ROLLERSKATING
with Susannah Miskell, founder of Berkshire Roller Girls
Susannah Miskell is a licensed massage therapist and ayurvedic bodyworker based in the Berkshires, as well as the founder of Berkshire Roller Girls, an inclusive and welcoming roller skating community in Western Massachusetts. The organization supports skaters of all ages and skill levels, promoting fitness, creativity, and self-expression while emphasizing safety, respect, and shared passion.
What: Rollerskating / Blading Where:
1. Ashuwillticook Rail Trail, Adams, Visitor Center Trailhead: One of the most scenic and well-maintained trails in the region, this route is ideal for skating. Susannah recommends starting at the Adams Visitor Center and heading north, where a gentle uphill makes the return trip a smooth coast. You’ ll pass mountains, lakes, and historic mills along a trail so well-kept they leaf-blow it clean. There are shaded rest areas with benches, and the Visitor Center offers free parking and a restroom( which is sometimes open). Just before the trail ends, stop at AJ’ s Trailside Pub, a laid back spot with outdoor seating that welcomes skaters.
Trail Etiquette Tip: Stay to one lane when possible, and be aware of bikers and other users— especially when skating in a group.
2. Harlem Valley Rail Trail, Orphan Farm Road, Millerton, New York: This recently repaved trail is a skater’ s dream. Start at the Orphan Farm Road entrance near Copake Falls, where wide farmland, gentle hills, lakes with swans, and a peaceful boardwalk stretch set the scene for a tranquil ride. Sunset skates here are especially beautiful, and the vibe is laid-back with courteous bikers and fewer crowds.
Looking for a shorter or more relaxed skate? You can start right in the town of Millerton, New York, and roll out from there. It’ s a great option for beginners or a mellow outing, with the bonus of fantastic restaurants, cafes, and local shops right at the trailhead, perfect for unwinding after your ride.
Susannah’ s Why:“ There’ s a soulful rhythm to the outdoors here. The trails and roads aren’ t just routes for movement— they’ re invitations to connect. Whether it’ s the quiet of the woods or the thrill of skating through town, the Berkshires invite you to feel more alive, more present, and more yourself.”
Find @ theberkshirerollergirls on Instagram and Facebook.
( Jake Borden)
84 // BERKSHIRE MAGAZINE Fall 2025