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5 Star Jimmy Peak Ski In - Ski out Family Mountain Resort

Bedrooms 2
Space 1,200 sq ft
Property type condo
Minimum Stay 3 nights


About the property

2 BR 2 BA Sleeps 8 Mountain Views!

The Bentley Brook is a delightful all season Ski In - Ski Out Mountain resort in the glorious Berkshire mountains of Massachusetts. The Wyndham Bentley Brook is situated right at the base of Jiminy Peak Ski Mountain, making this resort an exceptional choice for skiing and snowboarding. Parking and a Ski locker will be provided for you. Ski out your door and onto the lifts; 45 trails, 20 lit for night skiing, 9 lifts. Best ski resort for families and kids of all ages.

The Bentley Brook is situated slope side for SKI/IN - SKI/OUT all winter long. Jiminy Peak provides Ski School, Ski Rental, Ski Shop and excellent 'SKI-WEE' Children Ski Program. The Jiminy Peak Slopes are well groomed with expert snowmaking capabilities. Ski and Ride all evening, Jiminy Peak has multiple trails lighted for skiing every evening until 10:30 pm. Check the Jiminy Peak web site for details. Jiminy Peak has been voted one of the Top 5 Family Mountains in North America. The fall season is beautiful in the Berkshires! The leaves are in their glory and the air is crisp and clear. It is a terrific time to find a few days to relax at Bentley Brook before the reds and oranges of fall foliage give way to white slopes.

Unit Rate: January - February 2018 $350. Per nite.

2 bedroom unit sleeps 8, has a fully equipped kitchen, huge master bedroom with king size bed and whirlpool tub, the second bedroom - 2 queen sized beds, the Living Room sofa bed sleeps two. The convenience of an in-unit washer dryer unit makes this an ideal family weekend getaway. The resort has daily activities including a movie room where movies are shown twice every day for kids and families. Daily housekeeping is not provided but some housekeeping services may be available for an additional resort charge. Walk to onsite general/food store. Excellent restaurant on property.

This 5 Star year-round family resort offers a full range of Summertime activities including, tennis, outdoor and indoor swimming, spa and fitness center - ropes course, children's fun rides. Mountain Aerial Adventure Park at Jiminy Peak is open on weekends throughout the end of October, weather permitting. Offers 4.14 miles of warm weather zip lines and chairlifts for a perfect family adventure with three tours to choose from. Children's rides and bounce house round out the fun! .Check the Jiminy Peak web site for hours and bargain e-tickets.

If you love the Berkshires and you love Tanglewood world class world concerts, the July 15th weekend features artists Rene Fleming and Violinist Pincus Zuckerman..

This beautiful mountaintop resort is ideally located between the Tanglewood Music Festival in Lenox and Williamtown Massachusetts. Theatre lovers - Williamstown Theatre offers the most highly acclaimed summer stock performances and renowned actors of stage and screen. Art lovers - The Clark and Williamstown College Museums present extraordinary art exhibitions year round.

The Berkshire Region offers many cultural attractions including Tanglewood, the summer home of the Boston Symphony Orchestra, perhaps the most popular summer attraction in the area. Other notable cultural attractions include: the Norman Rockwell Museum, Hancock Shaker Museum, Clark Art Institute, Berkshire Theater Festival, Jacob's Pillow Dance Festival, Berkshire Museum and Williamstown Theater Festival. Williams College is situated nearby in Williamstown, Massachusetts, located along the Mohawk Trail (Route 2) , America's first designated scenic highway.

Accessible open space and scenic vistas abound in the Berkshires. There are abundant opportunities to enjoy a wide range of all season outdoor activities. Winter skiing is very popular. The Appalachian Trail runs through the heart of the region. The trail passes over Mount Greylock, the highest elevation in Massachusetts, with multi-state vistas seen from the summit.


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Property Type


1100 sq. ft.

Accommodation Type

Vacation Rental


Children Welcome

Non Smoking Only

Pets Not Allowed

Suitable For Elderly Or Infirm

Bedrooms: 2 Bedrooms, Sleeps 8

Bedroom 1: 1 king

Bedroom 2: 2 double

Convertible Bed: 1 sleep sofa /futon

Convertible Bed

Bathrooms: 2 Bathrooms

Bathroom 1: toilet, shower, jetted tub

Bathroom 2: toilet, shower

Other Amenities

Minimum Age Limit for Renters. On-site Amenities & Nearby Unit Amenities: Swimming Pool (Indoor/Outdoor); Downhill Skiing (Equipment Available); Tennis; Exercise Equipment; Sauna; Whirlpool/Hot Tub; Games Room; Fireplace lounge areas; Handicapped Unit available if requested; Lift/Elevator; Telephone; Laundry. Vehicle recommended to enjoy area; Telephone; Kitchen; Air Conditioning; Carpet; Washer/Dryer; Dishwasher; Microwave; Separate Living and Dining Room; Television; Satellite TV; DVD player.


