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Trail Running Calendar near Brentwood 2026-2027

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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.

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
Trail event at Hyde Hall Farm offering 10k, half, full and ultra distances with lap-based courses, water at the lap point, secure parking and a bespoke finisher medal. The event is cupless so bring a refillable cup or bottle.
A Kent LDWA challenge with three new West Kent routes, indoor checkpoints, limited entry and a 30 mile option with 4200 ft ascent and an 11 hour limit.
A London ultramarathon in the Lea Valley on 20 March 2027, listed on the Camino Ultra event calendar. The event is set in the E15 2HB area of London.
April 2027
A night running challenge at Hyde Hall Farm offering twelve hour or six hour shifts under the stars. Head torches are required and hot drinks plus an aid station are provided with a medal for every finisher.
May 2027
A point to point 100 mile trail race along the Thames from Richmond to Oxford on 1 May 2027 with a 30 hour limit and multiple aid stations.
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.
Inflatable 5K at Brands Hatch offers laps of 2.5 km with giant inflatable obstacles, multiple distance options, music zones, finisher medals and on course hydration.
A mid May running festival in Hackney featuring a 21.1 km half marathon on closed roads, a 10 km night run, community 5K and off road 5K, a schools challenge and a free two-day festival at Hackney Marshes.
Race for Life at Weald Country Park in Brentwood features 3k, 5k and 10k routes across grass and woodland trails. The 10k is two laps of the 5k course and the event is chip timed.
Track-based event at Wodson Park on 23 May 2027 with distances from 5k to 50k plus a 6-hour timed challenge on a 400 m athletics track.
A multi-distance endurance event at Hyde Hall Farm featuring a 5.3 km loop, a 100 mile 32 hour option, timed challenges, an aid station and on site parking.
June 2027
A 27 mile evening trail marathon near Purleigh across saltmarsh, towpaths, vineyards and woods, with a 6.5 hour cutoff and a field limited to 50 runners.
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