A Feast of Flavor and Charm
The Berkshires’ food scene blends classic New England roots with unexpected creativity. “It’s about out-of-the-box ideas grounded in simple, high-quality ingredients,” says Chef Melissa. Each town adds its own flavor to the mix: Great Barrington offers eclectic eats and artisanal flair; Stockbridge brings timeless charm and comforting fare; and Lenox shines with fine dining and globally inspired menus fueled by the town’s artistic energy. From cozy bakeries to refined farm-to-table spots, there’s artistry, heart, and a strong sense of place in every bite.
Just over the New York border, the Berkshires blend small-town charm with big-time flavor. Known for its rolling hills, vibrant arts scene, and soulful food culture, this New England gem is a must-visit for chefs in search of inspiration. Sysco Culinary Specialist Chef Melissa Doney—who grew up just next door in New York—has been visiting the Berkshires since childhood. Here, she shares her favorite ways to taste your way through the region.
Taste the Berkshires: Can’t-Miss Spots
Looking to dine like a local? Chef Melissa shares a few of her must-visits:
Great Barrington Bagel Company (Great Barrington)
A local staple—and Chef Melissa’s top pick. Think traditional New York-style bagels with a Berkshires twist—chewy interiors, crispy exteriors, and creative cream cheese flavors that rotate on weekends.
Taft Farms (Great Barrington)
More than a farmstand, this family-owned gem offers fresh seasonal produce, scratch-made meals, a cozy café, and a dedication to sustainability.
- Chowder (of course!)
- Berkshire Blue and other local cheeses
- Pure maple syrup for drizzling or glazing
- Craft brews from Berkshire Brewing Company
- Apple cider donuts (especially in fall—grab extra!)
Red Lion Inn (Stockbridge)
A hidden culinary gem, this 19th-century hotel serves unforgettable meals. Multiple dining spaces, live music, and historic charm make this a sensory experience not to be missed.
Seasonal Staples & Local Favorites
The region’s signature flavors are rooted in the land and season. Try:
The Tanglewood Effect: Where Food Meets Culture
The Berkshires come alive in summer when the Boston Pops perform at nearby Tanglewood. “Dinner and a show” gets redefined, says Chef Melissa. But the region delivers year-round—from peaceful paddles on Stockbridge Bowl to world-class art at MASS MoCA and the Norman Rockwell Museum. In winter, it transforms into a cold-weather playground, perfect for skiing, snowboarding, cross-country skiing, snowshoeing, and even ice fishing. Add events like the Josh Billings RunAground Triathlon, seasonal farmers markets, and local music fests, and you’ve got a destination that feeds the soul—and appetite—no matter the season.
