Trail Running calendar near Holiday 2026-2027

A mid June trail run at Lake Louisa State Park offering 4 mile and 8 mile loop options with chip timing, live music, throwback swag, aid stations, and on-course restrooms.

A community 5K at Robinson Preserve in Bradenton on June 13, 2026, with a $35 registration fee. Participants receive a t-shirt, snacks and hotdogs, and awards are given to the top three men and women in each age group.

InHouse Ultra is a last one standing treadmill competition for 33 athletes held inside Run Unlimited and Twenty One Run. Competitors run five miles every hour and must complete each set to stay in the race.

A 30K night trail race in Green Swamp West Tract near Dade City, Florida on July 18, 2026, with varied Florida terrain, aid stations every 3 to 5 miles, a post-race potluck and finisher glass options.

Summer Sizzler in Tampa on 08/01/2026 features timed 5K 10K and 15K races, untimed 1 mile and kids dash, and a virtual option. The event includes chip timing, shirts and medals, free photos and finish line treats.

A self-supported six hour Fat Ass event at Walsingham Park in Seminole, FL on August 1, 2026. Runners use an approximately 3 mile paved out and back loop and self-record laps on clipboards for official results.

Experience the Withlacoochee Forest after dark in this night trail race featuring 5, 10, and 20 mile distances. Navigate single track trails under the stars with glow stick markers and a post race picnic celebration.

An 8-hour timed ruck at Ross Prairie Trailhead in Dunnellon, FL, featuring repeated laps on a **6.5 mile** loop through pine forests, oak hammocks, dry prairie and sandy berm roads. Self-crewing and nearby campground facilities are availabl..

An ultramarathon in Pinellas County, Florida measured at just over 46 miles, running along the Pinellas Trail from St. Petersburg toward Tarpon Springs and returning toward Dunedin.

A night trail half-marathon at Green Swamp West Tract on September 12, 2026, with an aid station at the turnaround, no formal cut-off, awards for top finishers, participant finisher items, and a $25 post-race potluck.

Trail run at Central Florida Bible Camp in Eustis with a roughly 3.2 mile two loop option and a single loop fun option. Runners can attempt up to ten field day stations such as inflatable obstacles, axe throwing, and cornhole.

Tick Tock Ultra is a timed running event on September 19, 2026 offering 6 hour and 12 hour formats plus a 12 hour five person relay, organized by Ultra Ultras with registration via UltraSignup.

A timed lake-lap event at Lake Hollingsworth offering 12 hour, 6 hour and 12 hour team relay formats on 2.84 mile paved laps. The race has a hard cap of 200 entrants and supports the Pheel Good Foundation.

Choose a 5 km or a two loop 10 km course from HOB Brewing Company along the Pinellas Trail. Stroller and dog friendly with electronic timing, finisher medals, and a free draft beer for participants aged 21 and over.

A multi distance running event in Tampa with a half marathon, 10K, 5K, 1 mile, kids dash and virtual option. Features include chip timing, designer shirts and finisher medals, with youth pricing for ages 12 and under.

The John Holmes Trail Run takes place at Croom Park and Withlacoochee State Forest on October 3, 2026, offering 50K, 16 mile and 9 mile options. The field is limited to 250 runners and this is the event's 34th running.

A point-to-point 50K trail race on the Florida National Scenic Trail West Corridor, The Itch requires runners to navigate by orange blazes, carry a GPX file and a phone, and plan their own transport between start and finish.

A Halloween themed 5K and 1 Mile Fun Run on October 17 2026 along the Pinellas Trail supporting Club-214 Land & Sea. Proceeds fund veteran services; participants receive finisher medals and costume prizes.

An evening trail event on October 24, 2026 in Ocala offering 5K and 10K run and ruck options plus a combined challenge, with ruck weight standards, finisher medals, and sections on the Florida Trail.

An 8K trail run through Weedon Island Preserve with mangroves, salt marsh and Tampa Bay views; race proceeds support the Friends of Weedon Island and include a technical shirt, timing and awards.