Trail Running calendar near Middleburg 2026-2027

We have found 38 Trailruns within 80 miles of Middleburg. See below where and when you can find the races.

Oceanfront 10K and 5K beach races at Anastasia State Park with virtual and shirt-only options; the event supports two local charities and includes a race packet with shirt, medal and bag.

Backyard Ultra in San Felasco Hammock Preserve State Park on November 21, 2026. Competitors run repeated 4.167 mile loops each hour until one runner completes a loop no other does. No aid on course; water and bathrooms are available at the..

December 2026

Multi-distance trail event in Middleburg, FL on Dec 5 to 6, 2026 featuring a scenic 7.2 mile loop, cupless aid stations with hot food, campground campsites, published cutoffs for each distance, and a buckle for 100 mile finishers.

The Congaree and Penn Spiked Apple 5k will take place in Duval County on Saturday 5 December 2026. You can run 5 kilometers.

January 2027

A looped trail race at Fort Clinch State Park on January 23, 2027 offering 10K, 30K and 50K courses on canopied singletrack and coastal terrain. All profits support Florida State Parks.

A beach out-and-back at Jacksonville Beach with 5K and 10 mile options, medals for all finishers, age-group awards, shirts for entrants, and post-race hot chocolate at the Seawalk Pavilion.

A flat, looped ultramarathon on Jekyll Island with a 34 hour time limit and distances from 25K to 100 miles; the event runs on smooth trails under the stars and emphasizes community support and a no DNF policy.

Trail races on the Pioneer Trail in Middleburg, FL featuring 50K, marathon, 12K and 7K. Mostly single track with varied terrain, technical sections, aid stations about every 2.5 to 3 miles, and a cup less policy.

February 2027

A fundraising 5K in Ormond Beach with in-person and virtual options. Proceeds benefit The Heterotaxy Connection and registration includes chip timing, a shirt, and a finisher medal.

A multi-day ultrarunning festival in Middleburg, FL on Feb 12, 2027 featuring timed 3, 6, 12, 24 and 48 hour events, a crew village, a single cupless aid station, on-site medical and awards including custom shirts and belt buckles.

Trail races at Manatee Springs State Park on February 19 and 20, 2027 include 5K, 10K and a half marathon on smooth, shaded trails. Weekend bundle options include a special finisher item and race swag.

25K and 50K trail races in Bryceville, Florida on February 20, 2027. Flat forest roads with aid stations, an eight hour cutoff, age and overall awards, postrace lunch and hot showers; proceeds support youth running programs.

A weekend of Spartan obstacle and trail races at Diamond D Ranch near Jacksonville, featuring Sprint, Super, kids and trail distances, spectator access, team registration options, and service member discounts.

Run for the Springs 5K on February 27, 2027 at Marion County Airport is a 3.1 miles trail style race on mixed surfaces with aviation views. Proceeds fund local grants to protect springs and water resources.

Gator Dash Trail Run at Diamond D Ranch near Jacksonville offers a Spartan Trail 10K and half marathon on mostly flat, nontechnical paths with some tricky, muddy sections. Team entry options and spectator access are available for the race w..

March 2027

Ultratrax Suwannee in Live Oak Florida offers looped trail walking and rucking with distances of 7 14 21 or 28 miles and optional 10 20 or 35 lb packs. The timed course features marked trails aid stations and finish awards.

Trail races and a virtual option take place March 28, 2027, at Silver Springs State Park, featuring half, 10K, and 5K trail runs, park access via race bib, participant shirt and medal, plus boat and paddling activities.

April 2027

A 5K obstacle run with 26 obstacles through woods, fields, ponds, and mud plus a 1-mile fun run at Seamark Ranch; the event raises funds for Seamark Ranch, a Christian boys' and girls' home, with free parking and no-refund policy.

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