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Trail Running Calendar near The Woodlands 2026-2027

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Explore the top trail runs near The Woodlands for 2026-2027! We've gathered 11 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
A community 5K trail run at StoneBridge Church in The Woodlands, Texas with a kids Chase the Gator race and proceeds benefiting Back 2 Basics.
A 1 mile and 5K run on the park setting of Windwood Presbyterian Church in Houston, with finisher medals and a rain or shine policy.
November 2026
Road and trail races around Lake Holcomb in The Falls at Imperial Oaks, offering a kids 1K, 2-mile, 5K and 10K with on-course nutrition and event shirt.
December 2026
Two races in Willis, Texas combine a family friendly 5K with a Last Man Standing ultra where runners repeat a 5K loop every 50 minutes until one remains.
Gingerbread Lane at John Paul Landing Park in Cypress features Kids Dash, 1 Mile, 5K, 10K and a virtual option with shirts, medals and a holiday costume contest.
January 2027
Five consecutive 5K rounds in Navasota, TX totaling 25K, offered as individual entries or 2- to 5-person relays with strict 59:59 cutoffs each hour.
February 2027
Loop-based trail races at Memorial Park in Houston on February 13, 2027, with distances from a free Kids 1K to a 50 Mile ultra, supported aid stations, chip timing, medals and 50 Mile belt buckles.
A chip timed 5k at Bernhardt Winery in Plantersville, Texas, featuring a poured sample of handcrafted wine, a finisher medal that doubles as a wine stopper, and a volunteer option that provides race entry.
March 2027
A rodeo themed race day in Houston with distances from a 50 m kids dash to a 13.1 mile half marathon, costume contest, live awards, and a belt-buckle style finisher medal.
Community races and virtual options at Russ Poppe Family Park on 03/13/2027 supporting disabled veterans through the Outdoor Disabled Veterans Program.
April 2027
Celebrate the season with 5K, 10K, and mile races at Cullen Park featuring finisher medals, live music, and professional chip timing.
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