Running races in or near Sleepy Hollow, IL
Marathons, 1-milers, 5Ks, half-marathons, 10Ks & more
See below for a frequently-updated, comprehensive list of upcoming running events in the local Sleepy Hollow, IL area. Races listed here include both walking and running events of various distances — from 1-milers, to 5Ks, to marathons, and everything else in between.
Open 6:45PM - Individual Age group/open
Organization: Highlander Assault
Date of Race: 10-11-2025
Description: The Dark Ages are upon us...Join the Battle! as Highlander Assault ...
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Open 7:00PM - Individual Age group/open
Organization: Highlander Assault
Date of Race: 10-11-2025
Description: The Dark Ages are upon us...Join the Battle! as Highlander Assault ...
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Open 7:15PM - Individual Age group/open
Organization: Highlander Assault
Date of Race: 10-11-2025
Description: The Dark Ages are upon us...Join the Battle! as Highlander Assault ...
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Open 6:30PM - Individual Age group/open
Organization: Highlander Assault
Date of Race: 10-11-2025
Description: The Dark Ages are upon us...Join the Battle! as Highlander Assault ...
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Open 9:00PM - Individual Age group/open
Organization: Highlander Assault
Date of Race: 10-11-2025
Description: The Dark Ages are upon us...Join the Battle! as Highlander Assault ...
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Open 8:00PM - Individual Age group/open
Organization: Highlander Assault
Date of Race: 10-11-2025
Description: The Dark Ages are upon us...Join the Battle! as Highlander Assault ...
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Open 8:15PM - Individual Age group/open
Organization: Highlander Assault
Date of Race: 10-11-2025
Description: The Dark Ages are upon us...Join the Battle! as Highlander Assault ...
View Race Details View on Map
Open 8:15PM - Individual Age group/open
Organization: Highlander Assault
Date of Race: 10-11-2025
Description: The Dark Ages are upon us...Join the Battle! as Highlander Assault ...
View Race Details View on Map
Open 8:45PM - Individual Age group/open
Organization: Highlander Assault
Date of Race: 10-11-2025
Description: The Dark Ages are upon us...Join the Battle! as Highlander Assault ...
View Race Details View on Map
Open 9:15PM - Individual Age group/open
Organization: Highlander Assault
Date of Race: 10-11-2025
Description: The Dark Ages are upon us...Join the Battle! as Highlander Assault ...
View Race Details View on Map
Open 9:30PM - Individual Age group/open
Organization: Highlander Assault
Date of Race: 10-11-2025
Description: The Dark Ages are upon us...Join the Battle! as Highlander Assault ...
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Open 6:30PM - Individual Age group/open
Organization: Highlander Assault
Date of Race: 10-11-2025
Description: The Dark Ages are upon us...Join the Battle! as Highlander Assault ...
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Haunted Highlander Assault Trail Run 2025
Organization: Highlander Assault
Date of Race: 10-11-2025
Description: The Dark Ages are upon us...Join the Battle! as Highlander Assault ...
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Naperville Women's 5K - 5k - Individual
Organization: 10xEM LLC
Date of Race: 04-19-2026
Description: The 9th Annual Naperville Women’s Half Marathon 5k ...
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Waiver - For Children in Jogging Stroller - ...
Organization: 10xEM LLC
Date of Race: 04-19-2026
Description: The 9th Annual Naperville Women’s Half Marathon 5k ...
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Open 6:45PM - Individual Age group/open
Organization: Highlander Assault
Date of Race: 10-11-2025
Description: The Dark Ages are upon us...Join the Battle! as Highlander Assault ...
View Race Details View on Map
Open 7:00PM - Individual Age group/open
Organization: Highlander Assault
Date of Race: 10-11-2025
Description: The Dark Ages are upon us...Join the Battle! as Highlander Assault ...
View Race Details View on Map
Open 8:45PM - Individual Age group/open
Organization: Highlander Assault
Date of Race: 10-11-2025
Description: The Dark Ages are upon us...Join the Battle! as Highlander Assault ...
View Race Details View on Map
Naperville Women's Half Marathon - Half - Individual
Organization: 10xEM LLC
Date of Race: 04-19-2026
Description: The 9th Annual Naperville Women’s Half Marathon 5k ...
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Open 7:30PM - Individual Age group/open
Organization: Highlander Assault
Date of Race: 10-11-2025
Description: The Dark Ages are upon us...Join the Battle! as Highlander Assault ...
View Race Details View on Map
Open 7:45PM - Individual Age group/open
Organization: Highlander Assault
Date of Race: 10-11-2025
Description: The Dark Ages are upon us...Join the Battle! as Highlander Assault ...
View Race Details View on Map
Elite 10:00PM - Individual Age group/open
Organization: Highlander Assault
Date of Race: 10-11-2025
Description: The Dark Ages are upon us...Join the Battle! as Highlander Assault ...
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Open Unlimited Laps 6:00 PM - Unlimited Laps ...
Organization: Highlander Assault
Date of Race: 10-11-2025
Description: The Dark Ages are upon us...Join the Battle! as Highlander Assault ...
View Race Details View on Map
Open 7:15PM - Individual Age group/open
Organization: Highlander Assault
Date of Race: 10-11-2025
Description: The Dark Ages are upon us...Join the Battle! as Highlander Assault ...
View Race Details View on Map
Open 7:30PM - Individual Age group/open
Organization: Highlander Assault
Date of Race: 10-11-2025
Description: The Dark Ages are upon us...Join the Battle! as Highlander Assault ...
View Race Details View on Map
Complete list of running events in and near Sleepy Hollow, IL: Marathons, 1-milers, 5Ks, half-marathons, 10Ks, obstacle courses, walking events & more.
More information about Sleepy Hollow
About Sleepy Hollow
Sleepy Hollow (IL) is a village in Kane County with an estimated population of 3,304.[4]
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Did you know?
Historically, more marathons are run in the month of October than any other month (in the U.S.).
