All hotels in Pittsfield, Massachusetts
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All hotels in Pittsfield, Massachusetts
We have found 1267 Pittsfield Hotels
- Gregory House Country Inn
- Modern Victorian - 2.5hrs from NYC - 100acres - Nature- Country living
- Chambery Inn / 7,000 Sqft Luxury Historic Berkshire landmark on Main Street
- Farmhouse on Otis Pond
- Eastover Estate & Eco-Village
- Garden Gables Inn
- Romantic Boutique Hotel / Bed and Breakfast - Standard King With Gas Fireplace
- Lantern House Motel
- Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
- Romantic Boutique Hotel / Bed and Breakfast - SchoolHouse Suite
- Hampton Terrace Inn
- The Red Door B&B
- Hot SKI-in SKI-out Rentals Bentley Brook Resort!
- Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out
- Ski Jiminy Peak - Lg 1 Bd - Vacation Village in the Berkshires
- Charming 2-bedroom resort in brilliant Hancock with AC, Jetted-Tub, WiFi, Pool
- 18th century Berkshires farmhouse on 12 acres, impeccably updated.
- Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
- Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
- Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
- Pres Week- Bentley Brook Resort - Your Peak Winter Escape
- Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
- Xmas in Hancock @ Jiminy Premier Ski-In/Ski-Out Resort
- Bentley Brook at Jiminy Peak ^ Studio
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - A
- Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
- Slope-Side Ski-in Ski-Out: Bentley Brook Resort
- NEW RENO - Chalet-style farm loft near Tanglewood
- NEW RENO - Historic Loft w/views of the Berkshires
- All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.
- Bentley Brook, Charming 2-bedroom with WiFi, at Jiminy Peak Ski Resort
- Private Unit in shared 1830 Farmhouse
- Jacob's Tanglewood Ranch
- 10 Minutes to Ski Butternut! Dogs Welcome!
- Chestnut Lodge
- Cozy and large 2 Bedroom 2 Full Bath ski in, ski out condo Unit with balcony.
- Green Valley Motel
- Restored historic farmhouse on 25 private acres
- Lenox Inn
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - B
- Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!"
- Holiday Inn Club Vacations Oak 'n Spruce Resort
- Blue Spruce Inn & Suites
- 1789 Shaker Farmhouse in Berkshires/Hudson Valley
- 1800s Carriage house in Berkshires / Hudson Valley
- Renovated Berkshires Farmhouse - minutes from hiking, swimming, and Tanglewood
- Cozy 1-bedroom at a New England style resort in the Berkshire mountains
- Terrific 2-bedroom resort in Lee with WiFi, fitness room, AC
- Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires
- Guest House Sanctuary by Evergreen Home
- Charming 5-bedroom farmhouse with AC, WiFi in delightful Ghent
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