Bikes, Bourbon and Bluegrass Rally
hosted at Man O'War Harley-Davidson of Lexington

What's in Store for 2027?

We’re taking you on some of the best rides Central Kentucky has to offer—rolling hills, beautiful rivers, and sweeping views of the world-renowned horse farms. Whether you join one of our guided rides or venture out on your own, you’ll be treated to a stunning backdrop of nature, history, and culture. We’ll have vendors, daytime entertainment, and plenty of time to connect with fellow riders at the rally headquarters.

Lexington is the perfect base for exploring some of the most scenic motorcycle routes in the country. From frontier forts and Civil War-era battlefields to the famous Bourbon Trail distilleries, every turn promises something special. And let’s not forget about the Heart of the Dragon routes in Eastern Kentucky, including the breathtaking Eye of the Dragon ride through Red River Gorge State Park and the iconic Covered Bridge Ride.

Tentative Schedule

Thursday, June 10th:
Little Mania Wrestling

Thursday night is bringing the chaos and the crowd-favorite action as Little Mania Wrestling returns to the rally! Expect high-energy matches, big personalities, and nonstop entertainment that always packs the house. We’ll have Country Boy Brewing on-site serving up cold beers, plus tons of great food available for purchase to keep you fueled all night. Don’t forget to check out wrestling merch for sale so you can take a piece of the action home with you.

Friday, June 11th:
Music & Bikini Contest

Friday brings the party to the next level with FREE entertainment and FREE admission, featuring our Bikini Contest and live performances opened by The Damn Shames and followed by the Filthy Heathens at the dealership! Cheer on the contestants and don’t miss your chance to see someone take home the $500 cash prize, proudly sponsored by Law Tiger Motorcycle Lawyers.

Enjoy live music, great beer, and even better company. Huge thanks to Circle G Gates for sponsoring the music and helping us keep the good times going. This is a Friday you won’t want to miss! *Please drink responsibly.

Saturday, June 12th:
Three-Act Lineup + FREE Admission!

Get ready for a full day of high-energy, blue-collar country music on Saturday, June 13th at Man O’ War Harley-Davidson—with FREE ADMISSION. The rally stage features a three-act lineup headlined by J. Johnson aka the Red River Redneck, the voice behind the viral hit “Blue Collar Anthem,” delivering a gritty, rally-ready live show.

The day also features rising stars Dalton Dailey and Will Finley-Smith, bringing big energy from start to finish. With professional sound, seamless flow, and nonstop music, Saturday promises big crowds and a true rally-worthy concert experience.

Sunday, June 13th:
Awards Day

Awards Day – Go out with a bang!
We’re wrapping up the rally with our Awards Ceremony, celebrating the riders who truly stood out all weekend. Compete for trophies and prizes like Furthest Distance Traveled, Oldest Bike, Best Biker Fit, and more—because every great ride deserves recognition.

Stick around and make a day of it with vendors and food trucks on-site all day at the dealership. Hang out with fellow riders, grab a bite, do some last-minute shopping, and close out the rally in true Harley style.