Greater London
Trail Running Calendar near Greater London 2026-2027
Explore the top trail runs near Greater London for 2026-2027! We've gathered 192 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
May 2027
A single-lap 50 km multi terrain ultra in Maidenhead on May 22 2027, mainly off road along the Thames Path, Jubilee River and the Green Way. Four aid stations, chip timing, live tracking and on-course nutrition support.
Track-based event at Wodson Park on 23 May 2027 with distances from 5k to 50k plus a 6-hour timed challenge on a 400 m athletics track.
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.
Trail event from Richmond to Brighton offering multiple distances, GPS tracking, covered rest stops, medical support, camping and finishers items.
June 2027
A 5k obstacle course at Royal Windsor Racecourse with mud obstacles to climb, crawl and slide, mixed tarmac and grass surfaces, staggered wave starts and a minimum age of 13. Earlybird entry prices and a fundraising target apply.
Point-to-point 50 km trail from Rochester to Tonbridge along the River Medway, predominantly flat with four aid stations, chip timing and an athletics track finish.
Point to point 30 km trail race along the River Medway from East Farleigh to Tonbridge with three checkpoints, chip timing and an athletics track finish.
Two trail distances around London on the Capital Ring with feed stations, chip timing and a planned finish at Old Deer Park, Richmond.
Park-based 3k and 5k runs at Dunorlan Park with mixed grass and woodland terrain. The event is organised by Cancer Research UK and includes a fundraising pack and a finishers medal.
A 10 km out-and-back race through gravel paths and woodland at Weald Country Park in Brentwood, organised by MCC Promotions. The event includes on-day registration, water stations, prizes and supports the charity Sport In Mind.
An urban ultramarathon in central London with 100km, 50km and 25km routes that pass over 100 city landmarks, with checkpoints and training resources.
A muddy 5k obstacle course at Cassiobury Park where participants climb, crawl and slide through timed waves while raising funds for cancer research.
A 75 mile off road ultra on a one mile loop at Denbies Wine Estate with up to 30 hours to finish, chip timing and multiple concurrent race options.
A 100 mile ultra on a flat one mile trail loop at Denbies Wine Estate offering 12 hour and 24 hour options plus 50, 75 and shorter races.
A 24 hour attended challenge at Denbies Wine Estate in Dorking where runners complete 1 mile on the hour for 24 consecutive hours; onsite tent camping, daytime cafe service and a simultaneous virtual option are provided.
Run one mile on the hour for 12 consecutive hours at Denbies Wine Estate with chip timing, a finisher medal, camping and a simultaneous virtual option.