Brick buildings along the main street in Bardstown, Kentucky. Image credit Jason Busa via Shutterstock

7 Most Vibrant Towns in Kentucky

Kentucky packs a lot of horsepower (literally), as well as tradition, hospitality, and scenery into its modest Southeastern US boundary. The Bluegrass State is replete with thoroughbred farms and independently-owned bourbon distilleries that mark the outskirts of many of its small, memorable towns. These upbeat communities also excel in Americana music, quintessential Southern grub, and they know a thing or two about how to keep mom n' pop shops top of mind. Graced by the Ohio River and the Appalachian Mountains, Kentucky is no slouch when it comes to outdoor recreation either. These seven vibrant towns mix and match all of these amazing qualities, and throw in a little of their own secret sauce to spice up any statewide tour. Kick things off at the lake.

Somerset

Main street, Somerset, Kentucky.
Main street, Somerset, Kentucky.

Southern Kentucky's small city of Somerset sits above the rolling Cumberland River, and its highly-popular reservoir byproduct: Lake Cumberland, aka the "Houseboat Capital of the World." With 1,200 miles of shoreline (making it one of the largest lakes in the Eastern US) speckled with marinas, trails, waterfalls, and public parks, there is no shortage of three, or maybe even four-season fun.

Alternatively, the 708,000 rugged acres of steep forests, sandstone cliffs, and sleek ravines that comprise the Daniel Boone National Forest await adventurers just outside of town (to the East and Southeast). Somerset itself has lots to brag about. Live music regularly blares from its downtown venues, bourbon-centric menus compliment the local breweries and distilleries, and cool events like the Somernites Cruise and the Master Musician Festival roll through each year.

Shelbyville

Downtown Shelbyville, Kentucky.
Downtown Shelbyville, Kentucky. Image credit Blue Meta via Shutterstock.com

Nearly equidistant from Louisville and Lexington, Shelbyville makes for a splendid stop along the Bourbon Trail (a suggested itinerary that clicks off a plethora of distilleries). Certainly set aside time to tour the two local distilleries (and/or the award-winning wineries), but know that this Shelby County community has a few other tricks up its sleeve.

For starters, Shelbyville is in the heart of Bluegrass Horse Country, and is known as the "Saddlebred Capital of the World." Visit the 90 horse farms in the area to see, pet, and (if you like) ride one of these gentle giants. Guided trail rides are available for those who know their way around a saddle, and those who don't can opt for beginner lessons. Afterward, eat like a horse; Shelbyville has you covered in all directions with authentic, and generously portioned Southern cuisine.

Berea

An aerial view of the countryside around Berea, Kentucky.
Countryside around Berea, Kentucky.

Central Kentucky's Berea might look a little unassuming at first, but it is the state's Folk Arts and Craft Capital, and a designated Trail Town. Experienced, amateur, and budding Appalachian artists will feel right at home thanks to the craft programs at Berea College, the LearnShop and HOW (Hands On Workshops) initiatives that cover a wealth of creative mediums, the public art displays and commercial studios, the scores of annual festivals, the "Jammin' On The Porch" sessions that rotate through town, and the list goes on.

If you prefer to be inspired by nature, then the networks of well-maintained trails throughout the 8,400-acres of closed canopy forests ought to do the trick. Get things started with routes up and around Indian Fort Mountain, just east of town.

Maysville

Historic Buildings in Maysville Kentucky
Historic Buildings in Maysville, Kentucky.

Resting on the West side of the Ohio River, just an hour and change from Lexington or Cincinnati, Maysville is as scenic as it is spritely. This Mason County gem has two historic districts. Downtown Maysville is inundated by timeless and stately red-brick buildings (the historic Cox Building is a particular standout), now filled with boutique shops, cafes, and cozy restaurants, and often pop-up markets.

Thespians will enjoy the Washington Opera Theatre (listed on the National Historic Registry, and the fifth oldest, still-operating theaters in the country), and the Russell Theatre – another long-standing, atmospheric venue. Over on the Southwest outskirts of town, one of the earliest settlements West of the Appalachians (founded in 1786 and named after George Washington) retains its frontier village charm. Tour the Old Church and Harriet Beecher Stowe Museums, and spot the various historic landmarks as you stroll about.

Midway

Midway, Kentucky's picturesque Main Street, famous for its boutiques and restaurants.
Midway, Kentucky's picturesque Main Street, famous for its boutiques and restaurants.

Another beautiful, historic, and bourbon/horse-loving community in Northern Kentucky is also a fun, and tiny train/college town. Midway sits just beyond Lexington's Northwest boundary and is once again part of the famed Bourbon Trail. Like Shelbyville, this Woodford County community excels at raising thoroughbred horses. There are several farms that welcome casual visitors – one of which also operates as a vineyard and winery (Equus Run).

Downtown Midway is the epitome of quaint. Railroad tracks run straight through the middle, bisecting the unique shops and eateries. For an added dose of zesty nightlife, pop into Lexington, before retreating to the cool cabins and cottages of Midway, or the various  inns offered by neighboring Versailles.

Bardstown

Old beautiful architecture building in Bardstown.
Old beautiful architecture building in Bardstown. Image credit Jantira Namwong via Shutterstock

The party continues in North-Central Kentucky's Bardstown – the self-proclaimed "Bourbon Capital of the World." The 11 regional distilleries proudly continue the tradition that began in 1789 when a local Baptist minister (Elijah Craig) decided to age his whisky in oak barrels. Visitors can tour the facilities, learn more about the history, participate in tastings, indulge in the bourbon-inspired culinary experiences, and even catch live performances amongst packed audiences (especially during The Amp at Log Still Distillery summer/fall sessions).

Kentucky's second-oldest town also sports a destination downtown/historic district, supposedly haunted mansions and defunct jailhouses – one of which was actually converted into an elegant B&B (Jailer's Inn Bed & Breakfast) – and close to 200 other buildings that are listed on the National register of Historic Places.

Ashland

Ashland Kentucky Waterfront Park along the Ohio River
Ashland, Kentucky Waterfront Park along the Ohio River.

Also situated on the Ohio River, this time in the tri-state area (Kentucky, Ohio, and West Virginia), Ashland is a community that has really hit its stride. Let the bright blue twin river bridges (Ben Williamson and Simeon Willis Memorial Bridges) point you to the revamped and pedestrian-friendly downtown, whose core is marked by a four-block highlight reel known as "The District."

Enjoy the funky murals of Art Alley, the communal outdoor living room of Broadway Square, the still-thriving 1930s Paramount Arts Center, the Highlands Museum and Discovery Center, and the captivating bronze sculptures along the Port of Ashland. This Boyd County treasure also prides itself on its local parks, and encourages visitors and residents alike to get active by trying their hand on the public tennis and pickleball courts. Never a dull moment!

Kentucky is the gatekeeper to Middle America, the Deep South, and the lush mountains of the East. It, therefore, possesses an inspired blend of friendly charm, natural beauty, dynamic history, and, most of all, flavor. From the smooth kick of oak-aged bourbon, to the savory glaze atop barbeque ribs, to the sweet sensory experiences triggered by multi-generational folk tunes and heartland craftsmanship, the Bluegrass State hits all the beats. So, if you are looking to add a little zip to your next vacation, consider checking out some of these seven Kentucky towns.

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