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Trail Running Calendar near Guildford 2026-2027

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Explore the top trail runs near Guildford for 2026-2027! We've gathered 296 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2027
Trail race in the Chiltern Hills near Marlow and Henley on Thames with 5 km and 10 km routes, community fundraising, medals and on site refreshments.
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 run at Dummer Down Farm on 17 October 2027 offering 10 km, Canicross 10 km and a Half Marathon; finishers receive a medal, a drink and a Dell pint cup.
A chip timed half marathon on 31 October 2027 in Richmond Park, four laps through woodland and hills, with free finish photos and a themed medal.
November 2027
Trail run from Goodwood Racecourse into the South Downs offering three distances, mixed trail terrain and on course support including water stations and first aid.
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 races at Westerlands, Petworth: a 50 km loop across five long trails or a half marathon on three trails, timed with SportIdent.
A late autumn half marathon in Richmond Park with a four-lap route through woodland and rolling hills, chip timing and free finish-line photos.
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 race photos and post race goodies.
Trail races through Alexandra Gardens with 10K and half marathon options, chip timing, free photos and support for 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 50k trail ultra in the Surrey Hills from Dorking Sports Centre on 5 December 2027, with checkpoints, SportIdent timing and a 10 hour limit.
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.
A four-lap half marathon in Richmond Park on 12 December 2027, run on mixed trail with chip timing, marshals, free photos and on-course aid stations.
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