2026's 7 Most Beautiful Small Towns in Tennessee

Tennessee’s prettiest small towns formed where the land made people stop. A ridge break, a spring, a river ford, a wagon road, then a cluster of porches and brick storefronts that still sets the pace today. Jonesborough anchored itself early with an old-time downtown and a nationally known storytelling tradition that turns October into a living auditorium. On the other hand, Cumberland Gap grew around a mountain pass used for centuries, so trailheads, overlooks, and historic streets blend into one continuous route. That geography-first origin explains why these places feel instantly walkable: buildings face each other, and the best views arrive on foot. In 2026, their beauty reads like a map: human-scale, scenic, and proudly local.

Jonesborough

Jonesborough is the oldest town in the state, founded in 1779 prior to Tennessee becoming the 16th state in the Union in 1796. As a result, this historic town has both a rich past and picturesque attractions to explore. Its historic downtown is located in the heart of the Appalachian Mountains and has walking tours for many of its historic buildings, such as the 1835 Chester Inn. However, the town is most known as being a center of classic American storytelling, which you can experience firsthand at the International Storytelling Center. Visit during October for the National Storytelling Festival to experience all manner of tales.

For outdoor lovers, there is plenty to explore in Jonesborough, ranging from the Wetlands Water Park to the Brights Zoo, which has several rare and endangered animals, including the addax and scimitar-horned oryx. Before you leave town, try out some spirits at the Tennessee Hills Distillery.

Lynchburg

In south-central Tennessee, Lynchburg prides itself on its hospitality, good whisky, and great vibes. It was first settled in the early 1800s, and its history is palpable throughout. Today, the most famous landmark in the city is the Jack Daniels Distillery, the oldest distillery in the United States, making it a must-visit for whisky connoisseurs. For more history, one can spend time in the Lynchburg Historic District, featuring the 1885 Moore County Courthouse, 1893 Old Jail Museum, and more. Both showcase beauty in unique ways, from a rustic jail to intricate courtrooms that transport one to a bygone era.

Apart from the landmarks, visitors can see old town souvenirs and memorabilia at Jack Daniel's Lynchburg Hardware and General Store or take a buggy tour through town with C & R Buggy Tours. Lastly, you can indulge your sweet tooth with some locally owned candy shops in town, like Velma's Candy or Lynchburg Cake and Candy Co.

Greeneville

Named after the American Revolutionary War General Nathanael Greene, this historic town was first settled in 1780 in what was then part of North Carolina. The town's most famous resident was Andrew Johnson, who served briefly as vice president under Abraham Lincoln and became president when Lincoln was assassinated in 1865. Those interested can visit his humble family home at the Andrew Johnson National Historic Site, showcasing many items from his youth. Similarly, for a more broad learning experience about this small town, check out the Greeneville Greene County History Museum.

The town is no slacker when it comes to natural wonders, including the picturesque Margarette Falls, a 60-foot waterfall you can hike to. For a more vibrant take on Tennessee’s beauty, opt for the Buffalo Trail Orchard, which provides apples, blackberries, raspberries, and blueberries for you to pick.

Cookeville

This town of just under 36,000 people was first founded in 1842 but wasn't officially confirmed as Putnam County until 1854. Today, Cookeville is a charming mountain town with equal parts history and beautiful landscapes to explore. Of note is the Cookeville Depot Museum, which has railway artifacts, memorabilia, and scale trains that enthusiasts adore. Other hotspots include the Muddy Pond Mennonite Community, the 1916 Post Office, and Putnam Courthouse Square.

In terms of outdoor scenery, Cookeville is within reach of not one but a dozen waterfalls, including Piney Creek Falls, Cane Creek Cascades, Sting Fork Falls, and more. Many state parks in the area have waterfalls and trails alike, such as Burgess Falls State Park, Rock Island State Park, and Fall Creek Falls State Park.

Leiper's Fork

Leiper’s Fork is a tiny village of roughly 650 residents, known for its easygoing charm and offbeat local finds. It sits along the Natchez Trace Parkway, a 444-mile route traced from ancient Native American travel corridors, and links to the Natchez Trace National Scenic Trail. Visitors can hike the Garrison Creek Loop Trail on foot or horseback, with wide-open viewpoints that show off the surrounding Tennessee countryside.

The shops here feel like part treasure hunt, part community gathering. Tennessee Turquoise Company carries standout pieces like turquoise squash blossom necklaces and stamped cocktail stirrers, while Leiper’s Fork Distillery pours local moonshine. Leiper’s Creek Gallery—set inside a former gas station—adds an artsy touch, and the Leiper’s Fork Market, also in a gas station, serves up lunch, local beer, and plenty of friendly conversation.

Cumberland Gap

This town was first used as a pathway through the Appalachian Mountains by Native Americans, and it later saw many settlers passing through, including the famous Daniel Boone. Cumberland Gap wasn't officially incorporated until 1907, but since then, it has become a center for outdoor enthusiasts. There are more than 80 miles of trails in the area within the massive 20,500-acre Cumberland Gap National Historical Park. The most popular trails include the Tri-State Peak Trail, Ridge Trail, and Pinnacle Overlook Trail. Each boasts a new set of views, from towering peaks to lush forests. Cyclists will enjoy these trails and the Bicycle Museum in town, showcasing the engineering behind these simple machines. Cumberland Gap has many charming specialty shops, including Cumberland Gap Artists Co-op, Frame Shop & Gallery, Gertie's Commissary, and more.

Gatlinburg

Gatlinburg ranks among Tennessee’s top getaways, and its location is a big reason why. Home to about 3,600 residents, the town sits right at the gateway to Great Smoky Mountains National Park, a 522,000-acre expanse of peaks, forests, and historic pioneer cabins. Wildlife sightings are part of the experience too—Cades Cove is one of the best places to spot black bears from a safe distance. Hikers have no shortage of options, with favorites like Rainbow Falls, Clingmans Dome, and Chimney Tops drawing visitors year-round.

Back in town, Gatlinburg packs in plenty to do, from Ripley’s Mountain Coaster and the Gatlinburg SkyPark to mini golf and tastings at Ole Smoky Distillery. For a slower-paced afternoon, browse the Great Smoky Arts & Crafts Community, where more than 80 local makers sell handmade work. August also brings the Gatlinburg Songwriter’s Festival for an added dose of live music and culture.

In Conclusion

These beautiful towns in Tennessee prove that if you want to see a state's true beauty, you have to get out of the big city and explore. Many of these towns are located within the Appalachian Mountains, which makes them ideal locations for a hike or just a drive through the countryside to appreciate beautiful views. You have a winning combination when you combine that with charming downtown areas with friendly locals. Consider adding these beautiful small towns to your travel plans this year or next.