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.
October 2026
Timed multi-lap running at Buchan Country Park in Crawley with lap based distances from 5 km up to ultra, flexible start times and a seven hour time limit. Medal and lower cost no medal entry options are offered.
Timed, self supported anti clockwise loop around Canvey Island starting and finishing at Waterside Farm Leisure Centre, with a pub check point about 10k in and a four hour cut off.
A 7 hour Time Challenge along the River Thames in Staines offering distances from 3 km up to 50 km, themed medals and distance pins, an aid table, goody bags including a vegan option, and on the day number collection.
Conquer 58 floors and over 1,500 steps at 22 Bishopsgate to support RNLI lifeboats while enjoying panoramic views of the London skyline.
Looped events where runners choose how many laps to run on the day, with maps, aid stations every lap and distances from 5K to 50K across several venues.
Social 8 km trail run with North Downs views, finishing at Greyfriars Vineyard for lunch, a glass of English sparkling wine and a guided tasting.
A 5 km night trail run at Langdon Nature Discovery Park with glow sticks plus a free 800 m Little Monsters children's trail, raising funds for local charities.
An overnight self supported 50 km ultra from East Grinstead to Brighton on 30 to 31 October 2026, in person event with tickets at £14.46 and no refunds.
A relaxed Halloween-themed 3 km obstacle run on a new course with waves of participants, mandatory headtorch, on-course burpee penalties, and optional costumes.
Halloween-themed Time Challenge in Staines along the River Thames with distances from 3 km up to 50 km and medals for finishers.
November 2026
A seven hour timed event in Staines upon Thames on 6 Nov 2026 offering distances from 5 km to ultra, a poppy finisher medal, and on-course aid with vegan options.
Muddy obstacle runs in Brentwood, Essex offering 6 km, 12 km and 24 km plus options across farmland, woods and lakes with dozens of natural and man made obstacles.
A timed remembrance run in Walton on Thames offering lap options from a single 5.3 km circuit up to ultra distances along a flat riverside course.