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Trail Running Calendar near City of London 2026-2027

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Explore the top trail runs near City of London for 2026-2027! We've gathered 222 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

June 2027
Run one mile on the hour for 12 consecutive hours at Denbies Wine Estate with chip timing, a finisher medal, camping and a simultaneous virtual option.
Timed trail weekend at Leybourne Lakes with a fully marked 2.5 km loop and 6, 12 and 24 hour solo and relay options plus race village facilities and live timing.
Timed event at Denbies Wine Estate on 20 June 2027 using a 1 mile loop; runners choose distances from 1 mile to ultra and run laps within a six hour limit.
A scenic point to point Half Marathon from Marlow to Windsor covering 13.1 miles of riverside trails and woodland paths with chip timing and baggage transfer.
Annual not for profit run organised by Istead & Ifield Harriers from Cyclopark through the Kent countryside with proceeds supporting local charities.
Women only trail event in Surrey offering 50 km, 25 km and 10 km routes from Denbies Vineyard with signed courses, aid stations and downloadable GPX maps.
July 2027
An 82 mile point to point ultra along the Essex Way from Epping tube station in London to the high lighthouse at Harwich, on mixed terrain with a 24 hour cut off.
A 5 km outdoor obstacle and mud course in Brentwood on 3 July 2027 that raises funds for Essex Wildlife Trust; entry is £40 with a suggested £100 fundraising pledge.
Group guided 10 km trail run across the boardwalk and heathland of Thursley National Nature Reserve with evening and night options, car parking and a post-run alcohol-free beer.
A 24 hour multi terrain relay or solo race at Albyns Farm with teams of two to eight running repeated 5.75 mile laps and onsite camping and facilities.
A muddy 5k obstacle course at Fairlands Valley Park in Stevenage with staggered waves, on-site facilities, a minimum fundraising target of £50 and age 13 and over requirement.
Pretty Muddy 5k at Hylands Park Chelmsford on 18 July 2027 is a grass obstacle course with climb crawl and slide elements, staggered wave starts and a minimum age of 13.
Park based fundraising run at Hylands Park offering 10k, 5k and 3k routes on grass and park paths with a finishers medal and fundraising support.
ATW St Albans Summer 10K at Highfield Park on 18 July 2027 features a chip timed 10K, a free family fun run and an event village with refreshments and entertainment.
A Pretty Muddy 5k at Tilgate Park with obstacles on woodland and lakeside paths, a double lap course and a minimum age of 13.
Race for Life at Tilgate Park, Crawley on 24 July 2027 offers 10k, 5k and 3k routes around Tilgate Lake with mixed surfaces and limited wheelchair accessibility.
A multi-format running festival at Blackland Farm on 24–25 July 2027 offering 24 hour and 12 hour solos, team relays, P24/P12 challenges, camping options, and finisher medals.
Trail event from YMCA Redhill to YMCA Brighton with options of a 60 km ultra or a 26.2 mile marathon, support stops and included medal and technical t shirt.
A Guildford based trail event on Sat 31 July 2027 offering 50 km, 25 km, 24 km and 10 mile routes with GPS tracking, covered rest stops and medical support.
August 2027
Inflatable 5K Chelmsford at Hylands Park on 7 August 2027 features repeated 2.5 km laps of inflatable obstacles with distances from 2.5 km to 15 km, medals and music zones.
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