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

Hannah Harper Logo
Montgomery Gentry Logo

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!

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2026 Fall Trail Ride Eddie Montgomery

🔥🎶 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!!!

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2026 fall knott county trail ride

🌸 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.

Carl craft
Ricky thomas
Calvin waddles
Herbs contracting
Blt construction
Hindman land auction
Halls service mart
Bluegrass pest management
Sage health and wellness
The moon spirits
Knott county coroner corey watson
East kentucky pharmacy
Hindman Funeral Services
Stans Dream Foundation

🐎 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

Holler Hog's BBQ
Follow the smell of the smoker to Holler Hog's BBQ! Stop by for smoky, satisfying BBQ favorites including pork, chicken, and smoked bologna—a perfect meal after a day on the trails.

Smoked And Loaded
Come hungry, because Smoked And Loaded lives up to the name! Dig into pulled pork, pulled chicken, ribs, brisket, smoked ribeye, catfish, wings, and chicken tenders—or go all-in with loaded fries, potatoes, or nachos. Add mac and cheese, beans, slaw, potato salad, or one of their appetizers and you've got some serious Trail Ride food.

Smokin Grub BBQ
Smokin Grub BBQ is bringing a menu packed with smoky favorites. Grab ribs, brisket, pulled pork, or smoked chicken, or switch things up with a Philly cheesesteak, loaded nachos, loaded fries, Polish sausage, chicken tenders, and plenty of homemade-style sides.

🍔 Festival Food

Buns on the Run
Buns on the Run has you covered from breakfast through dinner. Start with eggs, biscuits, sausage, bacon, and gravy, then come back for loaded mac-and-cheese baked potatoes, chicken-bacon-ranch potatoes, pulled pork, burgers, hot dogs, walking tacos, and fries. Still hungry? Finish it off with deep-fried honey buns, donuts, or funnel fries—or catch one of their homestyle dinner specials.

East Kentucky Organic, LLC
Whether you're looking for breakfast to start the day or a classic festival treat later on, East Kentucky Organic has you covered with breakfast, funnel cakes, chips and cheese, coffee, soda, and water.

Got Munchies Concessions
Got the munchies? They have the answer. Sink your teeth into a Texas tenderloin or load up on pulled-pork fries, chicken-bacon-ranch fries, or nachos—with even more waiting at the window.

Hungry Hillbilly
The name says it all! Hungry Hillbilly is bringing a full lineup of festival favorites including burgers, hot dogs, chicken sandwiches, Phillys, fries, onion rings, nachos, and plenty of crispy fried favorites—from pickles and mushrooms to okra and fried green tomatoes.

Momma's Quick Fixin's
When you're ready for a quick bite or something cold to drink, make a stop at Momma's Quick Fixin's. They'll be serving food and drinks throughout the event.

Nan's Kitchen
Nan's Kitchen has something waiting whether you're stopping by early or later in the day. Grab breakfast to get started, then come back for catfish, walking tacos, or a cold milkshake.

Sweet G Eats and Espresso
Sweet, savory, and caffeinated—Sweet G Eats and Espresso has a little bit of everything. Their menu ranges from meatloaf, chicken subs, tenderloin, sliders, shrimp biscuits with seafood gravy, and loaded fries to deep-fried honey buns, pumpkin roll, cookies, and frozen cheesecake on a stick. Pair it with an espresso, iced coffee, or frappe and you're set.

Tammy's Treats and More
Stop by Tammy's Treats and More when hunger hits. They'll be serving food and drinks during the Trail Ride, making it an easy stop while you're enjoying the weekend.

Tasty Treats by Tab
Bring your sweet tooth! Tasty Treats by Tab will have funnel cakes and funnel cake sundaes, ice cream, milkshakes, Dubai cups and banana splits, classic banana splits, loaded teas, and lemonade. If you're craving something savory, check out their cheese planks too.

