Dunedin
Trail Running Calendar near Dunedin 2026-2027
Explore the top trail runs near Dunedin 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 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 tower climb at Tampa City Center to the 41st floor with 861 steps, bailout floors, water stations, event t shirt, finisher medal, and awards across categories.
A Halloween-themed 5K, 1-Mile Fun Run and virtual 5K in Dunedin/Palm Harbor benefiting Club-214 Land & Sea and veteran support 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
PHSC hosts a flat 5K and a 1 Mile run/walk on November 1, 2026 at PHSC West Campus with awards, participant shirts, and post-race refreshments.
A self-guided, point-to-point urban endurance tour of about 100 miles from Ybor City through Tampa Bay beaches to a finish at Coffee Pot Park in St. Petersburg.
Thanksgiving morning 5K on the paved Upper Tampa Bay Trail in Tampa with costumes encouraged, finisher medals, music, and family-friendly activities.
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
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.
February 2027
Experience the world’s only indoor backyard ultra on treadmills where runners must complete 5 miles every hour to stay in the race until only one remains.
March 2027
Beachside event on March 6, 2027 offering a chip-timed 5K, a family 1-mile run/walk, and a virtual 5K with proceeds supporting Rotary projects.
April 2027
A 5K kilted trail run and walk in Dunedin with race shirt, medal, and festival admission included as part of the Highland Games.
May 2027
A stadium-based Spartan Stadion 5K at Raymond James Stadium with 20 obstacles, a kids race, and spectator access on May 1, 2027.
September 2027
An ultramarathon covering just over 46 miles along the Pinellas Trail between St. Petersburg, Tarpon Springs and Dunedin.