From vintage warbirds to handcrafted spirits, these Southern trails are more than scenic routes — they’re immersive journeys through history, culture, and flavor. Whether you’re tracing blues roots in Mississippi, sipping local wine in Tennessee, or hiking to a waterfall, these trails invite you to explore the South in unforgettable ways.

Editor’s note: We’ll continue adding to this list, so keep checking back in the coming weeks.

CULTURAL & HISTORICAL TRAILS

Georgia World War II Heritage Trail

The best-kept secret in Georgia, the award-winning Georgia World War II Heritage Trail brings the stories of the ‘Greatest Generation’ to life. From flying in vintage aircraft to walking in the footsteps of paratroopers, visitors experience what life was like during World War II.

No matter where you are in Georgia, you’re never more than two hours from a Trail Partner site. Explore immersive exhibits, restored aircraft, and interactive experiences that bring the era to life. Visitors can even collect stamps in a souvenir passport as they travel, making each stop a memorable milestone.

A shiny, restored World War II B-17 bomber is displayed indoors at a museum in the South, surrounded by informational signs and protective barriers.Pin
Explore the National Museum of the Mighty Eighth Air Force in Pooler, GA, where immersive exhibits and powerful stories honor the courage, sacrifice, and legacy of the Eighth Air Force in World War II. Image: Georgia WWII Heritage Trail

Mississippi Blues Trail

Step into the heart of America’s musical legacy on the Mississippi Blues Trail, where more than 200 markers honor the legends and landmarks that shaped the blues. From juke joints to hometowns of icons like B.B. King, each stop offers a powerful glimpse into the roots of modern music. New markers — honoring people like Mr. Sipp in McComb and Jesse Robinson in Jackson — keep the story alive. Download the trail map to plan your route and discover museums, venues, and hidden gems along the way.

Historic markers grace the front of a brick building with "Hal & Mal's" painted on the wall, while metal railings border a walkway that hints at the South's charm.Pin
Hal & Mal’s in Jackson, MS — a legendary stop on the Mississippi Blues Trail — has hosted influential blues musicians since 1985 and remains a vibrant hub for live music and local culture. Image: Visit Mississippi

Mississippi Country Music Trail

Celebrate the legacy of country legends on the Mississippi Country Music Trail, featuring 44 markers honoring the artists, events, and hometowns that influenced the genre. Recent additions in Hattiesburg spotlight Lloyd Green and Craig Wiseman, with more on the way in 2025. From small-town roots to global stages, Mississippi’s influence runs deep. After exploring the trail, catch rising stars or big-name acts at local venues for a true taste of the state’s country music spirit.

The red historical marker in Mississippi celebrates Bobbie Gentry's Southern roots and influence as a country music legend, highlighting her iconic song "Ode to Billie Joe." Pin
Bobbie Gentry’s Mississippi Country Music Trail marker in Chickasaw County honors the trailblazing singer-songwriter, born Roberta Lee Streeter in 1944, whose haunting storytelling helped define the sound of Southern country music. Image: Visit Mississippi

Mississippi Writers Trail

Follow the footsteps of literary giants on the Mississippi Writers Trail, where each marker highlights the hometowns and inspirations of legendary authors like William Faulkner, Eudora Welty, and Richard Wright. The most recent marker, unveiled during the 10th annual Mississippi Book Festival in Jackson, commemorates the festival’s decade-long celebration of the state’s literary legacy. Don’t miss the 2025 festival on September 13 in Jackson — known as the “literary lawn party” — for author panels, book signings, and a chance to experience the state’s storytelling legacy come to life.

A historical marker for Eudora Welty stands in front of a charming house, nestled among trees and a lamp post, detailing her literary achievements and awards. This spot is a highlight on Southern literary trails, celebrating the best of regional storytelling.Pin
The inaugural Mississippi Writers Trail marker, unveiled in 2018 at the Eudora Welty House and Garden in Jackson, honors the Pulitzer Prize-winning author’s profound contributions to literature and her deep Mississippi roots. Image: Visit Mississippi

Tupelo Trails

Tupelo, MS offers one-of-a-kind experiences and unique ways to explore the vibrant city. Sip your way through the downtown Cocktail Trail, dive into Elvis’ roots on the All Shook Up: Elvis’ Tupelo Experience, soak in local culture with the It’s Electric: Neon Lights & Mural Sites, and savor the taste of the South on the Taste Tupelo trail. Each trail celebrates Tupelo’s rich spirit, creativity, and flavor. For even more adventure, pair your journey with scenic walking trails — from downtown strolls to peaceful park paths.

