Discover Kentucky’s Most Charming Small Towns: An Epic Chevrolet Road Trip Guide

You don’t need to cross state lines to find adventure—some of the best destinations are hiding right here in Kentucky. Whether you’re cruising in a sleek Chevy Traverse, hugging winding roads in a Camaro, or stretching your legs in a trusty Silverado, there’s no better way to explore our state than behind the wheel of a Chevrolet.

And lucky for us here at McFarland Chevrolet, Maysville, KY, was just named one of the Top 10 Best Small Towns in the U.S. for 2025 by Country Living magazine. Yep, our hometown is officially road-trip-worthy—and that got us thinking. What other hidden gems can you hit in a day or weekend from Maysville?

Buckle up. It’s time for a Chevy-powered road trip through some of the most charming small towns in Kentucky.

First Stop: Maysville, KY (Of Course!)

Before we hit the open road, don’t skip out on what’s right in front of you. Maysville is having a moment, and rightfully so. From its scenic riverfront views and historic downtown to festivals, boutiques, bourbon tastings, and arts culture, it’s no surprise Country Living called it “one of the most beautiful and walkable towns” in America.

Start your trip with a stroll across the Simon Kenton Memorial Bridge, grab a bite at a riverside café, and maybe pop into McFarland Chevrolet while you’re at it. (Hey, road trips are better in a new ride—just saying.)

Augusta, KY – Antique Charm by the Water

Just under an hour from Maysville, Augusta is a postcard-worthy river town with tree-lined streets, antique shops, and gorgeous 19th-century architecture. It’s also home to the charming Augusta Ferry, one of the last remaining river ferries on the Ohio. It’s the perfect place to stretch your legs and snap a few pics of your Chevy in front of the water.

Midway, KY – Horses, History & Coffee Shops

If you’re headed south, swing by Midway, located smack in the heart of Kentucky horse country. With its quaint downtown, local coffee shops, and equestrian history, this place feels like a Hallmark movie in real life. Bonus points if you’re rolling in a Chevy Tahoe or Blazer—perfect for navigating the scenic back roads and rolling hills.

Bardstown, KY – Bourbon & Beauty

An absolute must for anyone who enjoys history, southern hospitality, and—you guessed it—bourbon. Bardstown is the bourbon capital of the world, with more than 11 distilleries nearby. Visit the Bourbon Heritage Center or take a tasting tour (designated driver recommended!), then cruise through the countryside for a perfect Chevy photo op.

Harrodsburg, KY – Oldest Town, New Adventures

Wrap up your trip in Harrodsburg, Kentucky’s oldest town. It’s got pioneer villages, vintage inns, and loads of local flavor. Park your truck or SUV near Shaker Village of Pleasant Hill for a relaxing walk or history lesson before heading home.

Hit the Road with McFarland Chevrolet

No matter where the road takes you, McFarland Chevrolet in Maysville is here to keep your adventures rolling. Whether you’re shopping for a fuel-efficient Malibu, a spacious Equinox, or a trail-ready Silverado, we’ve got the perfect Chevy for your Kentucky journey.

Ready to make memories in one of America’s best small towns? Start your road trip with us.

Explore our inventory, take a test drive, or swing by and chat about your next adventure. We’ll help you find a ride that fits your road-trip style—because here in Maysville, we don’t just drive, we discover.