Run with the Bobcats 5K

The 22nd Annual Dunedin OkotBEERfest 5K and 10K takes place at HOB Brewing Company in downtown Dunedin, Florida. Runners and walkers can choose OktoBEERfest 5K or 10K, with the 10K run as a two-loop course on the fully paved Pinellas Trail through downtown Dunedin. The event is dog- and family-frien..

John Holmes Trail Run takes place in Brooksville, Florida, at Croom Park within the Withlacoochee State Forest. Now in its 33rd running, this Southeast’s oldest 50K trail race began as the Croom Trail 50K and was renamed in 2006 to honor founder John Holmes. The challenging course runs along the Cro..

Location: Palm Harbor, Florida, on the Pinellas Trail with Start/Finish at De Bine Brewing Company (993 Florida Ave). Distances: a 5K (3.1 miles) and a 1-mile Fun Run/Walk. Atmosphere: inaugural Halloween-themed event encouraging participants to wear “Creepin' It Real” costumes, creating a festive c..

The Tampa Bay 100 is a point-to-point urban ultramarathon of 100 miles held on November 8, 2025 in the Tampa Bay area, hosted by Skunk Ape Events. The route begins in Ybor City, Tampa, and finishes near the 11th Ave Pier at Vinoy Park in St. Petersburg. The course is described as mostly flat with s..

The Dunedin Veterans Day 5K, 10K and Kids Dash Runs take place in downtown Dunedin, FL. The course starts and finishes near the VFW at the Dunedin Hale Center, 330 Douglas Avenue, and runners traverse the paved Pinellas Trail on a northbound out-and-back route. The 10K is two loops of the 5K course;..

Turkey Trails - Tampa, organized by Bodies Race Company, is a Thanksgiving-themed, family-friendly running event in Tampa, Florida (location listed as TBD, 33611). It offers 1 Mile, 5k, 10k, Kids Dash, a Virtual Race, and a Volunteer-then-run option. The course is designed around local parks with ma..