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Trail Running Calendar near Clermont 2026-2027

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Explore the top trail runs near Clermont for 2026-2027! We've gathered 24 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

November 2026
Obstacle-course event in Dade City FL on November 14, 2026 with a 5 to 7 mile race, a 3 mile blitz, kids courses, spectator access and parking options.
Thanksgiving 5K and kids races at Southern Hills Farm featuring chip timing, finisher medals, an apple cider donut, free coffee and ice cream.
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.
Thanksgiving weekend trail races at Lake Louisa State Park offering 25K and 50K loop courses through sand hills, swamp forests and mostly singletrack.
January 2027
A timed 6 hour trail challenge at Lake Louisa where runners complete a 5K each hour, earn patches or a 6 inch medal, and compete on a world leaderboard.
February 2027
Trail races at Lake Apopka from 5K to 30K on packed lime rock and hard-packed Northshore trails, with support stations and awards; starts and finishes at Magnolia Park.
Trail trail race in the Green Swamp near Dade City FL with 60K, 30K and a 30K ruck, marked course, regular aid stations, camping, and a pet food drive.
Trail run and walk at Seminole State Forest in Sorrento on Feb 14, 2027, with 5K, 12K, half marathon distances and a tracked chair category.
A Valentine’s Day 5K at Southern Hills Farm in Clermont with chip timing, finish line chocolate treats, and kids dashes.
Off-road 5K and 10K cross country run at Wekiwa Springs State Park on Feb 20, 2027 with in-person and virtual options benefiting Wekiva Wilderness Trust.
March 2027
A stair-climbing fundraiser at City National Bank Tower in Orlando on March 6, 2027 with 512 steps supporting the American Lung Association.
Savage Race Florida Spring in Dade City on March 13, 2027 offers five to seven mile and three mile obstacle courses plus a kids course and spectator access.
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 is a family-friendly 5K mud run at Spyder MX with waist-deep mud pits, about a dozen obstacles, a pre-party and post-race festivities plus VIP and value packages.
May 2027
A point to point 5K in Winter Park that finishes on a tree canopied dirt road, offers chip timing, cupless hydration, tree saplings for in person finishers and a free kids run.
Trail races at Withlacoochee River Park with timed 10K and 5K, an untimed 1-mile fun run, and fundraising for local mental health programs.
June 2027
Trail race at Lake Louisa State Park with 4 or 8 mile loop options, throwback swag and medals, chip timing, aid stations and live music.
Two-day event at Cady Way Trail Head offering 5K, 10K, half marathon, marathon and 50K lap races with hand timing and a 9.5 hour time limit.
July 2027
A 30K night trail race in Green Swamp near Dade City, Florida with varied terrain, aid stations every 3 to 5 miles, a post race potluck, and modest finisher awards.
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