Looking for a relaxing weekend escape in the Berkshires? Pittsfield, MA offers a perfect mix of small-town charm, cultural highlights, outdoor adventures, and great dining. Whether you’re traveling solo, as a couple, or with family, this 48-hour itinerary gives you the best of Pittsfield in just two days. Day 1: Arrival + Downtown Explorations Morning:… Continue reading Weekend Getaway Guide: 48 Hours in Pittsfield, MA