DVD Player

Pool Table

Satellite / Cable









Local Services & Businesses


Fitness Center

Leisure Activities

Sight Seeing



Location Type



Sports & Adventure Activities




Mountain Biking




Dining Area

Seating for 6 people


Activities Guide

Air Conditioning

Alarm Clock

Basic Soaps

Clothes Dryer

Computer Available

Fitness Room / Equipment

Hair Dryer



Iron & Board

Linens Provided

Paper Towels


Sofa Bed


Toilet Paper

Towels Provided

Washing Machine

Wireless Internet


4 Ring Stove


Coffee Maker

Cooking Utensils











Outdoor Grill

Tennis Court

Pool / Spa

Heated Pool

Hot Tub

Indoor Hot Tub

Indoor Pool


Outdoor Hot Tub

Outdoor Pool


Steam Shower


More Details

Joan Starr owner/property manager
Member since: 2015
Speaks English
Response time:
Within 12 hours
Response rate:
Calendar last updated:
7 April, 2018

About Joan Starr owner/property manager

I've been a Wyndham Timeshare owner since 2005. I love the Berkshires and the Bentley Brook. I know you will too. It's my favorite resort!

I live in Boca Raton Florida, I am the CEO of a non profit organization, Kids Ecology Corps. Our mission is to inspire young people and their families to make environmental action part of their everyday lives.

Joan Starr owner/property manager purchased this condo in 2005

Why Joan Starr owner/property manager chose Lanesborough

Perfect family ski-in ski-out Christmas holiday get away. The unit is in the main lodge which has an entrance to Jimmy Peak. Amazing night skiing.

What makes this condo unique

You don't need to drive anywhere. Everything you need is on the property - Skiing, fitness center, Country Store for groceries, fresh baked goods and a decent wine selection. Wonderful restaurant, indoor swimming and hot tub, fitness center, movies and lots more.


Accommodation and facilities for this holiday condo in Lanesborough in Berkshire County

Property Type:
  • condo
  • floor 3
Building Type:
  • building
  • Self-catering
  • Housekeeper Optional
Floor Area:
  • 1200 sq ft
House Rules:
  • Check-in: Flexible / Check-out: Flexible
  • Max. occupancy: 8
  • children welcome ...
  • pets not allowed
  • non smoking only
  • Adventure
  • Away From It All
  • Budget
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning ...
  • Clothes Dryer
  • Lift ...
  • Fireplace ...
  • Fitness Room / Equipment ...
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided ...
  • Living Room ...
  • Parking ...
  • Telephone
  • Towels Provided ...
  • Washing Machine ...
  • Coffee Maker ...
  • Dishes & Utensils ...
  • Dishwasher ...
  • Kitchen ...
  • Microwave
  • Oven
  • Pantry Items ...
  • Refrigerator ...
  • Hob
  • Toaster
  • Dining ...
  • Dining Room
  • seating for 6 people
  • 2 Bathrooms
  • Bathroom 1 - Toilet , Shower Enclosure
    Bathroom 2 - Toilet , Shower Enclosure
  • 2 queen beds, TV, radio.
  • 2 Bedrooms, Sleeps 8
  • Bedroom 2 - Black out drapes.
  • Master bedroom suite with whirlpool spa. Unlimited towels. Soap shampoo and conditioner. Black out drapes.
  • DVD Player
  • Game Room
  • Games
  • Music Library
  • Satellite / Cable
  • Stereo
  • Television
  • Toys
  • Video Games
  • Video Library
  • Balcony ...
  • Terrace
  • Lanai / Gazebo
  • Garden
  • Barbecue
  • Ski & Snowboard ...
  • Tennis
  • wheelchair accessible
Pool / Spa:
  • Communal Pool ...
  • Hot Tub ...
  • Sauna
Onsite Services:
  • Concierge
Premier Mountain Resort and Berkshire skiiing. No car necessary. Several restaurants on site, general store, wine & fresh baked good, full grocery,


5/5 -
(3 traveller reviews)

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5 Star Jimmy Peak Ski In - Ski out Family Mountain Resort
average rating of 5.0 based on 3 reviews

Great ski weekend!

  • 5 of 5

We had a fantastic stay here for a long ski weekend - the two bedroom unit was huge and spacious, and the resort amenities were great, including an indoor pool for the kids and an outdoor adults-only hot tub. Plus, there’s a chairlift literally steps away, making for easy skiing and snowboarding access to Jiminy Peak. We all had a great time, and would definitely stay here again.

  • Review Submitted: 12-Mar-2018
  • Date of Stay: February 2018
  • Source: VRBO, from HomeAway
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New York, NY

Great ski-in, ski-out condo

  • 5 of 5

We loved staying at this ski-in, ski-out condo complex at the base of Jiminy Peak. The complex is right next to the Cricket Lift. We left our skis in the ski-locker and just walked out to the slopes in the morning. The units are nice, with full kitchen and two bedrooms. You can also take advantage of the indoor-outdoor pool year-round and the hot tubs and other amenities. Request a slope-side view when you check in (we ended up with a parking lot view, but otherwise the location was great).

  • Review Submitted: 27-Jan-2018
  • Date of Stay: January 2018
  • Source: HomeAway
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Great ski in ski out resort.

  • 5 of 5

Wonderful winter mountain resort. My kids loved the indoor pool and special programs.

  • Review Submitted: 24-Jun-2016
  • Date of Stay: December 2015
  • Source: VRBO, from HomeAway
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Nearest Airport
60 Miles
Car: recommended


Prices & Availability

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Owner's Cancellation Policy

  • Cancelled bookings will not receive a refund.

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