City of London
Trail Running Calendar near City of London 2026-2027
Explore the top trail runs near City of London for 2026-2027! We've gathered 199 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
A lap based Friday timed run on the Thames towpath offering distances from a single 3.28 mile lap up to ultra distances, with the ten pound charity entry supporting Rays of Sunshine and a special double sided medal.
Trail races around Box Hill in the Surrey Hills offering three distances, steep climbs, aid stations and chip timing from a base at Box Hill National Trust.
A half marathon and 10K through Epping Forest, London on 10 October 2026, run on marked woodland trails with aid stations, chip timing and an eco friendly focus.
A military inspired obstacle mud run at Hever Castle on 10 October 2026 offering 3K, 6K and 12K courses, junior options, and an event village with spectator attractions.
Trail running in Hurtwood Forest near Guildford with 15 km and 21 km routes, on-site facilities, water stations and medals for all.
The Titsey Trail 10k is a community running event held on Sunday, 11th October 2026. Organized by runners for runners, it raises funds for a variety of local charities.
A lap-based out and back run along the Thames in Walton on Thames offering distances from a single 5.3 km lap up to ultra distances with a seven hour limit.
Approx 6 mile self navigation trail in Chelmsford with glow in the dark medals and light refreshments, limited to 120 places; minimum age 16.
A lap based Friday timed run on a flat 5.3 km out and back course along the river Thames, with distances from 5 km up to ultra. Both attended and virtual entrants receive a finisher medal.
Annual 25 km and 50 km routed challenge across Kent, Surrey and Sussex with checkpointed support, food included and GPX route files provided.
A guided 10 mile trail through Chilterns waterways and reservoirs, passing Britain’s oldest post windmill, with trail instruction and a 2026 finisher’s medal.
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.
A vertical race at 22 Bishopsgate in London that climbs 58 floors and over 1,500 steps while supporting RNLI fundraising.
A 30 mile out and back ultra along the River Stort and Lee navigations on the Hertfordshire Essex border, mostly flat grassy and gravel trail with checkpoints every 5 miles, electronic timing, medals for finishers and trophies for top three men and w..
Timed, self supported loop around Canvey Island starting and finishing at Waterside Farm Leisure Centre with a pub stop at 10 km and a four hour cutoff.
Looped races at several Buckinghamshire venues let runners use 7K or 10.8K loops to build distances from 10K up to ultra, with aid stations, crew support and medals.
A fully marked single loop 50K trail race around the Chilterns starting and finishing in Berkhamsted, with three aid stations, mandatory kit and a nine hour cutoff.