The Berkshires Blog

Play and Stay This Fall

By Nancy Macy

Unbroken vistas are the norm in the Berkshires, making this the perfect place for a fall foliage getaway. When the trees become a blaze of red, orange, and golden-yellow, our already stunning landscapes are nothing short of spectacular. Take in the beauty of it all with a scenic drive down a tree-lined country road, a peaceful paddle on a mirrored lake, a day hike to a waterfall, or a relaxing afternoon in a well-placed Adirondack chair.

Looking to stay for the weekend? We have many distinctive inns, cozy bed-and-breakfasts, family-friendly resorts, campgrounds, and even a rustic mountaintop lodge that sits atop the state’s highest peak. More than a night’s accommodations, many Berkshire lodging options offer a vacation experience you can only find here. With so many choices to suit your needs, here is just a sampling.

Enjoy your stay at a romantic spot.

Location: Guest House at Field Farm, Photo Credit: Jumping Rocks

For wide-open views of Mt. Greylock, book a stay at the mid-century modern style Guest House at Field Farm. Located on more than 300 serene acres in Williamstown, Innkeeper Ole Retlev, who has tended the property for the Trustees of Reservations for nearly a decade, describes the view as a “wide canvas in every shade of orange you can imagine.” Even if you don’t end up staying, make sure to stop by for the public Art and Architecture tours in September or the October Fall Foliage Walk and tour of the Folly, a Bauhaus-style building rarely open to the public. Four miles of nature trails wind through the meadows and woodlands on the property and are open year-round.

A view of Mt. Greylock is surpassed only by the views from its summit. Hike or drive up for a meal or an overnight stay at Bascom Lodge, a comfortable rustic arts-and-crafts-style lodge built in the 1930s. A portion of the Appalachian Trail crosses through here, making this rambling wood and stone structure with modern amenities a welcome respite as much for hikers as for those who arrive by car or bicycle. Nature talks, stargazing events, and live music are all scheduled at the lodge through Columbus Day weekend.

Briarcliff Motel in Great Barrington is also within view of one of the Berkshire’s notable peaks. Directly across from Monument Mountain, the newly restored Briarcliff combines the appeal of a 1960s-era drive-up travel motel with modern, comfortable rooms and amenities. Shops, galleries, museums, world-class cultural venues, and farm-to-table restaurants are just a short drive away along Route 7 in either direction. Comfy Adirondack chairs invite you to relax and soak up the view as you plan your next adventure.

There are many wonderful places to stay and play in the Berkshires. Whatever your plans are, we’ll have crisp, clean air and warm hospitality waiting for you.


Nancy Macy is a freelance writer and editor based in the Berkshires.