sombrerorunning.com

This ain't your Mothers 50k & Trail Marathon

location_on

Middleburg (Florida), Florida, United States

calendar_today 25 Jan, 2026

About the Event

Discover the surprisingly rugged side of Florida at This Ain't Your Mother's 50k & Trail Marathon in Middleburg on January 25, 2026. This event throws out the stuffy rulebook, embracing a spirit of fun and adventure on the diverse and technical Pioneer Trail in Jennings State Forest. Choose your distance—from a 7K to a full 50K—and traverse a hidden gem of single-track featuring waterfalls, stream crossings, and Florida’s most notable vertical climbs around the Black Creek Ravines. Organized by Sombrero Running Events, the race emphasizes community, scenic beauty, and not taking yourself too seriously, complete with coveted "Slow A$$" awards for final finishers. Your participation also supports vital trail maintenance and local recovery initiatives, adding purpose to the miles. Prepare for a day of challenging, beautiful, and unexpectedly mountainous terrain that defies every Florida stereotype.

Races Offered

50 km

Jan 25, 2026

straighten

Distance — 50K

terrain

Type — —

timer

07:15

Trail Marathon

Jan 25, 2026

straighten

Distance — 42.2K

terrain

Type — —

timer

07:30

12 km

Jan 25, 2026

straighten

Distance — 12K

terrain

Type — —

timer

08:30

7 km

Jan 25, 2026

straighten

Distance — 7K

terrain

Type — —

timer

09:00

Weather Overview

These values represent the 3-year monthly averages for January in Middleburg (Florida).

Temp (°C)

Feels Like (°C)

thermostat 8.8° / 19.2°

wb_sunny 6.0° / 17.4°

Wind (km/h)

Humidity (%)

air 11.4 /

water_drop 74.1%

Temp (°C)

Feels Like (°C)

Wind (km/h)

Humidity (%)

thermostat 8.8° / 19.2°

wb_sunny 6.0° / 17.4°

air 11.4 km/h

water_drop 74.1%

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This ain't your Mothers 50k & Trail Marathon

About the Event

Races Offered

50 km

Trail Marathon

12 km

7 km

Weather Overview

Hotels & Places to Stay

Nearby Races

2026 Castle Cares Charity Walk for A Cure In Sight

GRR Hart Bridge Practice Run to Benefit Sombrero …

Finley's Fast Feet Walk/Run

St. Paddy's Run

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