Rides and Maps
To help us get a head count on how many people to expect during our guided group rides, led by local H.O.G. members, please fill out this form. Please put the title of the ride(s) you are interested in taking and what days (example: Eye of the Dragon on Thursday, Old Friends Farm on Friday, etc.). Rally dates are Thursday, June 11 - Sunday, June 14.
Note: Some excursions like the bourbon distillery tours and horse farm tours, you will have to book yourself on their website in advance.
Eye of the Dragon
183 Miles | Duration: 5+ hours | Advanced
Do you dare to look into the Eye of the Dragon? This famous route features many of Kentucky’s most famous sights. Ride through the legendary Red River Gorge and the seemingly ancient NADA Tunnel which spans 900 feet long. While you're at it, make a stop by the Natural Bridge, a true KY treasure! Optional stops along the way include Miguel's Pizza for a bite to eat; the H.O.G. 50 Rides 1 Nation stop for KY; and Fitchburg Furnace, the remnants of the worlds largest charcoal iron furnace.
Where the Mountains & Bluegrass Blend
199 Miles | Duration: 5+ hours | Advanced
This very curvy ride will have you venturing through parts of the very famous Daniel Boone National Forest. You will be traveling to the heart of Jackson County, McKee, one of the great staples of the Bluegrass. PLEASE NOTE this is a very curvy road and may be difficult for newer riders. Ride safe!
*Please note: This ride features lots of curves and new riders may find it difficult. Please ride safe!
Covered Bridges
153 Mile Round-Trip | Duration: 3+ hours | Intermediate
Take a leisurely ride through the countryside and visit some of Kentucky’s “Timbered Tunnels”. During this ride you will visit a few of the 13 remaining Kentucky covered bridges. We recommend that you take the time to enjoy Blue Licks Battlefield State Park, where Daniel Boone’s son, Israel, was killed. Blue Licks is sometimes referred to as the “last battle of the American Revolution”. Make sure to get lunch and enjoy the Pioneer Museum while you are there! This awesome one-of-a-kind ride will take you on a leisurely journey through 2 of Kentucky's 13 "Timbered Tunnels" or covered bridges. On your way back, stop and enjoy a delicious meal at the Windy Corner Market!
Wild Turkey Run
92 Mile Round-Trip | Duration: 2.5+ hours | Intermediate
Enjoy breathtaking views of Kentucky’s traditional horse farms and rolling countryside as you ride to one of Kentucky’s most legendary bourbon distilleries. This route boasts many beautiful sights and curves all throughout Lexington and Versailles. As you near Lawrenceburg and into the distillery grounds, you’ll cross the famous Tyrone High Bridge over top of the vast Kentucky River. Along your adventure, there will be plenty of locations for great roadside pictures. Also make sure to include a tour of the Wild Turkey Distillery as a part of your ride! You can book online at wildturkeybourbon.com/visit-us. On your ride back to the dealership, make a pit stop at Eckert’s Orchard and enjoy one of their famous apple cider donuts! Head down to a beautiful and nationally renowned Bourbon distillery perched 275 feet above the KY River.
Wilderness Trail Distillery
112 Mile Round-Trip | Duration: 2.5+ hours | Leisure
After a quick trip down Man O’ War Boulevard, you’ll ride through some of Kentucky’s most gorgeous back roads to the historic Wilderness Trail Distillery in Danville. Be sure to include a tour of this incredible facility on your adventure! You can book online at wildernesstraildistillery.com. Don’t forget to pick up your free patch for arriving on a motorcycle! If you are looking for fun stops along the way, be sure to visit Shaker Village at Pleasant Hill on the route to the distillery and the Camp Nelson National Monument on your trip back to the dealership! After a quick trip down Man O' War Blvd, you'll ride through some of Kentucky's most gorgeous backroads to the historic Wilderness Trail Distillery out of Danville, KY. This ride is perfect for intermediate riders!
Old Town Berea
96 Mile Round-Trip | Duration: 3 hours | Leisure
Enjoy the beautiful back roads of Kentucky, complete with a ferry ride across the Kentucky river while on your way to the folk arts and crafts capital of Kentucky! Often ranked among the top art communities in the entire United States, Berea is a city of diverse culture, art, and open-minded expression. Just 40 miles south of Lexington, Berea offers visitors over 40 arts and crafts shops featuring everything from handmade dulcimers and homemade chocolates to jewelry stores, art galleries, quilt-makers, and even glassblowing studios. While in Berea, take a walk across the historic and beautiful Berea College Campus and make sure that you take the time to enjoy one of the many local eateries.
79 Miles | Duration: 2+ hours | Leisure
Scenic Sunrise
An early morning look at Kentucky horse farms. You might even get to inhale the “Angels’ Share”. Stop and enjoy a delicious meal at Wallace Station!
Rattlesnake to Cumberland Falls
245 Miles | Duration: 5+ hours | Advanced
You might not see any actual rattlesnakes in this stretch of road, but the 150 curves sure will make you feel like one. Enjoy the view of the beautiful Niagara of the South, Cumberland Falls and then stop at Ruckel's for lunch!
Pop’s Southern BBQ
133 Miles | Duration: 3+ hours | Leisure
A laid back cruise through the countryside for some authentic southern style BBQ! Featuring homemade beer cheese, firecracker shrimp, slow smoked brisket, and hand spun milkshakes, there’s certainly something for everyone!
Camp Nelson
36 Miles | Duration: 1 hour | Leisure
Enjoy this gorgeous ride with the final destination of a beautiful memorial to our Veterans. Camp Nelson is a historic site in Jessamine County, Kentucky, that served as a Union Army supply depot, hospital, and recruitment center during the Civil War. Today, Camp Nelson is a national monument and park where visitors can explore museum exhibits, preserved earthworks, cemeteries, and trails that tell the powerful story of freedom, service, and sacrifice.
Ride to Old Friends Farm and Wallace Station
62 Miles | Duration: 2 hours | Leisure
Ride from Man O' War Harley-Davidson to Old Friends Farm. Old Friends provides a dignified retirement for Thoroughbreds whose racing and breeding careers have come to an end. By promoting these once celebrated horses through a campaign of education and tourism, their goal is to raise awareness of the importance of equine aftercare. After the leaving the farm you'll go past the Weisenberger Mill. Weisenberger Mill has been "the bakers choice" since early 1865. Owned and operated for 6 generations by the Weisenberger family, the mill is nestled on banks of the South Elkhorn Creek, near Midway, in the heart of central Kentucky. They don't do tours or walk-ins but it's a unique photo op. Continue on through historic downtown Midway, KY on your way to Wallace Station for something eat then a quick photo op stop at an honest-to-goodness castle right in the heart of the Bluegrass.
