South Benfleet
Trail Running Calendar near South Benfleet 2026-2027
Explore the top trail runs near South Benfleet for 2026-2027! We've gathered 74 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
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 Remembrance Sunday trail event in Brightlingsea on 8 November 2026 with live Last Post and a two-minute silence during the race. A looped course offers 10km, half, marathon and a six hour timed option with on-course aid stations.
A mostly off road 15k at Trifarm, Boreham, run on public footpaths and bridleways with on-site parking, water refill points and manual timing.
December 2026
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.
A looped trail event in Crystal Palace Park where runners complete 2.65 km laps within a 7 hour time limit. Distances range from 5 km to ultra and all participants receive a finishers' medal.
February 2027
A lapped event on the Flitch Way near Rayne offering 5 km, 10 km, half and full marathon and a six hour challenge. Loops are 5.3 km with an aid station at the end of every lap and a bespoke medal choice.
A timed lap event in Crystal Palace Park on 21 February 2027 where runners complete 2.65 km laps to reach distances from 5 km to ultra, with a seven hour limit and a finishers' memento for all participants.
A 42-mile trail race from Chipping Ongar to the ancient Chapel of St Peter-on-the-Wall, following an old pilgrimage route through rural Essex. Mostly off-road and often muddy, the route is waymarked with GPX support, four outdoor checkpoints and mand..
A single lap undulating 10k trail race at Hadleigh Country Park with steep hills, deep mud, technical terrain and mandatory trail shoes.
March 2027
A PARAS'10 event in Friday Woods featuring a 3 mile loop with one to three laps, categories for runners, TAB entrants and canicross. A 2 mile junior race is available for ages 10 to 15.
May 2027
A four leg stage trail relay along the Roach Valley Way covering 23 miles in total. Teams of four navigate by maps and way markers while proceeds support Havens Hospices.
Muddy obstacle races at the Secret Nuclear Bunker Estate in Essex with 6 km (40+ obstacles) or 12 km (70+), featuring a 20 foot Deathslide and zip lines.
A long-established marathon in North Essex organised by Halstead Road Runners, set on scenic low-traffic roads and part of the Essex Road Running Championships. The event has a 500-runner limit, supports local charities and holds a course measurement..
Off road 10 km, 5 km and family runs at Milton Creek Country Park on 9 May 2027 supporting The Oliver Fisher Special Care Baby Trust. Varied trail terrain, route maps and event medals are provided.