Why You'll Love It: This classic mid-Atlantic boardwalk town is smaller and more manageable than most, making it a great choice for younger kids. The side streets are filled with quaint cafes and boutiques, yet Rehoboth Beach still has all the wild, wacky, wonderful attractions you'd expect "down the shore": Rolling waves; fudge and taffy shops; arcades and rides at the old-school Funland amusement park, where even the prices are throwback. (Your kids can play skee-ball for a quarter!)
Where to Stay: The Victorian-themed Boardwalk Plaza is pricey, but right on the beach (there's even a barefoot entrance), making it simple to shuttle back and forth. You'll love the personalized service (it's family-run) and your kids will be charmed by the parrots in the lobby.