High Wycombe
Trail Running Calendar near High Wycombe 2026-2027
Explore the top trail runs near High Wycombe for 2026-2027! We've gathered 190 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
January 2027
Looped trail and road races near Chalfont St Peter offering 7K and 10K loops with distance choices up to ultramarathons plus aid stations and medical support.
Looped trail and road races near Chalfont St Peter offering 7K and 10K loops with distance choices up to ultramarathons plus aid stations and medical support.
Looped trail and road races near Chalfont St Peter offering 7K and 10K loops with distance choices up to ultramarathons plus aid stations and medical support.
Looped trail and road races near Chalfont St Peter offering 7K and 10K loops with distance choices up to ultramarathons plus aid stations and medical support.
February 2027
A seven hour time challenge along the River Thames with distances from 3km to 50km, medals and pins, mixed path and trail terrain.
A two day 66 mile winter trail event on the North Downs Way with marked routes, staffed aid stations, overnight accommodation and luggage transfers.
Looped trail and road races near Chalfont St Peter offering 7K and 10K loops with distance choices up to ultramarathons plus aid stations and medical support.
Looped trail and road races near Chalfont St Peter offering 7K and 10K loops with distance choices up to ultramarathons plus aid stations and medical support.
Looped trail and road races near Chalfont St Peter offering 7K and 10K loops with distance choices up to ultramarathons plus aid stations and medical support.
Looped trail and road races near Chalfont St Peter offering 7K and 10K loops with distance choices up to ultramarathons plus aid stations and medical support.
March 2027
A 10 km mixed-terrain run from Windsor & Eton Brewery along towpaths and parkland, with staggered starts, a pint cup and free drink at the finish, chip timing and downloadable race photos.
A 13-mile trail half marathon in the Chiltern Hills with guided run leaders, grouped pacing, a refreshment point, finisher’s medal and a Trees not Tees certificate.
Twelve consecutive days of timed riverside running in Walton on Thames with multiple distance options, collectible daily lantern medals, finishers shirts, and a Double-Down option to run two half marathons each day.
A 50km trail ultramarathon through the Chilterns centered at Stonor Park, run as two 25km loops with 4000 ft of climb, five aid stations and full medical support. The event has a nine hour finish limit and medals for all finishers.
Looped trail and road races near Chalfont St Peter offering 7K and 10K loops with distance choices up to ultramarathons plus aid stations and medical support.
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.