Trail Running calendar near St. Petersburg 2026-2027

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 six hour self supported Fat Ass run on an approximately 3 mile out and back loop at Walsingham Park in Seminole, FL.

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.

A 46 mile ultramarathon along the Pinellas Trail starting in St. Petersburg with the route running toward Tarpon Springs and returning via Dunedin on September 5, 2026.

A nighttime trail half-marathon and ruck at Green Swamp West Tract near Dade City, FL on September 12, 2026. Out-and-back on forest roads and the Florida Trail with an aid station at the 6.6-mile turnaround, camping and a post-race potluck.

Tick Tock Ultra on September 19, 2026 offers timed running formats including 12 hour, 6 hour, and a 12 hour five person relay, organized by Ultra Ultras.

Tick Tock Ultra in Lakeland, FL offers 12-hour and 6-hour individual events plus a 12-hour relay around Lake Hollingsworth on 2.84-mile paved laps; the event is limited to 200 entrants and supports the Pheel Good Foundation.

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.

A community 5K/10K/15K on the Pinellas Trail in downtown Dunedin at HOB Brewing Company on September 27, 2026, with electronic timing, finisher medals and a post-race party including one free draft beer for participants 21 and over. The eve..

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 timed climb of 861 steps to the rooftop of Tampa City Center with official timing to the 39th floor, bailout floors, water stations and on site medics.

A Halloween themed trail event in Englewood on October 17, 2026 featuring a 5K run and a 1 mile walk, costume awards, finisher medals, post-race refreshments, and proceeds supporting the Zoomers Scholarship Fund.

Camo & Cobwebs 5K and 1 Mile Fun Run/Walk on the Pinellas Trail in Dunedin, Florida supports Club-214 Land & Sea. The event features a timed 5K with awards, a family-friendly 1 Mile, a costume contest, and proceeds for veteran servi..

The 14th Annual Gopher Weedon 8K Trail Run on October 24, 2026 follows 8 kilometers of dirt and boardwalk trails through Weedon Island Preserve, with professional timing, refreshments and proceeds benefiting Friends of Weedon Island.

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 where runners complete repeated 4.167 mile loops each hour until one runner finishes a final solo loop and is declared the winner.

Lake Louisa State Park Trail Run on November 7, 2026 offers 5K, 10K and half marathon routes through pine forests, lakeshores and meadows. The course is chip timed, has aid stations and on course restrooms, and includes medals and post race..

Buddy the Bull Stampede in Arcadia FL on 11/07/2026 features a 5K trail run, a 15K mountain bike race and a combined Stampede Challenge, with post-race food, finisher hats, activities for families, and support for Eirene Ranch.

A Veterans Day running event in Dunedin offering a 5K, a two-loop 10K and a kids Honor Dash on the paved, stroller friendly Pinellas Trail with American themed finisher medals and timed results.