10 U.S. Small Towns With Cutest Main Streets

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Ouray, Colorado

While strolling down the street, some buildings may evoke a European feel, while others may resemble structures from the Old West.

Natchez, Mississippi

Natchez, MS is a great town to explore by walking. Natchez's downtown, which is pedestrian-friendly, has its origins in the historic main street.

Eureka Springs, Arkansas

This town, located in the Ozark Mountains, is famous for its winding streets that accommodate the hilly landscape.

Colonial Williamsburg, Virginia

Williamsburg, VA has a charming main street named Duke of Gloucester Street. It features historic buildings like taverns, a bakery, courthouse, and apothecary.

Rehoboth Beach, Delaware

Rehoboth Avenue is a friendly street that caters to everyone, including families and LGBTQ travelers. The variety of experiences in this place can be surprising.

Yountville, California

Yountville is a lovely town in Napa Valley with distinctive beauty. The relaxed lifestyle, sculptures, and tree-lined paths make it a perfect destination for a Wine Country getaway.

Sylva, North Carolina

Sylva's Main Street is picturesque with its autumn leaves, quaint bookstores, vintage shops, and diverse dining options.

Oxford, Mississippi

Oxford, Mississippi is known as the 'Cultural Mecca of the South' due to its award-winning chefs, distinctive shopping, and lively atmosphere.

Fish Creek, Wisconsin

Fish Creek's main street, located in a historic waterfront village on Door County's west coast, offers a glimpse into the past with its bustling shops and restaurants.

Custer, South Dakota

This town is located near Custer State Park and the Black Hills National Forest, making it a popular destination for nature enthusiasts.

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