Explore the Best of Berkshire County, Massachusetts: Points of Interest for Your Next Trip

August 12, 2025
Berkshire County, Massachusetts, is a stunning destination that offers a perfect blend of outdoor beauty, rich history, and a vibrant arts scene. Rather than a weekend itinerary, here are some of the top points of interest to guide your visit:
Tanglewood Lenox

Cultural Landmarks & Museums

  • Tanglewood (Lenox): The summer home of the Boston Symphony Orchestra, Tanglewood is a world-renowned music venue. Enjoy classical concerts, jazz festivals, and popular music performances in its iconic outdoor setting.


  • The Clark Art Institute (Williamstown): A must-see for art lovers, The Clark is celebrated for its impressive collection of French Impressionist paintings, as well as works by American masters. The museum's beautiful grounds and reflective water features are an attraction in themselves.


  • MASS MoCA (North Adams): Located in a vast converted factory, the Massachusetts Museum of Contemporary Art is one of the largest centers for new art in the United States. It's known for its large-scale installations and thought-provoking exhibits.


  • Hancock Shaker Village (Pittsfield): Step back in time at this living history museum. Explore a restored Shaker village, witness traditional crafts, and learn about the unique culture and innovative spirit of the Shakers.


Natural Wonders & Outdoor Activities

  • Mount Greylock State Reservation (Lanesborough): As the highest point in Massachusetts, Mount Greylock offers spectacular panoramic views of the surrounding states. The summit is accessible by car or through numerous hiking trails for all skill levels.


  • The Appalachian Trail: Part of this legendary hiking trail passes directly through Berkshire County. Whether you're an avid hiker or just looking for a short scenic walk, you can find a section to explore.


  • Lakefront Activities: Enjoy kayaking, canoeing, or simply relaxing by the water at picturesque spots like Stockbridge Bowl or Lake Garfield. The serene lakes offer a tranquil escape from the summer heat.


Unique Dining & Local Flavors

  • Great Barrington & Lenox: These charming towns are a foodie's paradise. Wander their main streets to discover a diverse array of independent restaurants, cafes, and bakeries. From farm-to-table dining to cozy coffee shops, there's a flavor for every palate.


  • Mint Lakeside Indian Dining (mintlee.us): For a memorable meal, be sure to visit Mint Lakeside Indian Dining. Known for its delicious and authentic Indian cuisine, the restaurant offers a fantastic dining experience in a beautiful lakeside setting, perfect for a special evening out.


Berkshire County provides a perfect escape where you can tailor your trip to your own interests, whether you want to spend your days in a museum, on a mountain trail, or enjoying the local flavors.


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