Pittsfield, MA, USA

Pittsfield, MA, USA

We found 579 vacation rentals — enter your dates for availability


Find the best place to stay — Pittsfield

The Cozy City of Pittsfield Awaits You

The mountains and lake create a pretty picture of Pittsfield. This city's baseball, skiing and hiking attract many visitors, as does its scenic and quaint location. Local cultural sights include Colonial Theater and Barrington Stage Company. Consider a vacation rental for your stay. Many offer full kitchens and spacious living quarters, along with cable or satellite TV and DVD players to entertain you on a lazy day.

Attractions In and Around Lenox

Have time to spare and looking for things to do around Lenox? Don’t miss cultural highlights like Ventfort Hall Mansion and Gilded Age Museum, Frelinghuysen Morris House and Studio and The Mount. If some outdoor time is on the agenda, experience the natural beauty of Kennedy Park and Pleasant Valley Wilderness Sanctuary.

You can take a shopping trip to Lee Prime Outlets. Also while in town, you can visit Lenox Library, B.J. Faulkner Gallery or Shakespeare and Company.