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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 165 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
A single lap 10 km trail race through Limpsfield Common and the High Chart, mostly off-road with varied slopes, a water station at about 5.5 km, and finisher T-shirt and medal.
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.
A monthly five mile run in Wimbledon organised by Thames H&H running club, held on the second Sunday of each month with online entries and published results.
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.
An annual 25 km or 50 km countryside challenge in Kent Surrey and Sussex with written route directions, checkpoints, included food and GPX files.
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.
Timed, self supported anti clockwise loop around Canvey Island starting and finishing at Waterside Farm Leisure Centre, with a pub check point about 10k in 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.
Single loop 50K trail race around the Chilterns from Berkhamsted with three aid stations, fully marked navigation and a 9 hour cutoff.
A Halloween brewery trail run in Chelmsford with a devilish 6.66 km route, fancy dress rules, a finishers medal and limited places.
November 2026
An after dark multi terrain 10 km and 5 km run in Leigh on Sea on 1 Nov 2026 with chip timing, themed medals and support for local charities.
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