The Oak Room (at the Algonquin Hotel) (CLOSED)

Settle into a banquette in the legendary oak-lined room and enjoy the likes of Tierney Sutton, Karen Akers and Stacey Kent. They’re in good company: The Oak Room launched the careers of Harry Connick Jr., Diana Krall and Peter Cincotti, among others. First-rate cabaret commands top-shelf prices, so most shows (Tuesdays though Saturdays) come with a $50 cover. On Fridays, Saturdays and select Thursdays, there’s a compulsory $50 prix-fixe dinner for early shows, and a $20 minimum for late shows. A night at this storied venue will have you singing for your supper soon enough.