Caribbean Motel

Located in Wildwood Crest on the Jersey Shore, the Caribbean Motel offers plenty of fun in the sun with its tropical-themed decor. This midcentury-modern landmark has been open since 1957 and was the first motel to be listed on the National Register of Historic Places. Today, guests can enjoy the crescent-shaped pool, retro-inspired guest rooms, the shuffleboard court, and even a glass-enclosed guest lounge (aptly named the Cabana). Rates from $127 per night, depending on the season.