Historic Highway Hustle Route 66

MAY-JUL
3-11
2026
Historic Highway Hustle Rt. 66 stages three 6.6K road races from May to July 2026, running past Route 66 landmarks in Joliet, Wilmington, and Dwight. Each event includes collectible swag and local entertainment.
3-11 May-Jul 2026
7 kilometers

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Historic Highway Hustle - Rt. 66

The Historic Highway Hustle - Rt. 66 is a series of 6.6K road races held from May 3 to July 11, 2026. The series comprises three separate 6.6K events titled Old Joliet Prison - Run the Rock, Giant Summer Run, and The Pit Stop. Each event is associated with Route 66 landmarks and nearby communities in Illinois.

Racing routes pass by or celebrate several Route 66 sites, including the Old Joliet Prison in Joliet, the Gemini Giant in Wilmington, and Ambler's Texaco Gas Station in Dwight. The main listed address for the series is Old Joliet Prison, 1125 Collins St, Joliet, IL 60432. Events are organized by Historic Highway Hustle - Rt. 66 and include collectible participant swag and local entertainment.

Entry information lists a price of $45 per event, with a price increase after January 31, 2026. The series provides three separate opportunities across May to July 2026 to visit multiple communities tied to Route 66 while participating in short road races. Visit the organization's website for the most recent information.

7 km
Giant Summer Run 6.6k
7 km
Old Joliet Prison - Run the Rock 6.6k
7 km
The Pit Stop 6.6k