7 Best Restaurants in The Berkshires, Massachusetts

The Bistro Box

$ Fodor's choice
Just a short drive from the busy downtown you'll find this seasonal road-side food shack that always has a line of locals waiting to order the famous Box Burger with hand-cut parmesan and truffle oil fries. Fresh lobster and crab rolls, fish tacos, and pulled pork sandwiches with rhubarb barbecue sauce are the last thing you'd expect to find at this eclectic spot along a busy road out of town.
American Lunch Quick Bite $ Fodor's Choice Family
937 Main St., Massachusetts, 01230, USA
413-717–5958
www.thebistrobox.rocks
Known For
  • delicious burgers and hand-cut fries
  • freshly squeezed lemonade and fruit slushies
  • Spring Fries made with ramp pesto, wild mushrooms, goat cheese, and a balsamic reduction
Restaurants Details
Rate Includes: Closed Wed. and Nov.–Apr.

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.

Dottie's Coffee Lounge

$
The raised seating area by the windows somehow adds a touch of class to this quintessential coffee shop where the art crowd hangs out. In addition to fine coffee, friendly baristas serve soups and sandwiches, as well as Sunday brunch alongside live music. Dessert nights are offered during the summer to help feed your cravings after taking in a show.

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Pizzeria Boema

$$

Good luck finding a seat at this popular pizza spot in the middle of the summer, where locals and tourists can't get enough of its gourmet wood-fired pizza. Vegan and gluten-free diners will rejoice at the special dietary offerings just for them, but be prepared to pay a premium price for these pies. 

SoCo Creamery

$
Micro-batched and hand-crafted ice cream makes this small shop tucked in a side street a must stop for any ice-cream lover. Be adventurous and try one-of-a-kind flavors like Blueberry Honey Lavender or Mission Figs, made with figs hand-shucked by the makers.
American Quick Bite $ Family
5 Railroad St., Massachusetts, 01230, USA
413-644-9866
www.sococreamery.com
Known For
  • using local ingredients
  • Madagascar Vanilla, which is better than any vanilla ice cream you've ever tasted
  • new, surprise flavors every few months

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. 

American Breakfast Dessert Lunch $$
508 State Rd., Massachusetts, 01247, USA
413-346--4035
www.thebreakroomgw.com
Known For
  • rotating farm-to-table menu
  • delicious pastries
  • Saturday night summer dinners outdoors on the grill
Restaurants Details
Rate Includes: Closed Tues. and Wed. No lunch Mon.

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.