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Trail Running Calendar near Greater London 2026-2027

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Explore the top trail runs near Greater London for 2026-2027! We've gathered 223 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

June 2027
Urban 100 km ultramarathon in central London with 100 km, 50 km and 25 km routes that pass 100+ city landmarks and include staffed checkpoints.
A muddy 5k obstacle course at Cassiobury Park where participants climb, crawl and slide through timed waves while raising funds for cancer research.
A community Race for Life event at Cassiobury Park on 12 June 2027 offering 3k, 5k and a 10k double lap course with accessible facilities.
A 75 mile off road ultra on a one mile loop at Denbies Wine Estate with up to 30 hours to finish, chip timing and multiple concurrent race options.
A 100 mile ultra on a flat one mile trail loop at Denbies Wine Estate offering 12 hour and 24 hour options plus 50, 75 and shorter races.
Trail marathon and half marathon at Denbies Wine Estate on 19 June 2027, run on a 1 mile loop with chip timing and an extended start window.
A 24 hour attended challenge at Denbies Wine Estate in Dorking where runners complete 1 mile on the hour for 24 consecutive hours; onsite tent camping, daytime cafe service and a simultaneous virtual option are provided.
A 50 mile loop ultra at Denbies Wine Estate in Dorking with a flatish one mile circuit, chip timing, several concurrent race options and up to 30 hours to finish.
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.
Trail running in Surrey on 19 June 2027 with five routes from 5 km to 53 km through ancient woods and North Downs views.
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.
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 ultramarathon from Epping to Harwich along mixed trail and road, with checkpoints, GPS tracking, a race medical team and a 24 hour cut-off.
A muddy 5km obstacle run at Wild Forest in Brentwood on 3 July supporting Essex Wildlife Trust, with safety teams, parking, showers and a medal for each participant.
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.
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.
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