Right in the heart of The Berkshires, Pittsfield is perfectly poised for travellers looking to explore the best of this famously artsy, entreprenurial and historic part of Massachusetts. Accommodation options include simple, self-catering spots as well as hip boutique hotels, fit for a variety of tastes and budgets. Our pick of the best places to stay in Pittsfield is a laid-back gem in the centre of town — great for couples, groups or families.
Within easy reach of lovely Lenox, as well as the marvellous museums and country houses of Stockbridge and North Adams, Pittsfield is ideal for an active trip. Visit the Norman Rockwell Museum, the Chesterwood Estate, Edith Wharton's home, and the fascinating Hancock Shaker Village Museum if you're into heritage and culture. Pittsfield is home to the Berkshire Museum, the Lichtenstein Center for the Arts, independent Beacon Cinema and some top-notch theatre companies. There's a brilliant programme of lively artistic and musical events in the area — do find out what's on during your visit! The Tanglewood Music Festival and the Berkshire International Film Festival are particular standouts.
Expect myriad cycling and hiking trails in the surrounding Berkshire Hills, as well as opportunities to go swimming, fishing, kayaking and boating on nearby Lake Onota or Pontoosuc Lake. The region is also known for its excellent golf courses, horse riding and scenic state parks, including October Mountain State Forest. Zoar Outdoor is a family favourite for rock climbing, zip-lining and river rafting. Visit during the winter for skiing and snowshoeing in the mountains.
The best places to stay in Pittsfield fill up fast during the summer months. Book your trip well in advance to avoid missing out!