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Featured Pittsfield Hotels with a Pool

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, MA
Fully refundable
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
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- Hotels with Free Parking in Pittsfield
- Luxury Hotels in Pittsfield
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- Apartment Hotel in Pittsfield
- Romantic Hotels in Pittsfield
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- Resorts & Hotels with Spas in Pittsfield
Top Points of Interests in Pittsfield
- Hotels near Hancock Shaker Village
- Hotels near Bousquet Ski Area
- Hotels near Berkshire Museum
- Hotels near Barrington Stage Company
- Hotels near Colonial Theater
- Hotels near Herman Melville's Arrowhead
- Hotels near Berkshire Athenaeum
- Hotels near Canoe Meadows Wildlife Sanctuary
- Hotels near Guido's Marketplace
- Hotels near Crane Museum of Papermaking
- Hotels near Arrowhead Museum
- Hotels near Tanglewood Music Center
- Hotels near Williams College
- Hotels near Jiminy Peak Mountain Resort
- Hotels near National Shrine of the Divine Mercy
- Hotels near Green Mountain National Forest
- Hotels near Massachusetts Museum of Contemporary Art
- Hotels near Lee Premium Outlets
- Hotels near Mount Greylock
- Hotels near The Clark Art Institute
Cities near Pittsfield
- Upstate New York Hotels (128.56 mi)
- Lenox Hotels (6.51 mi)
- Hudson Hotels (30.55 mi)
- The Berkshires Hotels (20.16 mi)
- Williamstown Hotels (18.38 mi)
- Hudson Valley Hotels (65.64 mi)
- Great Barrington Hotels (18.29 mi)
- Troy Hotels (29.48 mi)
- Stockbridge Hotels (11.61 mi)
- Lee Hotels (9.96 mi)
- North Adams Hotels (18.77 mi)
- Appalachian Mountains Hotels (401.51 mi)
- Hancock Hotels (7 mi)
- Rensselaer Hotels (28.26 mi)
- East Greenbush Hotels (24.83 mi)
- Western Massachusetts Hotels (20.97 mi)
- Housatonic Hotels (14.12 mi)
- Otis Hotels (19.48 mi)
- Castleton-on-Hudson Hotels (25.74 mi)
- Southern Vermont Hotels (43.48 mi)
Most Booked Hotels in Pittsfield
- Berkshire Mountain Lodge
- Hotel On North
- Best Western Plus Berkshire Hills Inn & Suites
- Berkshire Inn
- Hilton Garden Inn Lenox Pittsfield
- FairBridge Inn Express
- Hotel Downstreet, Ascend Hotel Collection
- The Black Swan Lee - Lenox, Ascend Hotel Collection
- The Yankee, Trademark Collection by Wyndham
- Comfort Inn & Suites East Greenbush - Albany
- Quality Inn
Car Rentals Near Pittsfield
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- Car rentals in Hudson
- Car rentals in The Berkshires
- Car rentals in Williamstown
- Car rentals in Hudson Valley
- Car rentals in Great Barrington
- Car rentals in Troy
- Car rentals in Stockbridge
- Car rentals in Lee
- Car rentals in North Adams
- Car rentals in Appalachian Mountains
- Car rentals in Hancock
- Car rentals in Rensselaer
- Car rentals in East Greenbush
- Car rentals in Western Massachusetts
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