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 222 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
December 2026
A festive, informal two-lap Second Sunday 5 on 13 December 2026 at Richardson Evans Memorial Fields, Putney Vale.
Join a festive Christmas run along the flat Jubilee River. Choose your own distance in this 6-hour timed event on a scenic towpath. All finishers receive a bespoke festive medal.
A dawn-to-dusk winter trail challenge at Box Hill, Dorking featuring a 10.1 mile loop with 2,400 ft climb per lap and on-course support.
A social 12k run on 19 December 2026 with a GPX/Strava route, brewery and finish bar drink tokens, festive medals and a post-run rum option.
A seven hour Time Challenge on a signed Thames riverside loop where participants choose their distance and select a past event medal on finishing.
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
A 10.000 km trail race around Box Hill with steep climbs and scenic views, registration and parking at Denbies Vineyard. The event includes a kids fun run and a ladies race and uses a B Course around Denbies if Box Hill is unavailable.
Guided morning 10 km trail run through Chilterns hills and woodlands with Run Leaders, bag drop, cafe facilities and a cani cross option.
An annual New Year five mile cross country in Penshurst village over rolling hills and woodland trails. Open to ages 10 and above with entry fees supporting Hospice in the Weald and awards across junior, local and canicross categories.
Two distance road and trail races at Epsom Racecourse with chip timing, sustainable medals, prize categories and charity fundraising.
A 25 mile event on 3 January 2027 around Stansted Mountfichet with a punctured figure of eight route crossing the River Stort and staffed checkpoints.
A riverside 3.28 miles out-and-back event at Wraysbury offering distances from 5K to ultra and a six hour challenge, licensed by TRA and run under UKA rules.
Friday timed runs on a flat riverside 5.3 km lap with flexible entry options, charity allocation for the £10 run and commemorative finishers' medals.
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.