February 14th, 2024

Things to Do in Great Barrington, MA

When it comes to things to do in Great Barrington, Massachusetts, we’ve got you covered. This quaint town is bursting with charm and character in the form of museums, performing arts venues, local coffee shops, outdoor activities, and more. Join us to find out how you should be spending your time in Great Barrington.

Stay at the Briarcliff Motel

Mahaiwe Performing Arts Center

For a taste of culture and entertainment, venture to the Mahaiwe Performing Arts Center. This historic theater has been a local favorite since 1905, hosting a diverse roundup of performances ranging from live music and theater productions to dance recitals and film screenings. Whether you’re catching a Broadway-quality show or enjoying a night of live music, the Mahaiwe is a great place to spend your time in our little town. 

Bernay Art Gallery

Art lovers of all kinds will find a place at the Bernay Art Gallery. Located in the heart of downtown Great Barrington, this intimate gallery showcases the work of local and regional artists, spanning a wide range of mediums and styles. From contemporary paintings and sculptures to mixed-media installations, there’s always something new and exciting to discover at Bernay. Take your time perusing the exhibits, and perhaps even find the perfect piece to bring home as a memento of your time in Great Barrington.

Lauren Clark Art Gallery

Housed in a charming Victorian-era building, the Lauren Clark Art Gallery specializes in contemporary fine art and represents both emerging and established artists. With rotating exhibitions that highlight a diverse range of artistic perspectives, this gallery offers a dynamic and immersive experience for visitors seeking inspiration and a taste of the local culture.

The Appalachian Trail

Hiking in Great Barrington is one of our favorite outdoor activities. Grab your boots and set off on the nearby Appalachian Trail, embarking on a scenic adventure through the lush forests and rolling hills. Whether you’re tackling a challenging section hike or simply enjoying a stroll along the trail, the natural beauty of the region is sure to leave you in awe—especially in the fall!

Cove Bowling Alley

For a different type of fun, head to Cove Bowling Alley for an evening of strikes, spares, and friendly competition. This family-owned bowling alley has been a beloved community gathering spot for decades, offering classic lanes, retro decor, and a lively atmosphere. 

Familiar Trees Bookstore

No little New England town is complete without a cozy bookstore, and here, Familiar Trees Bookstore fits the bill. A literary haven nestled in downtown Great Barrington, it’s so easy to lose yourself amidst the shelves stacked with an eclectic selection of new releases, bestsellers, and rare finds. With its inviting atmosphere and knowledgeable staff, Familiar Trees is the perfect place to escape into the pages of a good book and while away the hours.

Fluff Alpaca Clothing Store

Your search for where to shop in Great Barrington is over! Experience the ultimate in comfort and luxury at Fluff Alpaca, where softness meets style in the form of exquisite alpaca garments. Browse their curated collection of sweaters, scarves, hats, and accessories, all crafted from the finest alpaca fibers for unparalleled warmth and durability. 

Elise Abrams Antique Store

Of all the antique stores in Great Barrington, this one tops our list. Step back in time at Elise Abrams, where treasures from the past await discovery around every corner. From vintage furniture and collectibles to one-of-a-kind decor pieces and artwork, this eclectic shop is the perfect place to hunt for a unique conversation piece—and you may just find it.

Stay at Briarcliff Motel 

Now you can see why this little town is a hidden gem just waiting to be discovered. Whether you’re immersing yourself in the arts scene, exploring the great outdoors, or indulging in a bit of retail therapy, there’s something for everyone to enjoy in this adorable New England town. It’s time to pack your bags, hit the road, and prepare to fall in love with all that Great Barrington has to offer. And while you’re here, stay with us at the charming and dog-friendly Briarcliff Motel