Brentwood
Trail Running Calendar near Brentwood 2026-2027
Explore the top trail runs near Brentwood for 2026-2027! We've gathered 91 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
Trail race in Toppesfield on 04 Oct 2026 offering approx 10 miles and 6.2 miles on a self navigation route with no markings or marshals.
Looped trail event from Maidstone with supported 50 km, 25 km and 10 km routes, covered rest stops, camping and on course medical support.
Trail half marathon and 10K in Epping Forest on 10 October 2026, with chip timing, aid stations, eco friendly measures and limited parking.
A non-competitive, all-surface 25 km loop from Leyton with run leaders, a halfway energy stop, kit demos and community-focused proceeds for Hackney Foodbank.
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 single-lap 10K on 11 October 2026 around Burnham on Crouch, featuring sea wall coastal paths and countryside trails. The event is based at Dengie Hundred Sports Centre with free parking, facilities and post-run food and drink.
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 10K night run from Silverworks Island through the Royal Docks to 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.
Conquer 58 floors and over 1,500 steps at 22 Bishopsgate to support RNLI lifeboats while enjoying panoramic views of the London skyline.
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.
A 5 km night trail run at Langdon Nature Discovery Park with glow sticks plus a free 800 m Little Monsters children's trail, raising funds for local charities.
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 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.
Muddy obstacle runs in Brentwood, Essex offering 6 km, 12 km and 24 km plus options across farmland, woods and lakes with dozens of natural and man made obstacles.
A self-navigation trail race on paths, tracks and country lanes with approx 16 and 6 mile routes and a different course each year.