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Wyndham Bentley Brook

Timeshare Rentals

9 rentals: $129 - $350 per night
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Timeshare Resales

5 resales: $3,000 - $39,900
points/credits from $0/ea
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Wyndham Bentley Brook

User Rating:
4.5 out of 5 / 20 reviews (rate it)

Exchange Affiliation:
RCI Affiliate Property - Learn more


Bentley Brook, located in the Jiminy Peak ski area, offers a variety of on-site amenities -- from downhill skiing to swimming and biking. The Berkshire area also provides a vast array of cultural and historic attractions. Visit Tanglewood, summer home for the Boston Symphony, The Hancock Shaker Village, Williamstown Theater, and Norman Rockwell Museum. Since the turn of the century, the Berkshires have been the place for music, theater, dance, and the arts. Don't miss the spectacular autumn foliage in the area, vibrant in color. A car is recommended to enjoy the area.

Formerly known as Fairfield Berkshires at Bentley Brook.

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Wyndham Bentley Brook
Corey Road
Hancock, Massachusetts 01237
Features & Amenities


  • Child Care
  • Conference Facilities
  • Downhill Skiing
  • Elevator
  • Fishing
  • Game Room
  • Handicap Accessible Units
  • Health Club
  • Kid Friendly
  • Laundry Room
  • Live Entertainment
  • Outdoor Pool
  • Playground Area
  • Ski School
  • Snack Bar
  • Swimming
  • Tennis
  • Whirlpool/Hot Tub


  • Bar
  • Boating (8 miles)
  • Car Rental (11 miles)
  • Cross-Country Skiing (4 miles)
  • Golf (8 miles)
  • Grocery Store (4 miles)
  • Hairdresser (6 miles)
  • Horseback Riding (13 miles)
  • Lake (8 miles)
  • Medical Facilities (10 miles)
  • Mountain
  • Ocean (8 miles)
  • Racquetball (5 miles)
  • Restaurant
  • Sauna
  • Scuba Diving (8 miles)
  • Shopping Area (9 miles)
  • Spa Services (2 miles)
  • Water Skiing (8 miles)
  • Wind Surfing (8 miles)

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Member Reviews
  • Overall Rating: 4 out of 5
  • Resort Location: 5 out of 5
  • Staff/Service: 5 out of 5
  • Cleanliness: 5 out of 5
  • Sleep Comfort: 5 out of 5
  • Avatar for davidb755
  • User: davidb755
  • Updated: Aug 9, 2013

If you are going to ski at Jiminy Peak, Bentley Brook’s ski-in, ski-out location can’t be beat. The Resort has comfortable units that are well equipped, clean and well maintained. The staff is very helpful and friendly.

The resort has two separate buildings. The Main building has the lobby, pools (one is a year round indoor-outdoor pool and the other is a seasonal outdoor pool for adults), 3 hot tubs, small movie theater, and a small gym with a sauna. The main building sub-divided into buildings numbered 21 though 24. The second building is about two hundred feet up a hill from the first and is connected by an outdoor walk-way with stairs. The second has its own (larger) gym and an activity room. The second building is subdivided into buildings numbered 25 though 27.

Both buildings have ski-locker rooms on the ground floors. Each condo gets its own locker with a combo lock, that you can use to store skis, boots, etc.

The main lobby has a nice, rustic hunting lodge décor with a fireplace. Coffee is available in the lobby along with guide books with restaurant menus and brochures.

Most units are two bedrooms with two bathrooms. I’d guess they are about 1100 square feet. Master BD has a king size bed and the second BD has two full beds. The main living room is between the two bed rooms and has a kitchen, dining area (table for 6) and a living room with pullout couch, coffee table, and a couple of chairs.

Some of the units have some noise issues between units – nothing terrible but could use some sound insulation. Some units don’t have this problem. I am giving the resort 4 stars overall (instead of five) because of the noise issue with some units.

The units in buildings 21 and 22 were fully renovated in late 2009 and have granite counters and are quite upscale. We stayed in one of these units during the summer of 2010 and it was very nice. The unit we stayed at in building 27 (in Feb 2013) has been refreshed with new carpet, paint, sofa and TVs, but they haven’t done the counters or tile floor in the entrance area. It is comfortable and functional. We stayed in a couple units in both building 23 & 24 in January 2013 and they were in nice shape - and had been refreshed with new paint, carpet, furniture and flat screens.

