2026 Fall Trail Ride - October 1, October 2, October 3


Friday night belongs to Hannah Harper! Fresh off her incredible journey as the 2026 winner of American Idol, Hannah brings a powerful country voice, heartfelt songwriting, and a genuine style that won over fans across the country. Get a preview in the video, then make plans to see Hannah Harper live at the 2026 Knott County Fall Trail Ride!
Saturday night, get ready for Montgomery Gentry featuring Eddie Montgomery! A Kentucky country music legend, Eddie brings decades of hits and the unmistakable Montgomery Gentry sound to the Fall Trail Ride. With five No. 1 country hits, Grand Ole Opry membership, and induction into the Kentucky Music Hall of Fame, expect a high-energy night filled with songs you know by heart. Watch the video, then come experience it live in Knott County!


🔥🎶 FALL TRAIL RIDE ENTERTAINMENT ANNOUNCEMENT! 🎶🔥
Get ready for a HUGE Saturday night at the 2026 Knott County Fall Trail Ride! 🐎🍂
We’re excited to announce MONTGOMERY GENTRY featuring EDDIE MONTGOMERY taking the stage as our Saturday Night Headliner! 🎤🔥
Get ready to sing along to the songs that have made Montgomery Gentry one of country music’s most recognizable names. From “My Town” and “Hell Yeah” to “Something to Be Proud Of” and “Where I Come From,” this is going to be a night of country music you don’t want to miss!
Grab your friends, bring your family, and get ready for an unforgettable Saturday night in the mountains of Knott County!
🌟 Live Music
🌟 Great Atmosphere
🌟 Trail Riding Fun
🌟 Memories You Won’t Forget
👉 Make plans NOW — this is where you want to be!
Let’s pack the place and kick off the weekend the right way! 🎉🔥
🎟️ Admission
$30 Arm Bands
Access to the Trail Ride and live entertainment throughout the whole week.
🎤 Friday, October 2
7:00 PM – TBA
8:00 PM – TBA
9:00 PM – Hannah Harper
Don’t miss this exciting performance from the 2026 American Idol winner, Hannah Harper!!!
🎤 Saturday, October 3
7:00 PM – TBA
8:00 PM – TBA
9:00 PM – MONTGOMERY GENTRY featuring EDDIE MONTGOMERY
Don’t miss this exciting performance from Kentucky Music Hall of Fame inductee and CMA Award winner Montgomery Gentry featuring Eddie Montgomery!!!
🌸 Ride the Mountains This Spring
Get ready for one of Knott County’s most anticipated events of the year—the 2026 Spring Trail Ride!
Join riders from across Kentucky and beyond for a weekend of scenic trails, great company, and unforgettable mountain views. Whether you're a seasoned rider or just looking for a new adventure, this is the perfect way to experience the beauty of Eastern Kentucky.
📅 Event Details
- Dates: October 1, 2, and 3
- Location: 3000 Elk View Dr, Leburn, KY 41831
- Gates Open: Sunday, September 27 at 1:00pm
🐎 What to Expect
- Miles of Scenic Trails
- Ride through breathtaking Appalachian mountain terrain, featuring ridgelines, valleys, and wooded paths.
- Guided & Open Riding
- Enjoy marked trails or explore at your own pace.
Camping Available - Stay on-site and enjoy the full weekend experience under the stars.
Food & Vendors - Local vendors will be on-site with food, gear, and unique items.
Family-Friendly Atmosphere
Bring your friends and family—there’s something for everyone.
🐎 Fall Trail Ride Vendors
Get ready for an unforgettable time at the Knott County Trail Ride! Come enjoy a full day of shopping, amazing food, and family-friendly fun. Browse unique vendors offering handmade goods, apparel, and western items while enjoying everything from smoky BBQ to fair favorites and refreshing drinks. Whether you’re there for the ride, the food, or the atmosphere, there’s something for everyone—so bring your friends and make a day of it!
🍖 BBQ & Homestyle Favorites
Holler Hog's BBQ
Come hungry for BBQ favorites including pork, chicken, and smoked bologna.
Smoked And Loaded
A huge selection of smoked favorites including pulled pork, pulled chicken, ribs, brisket, smoked ribeye, wings, catfish, loaded fries, loaded potatoes, nachos, homemade sides, and more.
Smokin Grub BBQ
Serving ribs, brisket, pulled pork, smoked chicken, Philly cheesesteaks, loaded nachos and fries, sausage, chicken tenders, homemade sides, and other BBQ favorites.
🍔 Festival Foods & Crowd Favorites
Buns on the Run
Serving breakfast favorites plus loaded baked potatoes, pulled pork sandwiches, cheeseburgers, hot dogs, walking tacos, fries, funnel fries, deep-fried honey buns, and traditional dinner specials.
East Kentucky Organic, LLC
Breakfast, funnel cakes, chips and cheese, coffee, soda, water, and more.
Got Munchies Concessions
Featuring Texas tenderloin, pulled-pork fries, chicken-bacon-ranch fries and nachos, and plenty more.
Hungry Hillbilly
Classic festival food including hamburgers, hot dogs, chicken sandwiches, Phillys, fries, onion rings, fried pickles, mushrooms, mozzarella sticks, fried green tomatoes, and more.
Nan's Kitchen
Serving breakfast along with catfish, walking tacos, and milkshakes.
Sweet G Eats and Espresso
A big menu featuring meatloaf, chicken, shrimp biscuits with seafood gravy, sliders, tenderloin, deep-fried bologna, loaded fries, desserts, espresso, iced coffee, frappes, and more.
Tasty Treats by Tab
Funnel cakes, funnel cake sundaes, ice cream, milkshakes, Dubai-inspired treats, banana splits, loaded teas, lemonade, and more.
Two Blessed Girls Snack Shack
Philly steak sandwiches, kielbasa, hot dogs, loaded nachos, taco salad, pinto beans and cornbread, plus breakfast sandwiches and burritos.
🍩 Sweets & Treats
Berry Me In Chocolate
Treat yourself to chocolate-covered strawberries, specialty sweets, dirty sodas, donuts, strawberry crunch treats, and more.
Brit 57 Donuts
Serving ice cream, milkshakes, cotton candy, funnel cakes, and other festival favorites.
☕ Coffee & Drinks
Hindman Bean Shack
Serving coffee, loaded Alani drinks, loaded Red Bulls, and specialty beverages.
Triple C's Coffee Truck
Get your caffeine fix with coffee, espresso, iced coffee, frappes, plus frozen lemonade, dirty Red Bulls, and milkshakes.
🐴 Tack, Equine & Western Goods
Boots, Bridles and Western Wear
Shop horse tack, boots, and western wear while you're at the Trail Ride.
Lingar Farms LLC
Everything you need for your horse, including saddles, bridles, halters, leads, and other tack.
R&R's Country Outlet
Offering horse lamps, horse blankets, tarps, extension cords, ratchet straps, bungee cords, and other useful items for the weekend and beyond.
🛍️ Apparel, Gifts & Specialty Vendors
EventLink / Sargento
Stop by for free string cheese while supplies last.
Hopeless T-Shirts
Shop T-shirts, hats, hoodies, purses, toys, and more.
Isom Vendors Mall
Browse hats, purses, shirts, jewelry, toys, tools, and a variety of other merchandise.


