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Trail Running Calendar near Gerrards Cross 2026-2027

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Explore the top trail runs near Gerrards Cross for 2026-2027! We've gathered 271 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

January 2027
Masters cross country for athletes aged 35 and over at Wimbledon Common on 23 January 2027. A 7.5 km race with an entry limit of 150 and medals by age group.
A flexible 7 hour time challenge along the River Thames in Staines offering distances from 3 km up to 50 km, medals, distance pins and on-course aid.
A G3 Series running event in Surrey on 30 January 2027 offering 15 km and 10 km races with start line and parking in a field off Hound House Road.
A flexible 7 hour Time Challenge on a signed riverside loop in Staines where finishers choose a medal from past event designs.
A winter trail event on 31 January 2027 at Alexandra Gardens Windsor offering 10K and half marathon on a flat, chip timed course with free photos and a themed medal.
February 2027
A PHOENIX Fridays charity run on 05 February 2027 with flexible start times, laps of a 5.3 km riverside course, and the advertised £10 entry donated to Rays of Sunshine.
A two day, 66 mile ultra along the North Downs Way with overnight accommodation, GPX navigation files, on course medical support and organised logistics.
A 7 hour Time Challenge on a signed Thames-side loop offering multiple distances, themed medals, distance pins, aid stations and vegan goody bag options.
Timed multi-lap run on a 5.3 km out and back riverside course in Walton on Thames, with flexible starts and distance choices from 5 km up to ultramarathon.
Half marathon, multi terrain 10K and a 1.8 km fun run in Cassiobury Park Watford with a £2000 half marathon spot prize and Racecheck Gold Award.
Multi-discipline duathlon and off-road endurance races at Henley Showground on 7 February 2027, with marked courses, chip timing and on-course support.
An all-terrain 10 km across Wimbledon Common with mud, hills and a watersplash, organised by Thames Hare and Hounds with on-course marshals and a mid-race water station.
A 7 hour time challenge along the River Thames in Staines offering distances from 3 km to 50 km, a frog themed medal, aid stations and vegan goody bag options.
A Valentines-themed timed trail event in Walton on Thames with laps of a 5.3 km riverside course, distances from 5 km to ultra, flexible start window and a seven hour limit.
A timed Friday running series on a flat riverside course with flexible starts, lap based distances from 5 km to ultra, and a bespoke finishers medal for every participant.
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