Two Blessed Girls Snack Shack
Come hungry to Two Blessed Girls Snack Shack! Their menu includes Philly steak sandwiches, kielbasa, hot dogs, loaded nachos, taco salad, and comfort-food favorites like pinto beans, cornbread, kraut, and wieners. In the morning, look for sausage, bacon, fried bologna sandwiches, and breakfast burritos.

🍩 Sweets & Treats

Brit 57 Donuts
Save room for something sweet! Brit 57 Donuts will be serving ice cream, milkshakes, cotton candy, and funnel cakes, with fries and hot dogs available when you're craving something savory too.

Tropical Zone
Need to cool down between rides? Head to Tropical Zone for icy shaved ice or a refreshing glass of fresh-squeezed lemonade.

🥤 Coffee & Drinks

Abby's Southern Sips, LLC
Thirsty? Abby's Southern Sips has plenty of ways to fix that! Choose from dirty sodas, dirty Alanis, sweet tea, limeade, and a whole lineup of lemonades—including flavored, creamy, and Alani lemonades. It’s the perfect stop for something cold and refreshing between rides.

Hindman Bean Shack
Start the morning with coffee or stop by later for an afternoon pick-me-up. Hindman Bean Shack will be mixing up coffee along with loaded Alani drinks and loaded Red Bulls to keep you going throughout Trail Ride weekend.

Neon Squeeze
Bright, cold, and refreshing—Neon Squeeze is the place to cool off with lemonade or a dirty soda. And when you're ready for a sweet frozen treat, grab one of their frozen bananas!

Triple C's Coffee Truck
Coffee lovers, this one's for you! Triple C's Coffee Truck will have everything from espresso and iced coffee to frappes, plus frozen lemonade, dirty Red Bulls, and milkshakes when you're in the mood for something cold.

🐎 Tack & Western Gear

Boots, Bridles and Western Wear
This one's for the horse people. Browse horse tack, boots, and western wear at Boots, Bridles and Western Wear and maybe head home with something new for you or your horse.

C&J Tack
Need something for your horse—or just love shopping tack? C&J Tack is bringing a big selection including bridles, girths, halters, bits, saddle pads, brow bands, grooming supplies, bell boots, reins, saddle bags, breast collars, stirrups, hardware, and more.

Country Mountain Boutique and Tack
Country Mountain Boutique and Tack brings together horse gear and shopping for the whole family. Browse their wide variety of horse tack and equipment along with accessories for women, men, and children.

H&H Tack
Gear up for the trail or add a little western style to your wardrobe at H&H Tack. Browse their selection of horse tack along with western-style clothing for riders and western enthusiasts alike.

Lingar Farms LLC
If it's tack you're looking for, make sure you visit Lingar Farms. They'll have everything from saddles and bridles to halters, leads, and other horse-tack essentials.

R&R's Country Outlet
R&R's Country Outlet is bringing the practical stuff you might be glad you found. Shop horse blankets and horse lamps along with tarps, extension cords, ratchet straps, bungee cords, and more.

Terry's Tack
Terry's Tack is keeping it simple: tack of all kinds. Horse owners and riders will definitely want to stop by and see what they brought to the Fall Trail Ride.

🛍️ Shopping, Apparel & More

EventLink / Sargento
Who doesn't love free cheese? Stop by EventLink / Sargento during the Trail Ride and pick up some free string cheese while you're making your way around the event.

Hopeless T-Shirts
Take a break from the trails and do a little shopping! Hopeless T-Shirts will have T-shirts, hats, hoodies, purses, toys, and more to browse.

Isom Vendors Mall
There's a little bit of everything at Isom Vendors Mall. Browse hats, purses, shirts, jewelry, toys, tools, and more—you never know what you'll find.

Laferty Enterprises
Freshen up your wardrobe while you're at the Trail Ride. Laferty Enterprises will have T-shirts, hats, hoodies, sweatshirts, and boots ready to shop.