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Featured Pittsfield Family Hotels
Hotel On North
297 North Street, Pittsfield, MA
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...
Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St, Pittsfield, MA
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
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. ...
FairBridge Inn Express
16 Cheshire Road, Pittsfield, MA
Book a stay at this business-friendly motel in Pittsfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Crane Museum of Papermaking ...
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 ...
The Central Downtown Inn & Suites
20 W Housatonic St., Pittsfield, MA
Stay at this 4-star guesthouse in Pittsfield. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Colonial Theater and Berkshire Museum ...
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 with Pools in Pittsfield
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
One West Street, Pittsfield, MA
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 ...
7.8/10 Good! (717 reviews)
"Good location and helpful staff. Restaurant on premises was very good (not hotel) which was nice."
Reviewed on Jan 7, 2025
Berkshire Inn
150 W Housatonic St, Pittsfield, MA
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. ...
7.6/10 Good! (757 reviews)
Nice Motel, No Breakfast
"This is a nice motel, though there is no continental breakfast. There is a pot of coffee made at 7am. The rooms are clean and updated, the mattress is good, airconditioner in back wall, simple round thermostat for hot water radiator heating, mini-fridge is compressor type, microwave."
Reviewed on Nov 27, 2024
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 ...
9.2/10 Wonderful! (622 reviews)
"Excellent place"
Reviewed on Jan 1, 2025
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 With Connecting Rooms in Pittsfield
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
One West Street, Pittsfield, MA
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 ...
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 ...
Hotel On North
297 North Street, Pittsfield, MA
Stay at this 3.5-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...
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
- Historic Hotels in Pittsfield
- Hotels with Free Parking in Pittsfield
- Luxury Hotels in Pittsfield
- Pet-friendly Hotels in Pittsfield
- Hotels with a Pool 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)
Car Rentals Near Pittsfield
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- 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 Family Hotel Destinations
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