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- The Lodge- 3-bedroom with WiFi, AC and seasonal heated pool in gorgeous Amenia
- Restored Farmhouse Near Lime Rock Park & Berkshires, Sleeps 8
- 2 Adjacent Polo Homes w/ Big Yards & Farm Backdrop
- Charming Hudson Farmhouse with Fire Pit
- Charming 6 Bdrm Countryside Stay
- Renovated Private Guest House by Evergreen Home
- Private Unit in shared 1830 Farmhouse
- Chesapeake Inn of Lenox
- Experience Timeless Elegance in The Edith Wharton Room!
- Lantern House Motel
- Elegant suite with a king bed, fireplace, and kitchenette.
- Iron Masters - Inn on Main
- Rock Hall Luxe Lodging
- 26 Church Street
- Stylish, renovated 3 bed 3.5 bath 1812 Colonial
- Cliffwood Cottage by Evergreen Home
- Farmhouse on Otis Pond
- Historic Susan B. Anthony Room - Cozy & Charming Stay
- 1805 House Bed and Breakfast
- Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
- Lovely 4-bedroom farmhouse with AC in charming Falls Village
- Jacob's Tanglewood Ranch
- Cozy Carriage House room with a double bed and private balcony
- Garden Gables
- Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
- Kemble Inn
- "Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
- Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA
- Vanderbilt Lakeside
- Chestnut Lodge
- The Kemble Berkshires
- Elegant Carriage House room with a queen bed and private patio.
- 67 Church Street
- stockbridge country inn
- Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA
- Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA
- July 12-19 2026: Resort with 2 bedrooms and AC in the delightful Berkshires
- Rodeway Inn