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Featured Pittsfield Hotels with a Pool
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
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
- 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 Pittsfield State Forest
- Hotels near Berkshire Athenaeum
- Hotels near Guido's Marketplace
- Hotels near Barrington Stage Company
- Hotels near Canoe Meadows Wildlife Sanctuary
- Hotels near Herman Melville's Arrowhead
- Hotels near Crane Museum of Papermaking
- Hotels near Arrowhead Museum
- Hotels near Jiminy Peak Mountain Resort
- Hotels near Catamount Ski Area
- Hotels near Ski Butternut
- Hotels near Tanglewood Music Center
- Hotels near Berkshire East Ski Resort
- Hotels near National Shrine of the Divine Mercy
- Hotels near Massachusetts Museum of Contemporary Art
- Hotels near Green Mountain National Forest
Cities near Pittsfield
- Upstate New York Hotels (128.56 mi)
- The Berkshires Hotels (20.16 mi)
- Lenox Hotels (6.51 mi)
- Hudson Hotels (30.55 mi)
- Great Barrington Hotels (18.29 mi)
- Williamstown Hotels (18.38 mi)
- Stockbridge Hotels (11.61 mi)
- Hudson Valley Hotels (65.64 mi)
- Hancock Hotels (7 mi)
- Troy Hotels (29.48 mi)
- Lee Hotels (9.96 mi)
- Appalachian Mountains Hotels (401.51 mi)
- North Adams Hotels (18.77 mi)
- Sandisfield Hotels (23.87 mi)
- Southern Vermont Hotels (43.48 mi)
- Western Massachusetts Hotels (20.97 mi)
- Hillsdale Hotels (23.18 mi)
- Otis Hotels (19.48 mi)
- Rensselaer Hotels (28.26 mi)
- West Stockbridge Hotels (9.82 mi)
Most Booked Hotels in Pittsfield
- Best Western Plus Berkshire Hills Inn & Suites
- Berkshire Mountain Lodge
- Hilton Garden Inn Lenox Pittsfield
- Berkshire Inn
- The Yankee, Trademark Collection by Wyndham
- The Red Lion Inn
- Hotel Downstreet
- The Black Swan Lee - Lenox, Ascend Hotel Collection
- Quality Inn
- Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
- Quality Inn
Car Rentals Near Pittsfield
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- Car rentals in Great Barrington
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- Car rentals in Stockbridge
- Car rentals in Hudson Valley
- Car rentals in Hancock
- Car rentals in Troy
- Car rentals in Lee
- Car rentals in Appalachian Mountains
- Car rentals in North Adams
- Car rentals in Sandisfield
- Car rentals in Southern Vermont
- Car rentals in Western Massachusetts
Top Destinations for Hotels with Pools
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