Trail Running calendar near Holiday 2026-2027

RunFluent Christmas in Lutz, Florida offers trail and timed events from a four mile loop to a new half marathon with awards and finisher woodals. Registration closes December 11 and refunds are not issued.

Holiday distance runs at HOB Brewing in downtown Dunedin along the Pinellas Trail, with timed 5K, 10K, and 15K options, finisher medals, shirts, and a free draft beer for eligible participants.

A looped event at Lake Wailes offering 4.17 mile, 6 hour, 12 hour and 12 hour relay options. Food is available at the Runners Village and all participants receive a long sleeve shirt.

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.

A looped trail event at Colt Creek State Park near Lakeland, FL, offering a 100-mile Western States qualifier and a 12.5-mile 100 Furlongs option with staffed aid stations and loop drop bag access.

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.

A free, donation-supported 12-hour trail event at Whispering Pines City Park in Inverness, FL. Runners use a marked 5-mile loop on mixed trails, with an aid station and a finisher award for 10 miles or more.

A 5K and 10K trail run at Lake Manatee State Park featuring sandy paths, pine corridors, wildlife sightings, chip timing, finisher medal, and post-race refreshments. A lodging partner offers a promo code RUN for event dates.

Trail races at Bone Valley ATV Park include a 10K, 5K, and a 1 mile color run on hilly, uneven trails. Back to back challenge options require an 18 minute per mile pace and awards are given by age category.

Experience a scenic trail race through the Carlton Reserve in Venice with distances ranging from 5k to 15k. Enjoy post race snacks and unique handmade wood awards in a festive community atmosphere.

Trail event near Brooksville, Florida with a 33 1/3 mile single-loop, a half marathon and a 6K. Courses run from Ridge Manor Trailhead through the Withlacoochee River corridor and the Croom Tract with aid stations and finisher medals.

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.

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.

An obstacle 5 km through Raymond James Stadium with 20 obstacles running past the pirate ship and stadium bleachers. The weekend also includes a kids race and spectator options, with team entries and an available service member discount.