Ryan Jones

93 Taches

Fall in the Berkshires Travel Guide

Experience the magic of autumn in the Berkshires with our ultimate Fall Travel Guide. Known for its rolling mountains and brilliant foliage, the Berkshires is one of New England’s most iconic destinations for a seasonal getaway. This guide highlights the best things to do, see, and taste during fall—from world-class art museums like MASS MoCA and the Norman Rockwell Museum to charming cafés, award-winning restaurants, and cozy farm-to-table dining. Outdoor lovers will find endless hiking trails with sweeping views, from Monument Mountain to Mount Greylock, while foodies can sip and savor at local wineries, breweries, cideries, and distilleries. Whether you’re planning a weekend escape or a longer road trip, our Berkshires guide covers top attractions, scenic drives, cultural experiences, and hidden gems that make autumn here unforgettable. Discover where to eat, drink, hike, and explore, and start planning your perfect Berkshires fall getaway today.

The Mount, Edith Wharton's Home
GB Eats | Breakfast Served All Day
Bar & Restaurant at The Red Lion Inn
The Club Room at Berkshires Untold
Williamstown Theatre Festival
Berkshire Museum
TurnPark Art Space
Greylock Gallery
Lichtenstein Center for the Arts
Frelinghuysen Morris House & Studio
Williams College Museum of Art
Norman Rockwell Museum