The Hilly Hundred Weekend is one of Indiana's most popular, and longest running, cycling events. Join over 2,000 cyclists for two days of riding on the scenic back roads of Owen and Monroe County. Each day offers distances of 30 or 50 miles, with multiple rest stops and a lunch stop with live music. After you finish enjoy some ice cream, and visit the Welcome Center for pictures from the day's ride.

Date: October 10 - 12, 2025
Distances: 35 - 65 miles, see ride website
City, State: Ellettsville, Indiana
Start Location: Edgewood High School
Start Time: 8:00 am
Online Information: https://www.hillyhundred.org/
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