One of my favorite guilty little pleasures. :) I've tried several varieties of dogs here, and I keep coming back to the Original and the Firehouse Dogs. The original is LIKE a Chicago-style dog, minus tomatoes and poppy seed, add jalapeños. LOVE. Love, love, love. The Firehouse is a chili dog, with a bit of a kick, topped with cole slaw and a jalapeño.
I like that they use "New England style" buns...these are more square than a normal bun and are split down the top...and they toast the buns.
Others mentioned, and I'll reiterate...if you can dream up a way to top a hot dog, they probably have it.
Milkshakes are made with scooped ice cream on old-fashioned shake mixers, and there are quite a few options. Shakes and chocolate milk come topped with whipped cream and a choice of almonds or sprinkles. Yum. They do have malts too! :)
Great little step back in time. Drawbacks: cash only, they sometimes close kind of early, and there can be a wait if it's a busy weekend in Medina.