Savor the Berkshires: Dining Near Our Top Attractions

Discover these must-try restaurants just steps away from museums, theater, and live music.

The wide appeal of the Berkshires goes beyond exploring art, culture, and beautiful natural surroundings. There’s also a vibrant culinary scene that emphasizes farm-fresh ingredients and spotlights local award-winning chefs. Combine it all into a single fantastic experience with our short list of great restaurants situated near popular Berkshire attractions.

In the North

MASS MoCA and The Clark Art Institute, anchor the arts and culture landscape in the northern Berkshires. Spend the day exploring curated seasonal exhibitions and vast permanent collections or head to Adams Theater and Williams College for inspiring lectures and live performances. Visit the Susan B. Anthony Birthplace Museum to discover where the legendary suffragist’s journey began Looking for a bite to eat? You’ll find everything from brew pubs and farm-to-table dining to ice cream and coffee bars.

• Enjoy a burger and cold beer at Freight Yard Pub or Trail House Kitchen
• Get a takeout or ice cream treat at the Craft Food Barn drive-thru 
• Have a four-course prix fixe Sunday dinner at Bounti-Fare 
• Take a coffee or tea break at Steeple City Social
• Spice it up at Casita (Mexican), Spice Root Modern (Indian) or Chee’s Chinese
• Sip a microbrew at Bright Ideas
• Find a light snack at The Spring Street Market & Cafe, Wild Oats, or Store at Five Corners
• Have a delicious farm-to-table dinner at The Barn 

Pizzeria Boema

Centrally Located

Put yourself in the heart of it all with a visit to the central Berkshires. Whether you’re headed for Tanglewood, The Mount, Barrington Stage, Shakespeare & Company, Hancock Shaker Village, Frelinghuysen-Morris House, the Berkshire Museum, there’s a wonderful café or specialty restaurant within a short walk or drive.

• Go for Tex-Mex at Hot Harry’s
• Get a taste of Italy at Mazzeo’s or Frankie’s Ristorante 
• Satisfy a sweet tooth at Chocolate Springs
• Have breakfast at Haven Café & Bakery
• Try a new wine with the Mediterranean cuisine at Alta 
• Linger over brunch at Otto’s Kitchen
• Eat in or take out a wood-fired pie at Pizzeria Boema

The Old Inn on the Green

Down South

Southern Berkshire towns pack a lot of culture and awesome restaurants into a compact footprint. Stockbridge and Great Barrington have the most options, offering walkable downtowns and proximity to Mahaiwe Performing Arts Center, Barrington Hall, Norman Rockwell Museum, Naumkeag, and Berkshire Botanical Gardens. A short drive on scenic backroads brings you to Jacob’s Pillow and Chesterwood.

• Dine on the canopied terrace at The Old Inn on the Green
• Try the (amazing) grilled cheese sandwich at High Lawn Farm
• Treat yourself to something sweet at Coco’s Candy
• Have lunch or a pre-Tanglewood dinner at the Red Lion Inn 
• Get a fresh take-and-bake sourdough pizza from Berkshire Mountain Bakery
• Ask for a lakeside table at Mint or the Cliff House at Prospect 
• Enjoy scratch-made burgers, pizza, and salads at 51 Park

With so much to see and taste, the Berkshires truly is an endless adventure! Never enough time to try it all? We get it. To make the most of your trip and ensure a seat at your favorite spots, we always recommend checking ahead for reservations—especially during our busy seasons. Ready to plan your perfect itinerary? Discover more inspiration and local tips at berkshires.org. Find more great places to eat and drink in the Berkshires with our online guide.

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