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Things to do in Berkshires

From classic must-see sights to insider hot spots and local haunts, there are countless things to do in Berkshires. How do you decide? Start with our travel guide and get our favorite Berkshires attractions and activities—shops, museums, parks, nightclubs, coffee shops, tours, and more.

Our international team of editors and writers handpick the best things to do in Berkshires to help travelers discover authentic, local experiences. Whether a hidden boutique with handcrafted products, a popular local festival, a bakery with a cult following, or a picnic-worthy park, Travel + Leisure guides the way, providing information and inspiration. From beaches and bars to cultural attractions and up-and-coming neighborhoods, our list will help you make the most of your romantic getaway, family vacation, or trip with friends. Below find Travel + Leisure’s top picks for what to do in Berkshires.

  • Overview
  • Hotels
  • Restaurants
  • Things to do
  • Trips
  • Articles
  • Buggy Whip Antiques

    Four centuries of American life gather under one roof in a retired buggy whip factory in Southfield, which now rounds up some 35 antique sellers. F... More
  • Stone Hill Center

    Art and architecture buffs have a new reason to head to the Berkshires this summer: the Stone Hill Center, Pritzker Prize-winning architect Tadao A... More
  • The Southfield Store

    This onetime general store and gas station now sells local edibles—including croissants, pies, and a changing slate of house-made gelatos like coco... More
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