A black-and-white mural of a dancing man in a striped shirt and jacket decorates the exterior wall of a downtown building, just steps away from some of the Best Trails along the popular Hiking South route.Pin
Love finding hidden art treasures? Check out Tupelo’s larger-than-life murals that tell its story and honor its history. Image: Tupelo CVB

FOOD & BEVERAGE TRAILS

CoolCraft Summer Beverage Trail

From hiking and biking scenic trails to exploring the murals of the Wings of the West, adventure awaits in West Volusia. Get ready for the CoolCraft Summer Safari, kicking off June 23 and running through the summer. Plan your visit to tour downtown DeLand and other cool spots, where local makers are serving up animal-themed beers, coffees, smoothies, and cocktails. It’s the perfect time for a “Coolcation” to experience the best of West Volusia. Discover all there is to see and do at VisitWestVolusia.com.

A glass of mango lassi garnished with chopped pistachios, saffron strands, and mint leaves sits on a table—an ideal refreshment after exploring the Best Trails or hiking South, with a mango and decorative fabric in the background.Pin
From bold brews to creative mocktails, the CoolCraft Summer Beverage Trail serves up refreshing sips with a side of adventure across West Volusia. Image: Visit West Volusia

Tennessee Whiskey Trail

The Tennessee Whiskey Trail is a spirited journey through the heart of the Volunteer State, with nearly 40 distilleries pouring everything from classic Tennessee whiskey to small-batch gin, rum, and moonshine. Pet-friendly and people-forward, each stop blends scenic beauty, craftsmanship, and local flavor — whether you’re exploring mountain backroads or city tasting rooms. Beyond the spirits, you’ll find live music, artisan makers, and historic charm. It’s more than a tasting tour — it’s a toast to Tennessee’s soul.

SB All Best Trails in the South Tennessee Whiskey Trail scaledPin
Savor Tennessee’s craft spirits in a uniquely local setting — the Tennessee Whiskey Trail offers small-batch pours, outdoor tastings, and behind-the-scenes experiences. Image: Tennessee Whiskey Trail

Tennessee Wine Trail

From the mountains of East Tennessee to the vibrant cities of Nashville and Memphis, the Tennessee Wine Trail features more than 60 wineries, cideries, and meaderies across the state. Sip locally grown Muscadine and Chambourcin, classic varietals like Chardonnay, Pinot Noir, and Merlot, or try adventurous pours like avocado mead and cherry jalapeño wine. Enjoy award-winning vintages, scenic vineyard views, and charming boutiques — and don’t forget to check in along the way to earn prizes and discover your new favorite sip.

A bottle of Tennessee Homemade Wines Blackberry wine is displayed on a wooden surface next to two empty wine glasses, with other wine bottles in the background.Pin
Stop by Tennessee Homemade Wine and Cider Company, one of the spirited stops along the Tennessee Wine Trail, where you can sample Southern-inspired sips made right in the Smokies. Image: Tennessee Wine Trail

Texas Hill Country Wine Trail

Sip your way through the scenic Texas Hill Country Wine Trail, home to over 100 wineries nestled between Austin, Fredericksburg, and New Braunfels. From bold reds to crisp whites, each stop offers a distinct taste of Texas and a chance to meet the passionate makers behind the bottles. Plan a self-guided tour year-round or join one of four annual Wine Trail Events for seasonal tastings, food pairings, and fun. It’s a flavorful adventure that celebrates the heart of Texas wine country.

A man pours wine for two women seated in a cellar with stacked barrels in the background, celebrating a well-earned rest after exploring top trails and scenic hikes in the South.Pin
Raise a glass in the Texas Hill Country, where over 30 unique wineries invite you to sip, savor, and explore one of the country’s most exciting wine regions. Image: Facebook

Virginia Spirits Trail

Sip your way through the Commonwealth on the Virginia Spirits Trail, a statewide route connecting more than 60 craft distilleries with tasting rooms open to visitors. Whether you’re sampling moonshine in the mountains or gin on the coast, this interactive trail lets you filter by spirit type, region, and experience. Don’t miss the Virginia Spirits Passport — check in at 40+ participating distilleries to earn points and redeem prizes. Each stop offers a taste of tradition, innovation, and a warm welcome.

A person holding a smartphone displaying a wine app, seated at a wooden table with cocktails, a wine decanter, and a folded map of top trails and hikes in the South.Pin
Raise a glass to Virginia’s craft spirit scene, where every sip tells a story and every stop offers a new discovery — from the Blue Ridge Mountains to the Bay. Image: Facebook

OUTDOORS & HIKING TRAILS

Alabama Scenic River Trail

Spanning over 6,300 miles, the Alabama Scenic River Trail is the longest and most experience-rich water trail in the U.S. Explore everything from mountain streams and waterfalls to whitewater rapids, calm lakes, and coastal deltas — all in one unforgettable adventure. With more than 650 core trail miles and 50+ expert outfitters and guides, the trail offers endless opportunities to paddle, fish, and camp. Use the interactive map to build your own route and discover Alabama from the water.

