Trail Running Calendar near Stuarts Draft 2026-2027

September 2026

Trail Run UTMB 20K/50K/100K/100M Half Marathon 50 km 100 km 167 km

A multi-distance trail event in the Shenandoah Valley with technical mountain courses and qualification opportunities for UTMB World Series Finals and Western States.

Sep

19

Sa

Nasty 9 Trail Run

Lexington | 28 mi from Stuarts Draft

Trail Run 4 mi 9 mi

Trail races at Brushy Hills near Lexington VA with 9 mile and 4 mile single track courses, notable elevation gain, and proceeds supporting local schools and conservation.

October 2026

Oct

24

Sa

Crozet Trails Crew 5k Trail Run

Crozet | 18 mi from Stuarts Draft

Trail Run 5 km 10 km

Fundraiser at Crozet Park with a 5K, 10K and 0.75 mile family run, race shirts, pancake breakfast, awards and a post race trails festival.

November 2026

Nov

7

Sa

UltraTrax Wintergreen

Roseland | 20 mi from Stuarts Draft

Trail Run 7 mi 14 mi 21 mi 28 mi

A timed, non competitive trail event at Wintergreen offering 7, 14, 21 and 28 mile loop options. Participants can add weighted vests, face a 10 hour cutoff for awards, and expect on site parking and finisher items.

Nov

7

Sa

Chessie Trail Marathon

Lexington | 28 mi from Stuarts Draft

Trail Run 5 km 10 km 13 mi 26 mi

Trail races on the Chessie Nature Trail near Lexington VA, featuring marathon, half, 10K, 5K and a relay on a smooth gravel and grass course with aid stations and medals.

Nov

7

Sa

Mountain Masochist Trail Run 50 Miler

Montebello | 13 mi from Stuarts Draft

Trail Run 50 km 50 mi 100 km

Trail races in Montebello on November 7 with 100K, 50 Miler and 50K routes that focus on single track and forest roads.

Nov

8

Su

Harvest Hustle 10k - North Garden

North Garden | 22 mi from Stuarts Draft

Trail Run 5 km 10 km

Trail 5k and 10k at Walnut Creek Park near Charlottesville with a virtual option, chip timing, finisher medal, and proceeds benefiting Rikki's Refuge.

March 2027

Mar

20

Sa

Bel Monte Endurance Races

Stuarts Draft

Trail Run UTMB 20K/50K/100K 25 km 50 km 50 mi

A spring mountain trail event in the Blue Ridge Mountains on March 20, 2027, offering 50 mile, 50k and 25k races on mostly single track and forest roads, with limited entries and cabins at the start finish.

August 2027

Aug

14

Sa

Martha Moats Baker

Mount Solon | 21 mi from Stuarts Draft

Trail Run 31 mi 39 mi

A limited-field trail ultrarun in Jefferson National Forest offering a roughly 60 km course with a 50 km Party Route, three aid stations, and required self-sufficiency.