The Getaway Lifestyle

Things to do in The Berkshires, Massachusetts


November 13, 2022

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Massachusetts’ Berkshire Mountains are a popular destination for both New Englanders and out-of-staters alike. The area is home to several ski resorts, quaint towns, and beautiful hiking trails. In addition, the Berkshires are home to a number of cultural institutions, including the Norman Rockwell Museum and the Berkshire Theatre Festival. Here are activities and things that you won’t want to miss on your next trip to the Berkshires.

Visit the Norman Rockwell Museum.

This museum is dedicated to the life and work of famed American artist Norman Rockwell. The museum houses the largest collection of Rockwell’s work, including his famous Saturday Evening Post covers.

Explore The Mount, Edith Wharton’s former estate

This historic mansion is now open to the public for tours. Visitors can explore the sprawling grounds and learn about the life of this Pulitzer Prize-winning author. 

Attend a performance at the Berkshire Theatre Festival

This Tony-award winning regional theatre presents a season of outstanding plays from June through October. Past performances have included works by Shakespeare, George Bernard Shaw, and Tennessee Williams.

Skiing and snowboarding

Ski and snowboard at one of the many ski resorts in the Berkshires, such as Jiminy Peak or Butternut Basin. 

Take a drive down route 7

This scenic byway winds through small towns and countryside offering stunning views of fall foliage in Autumn or snow-capped mountains in wintertime 

Attend a concert

Attend a concert at Tanglewood Music Center in Lenox MA. Nestled in the Berkshire Hills, Tanglewood is best known as summer home of the Boston Symphony Orchestra since 1937 but also host to many other artists throughout the year. 

Explore mass moca

Mass MoCA is one of world's liveliest (and largest) centers for making and showing contemporary visual and performing art -- and having serious fun doing it - located 100 year old factory buildings.   

Have a great trip

A trip to The Berkshires wouldn’t be complete without taking advantage of some of the area’s great outdoors activities—from hiking and skiing to ziplining! In addition to outdoor activities, The Berkshires offer visitors a chance to experience some of America’s best culture, from world-renowned museums to award-winning theatre performances. Whatever you’re looking for, you’re sure to find it in The Berkshires!

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