Cycling & running events in Pinehurst, 2026

Sandhills Miles And Rides

Running: Locals run Pinehurst-Southern Pines on sandy soil, greenways, and park loops. The Pinehurst Greenway gives runners a pretty flat 5-mile out-and-back on Linden Road when Z2 is the job. Southern Pines Reservoir Park has a 2-mile loop around a 95-acre lake, so it works for easy miles before intervals. Weymouth Woods Sandhills Nature Preserve covers 900 acres with pine forest feel underfoot. The loop hits 58 km and gains +114 m when locals want longer rolling work. Sandhills Running keeps the scene visible. Sandhills Flyers 5K, Pinehurst Turkey Trot, Viking Dash, and the Sasquatch races give the calendar its anchor event feel.

Cycling: Rainbow Cycles says the Sandhills Area is a great place to ride a bike, and locals mostly agree after a few base miles here. Southern Pines Greenway Trail keeps rides mellow when the legs need recovery. Governor's Creek MTB Trail gives off-road riders a local singletrack option. Governor's Creek MTB Trail runs 9 mi from Camp Easter Road to McDeeds Creek Road. Horse farm neighborhood roads bring gravel and rollers. The climbs are in the rolling hills, with some descents and climbs but nothing like mountain grades. Pinehurst Triathlon Festival gives cyclists the anchor race name.

Season: Locals train year-round, but the sweet spot is when sandy ground stays firm and the greenways feel easy to stack. Summer puts Reservoir Park, Weymouth Woods, and Martin Dog Park into the rotation because shade, water, and short loops matter. Reservoir Park has that 95-acre lake and a 2-mile loop, so runners can keep things controlled and riders can spin without turning the day into a gran fondo. Winter changes the rhythm more than the terrain. The Pinehurst Greenway stays useful because it is pretty flat and totals 5 miles. Deer show up early, Pinehurst still was not built on a grid, and locals keep routes simple when daylight gets tight.