Gerrards Cross
Trail Running Calendar near Gerrards Cross 2026-2027
Explore the top trail runs near Gerrards Cross for 2026-2027! We've gathered 272 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
May 2027
A seven hour time challenge along the River Thames in Staines offering distances from 3 km up to 50 km, with medals, distance pins, goody bags and aid stations.
Two-day self supported navigation and endurance event for teams of two at Newlands Corner in the Surrey Hills, with basic camping, map based scoring and limited entries.
An inflatable obstacle run in Stoke Park, Guildford on 8 May 2027 offering laps of 2.5 km with distances from 2.5k to 15k, music zones, on-course water and a finisher's medal.
A one-day 30 km trail run in the Chiltern Hills from Tring with guided technique instruction, checkpoint support, bag storage and a finisher's medal.
Obstacle-course weekend in Henley-on-Thames on May 15 and 16 2027 with Sprint 5 km, Super 10 km, Beast 21 km and kids races by the River Thames.
Looped event at Denbies Wine Estate offering distances from 5 km to ultra, run as many 5.3 km laps as desired within a 7 hour limit.
A closed-road 21.1km half marathon through Hackney with pacer support, live music and a finish 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 7 hour timed running event along the River Thames in Staines offering distances from 3 km up to ultramarathon with medals, distance pins, goody bags and aid stations.
A weekend of waymarked trail runs and walks at Mapledurham House near Reading, featuring ultras, a half marathon and supported marathon-length walks.
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.
Track-based event at Wodson Park on 23 May 2027 offering distances from 5k to a 6 hour challenge with chip timing and aid stations.
Guided 13 miles through the Surrey Hills from Guildford, run as a steady group with trail sections, car parking and nearby train access.