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.
March 2027
Multi day running series in Walton on Thames offering Ten in Ten and Twelve in Twelve formats with distances from 5 km to ultra, certified flat riverside laps and finishers medals and shirts.
A 7 hour time challenge along the River Thames with flexible lap distances from 3 km to 50 km, medals, distance pins, aid stations and goody bags.
A guided trail half marathon around the Surrey Hills, about 13 miles from St Martha's Hill in Guildford, following parts of the North Downs Way and notable viewpoints. The run is social in format with a guided pace and evening options.
A trail race of approximately 17.5 miles around the Ashridge Estate boundary on well marked paths, with water stations, finisher gifts and prizes for top male and female runners.
Seven consecutive days of timed running on certified out and back routes along the River Thames in Walton on Thames. Distances from 5 km to ultra are available and finishers earn daily mementos plus a seven day lantern medal set.
Seven consecutive days of timed running along the River Thames with flexible distances from 3 km up to 50 km, lap-based half, full and ultra options, daily medals and pins, aid stations and goody bags.
A two-lap, multi terrain 10 km trail race around Mortimer Fairground and local woodlands, with a canicross option, chip timing and on-site amenities.
April 2027
A 7 hour Time Challenge along the River Thames in Staines offering distances from 3 km to 50 km, with marked laps, medals, pins, aid stations and a vegan goody bag option.
Trail event in Windsor on 4 April 2027 with 10K and half marathon options, a flat course through Alexandra Gardens and proceeds supporting Brain Research UK.
A timed Friday run on a flat 5.3 km Thames towpath lap with flexible starts; the £10 charity entry supports Rays of Sunshine and all finishers receive a medal.
Scenic mixed terrain races along the Thames at Remenham Farm in Henley on Thames. Options include a Half Marathon, a 10K and a Junior Race with marked trails, marshals, chip timing and post race goodies.
Guided 42.2 km trail marathon through the Chiltern Hills with run leaders, checkpoints, and a wooden finisher’s medal.