All hotels in Windsor, Massachusetts
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All hotels in Windsor, Massachusetts
We have found 985 Windsor Hotels
- The Lodge on Warner Hill near Berkshire East, and the Deerfield River
- Amazing People & Pet-Welcoming Country Haven
- Hill Ross Farmhouse Historic Homestead
- The Dewey
- Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10
- Holiday Inn Club Vacations Oak 'n Spruce Resort
- Eastover Estate & Eco-Village
- Hill Ross Guest Suite on Historic Homestead
- Cranwell Spa and Golf Resort
- Foliage Ready! Play Area, Crib, 11 Acre Farmhouse
- Tourists
- The Orchards Hotel
- The Red Door B&B
- UU Rowe Camp and Conference Center
- Experience Timeless Elegance in The Edith Wharton Room!
- Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!
- Heart of the Berkshires
- 1 Bd - Vacation Village in the Berkshires
- Jacob's Tanglewood Ranch
- Northside Motel
- 18th century 3-bedroom renovated farmhouse in peaceful Whately with WiFi, AC
- Chesapeake Inn of Lenox
- Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
- Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
- Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
- Cliffwood Cottage by Evergreen Home
- Jiminy Premier Ski-In/Ski-Out Resort Bentley B
- Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
- Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
- Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
- Cozy Farmhouse Retreat in the Berkshires - Chocolog Room
- Kemble Inn
- Farmhouse on Otis Pond
- Secluded 19th century Farmhouse with mountain views
- Pres Week- Bentley Brook Resort - Your Peak Winter Escape
- Historic Susan B. Anthony Room - Cozy & Charming Stay
- Hot SKI-in SKI-out Rentals Bentley Brook Resort!
- Cozy Farmhouse Retreat - Ram Dass Room
- Cozy Retreat in historic Farmhouse - Tranquility Room
- Cozy Retreat in Historic Farmhouse, Charming Bunk Bed Room,- Owl Dorm
- Cozy Retreat in the Berkshires - Apple Room in Orchard Guest House
- Elegant suite with a king bed, fireplace, and kitchenette.
- 26 Church Street
- Cozy Retreat in the Berkshires - Prue Berry Room in Orchard Guest House
- 67 Church Street
- Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
- Green Valley Motel
- Ladd Brook Inn
- Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
- Elegant Carriage House room with a queen bed and private patio.
- The Kemble Berkshires
- "Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
- Cozy Carriage House room with a double bed and private balcony
- Renovated Berkshires Farmhouse - minutes from hiking, swimming, and Tanglewood
- Rustic 4-bedroom farmhouse in bucolic Hinsdale, MA
- The Weathervane Motel
- Econo Lodge
- Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!"
- Terrific 2-bedroom resort in Lee with WiFi, fitness room, AC
- stockbridge country inn
- Gracious, updated, and classic 5-bedroom farmhouse in gorgeous Chesterfield
- Cozy and large 2 Bedroom 2 Full Bath ski in, ski out condo Unit with balcony.
- Mountain Lodge Apt!
- Berkshire Mountain Lodge
- Cozy Retreat in the Berkshires - Cherry Room in Orchard Guest House
- Chestnut Lodge
- Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA
- Cozy Farmhouse Retreat in the Berkshires - Gabriel’s Room
- Club Wyndham Bentley Brook
- Relaxing 1-bedroom resort with AC in quaint Hancock MA
- Cozy Farmhouse Retreat - Judy’s Room
- Cozy Farmhouse Retreat - Monk’s Room
- Cozy Farmhouse Retreat for One - Lagniappe Room
- Cozy Retreat in the Berkshires - Harvest Room in Orchard Guest House
- Orchard Guest House: Cozy Berkshire Retreat in the Woods
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