September 1, 2025
The backroads are buzzing this month, and September is the perfect time to get out and explore. From small-town squares filled with music to county fairs, car shows, and even goats(yes, goats!), there’s no shortage of adventures waiting for you. Whether you’re looking for live tunes under the stars, family-friendly festivals, or one-of-a-kind community traditions, the Mid-South backroads are ready to welcome you.
Here’s your September guide to happenings along the backroads:
Spend your Thursday evenings on the square in Hernando, where music fills the air and neighbors gather like family. The Hometown Headliners concert series is the perfect way to ease into fall—bring a lawn chair, grab a bite downtown, and enjoy live performances under the stars.
Kick off your weekend with art, music, and community spirit at the DeSoto Arts Council. TheirFirst Friday Back Porch Party is a local tradition that brings creativity and connection together on a laid-back evening in Hernando.
Quirky, fun, and uniquely Millington—Goat Days is a must-experience event! From goat paradesto family games, music, and food, it’s the kind of festival you’ll talk about long after it’s over.
Classic cars meet rock ’n’ roll for a day of fun and fundraising in Piperton. Stroll through rows of vintage rides, enjoy live music, and soak in the nostalgia.
Rev your engines for a good cause. The Harleys with Heart Poker Run combines the thrill of the ride with the joy of giving back—an event that brings bikers together for community impact.
One of the region’s most beloved festivals, the Germantown Festival is packed with arts, crafts, rides, food, and family fun. A classic celebration of community that’s worth the drive.
Yes, it’s exactly what it sounds like—and it’s delightful. Celebrate the hard work of local 4-H kids as they showcase and auction their feathered friends. A true small-town gem.
A week of rides, exhibits, contests, and good old-fashioned fair fun. If you’re craving funnel cakes, neon lights, and that unmistakable fairground energy, this is your stop.
Gardeners of all levels are invited to learn tips and tricks from the Master Gardeners of Crittenden County. Perfect for anyone ready to get their hands dirty and grow something beautiful this fall.
Celebrate the beauty and magic of nature at the Hummingbird Festival, where family-friendly activities, live music, and environmental education come together. A sweet stop for bird lovers and outdoor enthusiasts alike.
A beloved annual tradition, the Cotton Festival brings Somerville’s square to life with vendors, food, music, and plenty of small-town charm.
Hot air balloons fill the sky for one of the most colorful weekends of the year. Whether you come for the rides, the views, or just the atmosphere, it’s a backroads highlight you won’t want to miss.
This family-friendly festival blends community fellowship, food, and fun in a peaceful outdoor setting.
A regional tradition for generations, the MidSouth Fair brings big-time rides, midway games, live music, and exhibits to Southaven. This year marks another chance to make memories that last a lifetime.
Step into history and heritage at this Covington favorite. With live music, food, crafts, and community celebration, the Heritage Festival is a true showcase of small-town pride.
Watch the skies come alive with planes and aerial performances at this exciting air show. It’s an adrenaline-pumping day of thrills and family fun.
A fair with heart and history, the Rosemark Country Fair is all about celebrating community roots with food, crafts, music, and fun.
The beauty of the backroads is in the stories—of music echoing through a town square, families gathering at a county fair, or neighbors coming together to celebrate goats, gardens, and everything in between. This September, let curiosity be your guide. Pack up the car, roll down the windows, and see where the road takes you.
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