28 Best Restaurants in The Berkshires, Massachusetts

Don't let the no-frills decor fool you; what this family-owned restaurant lacks in style it more than makes up for in bold flavors, especially at dinner. Enjoy a menu of fresh and flavorful Peruvian favorites ranging from ceviche to plantains, and don't forget to grab a caramel custard for dessert.

Just a short drive from the busy downtown you'll find this seasonal roadside 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.

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.

The best Mexican food in the Berkshires can be found at this unassuming spot where traditional cuisine meets local ingredients. The menu is small but every item is done well, and often served with side dishes in cute little tortilla cups.

Delicious food and good wine keep this small restaurant packed most nights. This gem can almost be missed just off busy North Street, but couples looking for an intimate date night or professionals grabbing after-work drinks have made it a hot spot.

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.

Popular with college students for its reasonable prices, this restaurant serves up delicious food all day with especially good deals at lunch and the Sunday brunch buffets. The cooks do well with everything from tandoori chicken and other standards to the full Raja Thali dinner special, all served with a trio of flavorful chutneys.

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.

Specialty pizzas at this trattoria go far beyond the usual toppings, from roasted sweet potatoes and fennel to pineapple and coconut: combinations are weird, but tasty. Baba Louie's fires up sourdough ground wheat, spelt-berry, and even gluten-free crusts in their often crowded, rustic interior.

Pastel-yellow walls, tall windows, a pressed-metal ceiling, and small-tile floors set an inviting tone at this stylishly modern French bistro with a long zinc-top bar from which it gets its name. The kitchen turns out expertly prepared and refreshingly simple classics, from steak frites to coq au vin.

Expect crowds—and, on busy nights, a wait—at this Railroad Street mainstay where dining room tables wrap around three sides of the large central sushi bar that offers an extensive menu of very fresh fish. Besides the sushi menu, dishes range from robata (charcoal grill) to katsu and tempura.

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.

This upscale pub with a few modern dining rooms and porch seating is the perfect place to grab dinner if you're looking for something casual. The menu isn't large, but offers reliably good, but slightly fussy, pub standards.

It can be hard to find an empty seat at this pub that serves hearty American comfort dishes in a cozy, rustic setting. Grab a seat at the bar, located in the middle of the dining room, but don't be surprised to see nameplates on the back of chairs—locals frequent this place so much that some have their own spots. 

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 vibe. Don't skip dessert if you love a good tiramisu. 

Not much has changed at this hole-in-the-wall including its single lunch counter lined with a small row of stools and its cash-only policy. Locals head here for inexpensive wieners and hamburgers, plain or topped with chili, cheese, or both, but don't expect to find a seat during lunch hour.

The open kitchen looks almost like a lunch counter at this no-frills corner restaurant known for good, honest Colombian food, where it's hard to go wrong unless you're a vegetarian. Served with chimichurri and plantains, all the meats are delicious, from the thin, perfectly seasoned chicken to the pork rind that bacon aspires to be.

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.

With a beautiful hilltop location and dishes inspired by local ingredients, the bistro can get crowded in summer, when Williamstown Theatre Festival ticket holders try to squeeze in dinner before the curtain goes up. With an emphasis on local and seasonal ingredients, the menu is always in a state of flux, but it's bound to contain steak, duck, and a great burger. 

This small-batch roastery and café also serves as an art gallery and community hangout. Stop in for expertly poured slow drip coffee or cold brew made with their own coffee bean blend soaked in cold water for 18 hours. Grab a quick breakfast or one of their paninis for lunch.

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. 

Inventive cocktails, plenty of beers on tap and a small, well-curated menu filled with local ingredients keep locals coming back to this cozy downtown spot. Reservations are strongly suggested for dinner, but don't be afraid to stop by and sit at the bar—one of the best bartenders in the Berkshires is crafting the cocktails. 

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.

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.

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.

After strolling along Spring Street, stop in this cozy spot and grab a cup of tea or one of the shop's many boba tea offerings—build your own or order from their signature menu. If tea isn't your thing, there's also plenty of lattes or coffees to choose from, and you must save room for the homemade selection of goodies.   

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.

Mixed in among shops filled with arts and crafts, this family-owned business has been serving up authentic Vietnamese food for more than 30 years. Bánh xèo (rice pancakes) figure prominently on the menu, among other classics, but there's some adventurous fare, too. This is takeout only, but in the summer months you can eat on the restaurant's deck if you can find an open seat.