2019 Routes:

 Forget about life's little ups and downs.




With four routes, ranging from 18 miles to a Century, 

RIDE THE RIDGES features something for everyone -

from Mississippi River vistas to rolling terrain to lush valleys.




Looking for an extra challenge? 

Ride the "CENTURY PLUS" and do more than a vertical mile of climbing. 



2019 General Information

 RIDER CHECK-IN:  Winona Middle School, 1570 Homer Road, Winona, Minnesota


Event day registration - begins at 6:30 am

Pre-registration packet pickup - begins at 6:30 am


All routes start and end at the Winona Middle School and travel on hard surface roads.


RTR Socks for every rider


Open start between 7:00 am and 9:00 am


Century riders are encouraged to start before 7:30 am


Free showers at Middle School - bring your towel and soap


Post-ride Picnic at Middle School 


Post-ride Party at Black Horse Bar & Grill, 34648 Old Homer Road, Winona, MN 55987 - 1:00 pm to 7:00 pm


2019 Rest Stops


    Mildred Marg Farm, County Road 21 / Winona:

Pickwick South (Outbound & Inbound):

Nature Center / Houston:

Money Creek / Highway 76:

Jeff & Eileen Oliver / County Road 5:

Trevor & Kristin Boettcher / County Road 25:

Apple Blossom Overlook / County Road 1 / La Crescent:

  Joyce Witt Farm, County Road 125 / New Hartford:


7:30 am to 10:00 am (18 / Short Route Only)

7:30 am to 5:00 pm (43, 65 & Century)

8:30 am to 11:30 am (Century)

9:30 am to 12:30 pm (Century)

8:30 am to 12:30 pm (65)

10:30 am to 2:00 pm (Century)

8:30 am to 2:30 pm (65 & Century)

8:15 am to 4:00 pm (43, 65 & Century) 


2019 Route Maps

Full color maps and easy-to-read cue sheets will be provided in registration packets.  Maps and signage for each route are color coded as follows:

  • Short Route = Green
  • Medium Route = Yellow    
  • Long Route = Red 
  • Century Route =  Blue 



                         SHORT ROUTE - 18.2 Miles

                         for route details and elevation information 

                                            see the Interactive Map                    





                               MEDIUM ROUTE - 42.7 Miles

                           for route details and elevation information 

                                             see the Interactive Map





                                 LONG ROUTE - 65.2 Miles

                               for route details and elevation information 

                                                 see the Interactive Map






               CENTURY ROUTE - 106.1 Miles

                                       5,177 feet of climb               

               for route details and elevation information

                                   see the Interactive Map







                        THE CENTURY PLUS - 106.7 Miles

An extra 0.6 miles

and 107 feet of climb

                           to attain a vertical mile - 5,284 feet - of climb

                                     for route details and elevation information 

                                                   see the Interactive Map



Routes are subject to change based on road construction, repairs, and unexpected events. 

Riders will be notified if changes become necessary.




                                Safety tips from the Minnesota Department of Transportation:

  • Follow the law - obey all traffic signs and signals.
  • Ride in the same direction as traffic.
  • Be predictable - maintain a straight course.
  • Communicate your intent - look, yield to traffic and signal before turning or changing lanes.
  • Use extreme caution near commercial vehicles
  • Pass only on the left.
  • See and be seen - wear bright colors, reflective gear and use head and tail lights.
  • Wear a helmet.
  • Stick to roads and trails - sidewalk riding puts you at risk for crashes at driveways and intersections.
  • Always yield to pedestrians.
  • Avoid distracted bicycling - put away mobile devices and headphones.