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Trail Running Calendar near Chigwell 2026-2027

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Explore the top trail runs near Chigwell for 2026-2027! We've gathered 189 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
Halloween themed night trail at Langdon Nature Discovery Park with a 5k for ages 12 and over and a free 800m Little Monsters children's trail.
A 10 km narrative night time trail around Thaxted, self navigated and timed, starting and finishing at The Maypole with proceeds to John Webb's Windmill.
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.
A fully marked single loop 50K trail race around the Chilterns with three checkpoints, a 9 hour limit and start finish at Berkhamsted Cricket Club.
Halloween themed 6.66 km trail run at a brewery in Great Baddow on 31 Oct 2026, with fancy dress, costume prizes, a medal, finishers drink, and limited parking.
Halloween-themed Time Challenge in Staines along the River Thames with distances from 3 km up to 50 km and medals for finishers.
A community 5K run in Greenford following the Grand Union Canal and Horsenden Hill with an informal post run coffee meetup.
November 2026
An after dark 10 km and 5 km multi terrain run in Leigh on Sea with chip timing, mandatory headtorches, sustainable finisher medals and local charity support.
Putney workshop pairing a 5.5 km trail run and Altra shoe trials with free refreshments, bag drop and a Q&A with a foot health specialist and running coach.
Night orienteering on Wimbledon Common with two technical courses, race centre at The Crooked Billet and online only entry.
Take on flat, scenic laps along the Thames towpath in Walton on Thames with flexible starts and distances from 5 km to ultra. Limited places, aid stations, digital results and medals make this a friendly, festival style challenge.
A remembrance midweek run by Saturn Running in Staines upon Thames offering multiple distances and a poppy finisher medal along the River Thames.
Nuclear Fallout on 7 November 2026 at Nuclear Essex offers 6 km, 12 km and 24 km plus muddy obstacle courses across farmland, woods and lakes.
Riverside marathon and half marathon on Remembrance Sunday 8 November 2026, built around a two minute silence at 11:00 with flat out and back laps.
Join a community of runners at Richmond Park for a series of timed races supporting Movember. Enjoy a hilly tarmac course with distances ranging from a kids mini run to a half marathon in a supportive atmosphere.
Self-navigated trail race in Chelmsford on 08 Nov 2026 offering approx 16 and 6 mile routes with Race HQ at the Horse & Groom.
Second Sunday 5 on 8 November 2026 at Richardson Evans Memorial Fields, Putney Vale, a relaxed two lap run organised by Thames Hare & Hounds.
Torchlit 5 km charity trail on 11 Nov 2026, supporting Whizz Kidz with a countryside route and a pub finish; places are limited.
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