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Most Frequently Booked Pittsfield Hotels

C$118
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

3.0 out of 5.0 1032 South Street, Pittsfield, MA
4.7/5
(3 Reviews)
Situated in Pittsfield, this hotel is within 3 miles (5 km) of Bousquet Ski Area, Arrowhead Museum and Berkshire Athenaeum. Pleasant Valley Wilderness Sanctuary is 3 mi (4.9 km) away.
C$128
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 out of 5.0 1350 W Housatonic St, Pittsfield, MA
4.2/5
(15 Reviews)
Situated near the airport, this hotel is 1.8 mi (2.9 km) from Hancock Shaker Village, and within 6 mi (10 km) of Bousquet Ski Area and Colonial Theater. Pittsfield State Forest and Shakespeare and Company are also within 9 mi (15 km).
C$132
Holiday Inn & Suites Pittsfield-Berkshires

Holiday Inn & Suites Pittsfield-Berkshires

3.5 out of 5.0 One West Street, Pittsfield, MA
3.8/5
(5 Reviews)
Located 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 miles (5 km). Pittsfield Intermodal Transportation Center is 6 minutes by foot.

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C$128
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 out of 5.0 1350 W Housatonic St, Pittsfield, MA
4.2/5
(15 Reviews)
Situated near the airport, this hotel is 1.8 mi (2.9 km) from Hancock Shaker Village, and within 6 mi (10 km) of Bousquet Ski Area and Colonial Theater. Pittsfield State Forest and Shakespeare and Company are also within 9 mi (15 km).
 
C$93
Berkshire Inn

Berkshire Inn

2.0 out of 5.0 150 W Housatonic St, Pittsfield, MA
3.8/5
(16 Reviews)
Located 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 miles (3 km). Pittsfield Intermodal Transportation Center is 16 minutes by foot.
 
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Yankee Suites Extended Stay

Yankee Suites Extended Stay

4.0 out of 5.0 20 W Housatonic St., Pittsfield, MA
3.3/5
(3 Reviews)
Situated 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 miles (3 km). Pittsfield Intermodal Transportation Center is 10 minutes by foot.
 

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Hotel On North

Hotel On North

3.5 out of 5.0 297 North Street, Pittsfield, MA
5/5
(1 Reviews)
Situated 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 (3.5 km) away. Pittsfield Intermodal Transportation Center is only a 2-minute walk.
 
C$132
Holiday Inn & Suites Pittsfield-Berkshires

Holiday Inn & Suites Pittsfield-Berkshires

3.5 out of 5.0 One West Street, Pittsfield, MA
3.8/5
(5 Reviews)
Located 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 miles (5 km). Pittsfield Intermodal Transportation Center is 6 minutes by foot.
 
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Yankee Suites Extended Stay

Yankee Suites Extended Stay

4.0 out of 5.0 20 W Housatonic St., Pittsfield, MA
3.3/5
(3 Reviews)
Situated 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 miles (3 km). Pittsfield Intermodal Transportation Center is 10 minutes by foot.
 
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How much is a hotel room in Pittsfield?

Hotels in Pittsfield start at C$93 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

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.