10 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.
937 Main St., Massachusetts, 01230, USA
413-717–5958
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.

Antojitos Oaxaca

$$

It's not often you get authentic food from the Oaxaca region in southern Mexico served inside an old train station, but that's what you get at Antojitos. The owners of this establishment moved into the former Sullivan Station restaurant, bringing with them Oaxacan-style tamales, tacos, sopes, and huaraches.

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.

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Grazie

$$

This cozy Italian restaurant serves up traditional Italian dishes with an American touch. The pasta and homemade meatballs come in large portions and the staff is friendly and attentive; you can order family-style meals to share with the table if that's more your style. Don't skip dessert if you love a good tiramisu. 

26 Marshall St., Massachusetts, 01247, USA
413-664--0044
Known For
  • generous portions
  • delicious sea scallop risotto
  • excellent service
Restaurants Details
Rate Includes: Closed Mon. and Tues. No lunch

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.
5 Railroad St., Massachusetts, 01230, USA
413-644-9866
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

Starving Artist Creperie and Cafe

$
If you can find a parking spot along the busy main road through Lee, you'll want to stop and grab a sweet or savory crepe from this casual breakfast and lunch spot. Menu choices include delicious flavor pairings like a spicy Reuben crepe or lemon lavender crepe. On Sunday, enjoy live music and take in some art at the gallery space attached to the main dining room.

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.

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.

Trés Niños Taqueria

$

Taco lovers adored this local Mexican food truck so much, the owners had no choice but to open a dine-in option. This is a bare-bones establishment with friendly staff, quick service and delicious breakfast and lunch options; check their Facebook page for daily specials.