Find 5 Star Hotels in Pittsfield, MA
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Pittsfield Hotels by Star Rating
Stay near popular Pittsfield attractions
- Bousquet Ski Area
- Hancock Shaker Village
- Pittsfield State Forest
- Barrington Stage Company
- Colonial Theater
- Berkshire Museum
- Berkshire Athenaeum
- Herman Melville's Arrowhead
- Guido's Marketplace
- Canoe Meadows Wildlife Sanctuary
- Crane Museum of Papermaking
- Arrowhead Museum
- Tanglewood Music Center
- Jiminy Peak Mountain Resort
- Williams College
- National Shrine of the Divine Mercy
- Massachusetts Museum of Contemporary Art
- Norman Rockwell Museum
- Lee Premium Outlets
- Jacob's Pillow
More Hotel Options in Pittsfield
- Adventure Hotels (7)
- Boutique Hotels (1)
- Business Hotels (8)
- Cheap Hotels (4)
- Family Hotels (9)
- Golf Hotels (8)
- Historic Hotels (8)
- Hotel Wedding Venues (1)
- Hotel with a Concierge (1)
- Hotels with Bars (6)
- Hotels with Free Parking (8)
- Hotels with Hot Tubs (2)
- Hotels with WiFi (9)
- Hotels with a Pool (3)
- Hotels with an Indoor Pool (2)
- Hotels with smoking rooms (2)
- Luxury Hotels (6)
- Pet-friendly Hotels (5)
- Resorts & Hotels with Spas (2)
- Romantic Hotels (3)
- Shopping Hotels (6)
- Ski Hotels (10)
- Winery Hotels (2)
More Accommodation Types in Pittsfield
- Vacation Homes in Pittsfield (350)
- Apartments in Pittsfield (87)
- Cottages in Pittsfield (78)
- Condo Rentals in Pittsfield (46)
- Cabin Rentals in Pittsfield (41)
- B&B in Pittsfield (30)
- Motels in Pittsfield (30)
- Resorts in Pittsfield (25)
- Farmstay in Pittsfield (17)
- Aparthotels in Pittsfield (8)
- Guest Houses in Pittsfield (6)
- Inns in Pittsfield (5)
- Chalets in Pittsfield (3)
- Villas in Pittsfield (3)
- Condo Resorts in Pittsfield (2)
- Lodges in Pittsfield (2)
Explore more hotels
- The Lenox Collection
- Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
- Howard Johnson by Wyndham Lenox
- Quality Inn
- The Williams Inn
- Monument Mountain Motel
- Quality Inn
- Club Wyndham Bentley Brook
- Comfort Inn & Suites East Greenbush - Albany
- Travelodge by Wyndham Great Barrington Berkshires
- Courtyard by Marriott Lenox Berkshires
- Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
- Hampton Inn & Suites Berkshires-Lenox
- The Cornell Inn, Lenox
- Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
- Fairfield Inn & Suites by Marriott Williamstown
- Jiminy Peak Mountain Resort
- The Villager Motel
- Wagon Wheel Inn
- Berkshire Travel Lodge