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Most Frequently Booked Pittsfield Hotels
Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MASituated in Pittsfield, this golf lodge is 1.1 mi (1.8 km) from Bousquet Ski Area and within 3 mi (5 km) of Arrowhead Museum and Kennedy Park. Colonial Theater and Berkshire Museum are also within 3 mi (5 km).
Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St, Pittsfield, MASituated near the airport, this hotel is 1.7 mi (2.7 km) from Hancock Shaker Village and 3 mi (4.8 km) from Bousquet Ski Area. Colonial Theater and Pittsfield State Forest are also within 6 mi (10 km).
Berkshire Inn
150 W Housatonic St, Pittsfield, MALocated in the heart of Pittsfield, this motel is within a 15-minute walk of Colonial Theater and Berkshire Museum. Berkshire Athenaeum and Canoe Meadows Wildlife Sanctuary are also within 2 mi (3 km). Pittsfield Intermodal Transportation Center is 18 minutes by foot.
Holiday Inn & Suites Pittsfield-Berkshires
One West Street, Pittsfield, MALocated in the heart of Pittsfield, this spa hotel is within a 5-minute walk of Berkshire Museum, Colonial Theater, and Berkshire Athenaeum. Canoe Meadows Wildlife Sanctuary and Arrowhead Museum are also within 3 mi (5 km). Pittsfield Intermodal Transportation Center is 6 minutes by foot.
Top Cheap Pittsfield Hotel Deals
Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St, Pittsfield, MASituated near the airport, this hotel is 1.7 mi (2.7 km) from Hancock Shaker Village and 3 mi (4.8 km) from Bousquet Ski Area. Colonial Theater and Pittsfield State Forest are also within 6 mi (10 km).
Berkshire Inn
150 W Housatonic St, Pittsfield, MALocated in the heart of Pittsfield, this motel is within a 15-minute walk of Colonial Theater and Berkshire Museum. Berkshire Athenaeum and Canoe Meadows Wildlife Sanctuary are also within 2 mi (3 km). Pittsfield Intermodal Transportation Center is 18 minutes by foot.
Yankee Suites Extended Stay
20 W Housatonic St., Pittsfield, MASituated in Pittsfield, this guesthouse is within a 5-minute walk of Colonial Theater and Berkshire Museum. Berkshire Athenaeum and Canoe Meadows Wildlife Sanctuary are also within 2 mi (3 km). Pittsfield Intermodal Transportation Center is 10 minutes by foot.
Econo Lodge
16 Cheshire Road, Pittsfield, MASituated in the suburbs, this motel is 1.5 mi (2.4 km) from Crane Museum of Papermaking and within 6 mi (10 km) of Berkshire Athenaeum and Colonial Theater. Berkshire Museum and Canoe Meadows Wildlife Sanctuary are also within 6 mi (10 km). Pittsfield Station is 28 minutes by foot.
Top Luxury Pittsfield Hotel Deals
Hotel On North
297 North Street, Pittsfield, MASituated in Pittsfield, this hotel is within a 10-minute walk of Berkshire Museum, Berkshire Athenaeum, and Colonial Theater. Canoe Meadows Wildlife Sanctuary is 2.1 mi (3.3 km) away. Pittsfield Intermodal Transportation Center is only a 3-minute walk.
Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St, Pittsfield, MASituated near the airport, this hotel is 1.7 mi (2.7 km) from Hancock Shaker Village and 3 mi (4.8 km) from Bousquet Ski Area. Colonial Theater and Pittsfield State Forest are also within 6 mi (10 km).
Holiday Inn & Suites Pittsfield-Berkshires
One West Street, Pittsfield, MALocated in the heart of Pittsfield, this spa hotel is within a 5-minute walk of Berkshire Museum, Colonial Theater, and Berkshire Athenaeum. Canoe Meadows Wildlife Sanctuary and Arrowhead Museum are also within 3 mi (5 km). Pittsfield Intermodal Transportation Center is 6 minutes by foot.
Yankee Suites Extended Stay
20 W Housatonic St., Pittsfield, MASituated in Pittsfield, this guesthouse is within a 5-minute walk of Colonial Theater and Berkshire Museum. Berkshire Athenaeum and Canoe Meadows Wildlife Sanctuary are also within 2 mi (3 km). Pittsfield Intermodal Transportation Center is 10 minutes by foot.
