The 23 Most Charming Towns in America

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16. Micanopy, Florida
> Total population (2019 5-Year): 542

Micanopy is the oldest inland town in Florida. It was included in a land grant made by the King of Spain in 1817. Ancient oaks covered in Spanish moss provide shade and Southern charm.

Source: mhowry / Flickr

17. Natchitoches, Louisiana
> Total population (2019 5-Year): 17,898

Natchitoches is the oldest permanent settlement within the borders of the 1803 Louisiana Purchase and has numerous historic sites and natural beauty.

Source: umnak / Flickr

18. Port Townsend, Washington
> Total population (2019 5-Year): 9,551

Port Townsend is a Victorian seaport with two National Historic Landmark Districts, although its history goes back much farther to the days of the S’Klallam people. Just two hours from Seattle it has lots of restaurants, an art scene, and miles of beaches and trails.

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19. Rhinebeck, New York
> Total population (2019 5-Year): 2,570

Rhinebeck is situated in New York’s scenic Hudson Valley, near the Hudson River and with views of the Catskill Mountains. The town itself has lots of charms and the surrounding region has numerous historic homes, museums, and other attractions.


20. Silver City, New Mexico done
> Total population (2019 5-Year): 9,627

Silver City is in the high desert of New Mexico, next to the huge Gila National Forest. It’s at an altitude of 6,000 feet, which provides an escape from the Southwestern heat. The town is noted for its clear mountain air, low humidity, and beautiful surroundings.

Source: AlbertPego / iStock via Getty Images

21. Stockbridge, Massachusetts
> Total population (2019 5-Year): 1,795

Stockbridge is a historic town with charms aplenty. As the home of Norman Rockwell it might be regarded as the quintessential charming town. Local attractions include the Rockwell Museum, Tanglewood music venue, Berkshire Theatre Group, and Berkshire Botanical Garden.

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