If you haven’t spent fall in the Berkshires, you absolutely must make this New England region your destination for your autumn retreat. There’s the blazingly colorful fall foliage, the sweet tastes of local pumpkin and apple-flavored treats, the themed events and performances unique only to this area, and more! Everyone in your family will have an unforgettable time ushering in the new season with this lineup of just a few of the best things to do in the Berkshires in the fall.
John Legend at Tanglewood
Multi-platinum singer-songwriter and 12-time Grammy winner John Legend will kick off fall events in the Berkshires on September 3 at Tanglewood! This intimate venue setting will set the stage for a once-in-a-lifetime experience of this melodious artist, where you can witness him perform up close and personal. You’ll hear all of his greatest hits re-imagined for this special performance, from “All of Me” and “Tonight” to his recent releases like “Wonder Woman” and “Nervous.” Tickets will sell fast, so don’t wait!
FreshGrass Festival at MASS MoCA
Not only is MASS MoCA a stunning collection of modern art, it’s also a central venue for North Adams events—including the iconic FreshGrass Music Festival! This family-friendly event features the best indie bands in bluegrass and roots music. Over three days, you’ll hear the euphonious sounds of bands like Dropkick Murphys, Sierra Ferrel, Allison Russel, and more roll over the fields, courtyards, and galleries of MASS MoCA. You get free gallery admission with your tickets, too! Don’t miss out on this three-day extravaganza of world premieres, emerging artist competitions, farm-fresh food, local brews, and pop-up jam sessions.
Berkshire Botanical Garden Harvest Festival
From October 6-7, 2023, the largest botanical garden in New England transforms its 24-acre garden into the biggest harvest party ever! Hundreds of artists, crafters, and food vendors come from all across the region to sell their seasonal treats and handmade gifts. There’s also a giant tag sale for repurposed items, clothing, and jewelry, as well as a plant sale. Kids can enjoy some fun Berkshires fall activities like hayrides, pony rides, a haunted house, pumpkin painting, a hay maze, and more!
67th Annual Fall Foliage Parade
Of all the iconic fall events in the Berkshires, none is more fun than the annual Fall Foliage Parade. This year’s parade will take place on Sunday, October 1, 2023, on the main streets of North Adams. With the theme “Once Upon a Time in North Berkshire,” you can expect a festive, inclusive, vibrant party celebrating the art of children’s books and fairytales. For the adults, there will be plenty of drinking holes and restaurants to stop in along the way! It’s by far one of the best things to do in the fall in North Adams.
Explore the Berkshires This Fall Through Porches Inn
Porches Inn is at the heart of the fall fun every year in the Berkshires. Just across the street from MASS MoCA, we’re a short walk or drive from apple picking, hiking, and other family-friendly events—including the Fall Foliage Parade! We have connections across the region to help you plan the most awesome autumnal adventure for you and your guests. Whether you’re a pumpkin spice obsessive, an art enthusiast, or a fan of the great outdoors, your fall here will be one to remember. And our hospitable, quirky inn will be the perfect place to rest in between your adventures. Book now!