Destination Ahead: Berkshires Brilliance

Natural beauty and culture meet in western Massachusetts, a mountainous, river-strewn region that’s also known for its visual- and performing-arts scene. “I love its laid-back yet high-style nature,” says Jessica Herberger, owner of Experience Events. “You can have world-class food and entertainment in a relaxed setting.” Check out all seven weekend wedding itineraries and pick your favorite.

By A. J. Downey | Boston Weddings |

basket of apples

Photo by Dreamstime

SEASONAL SCOOP: Give guests the chance to experience one of New England’s greatest traditions: picking pecks of apples. Windy Hill Farm orchards in Great Barrington, just eight miles from the Blantyre hotel, also offers warm Macoun cider and fresh-from-the-oven doughnuts.


Photo by Getty Images

GUEST EXCURSION: The Norman Rockwell Museum in nearby Stockbridge is the epitome of illustrated Americana. Upstairs, original paintings; downstairs, the complete collection of his Post covers.

pink dining room

LOCATION TO BOOK: Looking for an extravagant wedding with a touch of Gilded Age style? Blantyre’s Tudor-style manse and 100 tree-filled acres in Lenox won’t disappoint.

dining room

Photo courtesy of Allium Restaurant

GATHERING SPOT: For rehearsal dinners, (or just a place to throw one back) try local spots Prime, a sleek steakhouse, or Allium (pictured), a bistro that focuses on regional, sustainable ingredients.

bridal party

Photo by John Seakwood

MUST-HIRE VENDOR: Photographer John Seakwood has traveled around the world shooting boldfacers for big-name magazines like Rolling Stone and Time. Now the Berkshires resident captures weddings with a photojournalistic edge.

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