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10.0 out of 10, Exceptional, (51 reviews)
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House Rules

Check in after 4:00 PM
Minimum age to rent: 20
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
Property Registration Number C0325281210

About the neighborhood

Hancock

Located in Hancock, this condo is in a rural area and in the mountains. Jiminy Peak Mountain Resort and Waubeeka Golf Links are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Mount Greylock State Reservation and Mount Greylock State Reservation Visitor Center. Mountain Coaster and Alpine Super Slide are also worth visiting. Fishing and swimming offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and mountain biking nearby.
Map
Hancock, MA

What's nearby

  • Jiminy Peak Mountain Resort - 1 min walk - 0.0 km
  • Mountain Coaster - 5 min walk - 0.5 km
  • Alpine Super Slide - 14 min walk - 1.2 km
  • Tanglewood Music Center - 38 min drive - 57.8 km
  • Colonie Center Mall - 46 min drive - 63.5 km

Getting around

  • Pittsfield Intermodal Transportation Center - 21 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal) - 27 min drive

Restaurants

  • ‪JJ's Lodge - ‬5 min walk
  • ‪Cumberland Farms - ‬8 min drive
  • ‪Dunkin' - ‬15 min drive
  • ‪Old Man Jeff’s Barbecue Company - ‬20 min drive
  • ‪Bob's Country Kitchen - ‬12 min drive

Frequently asked questions

Does The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook have a pool?

Yes, this property has an indoor pool and an outdoor pool. Pool types include heated pools.

How much does it cost to stay at The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook?

As of Apr 4, 2026, prices found for a 1-night stay for 2 adults at The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook on Feb 19, 2026 start from $577, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook?

Check-in begins at 4:00 PM.

What time is check-out at The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook?

Check-out is at 10:00 AM.

Where is The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook located?

Located in the mountains, this slopeside Hancock condo building offers ski-in/ski-out access within 2 mi (3 km) of Jiminy Peak Mountain Resort and Alpine Super Slide and close to winter activities such as cross-country skiing. Mountain Coaster is 1.9 mi (3.1 km) away.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 14 out of 14 reviews
Rating 8 - Good. 0 out of 14 reviews
Rating 6 - Okay. 0 out of 14 reviews
Rating 4 - Poor. 0 out of 14 reviews
Rating 2 - Terrible. 0 out of 14 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

lauren t.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

Great location, all the amenities were available to us. Right on the base of the mountain. Thx for the stay!
Stayed 4 nights in Dec 2024
Verified

10/10 Excellent

David N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ski Trip

Love the ski in and out of this property. Family enjoyed staying here, highly recommended.
Stayed 4 nights in Dec 2023
Verified

10/10 Excellent

Christie J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Room was ready very early! We were checked in by 10:00am. It was very clean!
Stayed 3 nights in Dec 2025
Verified

10/10 Excellent

Faith V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great ski location

Had an amazing time! Great location, clean facility and responsive host. Very positive stay.
Stayed 4 nights in Dec 2022
Verified

10/10 Excellent

David B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent Ski Condo

We had a lovely stay at the Wyndham Bentley Brook. The Condo was spacious and clean, and about 75 yards from the ski lift. Our host kept us posted throughout the very easy booking process. The resort had all kinds of activities for our kids. Really great stay!
Stayed 2 nights in Feb 2022
Verified

10/10 Excellent

Erika Q.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great!

Always perfect!
Stayed 3 nights in Feb 2025
Verified

10/10 Excellent

Heather L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Ski Getaway

The condo was perfect for my family's ski weekend!! There is ample room and it was super clean and easily accessible with parking right out back. I would HIGHLY recommend this for your family's ski vacation, especially with young kids as the ski school is a stone's throw from the condo. Thank you!!
Stayed 2 nights in Feb 2025
Verified

10/10 Excellent

Tricia M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Presidents Weekend

Wyndham Bently brook staff and facilities are perfect for a ski weekend. The staff was helpful with TV issues. Wonderful, comfortable, ski in ski out condo.
Stayed 3 nights in Feb 2023
Verified

10/10 Excellent

Nurit

Liked: Cleanliness, amenities, property conditions & facilities, communication
We had an amazing weekend! Very clean
Stayed 2 nights in Feb 2023
Verified

10/10 Excellent

Keturah A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great

Stay was wonderful. Our host was super responsive and always available. The walls are a little thin but who cares when you have ski and ski out. And an easily accessible mountain. I definitely want to go back
Stayed 2 nights in Feb 2023
Verified

10/10 Excellent

Dena F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect ski weekend

Been staying at Bentley Brook for several years now. Andrew (our property manager) was super helpful in accommodating us. The unit was comfortable & clean with all amenities that you would need. Easy access to slopes and lodge. Great time as always!
Stayed 2 nights in Jan 2023
Verified

10/10 Excellent

Jerry C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location and easy access to the trails

There are two different buildings at the location. Looks like we were assigned to the older looking one. The place was enough room for the 7 of us. Took advantage of the short walking distance to the lift. Also having a locker room to store all the ski/snowboard equipment is a great idea! We would stay there again.
Stayed 2 nights in Mar 2023
Verified

10/10 Excellent

Thomas H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect for a ski weekend

Unit was as advertised. Had everything we needed to enjoy the weekend. Beds clean and comfortable. Baths a little dated but just fine. Location is perfect… about a 50 yard walk to the beginner area and can ski right down to the main lift. Jiminy is a nice medium size mountain. Lots of kids. We skied early and it wasn’t crowded until late morning.
Stayed 2 nights in Jan 2025
Verified

10/10 Excellent

Tatum D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent ski on/off Family Fun

This property was as expected. Location is super convenient to slopes and all amenities Jiminy Peak Resort and Wyndham Bently Brook has to offer. Will most likely stay there again in the future.
Stayed 3 nights in Feb 2022

About the host

Hosted by Andy

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