Ridgewood, New JerseyDH.Lee/Shutterstock
Within the family-friendly neighborhood, Ridgewood’s main street is densely packed with a movie theater and numerous boutique shops and restaurants. East Ridgewood Avenue is the main artery, connecting the downtown historic district to modern accommodations. Some standout structures are the late-18th-century Archibald-Vroom House—the oldest building in the village—and the sprawling California Mission Revival-style train station, where commuters can get into midtown Manhattan within an hour. The train station dates back to 1916 and is listed on the national and state Register of Historic Places.
Cape Girardeau, MissouriSteven Liveoak/Shutterstock
Halfway between St. Louis and Memphis, Cape Girardeau gives tired visitors a great place to stay the night—or two. A winner of the Great American Main Street Award, the river town blends historic charm with modern technology, and some of the shops on the main street have been in business for more than 75 years. The city has 57 registered structures on the National Register of Historic Places, along with a creative corridor that boasts public art and a children’s museum. This is how every state in America got its name.
Covington, KentuckyFernando Garcia Esteban/Shutterstock
Located just across the Ohio River from Cincinnati, Covington offers a revitalized Main Street to visitors and locals. Anchored by the Carroll Chimes Bell Tower, Main Street offers a mix of Midwestern and Southern charm in an area that is seeing an influx of independent businesses. Brimming with beautiful Italianate brick buildings and public art, Covington’s Main Street is a great day trip.