Best 15
things to do in Cheshire, MA
Showing 1-15 of 15 results
Sunrise or Sunset Hot Air Balloon Ride in Kinderhook, NY
Float at sunrise or sunset with a 40–60-minute hot air balloon flight
5.0 • 26 reviews
Lakeside Rail Trail E-Bike Tour in the Berkshires
Ride a paved, road-free trail with easy e-bike support and Berkshire views
5.0 • 24 reviews
Tour Susan B. Anthony's Birthplace Museum in Adams
Explore the early influences behind Susan B. Anthony's fight for equal rights
4.5 • 95 reviews
Hands-On Alpaca Farm Encounter in Averill Park
Slow down and spend hands-on time with alpacas on the Rensselaer Plateau
Hoosac Valley Fall Foliage Train Ride from Adams
Take in mountain autumn scenery aboard classic railcars
Self-Guided House & Studio Tour in Lenox
Explore a modernist home, studio, gardens, and woodland walks at your own pace
4.4 • 47 reviews
Scenic Guided E-Bike Tour in Richmond
Explore Richmond’s backroads and countryside with electric assist
5.0 • 24 reviews
Alpaca Hand-Feeding Farm Visit in Averill Park
Meet alpacas up close on an easy introduction for families and first-time visitors
Hoosac Valley Pumpkin Patch Train Ride in Adams, MA
Take a family fall outing by rail, available for just two weekends
Lenox Estate Grounds Admission
Gardens, woodland walks, and Friday painting demonstrations
4.4 • 47 reviews
Cheshire Cobble Guided Overlook Hike in the Berkshires
Take on a short, steep hike with scenic Berkshire views
5.0 • 24 reviews
Family Alpaca Feeding & Scavenger Hunt Near Albany
Get to know the alpacas through their individual personalities
Private Pontoon Boat Swim & Float on Pontoosuc Lake
Relax, swim, and float on a private captain-led lake outing
5.0 • 24 reviews
Ghost Play at Herman Melville's Arrowhead in Pittsfield
See Melville's life through the ghosts who haunt his former home
Holiday Santa Train Ride in Adams, MA
Share a festive rail journey with a personal visit from Santa