Chigwell
Trail Running Calendar near Chigwell 2026-2027
Explore the top trail runs near Chigwell for 2026-2027! We've gathered 132 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
A single lap 10k through Oxted Woodlands on off road tracks and footpaths, with varied slopes, a water station and finishers' 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 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 timed self supported anti clockwise loop around Canvey Island starting and finishing at Waterside Farm Leisure Centre with a staffed pub check at 10 km.
Conquer 58 floors and over 1,500 steps at 22 Bishopsgate to support RNLI lifeboats while enjoying panoramic views of the London skyline.
A 30 mile out and back trail ultra along the River Stort with checkpoints every 5 miles, enforced halfway and overall cut offs, electronic timing and finishers medals.
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.
A 10 km night-time self-navigation trail around Thaxted from The Maypole, open to walkers and runners; entry fees include a drinks voucher and support John Webb’s Windmill restoration.
A relaxed night obstacle run at OPP over two 1.5 km laps, with technical obstacles, surprise elements and a strict headtorch requirement.
A single loop 50K trail across the Chilterns from Berkhamsted with 800 m ascent, three staffed checkpoints and a 9 hour cutoff on 31 October 2026.
A Halloween themed 6.66 km trail run in Chelmsford on 31 October 2026 with GPX/Strava route support, fancy dress prizes and a brewery finish offering a medal, drink and crisps.
November 2026
Experience an after dark Halloween themed multi terrain run through Leigh on Sea featuring 10k and 5k routes with chip timing and finisher medals.
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.
Nuclear Fallout is a muddy, lapped obstacle race in Brentwood offering 6 km, 12 km and 24 km+ options with natural and man-made obstacles and chip timing.
Remembrance Day Marathon and Half Marathon on 8 November 2026 in Walton on Thames features a race freeze two minute silence and flat riverside 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.
Experience the longest established trail race in Essex with a self navigated course of 6 or 16 miles starting from a traditional pub in Chelmsford.