Discover Tennessee Trails and Byways

The Jack Trail in Tennessee

Saddle up and hit The Jack Trail, where you'll explore the state of Tennessee's worldwide reputation for history, music, horses and distilleries, starting and ending in Nashville.

Nashville To Winchester

Visit the Ryman Auditorium, known as the "Mother Church of Country Music", and explore musical heritage at the Country Music Hall of Fame. Get caught up in the lights, sounds and unmistakable energy that only Nashville honky tonks can deliver. And outside the city limits, you'll experience towns like Woodbury, the town that produced the Grand Ole Opry's Uncle Dave "The Dixie Dewdrop" Macon, and Manchester the spot that draws 80,000 visitors every June to the world-famous Bonnaroo Music & Art Festival. Fall in love with the good foos, charming shops and classic town squares found in any of the communities along The Jack Trail - from the college town of Murfreesboro to the down-home goodness of Winchester and Pulaski.

Art & History

You'll also encounter the craft community of Cannon County and the quirky town of Bell Buckle, both tucked-away artist's retreats with a flavor all their own. Along the way, you'll also come face-to-face with the captivating Civil War stories these towns have to tell, like the intrigue of Confederate spy Sam Davis and Union agent Pauline Cushman; the drama of the Battle of Stones River, now a national landmark; and the many buildings and monuments that still stand in this once crucial territory in the war between the states. 

Tennessee Whiskey

The Jack Trail is a great place to get a taste of Tennessee Whiskey when you visit our legendary distilleries. First, you'll make a stop in tiny Lynchburg to get to know Jack Daniel's, and then wind your way to Cascade Hollow to visit the home of cold-filtered George Dickel. Encounter one of the world’s best rums and even pick up a bottle of Tennessee moonshine at Prichard’s Distillery in Kelso. And when you find you’ve worked up a mean appetite, don't pass up your chance to sit down to a plate of Tennessee-style Barbecue. Whether you opt to experience one of our famous eateries or discover a hidden treasure, you’re sure to find an old-fashioned Southern meal on the trail.

The Great Outdoors

You'll pass through the farms and historic sites of Tennessee walking horse country and find out how the breed got its name. And you'll have plenty of opportunities to get out in the fresh air at five state parks. From waterfalls and paddle wheels to 200-foot-tall rock walls and an incredible variety of wildflowers, Middle Tennessee has a beautiful landscape all its own. The Jack Trail offers an excellent sampling of the things that make Tennessee special, and a perfect opportunity to raise your glass to a one-of-a-kind road trip.

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