Great Rides and Routes

The Great Ride Routes below were mapped out by Ron H., and we would like to thank him for sharing them with us all. Each route is a PDF file with a simple map and point to point directions. We'd like to know what you think, so let us know.   Use Feedback Form

The project was first mentioned by Wes at one of the donut socials during the 2006 winter, to help customers find a route to take when the shop started renting Harleys. The main goal was to provide scenic routes for tourists visiting Kentucky, that would also provide either a scenic destination (Red River Gorge), or an interesting or historical place to visit (Perryville Battlefield, Colonel Sanders Museum) that could be done in a day without backtracking, if possible.  Ron tried to keep each trip within a reasonable days' ride from Lexington. Interstates were avoided, unless it was just way too complicated to route around... or time and distance was a factor. Rides to Mammoth Cave and the Jefferson Davis Memorial were just too far away to make this list.

The Delorme Street Atlas softcopy files are available if you have a compatible GPS unit. You can then import the route right into your GPS for easy navigation.  Contact the webmaster.

Disclaimer: NO GUARANTEE is either expressed or implied with regard to the correctness of these maps, or your ability of riding these routes. Things do change, roads do get rough and are sometimes difficult for some to ride. Each rider is different, and so are their riding capabilities and styles. If you follow the routes at your own pace, you should easily get there and get back. But watch out for those things that are out of your immediate control. If something is not right on the mapped routes, don't get upset with us, but please let us know so we can try and fix it.

Do you have a favorite ride route not covered here.  Let the webmaster know about it, and we'll see about putting another page together of "members" favorite rides or something.    

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The Routes  (All rides are round trip from Man O'War H-D)


PDF File

RT Miles


1Big Bone Lick180 miGo North to Big Bone Lick State Park and a unique place called Jane's Saddlebag. SR338 to Lower River Road, total 8 mi, takes you to Rabbit Hash, KY.     
2Bourbon Trail220 miVisit if you want, or just ride by six (6) of Kentucky's Bourbon Distilleries. 
3Brandeis Loop75 miReally nice ride through some of the most beautiful horse country around the bluegrass. Pretty easy ride. 
4Carter Caves187 miRide US60 to and from Carter Caves State Resort Park. Want to tour a Cave?            
5Clay City Loop76 miSome twisters and great county communities on this loop to the east of Lexington.  
6Cumberland Falls265 miDown to Cumberland Fall State Park on the east side of I75 and back on US27. Plenty of twisters going there. A full days ride, but well worth it.  
7Daniel Boone163 miPlenty of great riding on this Daniel Boone loop through Winchester, Irvine, Beattyville, McKee and Richmond.   
8Fort Boonesboro38 miNice short ride down to the river and the Fort. Could be coupled with the Riverfront Ride below. They are just across the river from each other.  
9Harland Sanders218 mi

Travel down US25 to Corbin and the Harland Sanders Cafe & Museum. Return on US27 to Lexington. Easy to jump on I75 to save time, if you need to. 

10KY Speedway147 miA great trip up to Sparta, KY to see the 1.5 mile tri-oval race track where all kinds of NASCAR & ARCA Truck Series, Busch and Indy Car Races and other events are held. Call ahead & schedule a tour.  KY Speedway 
11Maker's Mark158 miAnother of the great rides. This one takes you to the famous Makers Mark Distillery. Scenic roads, great riding coming and going on this one. 
12Maysville Loop169 miScenic roads up NE to Maysville, KY on the Ohio River. Back through Falmouth & Cynthiana. GO SLOW twisters on SR10/SR22 to Falmouth. Be careful! 
13Mike Linnigs225 miRun the back roads to the famous Mike Linnigs Seafood Restaurant on the south-west side of Louisville. Super slab it to get back if you need to.  
14Natural Bridge125 miRide US60 through Winchester to US15 to the famous Nada Tunnel. Ride SR715 through the park and out back onto US15/11 back to start.   Natural Bridge 
15Old Fort Harrod78 miRide to Old Fort Harrod State Park in Harrodsburg. See the BIG Osage Orange Tree. Return via Burgin and Lake Herrington. Dairy Queen in Nicholasville on the way back has soft serve chocolate.   
16Perryville Battle100 miNice easy ride to visit the Perryville Battlefield. Over 7600 killed, wounded or missing in Oct 1862 during a battle for KY in the Civil War.    
17Smith-Berry Wines143 miTravel NW to New Castle, KY on some great roads skirting Georgetown & Frankfort, then return through Lawrenceburg & Versailles.      Smith-Berry Winery 
18The Waterfront38 miRide to Winchester and down to the Waterfront Grill where the Thursday Night Riders meet. Return Athens-Boonesboro Rd for a little fun in the curves.