Fins Raw Bar in Rehoboth is a cool place with great food (if you like seafood). Definitely have some Evolution beer while you're on the Eastern Shore as well.
In DC there's RFD, ChurchKey, and the other usual suspects you'll find highly rated on Beer Advocate... they have good beer, but you're going to pay for it. If you do come up to Baltimore, you have to hit Max's, which is up to something like 120 taps now and has reasonable prices for such great stuff. For brewpubs there's Brewer's Art and Pratt St. Ale House (although I'd avoid Pratt Street if there's a baseball game).
SE Pennsylvania has a bunch of microbreweries, with Victory, Troegs, Stoudts, Lancaster, Sly Fox, Yards, and others.