Bootlegger Trail Run

FEB

22

2026

The 9th annual Bootlegger 10K trail run explores the historic paths of Upper Creve Coeur Park. Participants receive a custom finisher beer mug and can enjoy post-race refreshments. The single-track course offers scenic lake views and a taste of local Prohibition-era lore.

Sun 22 Feb 2026

Maryland Heights, Missouri

Registration

10 kilometers

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Event Overview

The Bootlegger Trail Run is a 10K trail race taking place on February 22, 2026. This will be the event's 9th annual edition. The race is located in Upper Creve Coeur Park at 13219 Streetcar Dr, Maryland Heights, Missouri.

Race Details

The course is primarily single-track trail with many turns and switchbacks, featuring scenic lakefront views. It begins with a 1.5-mile parade loop on Streetcar Drive to sort participants before entering the trail system. Runners complete a full counterclockwise loop, finishing at the old streetcar 'loop' building. A minimum pace of approximately 21 minutes per mile is required. Dogs are not permitted on the course.

All registrants receive a custom 20oz plastic finisher beer mug. A commemorative long sleeve tri-blend shirt is available for purchase during registration for $20. Post-race snacks and beer from Urban Chestnut Brewing Company are provided at the finish line.

Packet pickup is available on Saturday, February 21, at Fleet Feet Des Peres and on race morning at the event site near Go Ape.

Awards

Custom awards are given to the top three overall male and female finishers. Awards are also presented to the top three males and females in the following age groups: 19 & under, 20-29, 30-39, 40-49, 50-59, 60-69, and 70+. The top three overall male and female finishers also receive free tickets to Go Ape. Visit the organization's website for the most recent information.

10 km

10k