Go down to the Inner Harbor, near Keybank Center. They've done quite a bit of renovation down there. Really relaxing spot. More for a daytime activity. Pearl St Grill is a nice food option. In the Seneca Tower, they have the bar from the Bada Bing/Sorprano's in their lobby, and you can sit and have a drink at said bar.
As for nightlife, sadly nothing much to think of. Chippewa is for the early 20 something crowd.
Maybe Gabriel's Gate for wings, but Allen St is closed as they are completely renovating the street and sidewalks.