High Wycombe
Trail Running Calendar near High Wycombe 2026-2027
Explore the top trail runs near High Wycombe for 2026-2027! We've gathered 221 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
January 2027
A 7 hour time challenge on a signed River Thames loop offering distances from 3km to 50km, themed medals, distance pins, goody bags and on-course aid.
Trail running and mountain biking in the Chilterns on 9 January 2027 with score-format navigation, solo or team entries and options from 2 hour to 5 hour events.
Second Sunday 5 on 10 January 2027 at Richardson Evans Memorial Fields, Putney Vale, is an informal two lap event organised by Thames Hare & Hounds and open to all standards.
Oceans Run in Walton on Thames on 16 January 2027 offers lap-based timed running on a flat riverside towpath with distances from 5 km up to ultramarathon.
A timed Friday "rock up and run" event at Walton on Thames on a flat riverside towpath with options from 5 km to ultra and a finishers' medal for every entry.
A themed seven hour Time Challenge along the River Thames offering flexible distances from 3 km to ultras, Rocky Horror medals, aid stations and vegan goody bag options.
Timed laps on a 5.3 km riverside towpath course with flexible start windows, multiple distance options and spinning medals.
A flexible 7 hour time challenge along the River Thames in Staines offering distances from 3 km up to 50 km, medals, distance pins and on-course aid.
A flexible 7 hour Time Challenge on a signed riverside loop in Staines where finishers choose a medal from past event designs.
A winter trail event in Windsor offering 10K and half marathon routes through Alexandra Gardens with chip timing, photos, marshals and a themed medal.
February 2027
A PHOENIX Fridays charity run on 05 February 2027 with flexible start times, laps of a 5.3 km riverside course, and the advertised £10 entry donated to Rays of Sunshine.
A two-day, 66-mile ultramarathon along the North Downs Way with organised logistics, on-course support, and overnight accommodation.
A 7 hour Time Challenge on a signed Thames-side loop offering multiple distances, themed medals, distance pins, aid stations and vegan goody bag options.
Duathlon, cross duathlon and off-road endurance races at Henley Showground on 7 February 2027 with chip timing, marked courses and on-course support.
A 10 km trail race on Wimbledon Common on 7 February 2027 featuring marshals, a watersplash at the finish and sticky toffee pudding for finishers.