The ski-school at Jiminy peak is great and has a very good all-day program for kids called "Kids Rule". There are a couple of restaurant that you can walk-to from Bentley Brook and a small country store that sells limited groceries, beer and wine. Major shopping needs to be done at Supermarkets in Pittsfield MA (25 min away).

I own at this resort and offer rentals at Bentley Brook:


  • Overall Rating: 4 out of 5
  • Avatar for charlesp171
  • User: charlesp171
  • Updated: Jan 22, 2013

Just wanted to update the rating - as we have stayed there a few time since.

The Internet access issue has been resolved since the last stay - seemed fast and reliable. uping my rating to 4 stars

We have just returned from the Bentley Brook.

I would rate it 3 1/2 stars - But there is not option for that.

Pros - Ski on Ski off - very nice and on an easy bunny hill for those with little ones and newbies to the sport.

Next to the ski-wee drop of area - Just get up and go.

Cons - A little noisy with the party upstairs from us

Internet access was not working in the rooms - told it would be fixed soon - would had been a major problem If I was working remote while there.

No onsite-place to eat drink. This is suppose to be a resort - I wold expect to be able to ski down to the resort and order a drink, hot chocolate for the kids and a bite to eat. The vending machines just don't cut it. That only cost it a full star in the rating to me.

The workers at the resort seemed to have little knowledge of the ski resort itself. Everytime I asked a question no-one had a clue.

Examples = What time does ski-wee start? How do we get to the reastaruant?

Overall the ski area was nice - ski school was good for our advanced 5 and 7 year old which left the trip as a "fox" and "Coyote" - The meeting place is at the slope which caused a seperation problem for the 3 year old. A problem that is resolved at other resorts with the drop and go policy allowing the ski school to get the ready for the slop and forgot that mom and dad are skiing away without them.

Overall we enjoyed the trip and would go again, but there is room for improvement.

  • Overall Rating: 4 out of 5
  • Resort Location: 4 out of 5
  • Staff/Service: 5 out of 5
  • Cleanliness: 4 out of 5
  • Sleep Comfort: 3 out of 5
  • Avatar for scotts752
  • User: scotts752

Staff very nice and helpful. One problem we had. Was that the units are very noisy. We were on first floor and we could hear everything in unit above us. It was as though we were in the same room. HVAC very loud in master bedroom.

  • Overall Rating: 5 out of 5
  • Resort Location: 5 out of 5
  • Staff/Service: 5 out of 5
  • Cleanliness: 5 out of 5
  • Sleep Comfort: 5 out of 5
  • Avatar for christineb359
  • User: christineb359

  • Overall Rating: 4 out of 5
  • Avatar for bobw222
  • User: bobw222

We had a 2BR unit during high ski season (XMas break). The unit was a decent size, clean and had all of the basic necessities.

The Wyndham units are set up in two buildings around one of Jiminy Peak's bunny slopes. Units that start with 22-24 are in the lower, main building. This building has the pool, small game room, movie theater, free coffee, a couple of fireplace lounges, etc. The upper building (units that start with 25-29) is very short walk (outside down some stairs) away. Both units are ski-in ski-out to the bunny slope, which is just a short ski lift away to the main mountain, or, alternatively, the main mountain lodge and main ski lifts are a very short walk from either Wyndham building. In fact, everything at the mountain (multiple restaurants, ski schools, shops, etc.) is just a very short walk away - very convenient.

The entire resort, including Wyndham and Jiminy Peak, is very kid friendly. The mountian is perfectly sized for kids - not too big, not too small. It was surprisingly well maintained, including all of the lodges and shops. The ski schools were well organized and well staffed. It was not nearly as crowded as the mountains in Southern VT.

Our kids greatly enjoyed the trip and are asking when we are going to return.

One critical comment. As mentioned in other reviews, the fire alarms are overly sensitive. The fire alarm went off about 2 out of every 3 mornings, and at least once every evening (sometimes multiple times). The fire alarm sets off a multi-minute long ear-piercing shriek that never fails to make you jump and cringe. There was no warning about the alarm when we checked-in, and no explanation from anyone after the alarm goes off (e.g., whether it was real or false alarm). When we tried to obtain an explanation from the staff, they blamed it on the guests and their cooking, and claim the alarm is up to code. This may be true, but this issue has obviously existed for several years and Wyndham has apparently done nothing to address it. If there ever was a real fire, no one is going to take the alarm seriously.

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