by Frankfort, Kentucky — While Louisville and Lexington attract most of the spotlight, Kentucky’s smaller towns are where you’ll find some of the state’s richest history, friendliest communities, and most scenic backdrops. From quaint riverfronts to artsy enclaves, these under-the-radar destinations deliver authentic Bluegrass charm without the crowds.
Here are ten Kentucky small towns that deserve a spot on your travel list.
Midway
Tucked between Lexington and Frankfort in the heart of horse country, Midway is known for its colorful Main Street lined with boutiques, art galleries, and locally owned cafés. The railroad running right through downtown gives the town an old-fashioned feel, and the surrounding countryside offers beautiful views of horse farms and rolling hills.
La Grange
La Grange stands out for the freight trains that pass right down the middle of its Main Street—a sight you won’t find in most American towns. Visitors enjoy art galleries, specialty shops, and a strong community spirit, all in a place that proudly calls itself the “Kindness Capital.”
Augusta
Set along the scenic Ohio River, Augusta offers preserved 19th-century buildings, charming bed-and-breakfasts, and a peaceful riverfront walkway. The town also operates a ferry system, making it a unique place for riverside relaxation and exploration.
Maysville
According to bigcountry975, Another Ohio River treasure, Maysville is famous for its hand-painted murals, the striking Simon Kenton Bridge, and historic sites tied to the Underground Railroad. Once a bustling river port, today it blends history, art, and architecture in a way that enchants visitors.
Pineville
Nestled on Kentucky’s southern edge, Pineville is surrounded by the Appalachian Mountains and is best known for quirky attractions like Chained Rock, panoramic overlooks, and access to Pine Mountain State Resort Park. Outdoor lovers will find plenty of hiking and scenic drives nearby.
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Harrodsburg
As Kentucky’s oldest town, Harrodsburg brims with history. Highlights include Old Fort Harrod State Park, the Shaker Village of Pleasant Hill, and well-preserved architecture throughout downtown. The growing dining scene adds another reason to linger in this heritage-rich community.
Berea
Recognized as Kentucky’s arts and crafts capital, Berea is home to artisan workshops, music venues, and the historic Berea College. Downtown brims with creativity, from handcrafted goods to local performances, while nearby trails invite hiking and outdoor exploration.
Cadiz
Located near Land Between the Lakes, Cadiz is known for its antique stores, small-town hospitality, and the popular annual Ham Festival. It’s the perfect jumping-off point for fishing, boating, and other lakefront adventures.
Grand Rivers
With its charming waterfront and location between Kentucky Lake and Lake Barkley, Grand Rivers offers a coastal village feel in the South. Visitors can stroll along the lighthouse, enjoy water activities, or dine at the beloved Patti’s 1880’s Settlement.
Stanford
This picturesque community features a classic courthouse square, historic inns, and walking tours that bring its rich past to life. Located near the scenic Dix River, Stanford offers a peaceful mix of history, boutique shopping, and Southern hospitality.
Why These Towns Are Worth the Trip
Kentucky’s small towns each have a distinct personality—from the artsy streets of Berea to the riverside charm of Augusta. They’re ideal for road trips, weekend getaways, or simply escaping the bustle of larger cities.
Which of these hidden gems would you add to your travel list? Share your thoughts in the comments at ibwhsmag.com.
