Middleburg
Trail Running Calendar near Middleburg 2026-2027
Explore the top trail runs near Middleburg for 2026-2027! We've gathered 10 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
December 2026
A multi-distance trail event in Middleburg FL featuring a 7.2 mile loop, cupless aid stations, campsite access for 100 milers, and set cutoffs for each distance.
A 5K run and walk at Congaree and Penn on December 5, 2026 with cider, a finisher medal and chip timing. Event is sold out and a waitlist is available.
January 2027
Trail races on the Pioneer Trail in Middleburg, FL include a 50K, marathon, 12K and 7K; cupless event with aid stations roughly every 2.5 to 3 miles and set time limits.
February 2027
A multi-day ultrarunning festival in Middleburg FL on Feb 12, 2027 offering timed events from 3 hour to 48 hour plus relay options, on-site aid, camping and RV parking.
Trail races of 25K and 50K through Cary State Forest in Bryceville FL with aid stations, awards, race shirts, and proceeds supporting youth running.
Spartan obstacle course weekend at Diamond D Ranch near Jacksonville on Feb 27 to 28 2027, offering Sprint and Super races, kids events, a Hurricane Heat, and trail options.
A winter trail event at Diamond D Ranch near Jacksonville offering 10K and half marathon on mixed grass, mud and dirt terrain with generally low elevation.
April 2027
A 5K mud run with 26 obstacles through woods, fields and ponds, plus a 1-mile fun run, held in Green Cove Springs to benefit Seamark Ranch.
May 2027
Muddy Dash Jacksonville on May 1, 2027 at Jacksonville Equestrian Center is a 5K mud run with obstacles, mud pits, a pre-party, and value and VIP registration options.
September 2027
Trail event on the Sandridge Trail in Middleburg FL offering a 9K and 3 hour 6 hour and 12 hour timeframes on a 2.75 mile loop; proceeds support local recovery nonprofits.