This was probably the most hotly contested food category, with eight different eateries garnering votes for their milkshakes. And OK, so Steak n Shake has really bad and corny commercials, but its decadent and delicious milkshakes more than make up for that. Hand-dipped and served the old fashioned way with real ice cream, Steak n Shake offers a wide variety of flavors, as well as Bits n Pieces, which features added M&Ms, peanut butter cups, chocolate chip cookie dough, or cookies & cream mixed into a shake. And in an effort to provide low-fat options to consumers, they now have Fruitn Frozen Yogurt Milkshakes with flavors such as strawberry, strawberry banana and raspberry.