Trail Running calendar near Aylesbury 2025-2026

We have found 474 Trailruns within 80 miles of Aylesbury. See below where and when you can find the races.

Explore ancient woodland and open heath in the New Forest with 10 km, 17 km or 22 km trail options. Enjoy waymarked gravel paths, on course support and a finisher medal, and note water stations are plastic free so bring a reusable cup.

The Centurion Wendover Woods 50 will take place in Wendover on Saturday 14 November 2026. You can run 50 miles.

Run the North Chilterns 50K, a scenic trail ultramarathon from Putteridge Bury over Warden, Barton and Pegsdon Hills with sweeping views. Limited to 250 runners, this supported 50 km course is a rewarding late autumn challenge.

Run the scenic flat Thames riverside route in Windsor on 21 Nov 2026 at the Thames Path Trail Run. Pick about 16 or 22 km, enjoy chip timing and a finisher medal, and support the plastic free event by bringing a reusable cup.

Enjoy a guided 10km trail run around Hindhead's Devil's Punchbowl, with scenic hilltops and a pause for the views. Runs run at sunset or at night with headtorches, led by an experienced trail coach and Salomon ambassador.

Run scenic trails from Plumpton Racecourse on the edge of the South Downs National Park with sea views and rolling countryside. Choose 21.3 km, 15.5 km or 10.8 km and enjoy chip timing, water stations and a finisher medal.

Join a guided 30 mile trail run from Haslemere, Surrey along the Serpent Trail with stunning South Downs views. A friendly group run led by an experienced ultra runner and coach, ideal for first time ultras and seasoned trail runners.

December 2026

Join a guided trail run at Box Hill, Dorking covering 12.5 miles with about 1000 m of ascent through steep, technical woodland and open fields. This noncompetitive group run suits fit trail runners and finishes with an alcohol free beer.

July 2027

The Birmingham Black Country Half Marathon is a running event held in the Black Country region near Birmingham. Organized by StuWeb Events Ltd., the race covers the half marathon distance of 13.1 miles. While specific details about the cour..