Trail Running calendar near Christmas 2026-2027

Independence Double is a two-day running event in Winter Park, FL on June 27 and 28, 2026, offering 5K, 10K, half marathon, marathon, and 50K distances with single-day and both-days registration options.

A multi-distance ultramarathon based at the Environmental Learning Center in Vero Beach, Florida, built around eight out and back arms. Distances range from a 5K to 100 mile and finishing all arms within 32 hours earns an Octopus Buckle.

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.

A multi-distance event at Blue Jacket Memorial Park offering in-person and virtual options, chip-timed 5K/10K/half distances, youth pricing, participant shirts and medals, free photos, and finish-line ice cream.

Flat, shaded trail loop near the river and ocean in Palm Coast, FL. Timed 12 hour and 6 hour events with a fully stocked aid station and experienced race staff.

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.

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.

The Camp Winona Mud Fest will take place in De Leon Springs on Saturday 26 September 2026. You can run 3 miles.

A race day at Jay Blanchard Park on 09/27/2026 with distances from a 50 m kid's dash to a 13.1 mile half marathon, chip timing for main races, event shirts and medals, plus volunteer and virtual options.

A 5K trail run at Wickham Park in Melbourne with an in-person and a virtual option, finisher medals, age-group and team awards, post-race refreshments, and proceeds benefiting the Florida Wildlife Hospital.

Orlando Spartan Weekend at Lake Nona on October 10 and 11 offers obstacle races from a 5 km Sprint to a 10 km Super, plus kids races, a workshop, and a four hour Hurricane Heat. Team registration and a GOVX service discount are available.

Lutheran Counseling Services holds the We Care 5K on October 10, 2026 in Longwood to raise funds and awareness for mental health. The event offers an in person 5K along parts of the Seminole Trail and a virtual 5K option.

A dog friendly off-road 5K at Rock Springs Run State Reserve in Sorrento, FL on October 24, 2026. Registration includes park admission, a t-shirt and finisher medals for runner and dog, with limited in-person spots.

A Palm Coast trail race on October 25, 2026 with 12K, 24K and 50K options on hammock-shaded single track near the Atlantic. Field limited to 125; shirts and finisher awards for all.

Experience the famous clay trails of Clermont in this hilly off road event featuring timed 15K and 5K distances. Run along scenic 5 Mile Road and enjoy a professional racing environment with full course support and finisher medals.

A Halloween 5K in Clermont with haunted spook zones, a costume contest, and a live DJ. A virtual 5K option includes shirt, bib, medal and domestic shipping.

A BACKYARD Ultra in Lake Wales, FL where runners repeat a 4.167 mile loop each hour until one runner completes a final loop alone. Aid is allowed between loops but not while on course.

Trail races at Lake Louisa State Park on November 7, 2026 offer 5K, 10K and Half Marathon options with chip timing, aid stations and medallions for finishers, plus age group and team awards.

Celebrate Thanksgiving with a series of themed races including a Half Marathon, 10k, and 5k in Orlando. Enjoy chip timed results, finisher medals, and family friendly distances like the Kids Dash and 1 Mile fun run.