Chesham
Trail Running Calendar near Chesham 2026-2027
Explore the top trail runs near Chesham for 2026-2027! We've gathered 170 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
December 2026
A looped trail event in Crystal Palace Park where runners complete 2.65 km laps within a 7 hour time limit. Distances range from 5 km to ultra and all participants receive a finishers' medal.
A low key multi-lap half and full marathon along the River Thames in Walton on Thames on 28 December 2026. The UKA certified flat towpath course awards medals to all finishers and has limited places.
January 2027
Looped races at Chalfont Park Sports Club and Chalfont St Peter Community Centre let runners choose distances from single 7K or 10K laps up to ultramarathons, with drop bag access, aid stations, crew support and on-site medical cover.
A flexible seven hour time challenge on a signed Thames riverside loop with distances from 3km to 50km, medals, pins and goody bags.
Lap the Thames towpath in Walton-on-Thames with distances from a 5.3 km lap up to ultra plus flexible starts and medal or no medal entry options.
A 43-mile point-to-point ultra from Wendover to Little Venice, combining countryside trails, roads and the Grand Union Canal towpath, with GPS tracking, five checkpoints and mandatory kit requirements.
Looped races at Chalfont Park Sports Club and Chalfont St Peter Community Centre let runners choose distances from single 7K or 10K laps up to ultramarathons, with drop bag access, aid stations, crew support and on-site medical cover.
Looped races at Chalfont Park Sports Club and Chalfont St Peter Community Centre let runners choose distances from single 7K or 10K laps up to ultramarathons, with drop bag access, aid stations, crew support and on-site medical cover.
Looped races at Chalfont Park Sports Club and Chalfont St Peter Community Centre let runners choose distances from single 7K or 10K laps up to ultramarathons, with drop bag access, aid stations, crew support and on-site medical cover.
Looped races at Chalfont Park Sports Club and Chalfont St Peter Community Centre let runners choose distances from single 7K or 10K laps up to ultramarathons, with drop bag access, aid stations, crew support and on-site medical cover.
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.
Looped races at Chalfont Park Sports Club and Chalfont St Peter Community Centre let runners choose distances from single 7K or 10K laps up to ultramarathons, with drop bag access, aid stations, crew support and on-site medical cover.
A scenic 10 mile race in Milton Keynes that follows riverside parkland and passes through the narrow Cattle Creep tunnel, with canicross friendly provisions and chip timing.
Looped races at Chalfont Park Sports Club and Chalfont St Peter Community Centre let runners choose distances from single 7K or 10K laps up to ultramarathons, with drop bag access, aid stations, crew support and on-site medical cover.
Looped races at Chalfont Park Sports Club and Chalfont St Peter Community Centre let runners choose distances from single 7K or 10K laps up to ultramarathons, with drop bag access, aid stations, crew support and on-site medical cover.
A timed lap event in Crystal Palace Park on 21 February 2027 where runners complete 2.65 km laps to reach distances from 5 km to ultra, with a seven hour limit and a finishers' memento for all participants.
Looped races at Chalfont Park Sports Club and Chalfont St Peter Community Centre let runners choose distances from single 7K or 10K laps up to ultramarathons, with drop bag access, aid stations, crew support and on-site medical cover.
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.