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Trail Runs found in Florida in Winter

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Trail Runs in Florida in Winter 2025/26

Find A Race is the US's favourite event listings site. Check out our list of Winter 2025/26 Trail Runs in Florida below.

Race Calendar: Trail Runs found in Winter

πŸš€Boosted

Ancient Oaks 100-Mile Endurance Run

Titusville, Florida
20 Dec 25 - 21 Dec 25
Free
πŸš€Boosted

Wekiwa Springs Ultra

Apopka, Florida
03 Jan 26 - 04 Jan 26
$207.70 - $1,431.00
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Medal Madness 1M, 5K, 10K, 15K, & Half Marathon at Baseline Trailhead Park, Ocala, FL (49) 80

Ocala, Florida
06 Dec 25
$27.75 - $70.15

Caloosa Fest 5K

Alva, Florida
06 Dec 25
$30.15

Holiday 1M, 5K, 10K, 15K, & Half Marathon at Baseline Trailhead Park, Ocala, FL (51) 50

Ocala, Florida
20 Dec 25
$27.75 - $70.15

New Year 1M, 5K, 10K, 15K, & Half Marathon at Baseline Trailhead Park, Ocala, FL (New Year) 80

Ocala, Florida
01 Jan 26
$27.75 - $70.15

Wekiwa Springs Ultra

Apopka, Florida
03 Jan 26 - 04 Jan 26
$207.70 - $1,431.00

Wagging Tails on the Trails 5k Trail Race

Fort. Pierce, Florida
07 Feb 26
Free - $54.00

The Florida Run @ Manatee Springs State Park

Chiefland, Florida
21 Feb 26
$38.10 - $85.80

Ancient Oaks 100-Mile Endurance Run

Titusville, Florida
20 Dec 25 - 21 Dec 25
Free
Showing 1-8 of 8 results