Trail Running Calendar near Randolph 2026-2027

November 2026

Trail Run 5 km 10 km

Night trail race at Cranmore Resort on November 7, 2026 with 5k and 10k courses marked by reflective flagging and LED lanterns.

Nov

26

Th

Jackson 5k Turkey Trot

Jackson | 16 mi from Randolph

Trail Run 5 km

A Thanksgiving morning trail event in Jackson, NH offering a kids 1k and a 5k on Nordic trails, with awards and proceeds supporting local youth programs.

June 2027

Jun

12

Sa

Cirque Series - Cannon Mountain

Franconia | 25 mi from Randolph

Trail Run 7 mi

A 6.9 mile trail race at Cannon Mountain with 3,080 feet of vertical gain, multiple divisions with cash and gear prizes, and season points toward a PEAK FREAK buckle.

Jun

19

Sa

Baldface Scramble

Chatham | 20 mi from Randolph

Trail Run 14 km 29 km

Trail races in Chatham, NH: a 14KM single loop over the Baldfaces and a 29KM two-loop route including Mount Meader with mandatory mountain gear.

July 2027

Jul

24

Sa

Tough Mountain Challenge

Newry | 25 mi from Randolph

Obstacle Run 5 km

A 5K obstacle course at Sunday River Resort in Newry, Maine, featuring ski-trail and wooded terrain with custom built obstacles.

August 2027

Aug

28

Sa

Race the Cog

Mount Washington | 7 mi from Randolph

Trail Run 3 km 6 km

Trail races beside the Mount Washington Cog Railway in Bretton Woods offering a 2.75 mile summit climb and a 5.5 mile roundtrip with steep, technical terrain.

September 2027

Sep

18

Sa

Kilkenny Ridge Race

Stark | 17 mi from Randolph

Trail Run 25 km 25 mi 50 mi

Trail races along Kilkenny Ridge near Stark New Hampshire offering 50 mile 25 mile and 25K options on remote, unmarked mountain terrain requiring mandatory gear and navigation.