Yesterday we went to Jake's Wayback Burgers in Annapolis (the original Jake's Hamburgers is in Newark, DE) since we had a coupon. It's off Riva Road near the CVS and BB&T. We had Jake Cheeseburgers - if I remember correctly, two patties, American slices, ketchup, mustard, lettuce, tomato, raw red onion slices, and bread-and-butter pickle slices. Got some fries as well. The hamburger was very juicy and sizable, beat the hell out of anything I've gotten at Five Guys in the past year or two. Fries had a great balance of crispness and give, nice color but not overdone, just enough salt. We had iced tea, so no report on their milkshakes (which, like at any place that bothers to sell and promote milkshakes, are pretty pricey). Seating is what you might expect at a Five Guys or some Jimmy John's, except with a warmer ambience (and a large TV toward the back - not sure how much entertainment you'd get out of it, since it was 2:00 and CNN was on when we were there).
There is one in Bel Air also, so if you are more north than me (basically everyone is) and like the idea, that one is probably more convenient.