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20 Most Beautiful Main Streets in America

There's nothing better than strolling down a cute main street in a new town. But where should you go? Here are 20 of the most beautiful main streets in America.

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Main Street, U.S.A.

It may seem like the quaint, charming American Main Street is a thing of the past—but these 20 beautiful streets in towns from sea to shining sea prove that that's not the case! You'll want to stroll down these picturesque main streets. Plus, check out the most charming small towns in every state.

The Old train station, Kent, Connecticut, USARichard Cavalleri/Shutterstock

Kent, Connecticut

One of the many towns that has been compared to Gilmore Girls' Stars Hollow is Kent, Connecticut. It has the same main street appeals, including locally owned stores and town events and festivals. Twinkly lights wrap around charming inns on Kent's main street, giving off a cozy New England vibe. These are the nicest places in every state in America.

The old mill in Cedarburg Wisconsin is not a working mill any longer but still hosts a series of activities and shops.James Meyer/Shutterstock

Cedarburg, Wisconsin

A small-town getaway, Cedarburg is about 20 miles north of Milwaukee and offers visitors a chance to walk down the main street and pop in and out of shops, inns, cafes, and art galleries and museums—many of which are nestled inside historic buildings.

View from Annapolis Rocks, along the Appalachian Train on South Mountain, Maryland.Jon Bilous/Shutterstock

Frederick, Maryland

Frederick is the third-largest city in Maryland and its views of the Blue Ridge Mountains are one of the major attractions. The beautiful main avenue, Market Street, is another. The hip-meets-historic vibe of the main street features churches and shops like The North Market Pop Shop, which sells 400 types of vintage sodas. Do you know where to find the best coffee shop in your state?

Illinois, Galena, Historical town of Galena along main street.Stock Connection/Shutterstock

Galena, Illinois

Conforming to the shape of the Galena River, Galena's Main Street offers visitors access to a riverfront walkway. The architecture is in the Italianate style, with brick storefronts and bay windows. Trolley cars bring visitors and locals alike to nearby wineries. A three-hour drive from Chicago, Galena is a great place for a riverside journey, especially at the DeSoto House Hotel, which has hosted guests like Ulysses S. Grant since 1855. Check out the funniest street names in every state.

market streetCourtesy Downtown inc

York, Pennsylvania

Known as the White Rose City, York has seen a revitalized main street in the past few decades. Market Street is filled with local businesses setting up shop in Victorian and Classical Revival style buildings, and on the first Friday of each month, the shops stay open late to bring visitors together. One of the major attractions on Market Street is the Central Market, which has been in business since 1754.

Ridgewood Station in New Jersey in Cold winter dayDH.Lee/Shutterstock

Ridgewood, New Jersey

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. If you love history, you'll want to check out the most historic landmark in every state.

CAPE GIRARDEAU,MO, USA - NOVEMBER 20, 2017: Downtown during Christmas decoration in Cape Girardeau, Missouri, United StatesSteven Liveoak/Shutterstock

Cape Girardeau, Missouri

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, Kentucky, USA-June 14, 2013: towers in Covington next to the Ohio river during the blue hour. June 14, 2013 in Covington, Kentucky.Fernando Garcia Esteban/Shutterstock

Covington, Kentucky

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. Can you guess the most popular street name in your state?

Architecture in Michigan,USA,architecture in the snow day at Michigan,Winter in MichiganRungtiwa P/Shutterstock

Howell, Michigan

For a historic weekend, look no further than Howell, Michigan. Many of the buildings have not been changed since the city was incorporated in 1863, and the Italianate buildings dot the street. Two high Victorian façades, a Victorian Gothic church, a modified English Gothic Church, a Tudor Revival office building, and the original Opera House are some architectural standouts. The main street has more than 40 specialty retailers and restaurants, and it is also the location for many events and festivals throughout the year. With initiatives to encourage residents to buy local, this main street offers both charm and neighborly values. Here are some more of the nicest small towns in America.

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