The Berkshires Restaurants

We’ve compiled the best of the best in The Berkshires - browse our top choices for Restaurants during your stay.

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  • 1. Chocolate Springs Cafe

    $

    Escape into chocolate bliss here, where even the aromas are intoxicating. This award-winning chocolatier offers wedges of decadent cakes, ice creams, and sorbets, and dazzling chocolates all made on-site. Whether you like your chocolate dark and pure, sugar-free—even with a chipotle filling—you can't go wrong. You can eat at one of a handful of leather couches or wooden chairs and tables, but don't expect so much as a salad or a wrap: it's all chocolate, all the time.

    55 Pittsfield/Lenox Rd., Massachusetts, 01240, USA
    413-637–9820

    Known For

    • Decadent hot chocolate
    • Truffles, truffles, truffles
    • Perfect, prepackaged gift boxes for any occasion
  • 2. A-Frame Bakery

    $

    The tiny A-frame at the intersection of U.S. 7 and Route 2 isn't much to look at, but the bakery within sells delectable goods that inspire loyalty in locals and visitors alike. The babka—especially the chocolate, though there's also a cinnamon edition—is second to none and must be ordered a day ahead. It's worth the wait, but be aware that there is no place to sit inside and enjoy it.

    1194 Cold Spring Rd., Massachusetts, 01267, USA
    413-458–3600

    Known For

    • Crumb cakes, scones, and muffins
    • Many items need to be ordered a day in advance
    • Buttercream frosting

    Restaurant Details

    Rate Includes: Closed Mon.--Wed.
  • 3. Ayelada

    $

    FroYo lovers won't want to miss this locally crafted frozen yogurt made with ingredients from nearby farms, right down to the milk. Enjoy the tart, yet refreshing, Original flavor, or one of the rotating special flavors like Peach Pie or S'Mores. Vegan, dairy-free flavors are available, along with a bar of fun toppings.

    505 East St., Massachusetts, 01201, USA
    413-344–4126

    Known For

    • Rotating flavors
    • Vegan options
    • Toppings bar complete with fruit, candies, and cereals
  • 4. The Break Room at Greylock Works

    $$

    Fans of Berkshires' favorite head chef Brian Alberg won't want to miss his latest restaurant adventure located in a renovated cotton mill complex that offers indoor and outdoor seating with a relaxed, industrial feel. The menu is constantly changing to reflect the freshest in-season ingredients, and an acclaimed pastry chef is on staff so you'll never want to skip dessert or a stop for brunch; most dishes start as vegetarian but offer protein options for an additional price. 

    508 State Rd., Massachusetts, 01247, USA
    413-346--4035

    Known For

    • Rotating farm-to-table menu
    • Delicious pastries
    • Saturday night summer dinners outdoors on the grill

    Restaurant Details

    Rate Includes: Closed Tues. and Wed. No lunch Mon.
  • 5. The Lost Lamb

    $

    Enjoy a small slice of Paris at this French-Berkshire fusion pâtisserie run by Pastry Chef Claire Raposo. There's often a line out the door to get one of Raposo's Pain au Chocolats, macarons, or specialty cupcakes, but if you don't have a sweet tooth, there are also baguette sandwiches.

    31 Main St., Massachusetts, 01262, USA
    413-298--7156

    Known For

    • Delicious and beautiful pastry creations
    • French macarons
    • Friendly service

    Restaurant Details

    Rate Includes: Closed Mon. and Tues.
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  • 6. The Spring Street Market and Café

    $

    This Spring Street staple is equal parts market, bakery, and sandwich shop and is often filled with Williams College students grabbing lunch, a homemade cookie, or a few dorm room staples. The tight shop offers little space to stay and eat, but is filled to the brim with delicious-smelling pastries, desserts, and smiling students behind the cash register.

    66 Spring St., Massachusetts, 01267, USA
    413-458--6192

    Known For

    • Friendly and welcoming atmosphere
    • Stuffed, creative sandwiches
    • Homemade cookies

    Restaurant Details

    Rate Includes: Closed Mon.

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