things to do in Pittsfield, MA

Take the wheel and explore private Connecticut trails by UTV

Float at sunrise or sunset with a 40–60-minute hot air balloon flight

Ride a paved, road-free trail with easy e-bike support and Berkshire views

Explore the early influences behind Susan B. Anthony's fight for equal rights

Slow down and spend hands-on time with alpacas on the Rensselaer Plateau

Take in mountain autumn scenery aboard classic railcars

Explore a modernist home, studio, gardens, and woodland walks at your own pace

Explore private Connecticut trails in a Can-Am UTV

Explore Richmond’s backroads and countryside with electric assist

Meet alpacas up close on an easy introduction for families and first-time visitors

Take a family fall outing by rail, available for just two weekends

Gardens, woodland walks, and Friday painting demonstrations

Take on a short, steep hike with scenic Berkshire views

Get to know the alpacas through their individual personalities

Take a sunrise or sunset flight with balloon inflation and chase-van return

Relax, swim, and float on a private captain-led lake outing

See Melville's life through the ghosts who haunt his former home

Share a festive rail journey with a personal visit from Santa