The Cultural Heart of the Berkshires

Guests staying at Berkshire House Stay are only 12 minutes from summer concerts at Tanglewood.

Tanglewood, home of the Boston Symphony Orchestra. Whether you’re heading to the Shed for a masterpiece or picnicking on the lawn for a popular artist, Tanglewood is the quintessential Berkshire experience.

• The House Advantage: Avoid the high-traffic Lenox hotel rates. Our kitchen is fully equipped for you to prep the ultimate Tanglewood lawn picnic before you head out.
• Schedule/Tickets for 2026 Season:   Tanglewood 2026

Experience Jacob’s Pillow While in the Berkshires, just 15 minutes from Berkshire House Stay.

A National Historic Landmark and the epicenter of international dance, Jacob's Pillow is nestled in the woods of Becket and offers world-class performances in a stunning rustic setting.  Ten weeks, three stages, memorable performances, events and classes, join the fun.

• The House Advantage: Located right between Lenox and Becket, we are the ideal "middle ground" for guests attending multi-day festivals or traveling with performers.
• Schedule/Tickets for 2026 Season:  Jacob's Pillow

Shakespeare & Company is located in Lenox, MA and is just 10 Minutes Away from Berkshire House Stay.

One of the largest Shakespeare festivals in the country. From classic plays to contemporary works, their indoor and outdoor stages offer incredible theater all summer long.

• The House Advantage: Catch a late performance and be back in the comfort of your 5-bedroom retreat in just 10 minutes.

• Schedule/Tickets for 2026 Season:  Shakespeare & Company