Summer at The Mount, the Edith Wharton cultural center in Lenox Photo Credit: Kara Thornton
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The Berkshires Open for Summer: Culture, Trails, and Dining

From Tanglewood and Jacob’s Pillow to MASS MoCA and farm-to-table tables, 1Berkshire frames a Memorial Day season opener

Author : Norah Lawlor

At a Glance

  • 1Berkshire is positioning the Berkshires in Western Massachusetts as an early-summer Northeast getaway from Memorial Day weekend.

  • Cultural anchors include Tanglewood in Lenox, Jacob’s Pillow in Becket (94th festival from June 24), and MASS MoCA in North Adams.

  • Outdoor draws include the Appalachian Trail, Mount Greylock, and the region’s lakes, trails, and waterfalls.

  • The region is less than three hours from New York City and Boston.

As Memorial Day weekend opens the season, 1Berkshire is highlighting the Berkshires as a timely Northeast getaway for early summer travel, welcoming visitors to the rolling hills, cultural landmarks, historic villages, and outdoor experiences that define the region.

For travelers from New York City, Boston, Albany, and Hartford, the Berkshires offer a scenic, accessible escape marked by fresh air, vibrant downtowns, and discoveries from the historic charm of Stockbridge and Lenox to the artistic pulse of North Adams and Williamstown.

Visitors experience contemporary art installations at MASS MoCA in North Adams

Culture Remains the Berkshires’ Defining Draw

Tanglewood in Lenox, the summer home of the Boston Symphony Orchestra, is preparing for its 2026 season, with a lawn picnic at sunset among the most recognizable Berkshires experiences. Jacob’s Pillow in Becket celebrates its 94th annual international festival beginning June 24, bringing world-class dance to one of the country’s most celebrated dance destinations. In North Adams, MASS MoCA anchors the contemporary arts scene with large-scale installations, alongside Bright Ideas Brewing and the nearby Clark Art Institute in Williamstown.

Audiences gather for a summer concert at Tanglewood in Lenox

Gilded Age History and Berkshire Stages

For Gilded Age history and architectural grandeur, The Mount, Naumkeag, and Chesterwood offer historic settings, gardens, and seasonal programming. Theater remains central to the Berkshires experience, with stages across the county including Shakespeare & Company, Berkshire Theatre Group, and Barrington Stage Company.

Visitors explore the historic Chesterwood estate and studio in Stockbridge, home of sculptor Daniel Chester French

Outdoor Recreation and Farm-to-Table Dining

Memorial Day weekend is a timely opportunity to explore the Appalachian Trail, Mount Greylock, scenic lakes, forest paths, and waterfalls, with planning resources at berkshiresoutside.com. The region’s food scene is rooted in its agricultural identity, with farmers markets, bakeries, craft beverage destinations, and refined restaurants, while lodging ranges from romantic inns and boutique properties to family-friendly retreats and countryside stays.

A visitor takes in panoramic views from the summit of Mount Greylock

Planning a Berkshires Escape

Less than three hours from New York City and Boston, the Berkshires offer culture and adventure year-round, set apart by world-class entertainment, a deeply rooted food culture, and picturesque towns. Additional travel planning information is available at berkshires.org; for the regional tourism organization, visit 1berkshire.com.

Community members gather outside the Doris Duke Theatre at Jacob’s Pillow

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