Entire condo

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

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

A rustic interior with a stone fireplace, a plaid sofa, and a wooden ceiling. - The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook (Hancock)
A wooden deck with wicker furniture and a glass table, overlooking a forested valley. - The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook (Hancock)
A multi-story hotel with a stone facade, balconies, and a view of the surrounding landscape. - The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook (Hancock)
A hotel room with two beds, a desk, a television, and a window with curtains. - The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook (Hancock)
A hotel with a swimming pool, lounge chairs, and a well-lit exterior at dusk. - The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook (Hancock)
Near Jiminy Peak Mountain Resort, The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook provides golfing on-site, a firepit and a garden. Hit the slopes at this condo featuring ski-in/ski-out access. For some rest and relaxation, visit the sauna or the hot tub. In-room WiFi is available to all guests, along with a playground and an arcade/games room.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Pool
  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning

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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.

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About the area

Located in Hancock, this condo is in a rural area and in the mountains. Jiminy Peak Mountain Resort and Cricket Triple Ski Lift 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 mountain climbing and mountain biking nearby. Visit our Hancock travel guide
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Map
Hancock, MA

What's nearby

  • A forested hillside with a clear path and a small building at the top.
    Jiminy Peak Mountain Resort
    1 min walk - 0.0 km
  • Berkshire Express Ski Lift
    5 min walk - 0.4 km
  • Lower Slingshot
    5 min walk - 0.4 km
  • Novice Chair
    5 min walk - 0.4 km
  • Mountain Coaster
    8 min walk - 0.7 km

Getting around

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

Restaurants

  • Dunkin'
    15 min drive
  • Cumberland Farms
    8 min drive
  • Proprietor’s Lodge
    18 min drive
  • Zucchini's Restaurant
    17 min drive
  • Norte Azul Cantina
    7 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.

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

On-site 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?

Checkout is at 10:00 AM.

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

Offering ski-in/ski-out access, this condo building in Hancock is situated in the mountains, within a 5-minute walk of Jiminy Peak Mountain Resort and Cricket Triple Ski Lift, and is convenient for winter activities, such as cross-country skiing. The Mogul Thing and Outback are also within 1 mile (2 km).

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Reviews

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

10

Exceptional

10

Cleanliness

10

Location

10

Property conditions & facilities
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

Reviews

Verified review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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

Great!

Always perfect!
Stayed 3 nights in Feb 2025
Verified review

10/10 Excellent

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 review

10/10 Excellent

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

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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