Winter Fun in Pittsfield

Winter is a magical time in the Berkshires, and Pittsfield is at the center of it all. Ski on our action-packed downhill slopes or explore pristine trails on your cross-country skis, snowshoes, or hiking boots at several scenic parks and the gorgeous Pittsfield State Forest. With three hours to spend, you can create loads of outdoor family adventures.


Three Perfect Hours In Pittsfield: Shopping

Let’s face it. Shopping can be fun. Finding that perfect gift or a unique item for yourself is exciting. If you have three hours to spend, Pittsfield is a great place to succeed in your treasure hunt. The city has many unique shops where you can find things not carried in the national chains or anywhere else in the Berkshires.
See our curated list.

Two Girls Playing at the Berkshire Museum

Three Perfect Hours In Pittsfield: With Kids

Figuring out fresh and fun activities to entertain your kids for three hours can be a struggle. Fortunately, you can keep them away from screen time with a wealth of activities at venues in Pittsfield. Many of these are free or are very low cost. And your kids will want to come back for more.
See our curated list.

Three Perfect Hours In Pittsfield: Date Night

Whether you are trying to impress that first date, cozy up with your honey or just head out for a night of fun, it is important to pick the right combination of activities to get things right. And, date night can also mean dates with friends, so don’t feel left out if romance is not on the table. With three hours to spend, you can enjoy some of the very best in Pittsfield. See our curated list.