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Find All Pittsfield Hotels
We have found 1319 Pittsfield Hotels
- Hotel On North
- Berkshire Mountain Lodge
- Holiday Inn & Suites Pittsfield-Berkshires by IHG
- The Central Downtown Inn & Suites
- Best Western Plus Berkshire Hills Inn & Suites
- Hilton Garden Inn Lenox Pittsfield
- FairBridge Inn Express
- Berkshire Inn
- Heart of the Berkshires
- Spacious Farmhouse with Stunning Views
- Holiday Inn Express Pittsfield Berkshires by IHG
- Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!
- Mountain Lodge Apt!
- Berkshire Mountain Lodge
- Life House Berkshires
- Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
- The Yankee, Trademark Collection by Wyndham
- Quality Inn
- The Williams Inn
- Hotel Downstreet, Ascend Hotel Collection
- The Red Lion Inn
- The Black Swan Lee - Lenox, Ascend Hotel Collection
- Comfort Inn & Suites East Greenbush - Albany
- The Constance, The Whitlock, & The Dewey By The Lenox Collection
- Howard Johnson by Wyndham Lenox
- The Porches Inn at Mass MoCA
- Courtyard by Marriott Lenox Berkshires
- The Cornell Inn, Lenox & The Berkshires
- Quality Inn
- Fairfield Inn & Suites by Marriott Williamstown
- The Little Lion
- Holiday Inn Express Hotel & Suites Great Barrington by IHG
- Hampton Inn & Suites Berkshires-Lenox
- Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
- Club Wyndham Bentley Brook
- Maple Terrace Motel
- Monument Mountain Motel
- Gregory House Country Inn
- Cozy Corner Motel
- The Villager Motel
- Williamstown Motel
- Willows Motel Williamstown
- Pleasant Valley Motel West Stockbridge
- Econo Lodge Lee - Great Barrington
- Berkshire Valley Inn
- Berkshire Travel Lodge
- Chambery Inn
- Pilgrim Inn
- Lakehouse Inn
- Little Cat Lodge
- Wagon Wheel Inn
- Blue Vista Motor Lodge
- Chatham Travel Lodge
- Shaker Mill Inn
- Sunset Inn
- Howard Johnson by Wyndham Williamstown
- Travelodge by Wyndham Great Barrington Berkshires
- Charming Farmhouse - quiet, private & peaceful
- Inn at Silver Maple Farm
- Devonfield Inn B&B
- 1896 House Country Inn & Motels
- Brook Farm Inn
- East Rock Inn
- The Springs Motel
- Whistler's Inn Bed & Breakfast
- All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.
- The Trail in Adams - Berkshires’ Art Hotel
- The Brooks Motel
- 1789 Shaker Farmhouse in Berkshires/Hudson Valley
- 33 Main
- The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
- Gateways Inn & Restaurant
- The Egremont Village Inn
- The Inn at Stockbridge
- Inn at Kenmore Hall
- Granville House
- NEW RENO - Historic Loft w/views of the Berkshires
- NEW RENO - Chalet-style farm loft near Tanglewood
- Apple Tree Inn
- Hudson valley and The Berkshires Cottage
- Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!
- Tanglewood Suites
- Escape to this 120-acre farm in Upstate NY! Pet friendly.
- Charming 5-bedroom farmhouse with AC, WiFi in delightful Ghent
- 1800s Carriage house in Berkshires / Hudson Valley
- New 4500 sq ft modern 5 bed-5.5 bath on Housatonic River and walk to Stockbridge
- Historic Stone Church in The Berkshires
- Seven Hills Inn
- Harbour House Inn
- Eastgate Inn B&B