5/5 - Excellent
Verified traveler
Skiing and snow tubing are AMAZING! So worth it.
Pittsfield, MA
Travel Guide
Visit Pittsfield
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 ...
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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 ...
Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in ...
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.
Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and in-room massages. Our guests praise the helpful staff in ...
Jiminy Peak Mountain Resort
37 Corey Rd, Hancock, MA
Stay at this 3-star ski condo in Hancock. Enjoy free parking, 2 restaurants, and 2 bars/lounges. Our guests praise the property condition in our reviews. Popular ...
The Ponds at Foxhollow
3 Foxhollow Drive Route 7, Lenox, MA
Stay at this 3-star condo in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Tanglewood Music Center and The Mount are located ...
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.
Popular places to visit
Bousquet Ski Area
4/5(9 reviews)
Hit the slopes at Bousquet Ski Area during your trip to Pittsfield. Wander the lakeside in this family-friendly area.
Berkshire Museum
You can spend an afternoon exploring the galleries in Berkshire Museum during your trip to Pittsfield. Wander the lakeside in this family-friendly area.
Hancock Shaker Village
4.5/5(53 reviews)
You can browse the exhibits at Hancock Shaker Village, a museum with a storied past, during your trip to Pittsfield. Wander the lakeside in this quaint area.
Barrington Stage Company
You can make plans for a show at Barrington Stage Company on your trip to Pittsfield. Wander the lakeside in this quaint area.
Colonial Theater
3.5/5(3 reviews)
You can make plans for a show at Colonial Theater during your trip to Pittsfield. Wander the lakeside in this family-friendly area.
Berkshire Community College
Enjoy the collegiate vibe at Berkshire Community College during your visit to Pittsfield. Experience the area's entertainment venues or attend a sporting event.
Reviews of Pittsfield
4
Top Destination
5/5 - Excellent
Verified traveler
We were in Pittsfield for a funeral. No time for other visits than for our friends. We really appreciated the architecture of the buildings. We will definitely return.
4/5 - Good
Verified traveler
Seem like a very nice town from what we saw, I would like to explore in more on my next trip.
3/5 - Okay
Verified traveler
Old city
5/5 - Excellent
Verified traveler
Great small town on the outskirts of Lenox and Stockbridge. Plenty of food options.
5/5 - Excellent
Verified traveler
Pittsfield and the Berkshires are fabulous!
- Hancock Shaker Village
- Bousquet Ski Area
- Berkshire Museum
- Barrington Stage Company
- Colonial Theater
- Herman Melville's Arrowhead
- Berkshire Athenaeum
- Canoe Meadows Wildlife Sanctuary
- Guido's Marketplace
- Crane Museum of Papermaking
- Arrowhead Museum
- Tanglewood Music Center
- Williams College
- Jiminy Peak Mountain Resort
- National Shrine of the Divine Mercy
- Green Mountain National Forest
- Massachusetts Museum of Contemporary Art
- Lee Premium Outlets
- Mount Greylock
- The Clark Art Institute
- The Mount
- Norman Rockwell Museum
- Jacob's Pillow
- Catamount Ski Area
- Ski Butternut
- Berkshire East Ski Resort
- Mount Greylock State Reservation Visitor Center
- Berkshire Botanical Garden
- The Mac-Haydn Theatre