Things To Do
Red Rooster Drive-In
Break up your drive to The Berkshires with our favorite roadside burgers, fries, and shakes.
Vitsky Bakery
A hidden gem bakery to discover on your drive up!
High Lawn Farm
Visit the cows at High Lawn Farm and try their famous ice cream!
Taft Farms
Stop here for incredible sandwiches and baked goods (the peach muffins are our favorite!)
Lenox Shops
Stroll through the heart of Lenox and explore a few of our favorite spots: local art galleries, The Bookstore, and Haven Cafe & Bakery.
Great Barrington Shops
Visit the shops on Great Barrington's Main Street.
Stockbridge Main Street
Visit the Stockbridge General Store for lunch and the famous Red Lion Inn.
Olivia's Overlook Scenic Trail
One of our favorite quick and easy trail walks.
Kennedy Park
A wooded trail perfect for hiking and biking!
The Mount: Edith Wharton's Home
A 50-acre estate designed and built by Edith Wharton. Visit the beautiful grounds and gardens free of charge, or purchase tickets for the Main House museum.