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We have found 958 Windsor Hotels
- Green Valley Motel
- 26 Church Street
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- Lenox Inn
- Doctor Sax House
- Berkshire Mountain House
- Elegant suite with a king bed, fireplace, and kitchenette.
- Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
- Kemble Inn
- Holiday Inn Club Vacations Oak 'n Spruce Resort
- Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!
- Stay Berkshires
- Jacob's Tanglewood Ranch
- Summer Ready! Play Area, Crib, 11 Acre Farmhouse
- Historic Susan B. Anthony Room - Cozy & Charming Stay
- 67 Church Street
- Tourists
- The Dewey
- COZY CABIN IN BERKSHIRES RESORT - LABOR DAY SALE
- The Red Door B&B
- Chesapeake Inn of Lenox
- Lg 1 Bd - Vacation Village in the Berkshires
- Cozy Carriage House room with a double bed and private balcony
- Secluded 19th century Farmhouse with mountain views
- Cliffwood Cottage by Evergreen Home
- The Whitlock
- Northside Motel
- 18th century 3-bedroom renovated farmhouse in peaceful Whately with WiFi, AC
- "Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
- Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
- Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
- Charming Farmhouse; 2 Bed / 2 Bath, only 1.5 miles to Jiminy Peak. Pet Friendly.
- Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - A
- Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
- Vacation Village In The Berkshires 5 Star Resort - Suite B
- Guest House Sanctuary by Evergreen Home
- Farmhouse on Otis Pond
- Terrific 2-bedroom resort in Lee with WiFi, fitness room, AC
- Ladd Brook Inn
- Jiminy Premier Ski-In/Ski-Out Resort Bentley B
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl
- Historic 1817 Berkshire Farmhouse- Close to Everything!
- The Retreat at Norwich Lake
- The Kemble Berkshires
- Bentley Brook at Jiminy Peak ^ Studio
- Pres Week- Bentley Brook Resort - Your Peak Winter Escape
- Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
- Bentley Brook, Charming 2-bedroom with WiFi, at Jiminy Peak Ski Resort
- Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
- Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
- Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
- Hot SKI-in SKI-out Rentals Bentley Brook Resort!
- Elegant Carriage House room with a queen bed and private patio.
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - B
- Berkshire Mountain Lodge
- Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
- ONTARA....
- The Weathervane Motel
- Cozy and large 2 Bedroom 2 Full Bath ski in, ski out condo Unit with balcony.
- Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!"
- Bentley Brook 1-BR Mountainside resort sleeps 8- Available April 27-May 3
- Charming 2-bedroom resort in marvelous Hancock with AC, fitness room, WiFi
- Mountain Lodge Apt!
- Chestnut Lodge
- Canyon Ranch Lenox
- Renovated Berkshires Farmhouse - minutes from hiking, swimming, and Tanglewood
- NEW RENO Historic Creamery in Berkshires w/hot tub
- Holiday Inn Club Vacations Oak 'n Spruce Resort 2 Bedrooms in The Berkshires