Other Travelers Recently Booked These Pittsfield Hotels
Best Western Plus Berkshire Hills Inn & Suites 2.5 out of 5.0
Holiday Inn & Suites Pittsfield-Berkshires 3.5 out of 5.0
Yankee Suites Extended Stay 4.0 out of 5.0
Heart of the Berkshires Motel 2.0 out of 5.0
Hilton Garden Inn Lenox Pittsfield 3.0 out of 5.0
How Much is a Hotel Room in Pittsfield?
Hotels in Pittsfield start at C$90 per night. Prices and availability subject to change. Additional terms may apply.
Cheap Hotels in Pittsfield
Pack your bags—it’s time to embark on a getaway. Whether you’re craving a solo retreat or promising your family a vacation to remember, book one of the best hotels in Pittsfield. These hotels are located within easy access of the city’s hottest attractions and entertainment, so you won’t miss a beat while you’re in town. Spend the days exploring the local landmarks and the evenings getting to know the nightlife. After exploring the city from top to bottom, rest up at a hotel that speaks to you. Find the perfect place that matches your trip’s vibe, from a trendy boutique to family-friendly accommodations.
Allow us here at Travelocity to pair you with up Pittsfield hotels that suit your vacation preferences. Discover places with convenient on-site restaurants, around-the-clock service, and pools where your kids can make a splash. Some hotels may boast fitness rooms and spa services, while others feature game rooms and Wi-Fi access. To top it all off, you’ll score cheap hotels in Pittsfield that let you spend more on your activities and less on your lodging. Book and bundle your flight and hotel deals together today and save up to $537. It’s time to explore a new city, and break out of your routine.
Recent Pittsfield Hotel Reviews By Fellow Wanderers
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- Ski Resorts and Hotels (10)
- Kid Friendly Hotels (9)
- Golf Resorts & Hotels (8)
- Convention Center Hotels (8)
- Historic Hotels (8)
- Luxury Hotels (6)
- Pet Friendly Hotels (5)
- Hotels with a Pool (3)
- Romantic Getaways & Hotels (3)
- Hotels with Jacuzzis In Room (2)
- Spa Resorts & Hotels (2)
- Hotel Wedding Venues (1)
- Boutique Hotels (1)
- Hotel On North
- Heart of the Berkshires
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- Designers Cottage- CK July 28-aug 2 Special
- Honeysuckle Rose Cottage
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- The Best Neighborhood in Pittsfield
- Big Beautiful, Walk to Lake, 8 Bedrooms, Jetted Hot Tub, Fireplace, & Pool Table
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- The Red Lion Inn
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- Vacation Village in the Berkshires
- The Williams Inn
- Days Inn by Wyndham Great Barrington
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- Holiday Inn Berkshires
An Attraction
- Hotels near Bousquet Ski Area
- Hotels near Hancock Shaker Village
- Hotels near Pittsfield State Forest
- Hotels near Colonial Theater
- Hotels near Berkshire Museum
- Hotels near Canoe Meadows Wildlife Sanctuary
- Hotels near Guido's Marketplace
- Hotels near Berkshire Athenaeum
- Hotels near Barrington Stage Company
- Hotels near Herman Melville's Arrowhead
- Hotels near Arrowhead Museum
- Hotels near Crane Museum of Papermaking
- Hotels near Jiminy Peak Mountain Resort
- Hotels near Ski Butternut
- Hotels near Mass MoCA
- Hotels near Tanglewood Music Center
- Hotels near Williams College
- Hotels near Norman Rockwell Museum
- Hotels near Lee Prime Outlets
- Hotels near Berkshire East Ski Resort
- Hotels near Catamount Ski Area
- Hotels near Mohawk Trail State Forest
- Hotels near Mount Greylock
- Hotels near National Shrine of the Divine Mercy
- Hotels near Jacob's Pillow
- Hotels near Otis Ridge
- Hotels near Cranwell Golf Club
- Hotels near Sterling and Francine Clark Art Institute
- Hotels near Williamstown Theatre Festival
- Hotels near Van Alen House
- Hotels near October Mountain State Forest
- Hotels near Savoy Mountain State Forest
- Hotels near Shakespeare and Company
- Hotels near The Mount
- Hotels near Chester Town Hall
- Hotels near Beartown State Forest
- Hotels near The Clark Art Institute
- Hotels near New Lebanon Library
- Hotels near Grafton Lakes State Park
- Hotels near Lee Library
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