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Tonight
5 Aug. - 6 Aug.
This weekend
7 Aug. - 9 Aug.
Next weekend
14 Aug. - 16 Aug.
Most Frequently Booked Pittsfield Hotels
Price for 1 night 2 adults*
C$118
9 Aug. - 10 Aug.
Per night/room
Hilton Garden Inn Lenox Pittsfield
3.0 out of 5.0 1032 South Street, Pittsfield, MA
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
31 Aug. - 1 Sep.
Per night/room
Best Western Plus Berkshire Hills Inn & Suites
2.5 out of 5.0 1350 W Housatonic St, Pittsfield, MA
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
16 Aug. - 17 Aug.
Per night/room
Holiday Inn & Suites Pittsfield-Berkshires
3.5 out of 5.0 One West Street, Pittsfield, MA
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.
Top Cheap Pittsfield Hotel Deals
Price for 1 night 2 adults*
C$128
31 Aug. - 1 Sep.
Per night/room
Best Western Plus Berkshire Hills Inn & Suites
2.5 out of 5.0 1350 W Housatonic St, Pittsfield, MA
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
6 Aug. - 7 Aug.
Per night/room
Berkshire Inn
2.0 out of 5.0 150 W Housatonic St, Pittsfield, MA
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
4.0 out of 5.0 20 W Housatonic St., Pittsfield, MA
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.
Top Luxury Pittsfield Hotel Deals
Price for 1 night 2 adults*
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Hotel On North
3.5 out of 5.0 297 North Street, Pittsfield, MA
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
16 Aug. - 17 Aug.
Per night/room
Holiday Inn & Suites Pittsfield-Berkshires
3.5 out of 5.0 One West Street, Pittsfield, MA
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
4.0 out of 5.0 20 W Housatonic St., Pittsfield, MA
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.
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
Travelocity Verified Review
Friendly, fast and efficient
Travelocity Verified Review
Chose this hotel because I was able to get a smoking room. I booked a week in advance. I booked a smoking room and that was confirmed. When we got here at exactly 3:00 pm check in time, we were told NO smoking rooms available that they had all been booked. I had prepaid for this room online. So we stayed, but we were not comfortable or happy. It was just a get away for our 10th anniversary this ruined it. It was too cold to go outside to smoke. The woma
Travelocity Verified Review
I like the fact that the pictures online where right on and the staff was pleasant and courteous.
Travelocity Verified Review
Easy to find right in the center of town. Fast check in
Travelocity Verified Review
I loved my suite with kitchen, separate living room and bedroom with spectacular views. Gary, particularly was very helpful to me in finding transportation because I do not drive. However, overall the feeling was that the employees (all) truly want to be helpful and are friendly.
Travelocity Verified Review
Everyone was very pleasant and accommodating. The breakfast buffet was a nice touch
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- Ski Resorts and Hotels (10)
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An Attraction
- Hotels near Bousquet Ski Area
- Hotels near Berkshire Museum
- Hotels near Hancock Shaker Village
- Hotels near Pittsfield State Forest
- Hotels near Colonial Theater
- Hotels near Canoe Meadows Wildlife Sanctuary
- Hotels near Berkshire Athenaeum
- Hotels near Herman Melville's Arrowhead
- Hotels near Guido's Marketplace
- Hotels near Barrington Stage Company
- Hotels near Crane Museum of Papermaking
- Hotels near Arrowhead Museum
- Hotels near Jiminy Peak Mountain Resort
- Hotels near Tanglewood Music Center
- Hotels near Mass MoCA
- Hotels near Williams College
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- Hotels near Catamount Ski Area
- Hotels near Berkshire East Ski Resort
- Hotels near Norman Rockwell Museum
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- Hotels near Mohawk Trail State Forest
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- Hotels near Williamstown Theatre Festival
- Hotels near Cranwell Golf Club
- Hotels near Jacob's Pillow
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- Hotels near October Mountain State Forest
- Hotels near Beartown State Forest
- Hotels near Savoy Mountain State Forest
- Hotels near The Mount
- Hotels near Otis Reservoir
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- Hotels near Topia Arts Center
- Hotels near Shakespeare and Company
- Hotels near Kennedy Park
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