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Trail Running Calendar near Pinehurst 2026-2027

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Explore the top trail runs near Pinehurst for 2026-2027! We've gathered 10 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
Oct
17
Sa

Uwharrie 100 Mile Trail Run

Trail Run 100 km 100 mi
Trail races in Uwharrie National Forest featuring a 20.5 mile loop course with 100 Mile and 100K options, technical terrain, and a 36 hour cutoff.
Oct
17
Sa

Sandhills Running Sasquatch 4-Hour 1-Mile Repeat and Sasquatch 5K

Trail Run Backyard Ultra 5 km
A self-paced event on a well-marked 1-mile loop at Weymouth Woods, offering a 4-hour repeat challenge and a three-loop 5K with run and ruck options.
November 2026
Nov
14
Sa

Wings of Hope 5K

Trail Run 5 km
A timed community 5K in Pinehurst on November 14, 2026 to benefit the FirstHealth Cancer CARE Fund, with a celebration village, costume contest, and lung screening resources.
Nov
14
Sa

Joint Special Operations 10K Run

Trail Run 5 km 10 km
Off-road 10K run and 5K walk at Fort Bragg on tank trails and fire breaks, with timed 10K, awards, raffle, and a virtual 10K option.
Nov
28
Sa

The Derby 50K - Ellerbe, NC

Trail Run 50 km 32 mi
Experience a low key no frills 50k run through the rolling hills of North Carolina. Enjoy a community pasta lunch and support local animal advocates while completing this three loop course on asphalt and dirt roads.
February 2027
Feb
27
Sa

The Ellerbe Marathon and Half Marathon

Trail Run 13 mi 26 mi
A longstanding small-town road race in Ellerbe, North Carolina offering USATF-certified marathon and half marathon distances on a 13.1 mile loop with chip timing.
March 2027
Mar
6
Sa

Moore County Trail Marathon

Trail Run 3 mi 10 km 13 mi 26 mi
Trail marathon, half, 10K and 5K around Reservoir Park in Pinehurst with aid stations, shirts and medals, raising funds for community wellness programs.
Mar
20
Sa

Viking Dash - Pinehurst, NC

Trail Run 5 km 10 km
Trail runs of 5K and 10K at West Pinehurst Community Park in Pinehurst NC on March 20, 2027; registration opens November 1, 2026.
April 2027
Apr
10
Sa

Weymouth Woods 50K Trail Run

Trail Run 25 km 50 km
Trail 25K and 50K at Weymouth Woods on April 10, 2027 with cupless aid station, T shirt and finisher medal, proceeds benefit Friends of Weymouth Woods.
May 2027
May
1-2
Sa - Su

Fayetteville Spartan Weekend

Obstacle Run 5 km 10 km Half Marathon 50 km
A two-day Spartan obstacle race weekend at McCormick Farms, May 1-2, 2027, offering Sprint, Super, Beast, Ultra and Kids races across forest, quarry and riverbank terrain.
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