25 Most Charming Small Towns in America You Must Visit in 2025
Discover America's most charming small towns with cobblestone streets, historic buildings, and welcoming communities that feel like stepping back in time.
Published: 10/14/2025
Towns Featured in This Guide
Woodstock
Classic New England village with four covered bridges and spectacular fall foliage. Historic architecture meets farm-to-table dining in Vermont's most charming town.
Beaufort
Moss-draped Lowcountry gem where antebellum mansions overlook coastal waterways. Forrest Gump's bench and Pat Conroy's literary home.
Stockbridge
Norman Rockwell's idealized America brought to life in the Berkshires. Main Street looks just like his famous painting, museum and all.
Camden
Rare coastal gem where mountains plunge into the sea. Windjammer-filled harbor and Mount Battie views define coastal Maine.
Natchitoches
Louisiana's oldest town where Steel Magnolias was filmed along Cane River. 300,000 Christmas lights and famous meat pies since 1714.
Telluride
Victorian mining town in a box canyon with 14,000-foot peaks all around. Free gondola and world-class film, bluegrass, and ski festivals.
Jackson
Four elk antler arches frame the town square gateway to Yellowstone. Million Dollar Cowboy Bar and 7,500 elk winter at the refuge.
Carmel-by-the-Sea
Storybook village with no street addresses where Clint Eastwood was once mayor. 100+ galleries and fairytale cottages by the sea.
Cannon Beach
Where 235-foot Haystack Rock towers over four miles of sandy beach. Puffins nest in summer, storms rage in winter.