Since 1969, restaurant, hotel, travel & other witty reviews by a handpicked, worldwide team of discerning professionals—and your views, too.

UpStairs on the Square

91 Winthrop St. (John F. Kennedy Blvd.) Send to Phone
CambridgeMA 02138
617-864-1933 | Make Restaurant Reservations
Two eye-popping dining rooms present two palate-pleasing dining options under one roof---formal upstairs, casual downstairs. UpStairs on the Square Restaurant is one of our | Top 10 Boston American Restaurants | Top 10 Boston Bar Restaurants |

Cuisine

Open

Lunch Mon.-Sat., Dinner nightly, Brunch Sun.

Features

Wine

Great Wine List

* Click here for rating key

Dining room at UpStairs on the Square, Cambridge, MAInstitutions are a dying breed in ever-more-commercialized Harvard Square, so kudos to restaurateurs Mary-Catherine Deibel and Deborah Hughes for fighting the good fight---with wild style. After losing the lease for the site of their much-loved UpStairs at the Pudding, they reopened as Upstairs on the Square in the digs of another neighborhood fixture, Grendel's Den (which now occupies the basement below). And the results are eye-popping as well as palate-pleasing. Two dining rooms---the cupcake-frothy Soiree Room and the paintbox-and-pelt-splashed Monday Club Bar---offer two different dining experiences, the former more formal, the latter more laid-back. Upstairs, splurge on lush Pierre Robert-filled ravioli sprinkled with herb butter or seared scallops with risotto-style fregola and porcini relish; downstairs, dine more casually (and a tad more cheaply) on sausage-and-Brie pizza or grilled lamb with caramelized bread pudding, followed by the signature butterscotch pudding. The Monday Club Bar also serves lunch, afternoon tea and Sunday brunch. But the professional bar crew plies its trade with panache whatever the meal.

User Ratings & Reviews for UpStairs on the Square
 
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