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.
October 2026
A 7 hour Time Challenge on a signed riverside loop in Staines offering flexible distances from 3 km up to 50 km, with medals, distance pins, aid stations and goody bags.
A timed track event in Walton on Thames on 2 October 2026 offering 6, 12 and 24 hour formats with chip timing, 400 m laps and distance options from 5 km up to 100 mile equivalents. The track is limited to 100 runners at once.
Out and back autumn ultramarathon from Wanstead Flats through Epping Forest, just over 50 km with 514 m ascent and 2 ITRA points, UK Athletics permitted.
An inflatable obstacle course event at Kempton Park Racecourse on 3 October 2026 with 2.5K, 5K, 10K and 15K options for ages 5 and up.
A timed endurance event around King George’s Parks where participants run a 3.5 km loop every 30 minutes for up to 12 hours, either solo or in pairs.
A 7 hour Time Challenge along the River Thames with flexible distances from a 3 km minimum up to ultra and 50 km options. Finishers choose a medal from past events and have access to aid stations and a goody bag.
Scenic half marathon and 10KM at RAF Greenham Common, family friendly and supporting New Life Special Care Babies.
A lap based Friday timed run on the Thames towpath offering distances from a single 3.28 mile lap up to ultra distances, with the ten pound charity entry supporting Rays of Sunshine and a special double sided medal.
Trail half marathon in the Chiltern Hills covering about 13 miles with grouped pacing, run leaders, a refreshment point, on site parking and a finisher medal.
An all-surface 25 km loop from Leyton with run leaders, a midway energy stop and post-run kit and community space at Portal HQ.
Trail and fun runs near Old Basing on 11 October 2026 with chip-timed 10K and 6K races plus a 2K family fun run supporting local schools.
A 10 km undulating multi-terrain race from Buckingham Town Centre through Stowe National Trust gardens and countryside, with medals for finishers and local charities supported.
A scenic approximately 15 km trail race in Tring on 11 October 2026, running through Ashridge Estate and the Ridgeway with marshals, water stations and post-race facilities.
A lap-based out and back run along the Thames in Walton on Thames offering distances from a single 5.3 km lap up to ultra distances with a seven hour limit.