Wedding Venues

Three Stately Berkshires Properties That Double as Wedding Venues

Treasured for its breathtaking vistas and historical estates, the commonwealth’s westernmost region is an ideal spot to say “I do.”


Photo by Michael Lavin Flower

ARTISTIC VISION

Chesterwood
Head count Up to 40 seated (porch); unlimited (tent)
Price Starting at $6,000, plus food and drink

For those craving an outdoor celebration with a dose of art history, it’s hard to find a lovelier spot than Chesterwood—the former summer getaway of sculptor (and New Hampshire native) Daniel Chester French. Best known for his work on the Lincoln Memorial, the artist purchased the Stockbridge property in 1896, dotting its 100-plus acres with a house, a studio, and perennial gardens. Take advantage of the rugged landscape with a classic tented dinner or a more casual porch affair, complete with heart-stopping views of the grounds. Bonus: This year marks the venue’s 50th on the list of National Trust for Historic Preservation sites, making it a more special time than ever to raise a glass to the venue’s grand history—and your love.

Photo by John Ferrillo

HARMONIC CONVERGENCE

Tanglewood
Head count Up to 150 seated (indoors); up to 350 seated (tent)
Price Starting at $5,000, plus food and drink

You already know Tanglewood as one of the region’s most recognizable cultural attractions. Now, discover the musical hot spot as a wedding venue, offering both indoor and outdoor event spaces—each one more harmonious than the next. Perhaps the most versatile is the Seranak, an early-20th-century manse that once served as the private residence of Tanglewood founder Serge Koussevitzky. Opt for a cozy indoor event or sprawl out on the lawn, which boasts views of Lake Mahkeenac, for a larger affair. As a rustic alternative, consider the Chamber Music Hall—an airy, barn-like structure overlooking the lake, it’s a blank canvas for dazzling floral arrangements, plush linens, and mood-setting twinkle lights.

Photo by Michelle Girard Photography

BUCOLIC BEAUTY

Seven Hills
Head count Up to 165 seated
Price Upon request

If the lush Seven Hills property calls to mind the social set written about by Edith Wharton, you’re on the right track: The novelist’s former home is next door. A simple farmhouse that has been expanded over centuries, this posh address wrapped up a nearly $2 million renovation in early 2019. The revamped interiors respect the baroque architecture with an updated color scheme of grays and blues, setting the scene for a grand ballroom gala or a more intimate parlor party. Outside, the inn’s 27 acres of verdant lawns—featuring towering trees and lively gardens—accommodate al fresco events. Contemplating a winter wedding? You’re in luck: Seven Hills is open year round, so you could plan a frosty affair, too—the inn’s fireplaces will keep everyone warm.


THE CHECKLIST

PREWEDDING ADVENTURE

Before busting a move at your wedding, guests can brush up on technique at Jacob’s Pillow, the famed dance organization in Becket. Sign your squad up for a class, then watch artists in residence perform on the gorgeous outdoor stage.

REHEARSAL DINNER

Mezze Bistro + Bar boasts everything you’d need for a prewedding feast. Private dining space? Check. Contemporary American dishes served tapas-style? Double check. And with the restaurant’s location on three lush acres in Williamstown, you’ll be guaranteed dinner with a view, too.

GUEST DIGS

Send your nearest and dearest to Lenox’s storied (and newly renovated) Blantyre, an old-school five-star resort with cushy accommodations and farm-to-table cuisine. Guests can step back in time at the Manor House, with wood accents and leaded windows; enjoy a lighter aesthetic at the Carriage House, with its nature-inspired palette; or book one of the inn’s private cottages, some equipped with wood-burning fireplaces.

UNIQUE VENDOR

Catherine’s Chocolates, in Great Barrington, was recently taken over by Steven and Trent Kinney, a couple who married in the Berkshires themselves just two years ago. Whether you opt for classic truffles, cordial cherries, or something less expected like Cashew Butterkrunch, customized packaging reminds guests that it’s all about your special day.

Getting married? Start and end your wedding planning journey with Boston Weddings' guide to the best wedding vendors in the city.