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.