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Trail Running Calendar near Tampa 2026-2027

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Explore the top trail runs near Tampa for 2026-2027! We've gathered 19 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

September 2026
A 46 mile ultramarathon on the Pinellas Trail from St. Petersburg to Tarpon Springs and returning to Dunedin on September 5, 2026.
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 event support..
October 2026
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.
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 services.
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.
November 2026
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.
Celebrate Thanksgiving with this family friendly event in Tampa featuring distances from a Kids Dash to a Half Marathon. Enjoy chip timed results, finisher medals, and festive treats at the finish line.
The 6th Annual Veterans Run in Tampa returns with in-person and virtual races along the Courtney Campbell Causeway, offering 5K, 10K, half marathon, and a 15.5 mile course with certified timing and aid stations.
A point-to-point urban endurance tour from Ybor City to St. Petersburg covering about 100 mile of Tampa Bay sights, beaches and waterfronts. The mostly flat route includes five aid stations, supplies caches and specific pacing and mandatory gear rule..
A Thanksgiving 5K on the Upper Tampa Bay Trail in Tampa, FL on November 26, 2026. The chipped timed 5K includes a finisher medal, a soft short sleeve shirt, age group awards, free photos, and holiday-themed elements.
Third annual Salty Soul Splash Dash is a 5K fun run in Dunedin on 11/28/2026 along the Pinellas Trail with race timing, a shirt, and a cold beverage.
December 2026
End of season trail relay at Alafia River State Park near Tampa with team formats, a camping village, and on-site amenities like bonfires and music.
Trail event in Lutz FL on December 12 2026 offering a new half marathon, relay options, a 4 miler, and a youth 4 mile.
A sold out 5K and virtual 5K at the Florida Conservation and Technology Center in Apollo Beach supporting manatee conservation, with proceeds donated to the Florida Fish and Wildlife Conservation Commission.
A holiday run in downtown Dunedin on December 19, 2026 featuring 5K 10K and 15K routes on the Pinellas Trail with electronic timing finisher medals shirts and a post race beer option for those 21 and over.
Holiday-themed races at Gadsden Park in Tampa on December 27, 2026, with distances from a kids 50 m dash to 15K, plus a virtual option, chip-timing, shirts, medals, photos, and finish-line treats.
April 2027
Turtle Trot is a 5K run and walk at SunWest Park in Hudson, Florida, with a paved course around old salt mines. Proceeds support Pasco County's PAIR program and every registered participant receives a finisher award.
May 2027
A Stadion 5K obstacle race at Raymond James Stadium on May 1, 2027, featuring 20 obstacles, stair sections, a kids race, and spectator options.
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