Clermont
Trail Running Calendar near Clermont 2026-2027
Explore the top trail runs near Clermont 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 trail half marathon and ruck through Green Swamp West Tract near Dade City with an out and back Florida Trail route and staffed aid at the turnaround.
October 2026
Orlando Spartan Weekend at Lake Nona brings multiple obstacle races and activities over a weekend, including a 5 km sprint, 10 km super, kids races, workshops and a 4 hour Hurricane Heat.
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.
A dog friendly off-road 5K at Rock Springs Run State Reserve in Sorrento, FL on October 24, 2026. Registration includes park admission, a t-shirt and finisher medals for runner and dog, with limited in-person spots.
A Halloween 5K in Clermont with haunted spook zones, a costume contest, and a live DJ. A virtual 5K option includes shirt, bib, medal and domestic shipping.
November 2026
A chip-timed trail run at Lake Louisa State Park on November 7, 2026 offering 5K, 10K and half-marathon distances with aid stations and on-course restrooms.
Savage Race in Dade City Florida on November 14 2026 features a 3 plus mile course and a 5 to 7 mile course with multiple obstacles; parking is $20.
A Thanksgiving day event in Clermont with a chip-timed 5K that includes a shirt, medal, and apple cider donut plus kids races and a family-friendly post-race gathering.
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.
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.
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 on April 10, 2027 where runners complete a 4.167 mile loop each hour until they can no longer start a loop; shirts, medals, ribbon sliders, and multiple award categories are offered.
May 2027
June 2027
Two-day running event on June 26 and June 27, 2027 at Cady Way Trail Head in Winter Park, FL. Distances range from 5K to 50K on flat, looped paved trails with a pavilion aid station and hand timing.