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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 166 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 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 challenge walk, jog or run through Kent, Surrey and Sussex countryside with written route instructions, checkpoints and food included.
A night time closed road 10K in East London from Silverworks Island through the Royal Docks and London City Airport runway, women focused and currently sold out.
A recurring in person 5K run in Greenford along the Grand Union Canal and Horsenden Hill hosted by a faith driven club with post run coffee meetups.
Timed, self supported loop around Canvey Island from Waterside Farm Leisure Centre with a pub check at 10 km, varied sea wall and trail surfaces 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.
A charity tower climb at 22 Bishopsgate, London covering 58 floors and over 1,500 steps with a fundraising target and included t-shirt and medal.
Road and Trail event at Lee Valley VeloPark on 24 October 2026 with an Individual Field format and a separate six person Community Relay.
A flat 30 mile out and back ultra along the River Stort with checkpoints about every 5 miles, electronic timing, finishers medal and trophies for top three men and women.
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.
Figure of 8 routes from Blackmore offering 26 miles or 18 miles with checkpoints, refreshments and a finisher certificate as part of the Essex and Herts Triple Challenge.
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 7 hour time challenge along the River Thames in Staines with flexible distances, chooseable medals, on course aid and goody bags.
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 single-loop 50K trail race from Berkhamsted through The Ridgeway and Ashridge, with 800 m ascent, fully marked navigation and three on-route aid stations.
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.
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.
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 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.
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