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Club Wyndham Bentley Brook - Two Bedroom Suite

Club Wyndham Bentley Brook is situated right at the base of Jiminy Peak Ski Mountain, making this resort an exceptional choice for mountainside play. Ski or snowboard down the well-groomed trails of Jiminy Peak, enjoy hiking, tennis and mountain biking, or swimming at the on-site pools. This suite offers a king bed in the master bedroom, two full beds in the guest bedroom and a sleeper sofa in the living room. Additional amenities include a kitchen and dining area, washer/dryer and a balcony.

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★ Beautiful Room with Fireplace & Jacuzzi Tub

Known as the Sunol Room, this beautiful second-floor room features a Queen bed, corner gas fireplace and private bath with a Jacuzzi tub. Located in the Carriage House of our historic property, this room offers luxurious amenities, privacy and is a short walk to downtown Lenox. Professionally managed by Hampton Terrace Inn, you can be assured of quality and cleanliness. Please note: Breakfast & housekeeping services are not included with our discounted off-season rates from November - April.

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Sheffield Lodge - Greylock Room

Sheffield Lodge is a warm and inviting rustic Bed and Breakfast, secluded from the stressful city life, nestled in a forest of tall pines, maples, and birch trees. Enjoy your home-away-from-home where there is always welcoming hospitality, friendly service, and delicious breakfasts. Located just a short distance from the most popular activities and entertainment the Berkshires is known for including Tanglewood, Jacob's Pillow, skiing, stage theater, hiking, museums, and antique shopping.

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Great place|2 BD|Kitchen| Pool 

After a day of mountain adventures , our Resort in the Berkshires is the perfect New England-y place to unwind and kick off those hiking boots. Take the whole family for a relaxing indoor swim, enjoy a flick at our onsite movie theater, and end your evening with a toast at the Beartree Bar. • Pools, Gym, Movie Theater and mini golf  • Accommodate up to 6 people  • One guest in the party, must be at least 21 y/o or older.    * U$10 PER NIGHT OF RESORT FEE.  **Additional charge .

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Great place for family |2 BD|Kitchen| Pool

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Great Place |2 BD|Kitchen| Pool 

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Good Place 2BD/2BA +Kitchen+Pool

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Singing Bridge Harmony Room

Great views of the Berkshire hilly forests, and hiking trails along a scenic river. Couples, families, and pets feel right at home in our recently renovated kitchen and warm, and friendly lodge with four bedrooms, electric baseboard heat and queen-sized beds. The sunny loft has a comfy queen. Gas heat. Call an hour before arrival if you don't have AT&T or Verizon cell service- other carriers may be inconsistent in the area. Wifi enabled. Pets are welcome for a $25 fee.

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The Trail in Adams - Deluxe Room

Welcome to "The Trail in Adams" - Berkshires’ Art Hotel on the Ashuwillticook Rail Trail in Adams. Jon is a 288 square feet deluxe room on the second floor with a king-size bed, a 13.5-foot ceiling, a walk-in closet, an ensuite bathroom with spa tub (indoor), south and east-facing windows, and a view of Pleasant St.

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Villa in the Berkshires Presidential Suite

2 bedroom- 2 bathroom Presidential Villa suite located in the Berkshires Massachusetts. The location is situated and close to many area attractions. There are plenty of fun things for the kids, including an indoor pool and game room. Perfect for families who want to explore nature, museums, and local culture.

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The Chambery Inn: La Savoie - Deluxe Jacuzzi Suite

This listing is for our Firespa suite on lower level. With King bed, Fireplace, and Large 2 person jacuzzi this room is typically reserved for in room couples massages and romantic getaways. Central to all Berkshire activities and the only hotel on main street, walk to the areas best dining and shopping!

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Standard King in Boutique Lenox Hotel

Designed to relax and inspire, our Standard King guest room is furnished with a writer's desk and harmonious color tones drawn from the seasonal hues of the Berkshires. As always, stocked with luxe touches such as plush linens and terry robes from Revival New York and Le Labo shower amenities.

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Wyndham Bentley Brook * Studio

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The Chambery Inn: School House Suite

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Chambery Inn: L'Atelier - Economy Queen Room

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Chambery Inn: La Chambrette - Economy King Room

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Berkshire Mass. Resort, 1bdrm 8/27-9/03 $1050

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Good Place 2BD/2BA

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Good Place with Kitchen+Pool

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Great place|2 BD|Kitchen| Pool 

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Great Place |2 BD|Kitchen| Pool 

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Great Place - Kitchen+Pool - 2BD

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Great place|2 BD|Kitchen| Pool 

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Great place|2 BD|Kitchen| Pool 

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Charming 1 Bedroom - 4 Star Resort w/ pool

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Spencertown Inn Suite 3

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Great Place|2 BD|Kitchen| Pool 

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Great place|2 BD|Kitchen| Pool 

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Great place|2 BD|Kitchen| Pool

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Great for family|2 BD|Kitchen| Pool

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Great place|2 BD|Kitchen| Pool 

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Great place|2 BD|Kitchen| Pool

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