Food & Drink in Pittsfield

Select Local Merchants

Since opening the first location in 2004, the crew behind Hot Harry’s has attracted a slew of press for their Mexican-fusion fare. Chefs marinate six varieties of meat in cilantro, lime, and fresh-squeezed oranges before stuffing them in warm flour tortillas or piñatas designed for a butcher's retirement party. In addition to the classic triad of guacamole, sour cream, and cheese, they can enhance burritos with drizzles of thai-peanut and buffalo sauce.

37 North St
Pittsfield,
MA
US

Dairy Queen offers a cool respite for shoppers tired of fitting-room lines and surly sales clerks. The signature Blizzard Treat's chunky charms are as inescapable as ever, with classic candies and other flavor options blended to unmatched thickness with creamy soft serve (medium, $3.59). The waffle-bowl sundae slathers vanilla ice cream in fudge for an appealingly layered delight ($2.99), and the milkshake puts spoons to shame with its refreshing strawability (medium, $2.99). Alternatively, sizzle-starved denizens can gnash on a mushroom-swiss burger ($3.79) or the crispy-chicken sandwich ($3.89). With a variety of meal options, the Edina location's grilled delectables offer appetites savory samplings worthy of being referred to as the dessert that comes before dessert.

2319 State Route 66
Ghent,
NY
US

Naming his restaurant after the bountiful waters of the Aegean Sea, owner and chef George Cami has garnered multiple Zagat commendations for his menu of American and authentic Greek fare, which includes grilled whole fish. Specialties such as the spinach-and-scallion-stuffed spanikopita ($16.95) and moussaka—layers of baby eggplant, potatoes, and seasoned ground beef topped in béchamel sauce ($18.95)—impart Grecian flavors more effectively than marinating a chunk of the Parthenon in puréed toga linens. Alternatively, fresh seafood specialties include char-grilled lavraki, a Floridian fish known for its nutty personality ($31.95, served whole or boned), or organic salmon grilled with lemon and olive oil ($25.95). Come Thursday nights, diners sate crustacean cravings by devouring fresh steamed lobster ($27.95). Aegean Breeze racks an extensive wine selection (not included in today's Groupon), and calms patron psyches with a rustic interior of stucco walls, tile floors, and posts sawn by the rough tooth of a local beaver. Guests can wander out to the patio when weather permits or stay inside and warm their feet by the fireplace.

327 Stockbridge Rd
Great Barrington,
MA
US

Unique dining experience. Mouth-watering comfort food & award-winning fine dining share one, large, historic, former hotel. Three floors of dining ( Second Floor: Private dining rooms for 2-40; Main Floor: tavern (40+ seats); main dining room (80) & fine dining room (55+); Wine Cellar: Catering hall for 150).

29 Hudson Ave
Chatham,
NY
US

Anna Arace pays meticulous attention to detail. As the owner of Trattoria Il Vesuvio, she transformed a former art studio housed inside a red barn-style building into an airy restaurant with exposed beams and cathedral ceilings. Whether she's in the kitchen mixing fresh seafood with tomato sauce, pinot grigio, and garlic to create the Frutti di Mare—one of her trademark Campania dishes—or travelling to New York for fresh red peppers to jar through the winter, her attention to detail works to ensure that every dish served is fresh and authentic. Along with Campania-influenced dishes, Arace also creates northern Italian classics such as the Lasagna di Verdura to pair with a selection of Italian wines. Popular appetizers include the lightly breaded fried calamari and the melenzane alla griglia, grilled eggplant that's been marinated for up to three days and forced to reflect on its mistakes.

242 Pittsfield Rd
Lenox,
MA
US

Viva delights perspicacious palates with its zestful menu of Iberian-inspired tapas dishes and entrees, including the paella named best in the Bay State for 2010 by Yankee Magazine. Parties of at least two diners team up to tackle a vegetarian version, mingling fresh veggies in a bed of saffron rice ($27). Hot tapas such as fried artichokes in lemon-garlic alioli set tantalized tongues dancing a flamenco ($7), while fried dates and almonds hugged by a gown of smoked applewood bacon spark a flurry of taste buds clattering their castanets ($8). Temper fiery flavors with a cold plate such as the charcuterie, an array of Spanish meat morsels including chorizo sausage and Serrano and Iberico hams ($14). Appetites averse to sharing may indulge in individual entrees, including the pan-seared tilapia with fennel and olives simmering in white-bean tomato cassoulet ($16.50). To complete the feast, sink a sweet tooth into a dollop of traditional Spanish flan ($6).

14 Glendale Rd
Glendale,
MA
US