Aerial view of Tennessee's oldest town, Jonesborough and its courthouse.

6 Darling Small Towns In The Mid-South

The Mid-South region of the United States generally encompasses portions of Tennessee, Mississippi, Missouri, Arkansas, Kentucky, Alabama, and the far eastern portion of Oklahoma. Although the region doesn't have official boundaries, it still has the warm, welcoming feel of the South, and its culture, history, and even cuisine are heavily influenced by its deep-rooted traditions. If you are lucky to find yourself traveling through the Mid-South any time of the year, check out some of its darling small towns, where you can immerse yourself in local delights for a few days, weeks, or more.

Natchez, Mississippi

Main Street in downtown Natchez, Mississippi
Main Street in downtown Natchez, Mississippi. Editorial credit: Nina Alizada / Shutterstock.com.

Sweet Natchez is the quintessential southern town, complete with eye-catching historical buildings, Mississippi River scenery, a rich Civil War history, and a downtown filled with unique boutiques and eateries. One of the first things many visitors do when landing in Natchez is take a tour of historic homes, such as Longwood, the biggest octagonal house in the country. The Natchez National Historical Park is another must-see attraction, as is Choctaw Hill, which features a blend of Greek Revival and Federal architectural styles.

History lovers won't want to miss a trip to Fort Rosalie, which was founded in 1716 and is the oldest permanent on the lower Mississippi River. Spend a few hours exploring the Natchez Museum of African American History and Culture, as well as the Grand Village of the Natchez Indians.

Oxford, Mississippi

Vaught Hemingway Stadium in Oxford, Mississippi.
Vaught Hemingway Stadium in Oxford, Mississippi. Editorial credit: Chad Robertson Media / Shutterstock.com.

Another of Mississippi's small treasures, pretty Oxford, is blessed with rich literary roots, a quaint courthouse square filled with historic structures, and abundant art and cultural attractions. While Oxford is known for its interesting history, it's also a modern town filled with all of the conveniences and amenities of a big city due to the presence of the University of Mississippi.

The charming town was once home to the Nobel Prize-winning author William Faulkner, and you can explore his life and work at Rowan Oak, the grounds where he lived. If you want to visit the beautiful university campus during your stay, don't miss the Lyceum, a historical landmark. For an authentic Oxford experience, head over to the Thacker Mountain Radio Hour, held each Thursday during fall and spring, featuring locally produced music and other works of art.

Bardstown, Kentucky

The Old Talbott Tavern in Bardstown, Kentucky.
The Old Talbott Tavern in Bardstown, Kentucky. Editorial credit: Ryan_hoel / Shutterstock.com.

Although Bardstown is dubbed "The Bourbon Capital of the World" for a good reason, that's not all this darling Mid-South town has going for it. In addition to producing award-winning bourbon from its famous distilleries, Bardstown, which was founded in 1780, is one of Kentucky's oldest towns. The small town is a mecca for travelers who love both bourbon and history, as it's home to the My Old Kentucky Home State Park, which offers guided home and garden tours.

If you want to visit one of Bardstown's several distilleries while in town, your only problem will be narrowing down which one to go to. Stop in the Maker's Mark Distillery and take a tour of the property, during which you'll learn all about the bourbon-making process and get to sample some spirits as well. Bardstown's annual Kentucky Bourbon Festival celebrates all things bourbon and gives visitors a chance to try a variety of locally produced bourbons.

Paducah, Kentucky

Discovery Sculpture located at the National Quilt Museum in Paaducah, Kentucky
Discovery Sculpture located at the National Quilt Museum in Paducah, Kentucky.

Another of Kentucky's small-town gems, pretty Paducah, is bursting with history, natural beauty, and a vibrant arts and culture scene. The artsy town was named a UNESCO Creative City of Crafts and Folk Art in 2013 and is home to venues such as the Maiden Alley Cinema & Gallery, where you can take in an independent film. If live music and entertainment are more your things, head to the Clemens Fine Art Center or the Paducah Symphony Orchestra.

Spend some time walking around the Lower Town District, a hub for artists and those who love the creative arts. The district features a variety of art galleries and plays host to several local special events throughout the year. Outdoors enthusiasts are in luck with the abundance of parks and natural areas, including Bob Noble Park and the Clarks River National Wildlife Refuge.

Jonesborough, Tennessee

Aerial view of Tennessee's oldest town, Jonesborough
Aerial view of Tennessee's oldest town, Jonesborough.

If you love visiting sweet, small towns with fascinating history, don't miss a trip to Jonesborough, which is dubbed the "Storytelling Capital of the World." Take a stroll down Jonesborough's quaint cobblestone streets, appreciating its historic buildings, many of which date back to the 18th Century. History buffs will also enjoy the Chester Inn State Historic Site and Museum, which offers an introspective look into the region's past via photographs, exhibits, and artifacts.

Other historic sites worth checking out include the Oak Hill School, which was built in the late 1800s, and the Christopher Taylor House, a landmark dating back to the 1700s. If you're visiting town during the summer months, check out the the farmers market, which takes place on Saturdays and features the freshest local produce and products available.

Neosho, Missouri

World's Largest Flower Box in Neosho, Missouri
World's Largest Flower Box in Neosho, Missouri.

Last but certainly not least, quaint Neosho, Missouri, is another Mid-South town perfect for everything from girls' weekend getaways to family summer vacations. Neosho is surrounded by lush natural areas, pristine waterways, and a darling historic district filled with architecturally significant buildings, including the courthouse, which was built in 1926. Adding to the town's natural beauty is the 66-foot-long railroad car flower box in pretty Morse Park.

The town is also known for its public artwork, including the vibrantly hued murals displayed at places such as the Newton County Courthouse. Visitors won't want to miss the George Washing Carver National Monument, which celebrates the well-known Africant American scientists who once called Neosho home.

No matter where you travel throughout the Mid-South, you'll come across a cute small town to use as a base camp during your trip. Whether you crave a historical tour of that region of the country, an outdoor adventure surrounded by lakes, rivers, and natural areas, or to be immersed in local arts and culture, you'll find it one of the darling Mid-South destinations.

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