Operation Outdoor Freedom Event
About this race
Join us on Sunday, October 18th at the Jennings State Forest on the Majestic Pioneer Trail for the 4th Annual Operation Outdoor Freedom Event. We will be offering 2 distances a 5 mile and 10 mile which each being a single loop that will traverse the brand new Sawyer Trail and over the Stunning Many Seeps Bridge ( huge walkway / footbridge in the middle of the forest) onto the " 4 way " section where the 5 milers will finish with a flat and fast last mile, the 10 milers will then traverse Section 4 which has some of the steepest and most technical terrain you will find in Florida as well as a few vista points overlooking Black Creek. There will be a well stocked aid stations at the 4 way section. This is also a cupless race so you will need to bring your own handheld water bottle or hydration vest and our aid station volunteers will fill it up for you. The Race Director for this race is Mike Martinez with Sombrero Running Events LLC, he is known for his only rule at the races that he directs and that is RULE 62: Dont take yourself too darn seriously. We will have OA awards for all distances as well as Masters Awards and Mike's coveted Slow A$$ award for those that finish in last place because we believe all runners/walkers are important!! We will also have custom made dog tags for medals for all participants and also have our usual spread of food and non alcoholic beverages ( the Florida Forest Service does not allow any alcoholic beverages on its property so please also respect this and refrain from bringing your own) If interested in sponsoring our event please contact Mike Martinez RD at mike42892@yahoo.com
100% of the proceeds will go directly back to Operation Outdoor Freedom!
Pick your distance
Trail running
10 Mile Trail Run
5 Mile Trail Run
Running
5 Mile Ruck
We adhere to the weight requirements of the Standard for male and females for Go ruck competitions, male 20lbs or greater, females 10 lbs or greater.
Typical race-day weather
Based on 3 years of Open-Meteo archive data for this event's race dates in Middleburg, plus the 3 days either side.
The sun rises at 7:31 AM and sets at 6:53 PM local time (EDT) in Middleburg on October 18, 2026 — 11h 22m of daylight.
Course
No course map published yet.
The organizer hasn't released a route for this event, and we don't publish guesses. If you're the organizer, send us a GPX file and we'll draw the profile.
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Results — Operation Outdoor Freedom Event
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Where this page comes from. Race details were last updated on . We re-check listings regularly and again in the week before race day.
- Entries, prices, waves and inclusions — the event's official registration page
- Temperature and humidity — Copernicus ERA5 reanalysis via Open-Meteo (CC BY 4.0)
- Elevation and terrain relief — Copernicus DEM GLO-90, ESA (CC BY 4.0)
- Comparisons and counts — Race Discovery calendar, 1 Middleburg event
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