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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.

September 2027
Undulating trail races on Ashtead Common on 12 September 2027 offering a 10 km and a 2 km kids run while raising funds for local charities.
Guided 10 km trail run around the Devil's Punchbowl in Hindhead, Surrey with hills, group navigation, kit support, parking and scheduled sunset and night dates.
A 50 mile single loop through the Chiltern Hills with 5600 ft of climb, five well stocked aid stations, full medical support and a 13 hour finish cut off.
Looped trail options from 10K to approx 100 km around the Chilterns with covered rest stops, GPS tracking and on-site camping at Henley Basecamp.
A technical off road trail race in Marlow on 26 September 2027 through Chiltern woodlands and chalk ridges, with sustainable race practices and chip timing.
October 2027
A fully marked 100 km trail ultramarathon around the Chiltern Hills from Chesham with GPS tracking, six checkpoints, a 19 hour limit and a 250 runner field.
Riverside out and back running event in Barnes along the Thames Path offering 10 km, half marathon and marathon distances with marshals and medical support.
An autumn single lap trail 10k around Limpsfield Common and the High Chart with varied off road terrain, a water station at 5.5 km, finishers T shirt and medal.
Trail races of 5 km and 10 km around Frieth Primary School in the Chiltern Hills, organised by school parents to raise funds for pupil wellbeing.
A guided 30-mile trail run from St Martha's Hill along the North Downs Way to Box Hill, offering group pacing, coaching, and route support for first-time ultra runners.
Multi-terrain running event at Dummer Down Farm on 17 October 2027 offering 10 km, canicross 10 km and a half marathon with a finisher medal and drink.
November 2027
Point to point Half Marathon along the Grand Union Canal from Cowley to Cassiobury Park, Watford, on towpaths, trails and woodland. Entry from £35.
Trail running at Westerlands near Petworth: a 50 km loop across five long-distance trails or a half marathon on three trails with SportIdent timing.
A commemorative 7 hour Time Challenge in Staines along the Thames with options from 3 km to ultramarathon distances and medals for finishers.
Trail half marathon and 10K at Wimbledon Common on 21 November 2027 with chip timing, free photos, water stations and post-race goodies.
Trail race in Alexandra Gardens, Windsor offering 10K and half marathon with chip timing, free photos and a themed medal; proceeds support Brain Research UK.
December 2027
Guided trail run at Box Hill covering 12.5 miles with about 1000 m of ascent across woodland and technical climbs, led at a steady group pace by an experienced guide.
A guided 30 mile trail run from Haslemere on the Serpent Trail and Sussex Border Path, led by an experienced ultra runner at a social group pace.
A fully signed 50 km trail ultra in the Surrey Hills on 5 December 2027, with checkpoints, SportIdent timing and a 10 hour cutoff.
Riverside trail runs from Alexandra Gardens in Windsor offering 21.8 km and 15.7 km chip timed routes with a finisher medal and on course refreshments.
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