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Galleria Umberto
Sicilian Slices for Two
The North End's most legendary lunch spot — thick, crispy-bottomed Sicilian pizza slices so good that people line up before they open and the kitchen sells out daily. Two slices each and a soda for two people is one of Boston's all-time great cheap meals, all for under $15. Cash only. Lunch only. Don't miss it.
📍 Boston, MA (North End) · ⏳ Lunch only — sells out daily. Cash only.
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Gene's Chinese Flatbread Cafe
Xi'an Noodles for Two
Downtown Crossing's most exciting cheap eat — Gene Wu's hand-pulled Xi'an noodles are thick, chewy, and magnificent, tossed with chili oil, raw garlic, or cumin-scented lamb. Flatbread sandwiches for around $6. Two people eat one of Boston's most unique and memorable meals for under $20. Watch the noodles being made right in front of you.
📍 Boston, MA (Downtown Crossing) · ⏳ Ongoing
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Mike's City Diner
Breakfast or Lunch for Two
South End institution featured on Diners, Drive-Ins and Dives — the Pilgrim sandwich (house-roasted turkey, stuffing, cranberry sauce, gravy, fries, and a pickle) for under $12 is one of Boston's great value meals. Two people eat a legendary diner meal for well under $20. Guy Fieri-approved, locals-beloved.
📍 Boston, MA (South End) · ⏳ Ongoing
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Sullivan's at Castle Island
Burgers + Dogs for Two
A Boston institution since 1951 — juicy burgers, snappy Kayem hot dogs (add chili and cheese), hand-cut onion rings, and soft-serve ice cream with gorgeous views of Boston Harbor. Two people eat a full classic New England meal for well under $20. It's not officially summer in Boston until Sullivan's opens.
📍 Boston, MA (South Boston) · ⏳ Seasonal — spring through fall
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Anna's Taqueria
Two Burritos
A Boston staple since 1995 with seven locations — the al pastor burrito is one of the best in the city, packed with rice, beans, and fresh ingredients at prices that haven't kept up with inflation. Two burritos for well under $20. The go-to for a quick, filling, honest Mexican meal anywhere in the city.
📍 Boston, MA (multiple) · ⏳ Ongoing
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Machu Chicken
Peruvian Chicken for Two
Fenway-area Peruvian gem — a quarter rotisserie chicken for $6, a half for $12. The bird is marinated in spices and roasted to perfection, served with yucca fries and the restaurant's signature sauces. Two people eat an outstanding Peruvian meal for under $20. Also try the lomo saltado.
📍 Boston, MA (Fenway) · ⏳ Ongoing
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Hei La Moon
Dim Sum for Two
Boston Chinatown's most celebrated dim sum destination — bao, har gow, siu mai, turnip cakes, and egg tarts rolled cart-style through a cavernous dining room. Two people build a spectacular dim sum spread for under $20. Weekend mornings draw the biggest crowds — arrive early or expect a wait.
📍 Boston, MA (Chinatown) · ⏳ Weekends dim sum — daily for dinner