Search for Cheap Deals onHotels with Pools in Pittsfield
Check Last Minute Pittsfield Hotel Deals
You choose what matters — star rating, location, amenities.
We pick the perfect hotel, packed with all your must-haves.
Your hotel is revealed right after booking!
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
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 Berkshire Museum
- Hotels near Colonial Theater
- Hotels near Barrington Stage Company
- Hotels near Herman Melville's Arrowhead
- Hotels near Canoe Meadows Wildlife Sanctuary
- Hotels near Berkshire Athenaeum
- 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 The Clark Art Institute
- Hotels near Mount Greylock
- Hotels near Norman Rockwell Museum
Cities near Pittsfield
- Upstate New York Hotels (128.56 mi)
- Lenox Hotels (6.51 mi)
- Hudson Hotels (30.55 mi)
- Great Barrington Hotels (18.29 mi)
- The Berkshires Hotels (20.16 mi)
- Williamstown Hotels (18.38 mi)
- Hudson Valley Hotels (65.64 mi)
- Stockbridge Hotels (11.61 mi)
- Troy Hotels (29.48 mi)
- Lee Hotels (9.96 mi)
- North Adams Hotels (18.77 mi)
- Appalachian Mountains Hotels (258.56 mi)
- Hancock Hotels (7 mi)
- East Greenbush Hotels (24.83 mi)
- Becket Hotels (11.86 mi)
- Castleton-on-Hudson Hotels (25.74 mi)
- Western Massachusetts Hotels (20.97 mi)
- Rensselaer Hotels (28.26 mi)
- Otis Hotels (19.48 mi)
- Adams Hotels (14.2 mi)
Most Booked Hotels in Pittsfield
- Best Western Plus Berkshire Hills Inn & Suites
- Berkshire Mountain Lodge
- Hotel On North
- Berkshire Inn
- Hilton Garden Inn Lenox Pittsfield
- FairBridge Inn Express
- Comfort Inn & Suites East Greenbush - Albany
- The Yankee, Trademark Collection by Wyndham
- The Black Swan Lee - Lenox, Ascend Hotel Collection
- Quality Inn
- The Red Lion Inn
Car Rentals Near Pittsfield
- Car rentals in Upstate New York
- Car rentals in Lenox
- Car rentals in Hudson
- Car rentals in Great Barrington
- Car rentals in The Berkshires
- Car rentals in Williamstown
- Car rentals in Hudson Valley
- Car rentals in Stockbridge
- Car rentals in Troy
- Car rentals in Lee
- Car rentals in North Adams
- Car rentals in Appalachian Mountains
- Car rentals in Hancock
- Car rentals in East Greenbush
- Car rentals in Becket
- Car rentals in Castleton-on-Hudson
Top Destinations for Hotels with Pools
- Atlantic City Hotels with Pools
- Cleveland Hotels with Pools
- Downtown Chicago Hotels with Pools
- Downtown Omaha Hotels with Pools
- Chicago Hotels with Pools
- Philadelphia Hotels with Pools
- Downtown Milwaukee Hotels with Pools
- New York Hotels with Pools
- Louisville Hotels with Pools
- Downtown Cleveland Hotels with Pools
- Lincoln Hotels with Pools
- Niagara Falls Hotels with Pools
- South Beach Hotels with Pools
- Memphis Hotels with Pools
- Los Angeles Hotels with Pools
- Downtown Indianapolis Hotels with Pools
- Toledo Hotels with Pools
- Lexington Hotels with Pools
- Downtown Minneapolis Hotels with Pools
- Cleveland Hotels with Pools