Brentwood
Trail Running Calendar near Brentwood 2026-2027
Explore the top trail runs near Brentwood for 2026-2027! We've gathered 94 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
A 50 mile coastal ultramarathon along the Essex saltmarshes, starting at South Woodham Ferrers Rugby Club and finishing at Maldon Promenade Park. Fully supported with aid stations, GPX route files, a shuttle option and a 15 hour cut off.
A half marathon and 10K through Epping Forest, London on 10 October 2026, run on marked woodland trails with aid stations, chip timing and an eco friendly focus.
The Titsey Trail 10k is a community running event held on Sunday, 11th October 2026. Organized by runners for runners, it raises funds for a variety of local charities.
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 30 mile out and back ultra along the River Stort and Lee navigations on the Hertfordshire Essex border, mostly flat grassy and gravel trail with checkpoints every 5 miles, electronic timing, medals for finishers and trophies for top three men and w..
A timed, self supported anticlockwise loop around Canvey Island starting and finishing at Waterside Farm Leisure Centre. The mostly coastal route includes sea wall, grass and gravel paths, a 10k pub check point and a four hour cut off.
A countryside walking event from Blackmore with a 26 mile figure of eight route and an 18 mile option, forming part of the Essex and Herts Triple Challenge.
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
An after dark multi terrain 10 km and 5 km event in Leigh on Sea with chip timing, mandatory headtorches and sustainably sourced finishers medals.
A November muddy obstacle event in Essex offering 6 km, 12 km and 24 km+ courses with natural and man‑made obstacles including a Deathslide and zip wire.
A mostly off road 15k at Trifarm, Boreham, run on public footpaths and bridleways with on-site parking, water refill points and manual timing.
A Half Marathon and a 10k on Wimbledon Common in London supporting Beder, with a trail marked course, course marshals and an event village offering food, drink and partner goodies.
December 2026
Trail 5K and 10K around the Tewinbury estate in Hertfordshire, fully waymarked with marshals, aid station at 5.3 km and chip timing.
A social 12k at Chelmsford Brewery with a GPX and Strava route, checkpoint drinks and Christmas medals, plus encouraged fancy dress.
A 50 km trail ultra along the North Downs Way from Detling to Wye with about 1,000 m of ascent, three checkpoints and mandatory kit requirements. The route passes Boxley Warren, Thurnham Castle, Lenham Cross and the Wye Downs.
A lap-based running challenge at Abberton Reservoir on 20 December 2026. Runners complete repeated 5 km loops on off-road paths, with a free feed station, a medal for all and proceeds supporting Essex Wildlife Trust.
Final round of the four-event Trifarm Winter series: a mainly off-road 10 km on public footpaths and bridleways at Trifarm in Boreham on 27 December 2026.