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Trail Running Calendar near Woking 2026-2027

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Explore the top trail runs near Woking for 2026-2027! We've gathered 260 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

May 2027
A weekend running festival in Hackney featuring a 21.1 km half, night 10 km, community and trail 5 km races, schools events and a free two day festival at Hackney Marshes.
A tenth-anniversary half marathon and a new 10k in Chislehurst that explores local green spaces while raising funds for The Maypole Project.
A weekend of waymarked trail runs and walks at Mapledurham House near Reading, featuring ultras, a half marathon and supported marathon-length walks.
A 7 km cross-country fun run at Trenchmore Farm on 22 May 2027 with music, burgers and a free drink for each runner.
A single-lap 50 km multi-terrain ultra in Maidenhead along the Thames Path and Jubilee River with four aid stations, chip timing, live tracking and race photos.
Point-to-point trail run in Surrey on 22 May 2027 with 62K, 41K, 20K and relay options, chip timing, aid stations and post-race goodies.
Compton Harriers hold the Compton Downland Challenge in Compton, Berkshire on 22 May 2027 featuring a Marathon and a 16 Mile Challenge.
A 5 km obstacle event at War Memorial Park on 23 May 2027 where participants climb, crawl and slide across mixed grass and path terrain; entrants must be 13 or older and a minimum fundraising target of £50 applies.
Guided 13 miles through the Surrey Hills from Guildford, run as a steady group with trail sections, car parking and nearby train access.
Trail challenge from Richmond upon Thames to Brighton with 100 km, half and quarter distances, GPS tracking, staffed rest stops, camping and shuttle transfers.
A 10 km trail run from Marlow Rugby Club with local trails, woodland and Thames towpath, finishing with a medal, a pint cup and a free drink.
June 2027
A 24 hour relay at Wasing Park, Reading where Solos, Pairs and Teams run an undulating 8 km trail lap with camping and an on-site event village.
A 5k obstacle course at Royal Windsor Racecourse with mud obstacles to climb, crawl and slide, mixed tarmac and grass surfaces, staggered wave starts and a minimum age of 13. Earlybird entry prices and a fundraising target apply.
A 5 km obstacle course at Prospect Park in Reading where participants climb, crawl and slide across grassy slopes and woodland. Waves run every 15 minutes and the event is open to people aged 13 and over.
A repeating 6.706 km trail loop at Chilton Manor Farm around Godsfield Copse and Bugmore Hill, with on-site camping, water stations and race support.
Two supported trail options in London - a 55 km ultra and a 25 km trail run along the Capital Ring, finishing at Richmond Green with feed stations and chip timing.
At Prospect Park in Reading this Race for Life event offers a 10k run as two laps of the 5k course plus a separate 5k option, with grass and woodland terrain and some steep slopes.
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.
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