Groups
As one of the country’s top travel destinations, the Berkshires is a great place to bring tours any time of year. We’re a group-friendly region with a reputation for world class art and cultural offerings, fascinating historic sites, intriguing architecture, unique shopping, and some of the best dining in Massachusetts.
Explore On Your Own or in a Group
Catamount Mountain Resort
Bring adventure to your Berkshire itinerary at Catamount! Soar on the longest dual-span zipline in America or explore our treetop Aerial Adventure Park. When winter arrives, return for skiing, riding and snow tubing, with group experiences for every season.
Fairfield Inn & Suites
Fairfield Inn & Suites showcases all Great Barrington has to offer PLUS proximity to natural vistas, historic museums and performance venues. Our hotel is your epicenter between Monument Mountain, Mahaiwe Performing Arts Center, Jacob’s Pillow, Norman Rockwell Museum and Tanglewood.
Norman Rockwell Museum
Norman Rockwell Museum in historic Stockbridge offers an engaging journey through iconic American illustration art, with easy logistics and customization for tour operators, and a quintessential New England experience.
Tanglewood
Celebrate the final weeks of the 2026 Tanglewood season. Groups receive up to a 10% discount on most concerts and save an additional $10 per person on handling fees. Contact GroupSales@bso.org for more information.