Part of the draw to Kentucky is the quaint, beautiful towns that offer a slower pace of life and more close-knit kind of community. These are the kinds of towns where neighbors aren’t strangers, where folks still sit outside on their front porches and read the paper, and there are local activities in town that everyone attends. These places do still exist, especially in the Bluegrass State! Here are 10 of the most charming towns in Kentucky where you can experience a slice of small town life:

What’s your favorite small town in Kentucky? What towns should have made it on this list? If you’re lucky enough to live in one of these charming small towns in Kentucky, be sure to share your experience in the comments below!

Kentucky’s small towns offer great opportunities for memorable weekend escapes. Here are eight of the best small town getaways in Kentucky!

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charming small towns in Kentucky

What is the best small town in Kentucky? 

Bardstown (where you'll climb aboard My Old Kentucky Dinner Train) is an absolute gem of a Kentucky town. Named one of the best small towns in America, Bardstown boasts acclaimed Kentucky distilleries, historic sites and museums, amazing shopping and dining, and loads of scenic beauty. One of our favorite things to do in Bardstown is tour the area via train or carriage. You can take a variety of rail excursions via Bardstown's My Old Kentucky Dinner Train, including murder mystery rides, moonlit rides, and scenic rides through the countryside. If horse-drawn carriage rides are your thing (and you're in Kentucky, so of course they are!), you'll be positively delighted by these tours. Around The Town Carriage offers narrated, horse-drawn carriage tours through the heart of Bardstown's Historic District.

What are the best small towns to visit for a weekend trip in Kentucky?

Kentucky's small towns all make for fun weekend getaways, each offering something different. Whether you’re looking for a beach retreat, a weekend of historical adventure, a mountain escape, or a getaway to one of the most beautiful small towns in America (more on that in a bit!), you’re sure to find exactly what you’re looking for right here, in Kentucky in towns like:

  • Cynthiana
  • Maysville
  • Paducah
  • Grand Rivers
  • Augusta
  • Greenville
  • Covington/Newport


What are some scenic day trips in Kentucky?

Well, you can't beat a scenic train trip in Kentucky, can you? Enjoy the best of the aboard one of these five excursions, all of which mark for great day trips in Kentucky. If you like to take the road less traveled, take a day trip on one of these scenic Kentucky byways. And if you're into chasing waterfalls, it really doesn't get much more scenic than our Kentucky Waterfall Road Trip!