A group of people rows a boat on a calm river with an arched bridge and green trees in the background, enjoying the Hometown Flavor of scenic views under a partly cloudy sky.Pin
Paddle through Alabama’s diverse landscapes, from serene lakes to thrilling whitewater rapids, along the Alabama Scenic River Trail. Image: Facebook

Byrd Lake Trail

The Byrd Lake Trail at Cumberland Mountain State Park in Crossville, TN, stands out for its accessibility as much as its stunning views. The trail is a 0.5-mile paved loop that wraps around a scenic lake, ideal for all ages and abilities. It is both family—and wheelchair-friendly, with accessible parking near the trailhead at the Visitors Center.

While on the trail, you can enjoy birdwatching, nature photography, or simply soaking in the tranquil surroundings of the Cumberland Plateau.

Stone bridge spanning across lake, with fall foliage in the background.Pin
A peaceful stone bridge spans Byrd Lake along this scenic, wheelchair-accessible trail — perfect for spotting birds, snapping photos, or admiring the beauty of Cumberland Mountain State Park. Image: Matt Morrison

Congaree Cedar Creek Canoe Trail

Glide through the awe-inspiring old-growth forests of Congaree National Park on the 15-mile Cedar Creek Canoe Trail. This marked water route takes paddlers from Bannister’s Bridge to the Congaree River, offering a peaceful journey through towering trees and rich wildlife habitats. Keep an eye out for deer, turtles, herons, and even alligators along the way. Bring your own gear or rent from nearby Columbia outfitters for a self-guided or guided adventure through this hidden South Carolina gem.

Three people in kayaks paddle on a calm river surrounded by trees with autumn foliage, exploring one of the Top Trails South and soaking in the hometown flavor of the scenic landscape.Pin
Paddle beneath soaring hardwoods and Spanish moss along the Cedar Creek Canoe Trail, a wild and winding waterway through Congaree National Park’s ancient floodplain forest. Image: Facebook

Cummins Falls Overlook Trail

Cummins Falls State Park in Tennessee offers several scenic trails, with the Falls Overlook Trail being a family-friendly favorite. This easy path leads to a stunning view of the park’s 75-foot waterfall, the eighth largest in the state by volume. For a more adventurous hike, take the Base Route via Falls Overlook Trail and Blackburn Fork to reach the base of the falls — note that a Gorge Access Permit is required. After your adventure, consider visiting nearby Gainesboro to enjoy Gulf Coast-style cuisine at The Stolen Coin Oyster Bar & Bistro, sample traditional moonshine at Roaring River Distillery, or indulge in frozen treats at Honest John’s Frozen Custard.

A waterfall cascades over layered rock formations into a clear pool, surrounded by rocky banks and dense green trees—an unforgettable sight along the South Trails for anyone hiking south.Pin
A favorite Tennessee hike, Cummins Falls rewards visitors with a breathtaking view of its 75-foot cascade — perfect for nature lovers and adventure seekers alike. Image: Facebook

Natchez Trace National Scenic Trail

Stretching across Alabama, Mississippi, and Tennessee, the Natchez Trace National Scenic Trail offers more than 60 miles of hiking and horseback riding across five unique sections. Winding alongside the 444-mile Natchez Trace Parkway, the trail showcases wetlands, hardwood forests, and remnants of early American history. Highlights include Tishomingo State Park and Woodall Mountain — the highest natural point in Mississippi — both located in scenic Tishomingo County. From the Highland Rim near Nashville to the historic Potkopinu section near Natchez, each trailhead reveals a different side of the South’s natural beauty and past — making this a must for outdoor lovers and history buffs alike.

SB All Best Trails in the South Natchez Trace Parkway Tishomingo State Park scaledPin
Hike ancient rock formations and lush trails at Tishomingo State Park, one of Mississippi’s most scenic spots along Natchez Trace. Image: Natchez Trace Parkway

Virginia Creeper Trail

Winding 34 miles through the scenic mountains of southwest Virginia, the Virginia Creeper Trail is a beloved multi-use route perfect for biking, walking, or simply soaking in the natural beauty. Though portions of the trail remain under recovery following Hurricane Helene, the reopened section between Abingdon and Damascus offers a memorable journey through small-town charm, restored rail depots, and breathtaking landscapes. Your visit supports local communities and helps preserve this treasured trail for future generations.

A metal truss bridge spans a shallow, rocky creek surrounded by leafless trees and evergreen foliage in a forested area, offering a glimpse of history along popular hikes and trails in the South.Pin
The Virginia Creeper Trail once carried steam locomotives — today, it welcomes hikers and cyclists across nearly 50 wooden trestles. Image: Facebook

Happy trailblazing!

Kate Feinberg
About the Author
Kate Feinberg

Kate Feinberg is StyleBlueprint's Associate Editor & Sponsored Content Specialist, based in Nashville. Kate is a plant-based foodie, avid runner, and fantasy reader.