All hotels in Windsor, Massachusetts
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All hotels in Windsor, Massachusetts
We have found 1001 Windsor Hotels
- Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10
- Seven Hills Inn
- Hill Ross Farmhouse Historic Homestead
- Berkshire Mountain House
- COZY CABIN IN BERKSHIRES RESORT. SKI IN AND OUT. PET FRIENDLY.
- Hill Ross Guest Suite on Historic Homestead
- Wagon Wheel Inn
- Cozy Farmhouse Retreat - Ram Dass Room
- Foliage Ready! Play Area, Crib, 11 Acre Farmhouse
- Cranwell Spa and Golf Resort
- Experience Timeless Elegance in The Edith Wharton Room!
- Stay Berkshires
- Garden Gables Inn
- The Orchards Hotel
- Holiday Inn Club Vacations Oak 'n Spruce Resort
- Eastover Estate & Eco-Village
- Vacation Village In The Berkshires 5 Star Resort - Suite B
- The Dewey
- Cozy Farmhouse Retreat - Judy’s Room
- Northside Motel
- Elegant suite with a king bed, fireplace, and kitchenette.
- Historic Susan B. Anthony Room - Cozy & Charming Stay
- 1 Bd - Vacation Village in the Berkshires
- Jacob's Tanglewood Ranch
- The Red Door B&B
- "Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
- Cozy Carriage House room with a double bed and private balcony
- Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
- 26 Church Street
- Cozy Farmhouse Retreat in the Berkshires - Gabriel’s Room
- Chesapeake Inn of Lenox
- UU Rowe Camp and Conference Center
- Cliffwood Cottage by Evergreen Home
- The Kemble Berkshires
- Heart of the Berkshires
- Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
- Hot SKI-in SKI-out Rentals Bentley Brook Resort!
- 18th century 3-bedroom renovated farmhouse in peaceful Whately with WiFi, AC
- Secluded 19th century Farmhouse with mountain views
- Jiminy Premier Ski-In/Ski-Out Resort Bentley B
- Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
- Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
- Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
- Pres Week- Bentley Brook Resort - Your Peak Winter Escape
- Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
- Elegant Carriage House room with a queen bed and private patio.
- Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
- Kemble Inn
- Cozy Retreat in historic Farmhouse - Tranquility Room
- Cozy Retreat in the Berkshires - Apple Room in Orchard Guest House
- Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
- Farmhouse on Otis Pond
- Ladd Brook Inn
- Cozy Retreat in the Berkshires - Prue Berry Room in Orchard Guest House
- Chestnut Lodge
- Green Valley Motel
- Renovated Berkshires Farmhouse - minutes from hiking, swimming, and Tanglewood
- Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA
- 67 Church Street
- 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!"
- Cozy Farmhouse Retreat - Monk’s Room
- Club Wyndham Bentley Brook
- Mountain Lodge Apt!
- Cozy Farmhouse Retreat for One - Lagniappe Room
- The Weathervane Motel
- Gracious, updated, and classic 5-bedroom farmhouse in gorgeous Chesterfield
- Berkshire Mountain Lodge
- Cozy Retreat in the Berkshires - Cherry Room in Orchard Guest House
- stockbridge country inn
- Orchard Guest House: Cozy Berkshire Retreat in the Woods
- Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA
- Rustic 4-bedroom farmhouse in bucolic Hinsdale, MA
- Charming 2-bedroom resort in marvelous Hancock with AC, fitness room, WiFi
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