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Trail Running Calendar near Chigwell 2026-2027

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Explore the top trail runs near Chigwell for 2026-2027! We've gathered 136 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

September 2026
Half marathon and 10k at Wimbledon Common on 6 September 2026, with marked trails, marshals and a 3.5 hour cutoff. An event village offers food, drink and finish line goodies and the event supports the Beder charity.
A community 10 km road race in Takeley held each September, with a 1 mile children's fun run, chip timing, medals and technical shirts.
Trail half marathon and 10 km in North West Kent with around 2000 ft of ascent, two loops, an aid station, and marked, marshalled routes. Registrations are closed.
Evening 10 km trail run at Trifarm on mostly off road public footpaths and bridleways, part of a four race 2026 series with GPX route and on site parking.
Measured off road 5 kilometre run at Westley Heights Country Park, part of Pitsea RCs seven race Crown to Crown 2026 series with on course safety cover and varied entry rates.
A timed, lap-based Friday run along the Thames with flexible rock up and run starts; the £10 affiliated entry is donated to Rays of Sunshine and participants receive a double-sided charity medal.
A multi-distance trail event along the Thames towpath from Putney Bridge to Henley with options from 10K to 100K, supported rest stops, GPS tracking, camping and finishers' kit.
A charity ultramarathon along the Thames from Upminster to Southend offering 10, 30 and 50 mile routes on mainly tarmac and hard trails. Organised by c2c to raise funds for Prostate Cancer UK with checkpoints and on-course medical support.
10 km trail race around Sandridge (St Albans) on 13 September 2026, starting at Woodcock Hill with an entry fee of £25.
Trail races on rough tracks around Ashtead Common, with a 10 km and a 2 km kids run; proceeds support local charities and the event promotes low environmental impact.
Timed laps on a 5.3 km riverside course along the Thames allow runners to build distances from 5 km up to ultras. First 50 entries receive a black and yellow plushie and a Feisty mini me medal; a no medal option is available.
Timed off road 5 km and 10 km footpath races in Fyfield, Essex supporting the local Scout group with options for a souvenir tee or tree sponsorship.
A 10 km run on 13 September 2026 through the private parkland and tree-lined avenues of Chevening Estate in Sevenoaks, part of the British Landmark Series.
A lapped 7 hour trail event on a 5K loop in Hitchin with a Mini Mile and virtual option, event village, aid station and post event massage.
A charity trail run from The Zach Willsher Pub in Benfleet offering two undulating routes of about 5.7 miles and 12 miles, with written route instructions and timed entries. Funds raised go to Macmillan and finishers receive a pub voucher.
A one-day event on 13 September 2026 in Ashtead offering guided trail runs for women, workshops on confidence and safety, panel talks, kit trials and a raffle.
A roughly 170 mile nonstop loop of London with strict checkpoint cutoffs, minimal support, and limited entry of 25 to 30 places.
Team cross country relays at Chingford Plain on 19 Sep 2026 with junior, senior and veteran races, limited entries and specific England Athletics eligibility and team rules.
Join this flexible timed event along the flat River Thames towpath in Walton on Thames. Complete as many laps as you like over seven hours to achieve distances from 5km to an ultra marathon.
A timed lap event in Crystal Palace Park where runners complete 2.65 km laps within a seven hour limit, choosing distances from 5 km to ultra. The off road course mixes tarmac and gravel and all participants receive a bespoke finishers medal.
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