Greater London
Trail Running Calendar near Greater London 2026-2027
Explore the top trail runs near Greater London for 2026-2027! We've gathered 223 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
May 2027
Two-day self-supported navigation challenge in the Surrey Hills for teams of two, with camping at Newlands Corner and a points-based course across both days.
Muddy obstacle races at the Secret Nuclear Bunker Estate in Essex with adult 6 km and 12 km options, plus family and children waves.
An inflatable obstacle course event in Guildford on 8 May 2027 offering 2.5k to 15k lap distances, music zones, finisher medals and family friendly entries.
Inflatable obstacle-course event at Brands Hatch on 15 May 2027 with 2.5k to 15k lap options, music zones, family entries and finishers' medals.
A weekend running festival in Hackney featuring a 21.1 km half, night 10 km, community and trail 5 km races, schools events and a free two day festival at Hackney Marshes.
A 10th anniversary half marathon and new 10k in Chislehurst that explores local green spaces and raises funds for The Maypole Project.
A 50 km multi terrain ultra in Maidenhead along the Thames Path, Jubilee River and Green Way with chip timing, four aid stations, live tracking and a cut off of 8 hours 57 minutes.
Track running event at Wodson Park offering distances from 5k to 50k and a six hour timed challenge on a 400 m lap circuit.
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 supported trail event from Richmond to Brighton offering 100 km, 50 km, 25 km and marathon options with rest stops, GPS tracking, medical support and camping.
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.
A point-to-point 50 km trail race along the River Medway from Rochester to Tonbridge with a predominantly flat course, four aid stations and a 9 hour cut-off.
A point-to-point 30 km trail along the River Medway from East Farleigh to Tonbridge with three checkpoints, chip timing, bag transfer and an athletics track finish.
Two supported trail options in London - a 55 km ultra and a 25 km trail run along the Capital Ring, finishing at Richmond Green with feed stations and chip timing.
Community 3k and 5k runs at Dunorlan Park on mainly grass and woodland terrain with some inclines and limited general parking.
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.