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Featured Pittsfield Hotels with a Pool
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, MA
Fully refundableReserve now, pay when you stay
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Berkshire Inn
150 W Housatonic St, Pittsfield, MA
Fully refundableReserve now, pay when you stay
Stay at this motel in Pittsfield. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Hilton Garden Inn Lenox Pittsfield
1032 South Street, Pittsfield, MA
Fully refundableReserve now, pay when you stay
Stay at this 3-star hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotels by Star Rating
More Hotel Options in Pittsfield
- Family Hotels in Pittsfield
- Historic Hotels in Pittsfield
- Hotels with Free Parking in Pittsfield
- Luxury Hotels in Pittsfield
- Pet-friendly Hotels in Pittsfield
- Apartment Hotel in Pittsfield
- Romantic Hotels in Pittsfield
- Winery Hotels in Pittsfield
- Hotels with Hot Tubs in Pittsfield
- Resorts & Hotels with Spas in Pittsfield
Top Points of Interests in Pittsfield
- Hotels near Bousquet Ski Area
- Hotels near Hancock Shaker Village
- Hotels near Colonial Theater
- Hotels near Berkshire Museum
- Hotels near Barrington Stage Company
- Hotels near Guido's Marketplace
- Hotels near Berkshire Athenaeum
- Hotels near Canoe Meadows Wildlife Sanctuary
- Hotels near Crane Museum of Papermaking
- Hotels near Herman Melville's Arrowhead
- Hotels near Jiminy Peak Mountain Resort
- Hotels near Tanglewood Music Center
- Hotels near Ski Butternut
- Hotels near Catamount Ski Area
- Hotels near Williams College
- Hotels near Green Mountain National Forest
- Hotels near National Shrine of the Divine Mercy
- Hotels near Massachusetts Museum of Contemporary Art
- Hotels near Berkshire East Ski Resort
- Hotels near Mount Greylock
Cities near Pittsfield
- Upstate New York Hotels (128.56 mi)
- Hudson Hotels (30.55 mi)
- Williamstown Hotels (18.38 mi)
- The Berkshires Hotels (20.16 mi)
- Lenox Hotels (6.51 mi)
- Hudson Valley Hotels (65.64 mi)
- Great Barrington Hotels (18.29 mi)
- Stockbridge Hotels (11.61 mi)
- North Adams Hotels (18.77 mi)
- Troy Hotels (29.48 mi)
- Lee Hotels (9.96 mi)
- Hudson River Valley Hotels (89.68 mi)
- Appalachian Mountains Hotels (258.56 mi)
- East Greenbush Hotels (24.83 mi)
- Hancock Hotels (7 mi)
- Rensselaer Hotels (28.26 mi)
- Adams Hotels (14.2 mi)
- Housatonic Hotels (14.12 mi)
- Western Massachusetts Hotels (20.97 mi)
- West Stockbridge Hotels (9.82 mi)
Most Booked Hotels in Pittsfield
- Berkshire Mountain Lodge
- Hotel On North
- FairBridge Inn Express
- Best Western Plus Berkshire Hills Inn & Suites
- Hilton Garden Inn Lenox Pittsfield
- Berkshire Inn
- Hotel Downstreet, an Ascend Collection Hotel
- The Black Swan Lee - Lenox, an Ascend Collection Hotel
- The Red Lion Inn
- The Yankee, Trademark Collection by Wyndham