"Roger Sherman, a Founding Father and New Haven’s first mayor, once lived at this historic site across from Yale’s Old Campus; the current building, designed in the 19th century by local architect Richard Williams in the Beaux-Arts style, has housed a private social club, an opera house, and a theater. Since 1977, French-inspired brasserie Union League Cafe has lived here, becoming a go-to for celebratory occasions like graduation and parents’ weekend. Embrace the luxe vibe and start with duck confit or escargots, followed by butter-poached lobster or oxtail ravioli. Save room for pastry chef Teila Chappel’s desserts, like mon coeur, a bittersweet chocolate mousse with cherry compote, cherry coulis, and a cocoa biscuit." - Stasia Brewczynski