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Trail Running Calendar near South Benfleet 2026-2027

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Explore the top trail runs near South Benfleet for 2026-2027! We've gathered 78 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

December 2026
Essex Vets XC Championships in Epping Forest on 12 December 2026 features a single 8km course with veteran races and an £8 entry fee.
A hilly five mile trail race in Lesnes Abbey Woods on 13 December 2026 in memory of Ray Marshall, with manual timing and a 90 minute cut off.
An evening self navigation trail of about 6 miles from The Compasses in Littley Green with a secret destination, cryptic clue bonuses, refreshments and entry vouchers.
A social 12k run on 19 December 2026 with a GPX/Strava route, brewery and finish bar drink tokens, festive medals and a post-run rum option.
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.
20 Dec 2026 at Abberton Reservoir Visitors Centre: repeat just over 5 km laps in a timed up to six hour challenge, with medals and proceeds to Essex Wildlife Trust.
Navigate an 11 mile circular trail between Maldon and Mundon using written instructions on a course that is 95 percent off road.
Boxing Day event at Friday Woods where runners and cyclists race off-road for the Markham Cup, with junior and senior lap distances.
A winter trail 10k at Trifarm in Boreham on 27 Dec 2026, mostly off road on public footpaths and bridleways and serving as the final race of a four-round series.
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.
January 2027
A narrative trail marathon around Danbury with 95% off-road terrain, three checkpoints, finishers' medal and hot food, based at East Hanningfield Village Hall.
A 25 mile walking and running event on 3 January 2027 following a new punctured figure of eight route via Manuden, Albury and Braughing with checkpoints and food provided.
County cross-country championships at Gloucester Park, Basildon on 9 January 2027 with races from U12 to Senior Men and team medals.
February 2027
A 10 km trail race on Wimbledon Common on 7 February 2027 featuring marshals, a watersplash at the finish and sticky toffee pudding for finishers.
Lapped running on the Flitch Way at Rayne with 5.3 km loops, multiple distances, an aid station every lap and a bespoke medal and goody bag.
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 50th edition circular challenge near Sevenoaks with three new routes of 14, 20 and 30 miles, indoor checkpoints and a 225 entrant limit.
London Lea Valley Ultra is an ultramarathon event in London on 20 March 2027 organised by Camino Ultra.
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