Trail Running calendar near High Wycombe 2026-2027

An urban ultramarathon from a central London Run HQ with three distances including a 100km route that visits 100 plus landmarks. The event emphasises accessibility, on-course checkpoints, medals and a Top 100 finishers list.

A 100 mile nonstop race along the South Downs Way from Matterley Bowl near Winchester to Eastbourne, with 12 aid stations, medical support and a 30 hour cut off.

A non-stop 50 km trail ultra along the South Downs Way with about 1150 m climb, four aid stations, full medical cover and a nine hour cut off.

The Race for Life Pretty Muddy Watford will take place in Watford on Saturday 12 June 2027. You can run 5 kilometers.

The Race for Life Watford will take place in Watford on Saturday 12 June 2027. You can run between 5 and 10 kilometers.

Trail ultramarathon on 19th June 2027 at West Dean Gardens with 30k, 50k, 80k and 100k route options across the South Downs and coast.

A muddy 5k obstacle course at The Rutland Showground in Oakham with staggered start waves and an age limit of 13 and over. Entry includes a fundraising pack, back sign, training support and a finishers medal.

A muddy 5k obstacle course around The Common in Southampton where participants climb, crawl and slide through obstacles while raising funds for cancer research. Waves run every 15 minutes and participants must be 13 or older.

A point to point 50 mile ultra and a marathon along the Three Shires Way through Bucks, Beds and Northants, finishing with a Grafham Water loop. Licensed trail races with aid stations, electronic tracking and mandatory kit requirements.

A 24 hour running festival in Milton Keynes where individuals or teams complete as many 6.55 mile laps as they wish, with camping, showers and on-site food and facilities.

A 75 mile off road ultra on a one mile loop at Denbies Wine Estate with up to 30 hours to finish, chip timing and multiple concurrent race options.

A 100 mile off-road ultra at Denbies Wine Estate on 19 June 2027 using a flat one mile loop, full chip timing and multiple race options including 50 and 75 miles plus timed events.

A timed off-road Marathon and Half Marathon at Denbies Wine Estate near Dorking on a flat 1 mile loop with a flexible start window, up to 30 hours to finish, chip timing and a physical memento for all entrants.

A 24 hour attended challenge at Denbies Wine Estate in Dorking where runners complete 1 mile on the hour for 24 consecutive hours; onsite tent camping, daytime cafe service and a simultaneous virtual option are provided.

A 50 mile off-road ultra at Denbies Wine Estate on 19 June 2027 featuring a flat-ish one mile loop, chip timing and up to 30 hours to finish. Multiple timed and multi-distance options run alongside marathons and half marathons.

A timed endurance event at Denbies Wine Estate where participants run one mile on the hour for 12 consecutive hours. Attended and virtual options run simultaneously and places for the attended event are limited.

A trail running event at Cranleigh Showground on Saturday 19 June 2027 with routes from 5 km to 53 km across Surrey hills and forests. Fully marked courses, varied outposts, free parking and an event village with food and a non alcoholic be..

A timed trail weekend at Leybourne Lakes on a fully marked 2.5km loop with 6, 12 and 24 hour options plus relays. Race village offers basecamp space, live timing, medical support and finisher medals.

A 21.2 km trail half marathon across Dunstable Downs with 450 m of climbing, waymarked trails, two aid stations and a licensed UTMB index status.

The Race for Life Pretty Muddy Cheltenham will take place in Cheltenham on Saturday 26 June 2027. You can run 5 kilometers.