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Trail Running Calendar near City of London 2026-2027

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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.

November 2026
Half marathon through Wimbledon Common on 22 November 2026, organised by RunThrough, chip timed and supporting the charity Beder.
A 10 km road and riverside run starting and finishing at Kingston Hawker Centre, using chip timing and offering a finisher medal, refreshments and baggage drop. The event supports Kingston Hospital Charity and notes nearby train and local parking o..
Complete as many 5 km laps as possible on a marked trail loop from Peaslake Community Hall, with a 2 km ascent toward Pitch Hill and a downhill return. Solo and three-person team entries are available, with refreshments and prizes included.
A charity Friday run in Walton on Thames where the £10 entry fee is donated to Rays of Sunshine. Flexible rock up and run format on a flat 5.3 km riverside lap with a finishers' medal for all participants.
A riverside marathon and half marathon along the River Thames on an accurately measured UKA certified course. Multiple laps on a flat towpath route with medals for all finishers and virtual entries.
Join the Christmas Advent Run on Sunday 29 November in Walton on Thames for a festive riverside run. Tackle timed laps to suit you and enjoy optional medal and chocolate advent calendar plus a prize draw.
A 7 hour Time Challenge along the River Thames offering flexible lap based distances from 3 km up to ultra distances. Finishers receive a themed medal, a goody bag with a vegan option and on route aid stations.
December 2026
Timed Thames towpath run where participants choose lap distances on a 5.3 km out and back course and entry supports Rays of Sunshine Children's Charity.
A guided 12.5 mile trail run around Box Hill that gains about 1000 metres of elevation across woodland, heathland and open fields. Group pace with technical climbs and scrambling and a chance of an alcohol free beer at the finish.
Saturn Running's 7 hour Time Challenge in Staines upon Thames offers distances from 5 km to ultra along the River Thames, with a finisher medal and a bobble hat.
A charity event supporting the Hospice of St Francis with a guided 8 km trail run and a 4 km family walk, mince pie included and limited dog places.
A 50 km trail ultramarathon from Dorking along the Greensand Way, crossing Leith Hill, Holmbury Hill and Pitch Hill through the Surrey Hills AONB.
Timed lap event at Tilgate Park, Crawley with 5 km laps and distances from 5 km to ultra, a 7 hour limit, and a finisher medal for all participants.
A 200 mile continuous loop across southern England on five way marked trails, with a 96 hour limit, three major aid stations with sleeping and a 20 kg drop bag limit.
A festive time challenge along the River Thames in Staines where runners choose distances from 3 km up to 50 km. The event is signed, offers medals and pins, aid stations and goody bags.
A point to point winter trail race of 100 miles from Amberley Museum to Juniper Hall across the South Downs and North Downs with a 35 hour cut off.
A Christmas timed run along the Thames in Walton on Thames with lap-based distances from a 5.3 km loop up to ultra and medal or no medal entry options.
Essex Vets XC Championships in Epping Forest on 12 December 2026 features a single 8km course with veteran races and an £8 entry fee.
An offroad multi-lap event at Shalford Park, Guildford offering runs from 3.14 to 31.4 miles, a Pi marathon option, a 1-mile kids run, and bespoke Pi Pie medals.
A hilly five mile trail race in Lesnes Abbey Woods on 13 December 2026 in memory of Ray Marshall, with manual timing and a 90 minute cut off.
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