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Winchester, Kentucky - Bluegrass Region

343 S. Main St.
Winchester/Clark County
Winchester, KY 40391

The Preservation Pedal is the annual bicycle tour sponsored by Preservation Kentucky. Each year a different Kentucky community's unique heritage is highlighted by cycling routes that showcase its delightful historic downtown and/or its spectacular rural landscape. The Preservation Pedal not only puts a spotlight on the Commonwealth's beauty and charm, it also promotes heritage tourism, the importance of historic preservation to community identity, and supports local businesses.  All proceeds assist Preservation Kentucky in furthering our mission to promote historic preservation through education and advocacy.

The Preservation Pedal is one of four premier cycling events that make up the Kentucky Century Challenge.

Time and Place:

The 2014 Preservation Pedal will be held in Winchester and Clark County on Saturday June 21, 2014.  All rides will begin and end in Winchester's beautiful Courthouse Square. With four route options, we have something for everyone!

Tour Options:

Route options available for the 2014 Preservation Pedal include a Century Ride, Half Century Ride, Quarter Century Ride, and a downtown ride.  

The Downtown Ride highlights the The Winchester Alley Tour, which  was designed to take riders by local landmarks in the downtown area and several country stores, while avoiding dangerous intersections and heavily trafficked areas. This guided ride will be led by a knowledgeable local historian and is perfect for families, beginning riders, and history buffs. It truly proves that cycling can be safe and fun!

The River Route or Quarter Century Ride provides a moderate challenge for the casual cyclist and a relaxed ride for the more experienced. Beginning downtown, the route meanders south to the Kentucky River, follows along its verdant banks for a time, and then heads back north for a downtown finish.

The Half Century Route is an intermediate ride. It heads northwest out of downtown toward historic Paris, Ky. It takes in picturesque creek views and rich farmland, as well as numerous historic sites.

Our Century Ride is our most challenging route. It explores downtown Winchester and southwest Clark County before heading north toward historic Bourbon County. It takes in a host of historical sites, beautiful pastoral farmland and breathtaking natural scenery.


Now OPEN! Early bird registration is only $35! Hurry and register for this low price.


Lunch will be provided with all Preservation Pedal tours.  Rest stops will include access to snacks and drinks (including pickles and chocolate milk!), as well as restrooms. All riders will be required to wear a temporary ride identification bracelet. This will be your admission ticket to the rest stops, lunches, and SAG support. Any rider without an official ride bracelet will not be afforded ride benefits, including rest stop and lunch entry.


Yup! A free t-shirt is included with every registration. Keep your eyes peeled for the design reveal!


All riders are expected to have bicycles in good condition, to obey all traffic laws, and to ride safely and intelligently. These are public roads, so cars will be sharing the route with us. Helmets must be worn on all rides and must meet Consumer Product Safety Commission (CPSC), ASTM, or Snell standards.  Safety lessons will be provided for all cyclists prior to the launch of the rides.