In 2 days · Sun, Oct 18, 2026
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Sunday, October 18th, 2026
Jennings State Forest Pioneer Trail, Middleburg FL
10 Miles
62–80°F · low rain risk
See last 10 years
On this date: rain 0 of the last 10 years
2025
56–79°F
dry
2024
50–74°F
dry
2023
49–73°F
dry
2022
55–73°F
dry
2021
53–76°F
dry
2020
65–80°F
dry
2019
58–74°F
dry
2018
69–85°F
dry
2017
61–77°F
dry
2016
64–83°F
dry
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Race-day forecast · Sunday, Oct 18
Rain likely · 62–72°F
Sunday, Oct 18starts near 62°F · 9% chance of rain · wind up to 15 mph
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 [email protected]
100% of the proceeds will go directly back to Operation Outdoor Freedom!
Course map
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