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Trail Running Calendar near Christmas 2026-2027

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Explore the top trail runs near Christmas for 2026-2027! We've gathered 9 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

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.
December 2026
Invitation only no fee 100 mile endurance run in Enchanted Forest Nature Sanctuary, Titusville FL with 29 loops of a 3.46 mile trail and a 60 runner cap.
January 2027
Point-to-point 50 mile ultra in Volusia County on paved multi‑use trails between Edgewater and DeBary, with 50K and 17K options, five aid stations, and a Central 28 finish.
A multi-distance trail event in Christmas, Florida on January 30 and 31, 2027, running through Tosohatchee and nearby state forests with single track, varied terrain, wildlife viewing, course maps, aid station details, and crew and volunteer support.
February 2027
A multi-distance ultramarathon along Florida’s Space Coast featuring a 100 mile race, relays, beach finish, support-crew format, and a 31 hour cutoff.
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.
May 2027
A community 5K in Winter Park finishing on the tree canopied Genius Drive, with timed results and a young tree sapling for in-person finishers.
Beach running in Cocoa Beach on hard packed sand with 5K, 10K and 15K options, a barefoot division, and a beachside post-race awards party.
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.
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