New Port Richey
Trail Running Calendar near New Port Richey 2026-2027
Explore the top trail runs near New Port Richey for 2026-2027! We've gathered 21 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
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 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.
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.
A Brooksville race day on November 21, 2026 with a 5K trail run, a 2.5K costume turkey trot, and a 0.8K color run supporting local Scouting programs.
Turkey Day 5K Tampa Bay on November 26, 2026 is a 5K out and back on the Upper Tampa Bay Trail with finisher medals, race swag, music, and costumes encouraged.
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
January 2027
Trail race in Brooksville FL offering 50K, 20M and 10M on looped courses through Croom Park in the Withlacoochee State Forest.
A chip timed 5 km run and walk at Masaryk Winery in Masaryktown, Florida on January 16, 2027, with a helper registration option, race items including a t-shirt and wine glass, and results posted online by J3 Timing.
March 2027
Experience a unique single loop trail run through the Withlacoochee State Forest featuring 33 1/3 mile, half marathon, and 6K distances. Enjoy riverside trails and celebrate your finish with a post race barbecue and handcrafted medals.
A March 2027 beach event at Indian Rocks Beach with a chip-timed 5K, a 1-mile family run/walk, and a virtual 5K, supporting Rotary Club 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.
Trail marathon, half marathon, and 10K on unpaved Withlacoochee State Forest trails with three aid stations and mandatory personal hydration; primitive camping is available near the course.