Clermont
Trail Running Calendar near Clermont 2026-2027
Explore the top trail runs near Clermont for 2026-2027! We've gathered 22 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
A weekend of obstacle-course events at Lake Nona with Sprint, Super, kids races, Hurricane Heat and a pre-event workshop, Oct 9 to 11, 2026.
Second annual Withlacoochee River 5K Run/Walk in Dade City on Oct 17 2026 with live 5K, 1 mile and virtual 5K plus medals, awards and charitable giving.
An evening Halloween 5K in Clermont on October 31, 2026, with spook zones, a costume contest, a DJ, a kids' trick-or-treat trail, and a virtual 5K option.
November 2026
Chip-timed trail races at Lake Louisa State Park offering 5K, 10K and half marathon courses through pine forest and lakeshore with aid stations and team awards.
Obstacle course event on November 14, 2026 in Dade City FL with a 3+ mile BLITZ (15–20 obstacles) and a 5–7 mile race (25+ obstacles).
A family-focused Thanksgiving 5K at Southern Hills Farm with chip timing, kids dashes, on-course entertainment, and local food offerings.
Turkey Day 5K Clermont is a Thanksgiving themed 5K at Waterfront Park in Clermont, FL, featuring finisher medals, race swag, and an out-and-back course on the Upper Tampa Bay Trail.
January 2027
Six hour trail challenge in Clermont where runners complete a 5K each hour; four and five laps earn patches, six laps earn a medal and national leaderboard ranking.
February 2027
Trail-run, hike and walk options from 5K to half marathon through Seminole State Forest near Sorrento, FL. The event is a charity sponsored by Tracked Chair Adventures, Inc., a nonprofit 501(c)(3), with published registration fees and dates.
Valentine's Day themed 5K at Southern Hill Farms in Clermont with chip timing, a shirt, medal and chocolate treats plus kids races and free coffee and ice cream.
March 2027
A chip timed 5K at Formosa Winery in Kissimmee FL on March 14 2027 with wine tasting, cider, a finisher medal and results by J3 Timing.
April 2027
A backyard ultra at Lake Louisa State Park where runners complete a 4.167 mile loop each hour until they stop, capped at 200 entrants with a waitlist.
Muddy Dash Tampa at Spyder MX on April 17, 2027 is a family friendly mud run featuring obstacles, waist-deep mud pits, slides, a Pre Party, and tiered registration packages.
May 2027