Gerrards Cross
Trail Running Calendar near Gerrards Cross 2026-2027
Explore the top trail runs near Gerrards Cross for 2026-2027! We've gathered 268 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2027
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.
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.
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 fully signed 50 km trail ultra in the Surrey Hills on 5 December 2027, with checkpoints, SportIdent timing and a 10 hour cutoff.