Gerrards Cross
Trail Running Calendar near Gerrards Cross 2026-2027
Explore the top trail runs near Gerrards Cross for 2026-2027! We've gathered 210 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2026
Experience a scenic trail marathon or half marathon through the Surrey Hills along the historic Pilgrims Way and North Downs Way.
A wine-themed running event at Denbies Wine Estate near Dorking offering a half marathon and 10 km through vineyards with wine stops, food and live entertainment.
10 km trail race around Sandridge (St Albans) on 13 September 2026, starting at Woodcock Hill with an entry fee of £25.
Trail races on rough tracks around Ashtead Common, with a 10 km and a 2 km kids run; proceeds support local charities and the event promotes low environmental impact.
Timed laps on a 5.3 km riverside course along the Thames allow runners to build distances from 5 km up to ultras. First 50 entries receive a black and yellow plushie and a Feisty mini me medal; a no medal option is available.
A lapped 7 hour trail event on a 5K loop in Hitchin with a Mini Mile and virtual option, event village, aid station and post event massage.
Seven hour Time Challenge along the River Thames in Staines offering lap based distances from 3km to ultra, with medals, pins, aid stations and goody bags.
A roughly 170 mile nonstop loop of London with strict checkpoint cutoffs, minimal support, and limited entry of 25 to 30 places.
Team cross country relays at Chingford Plain on 19 Sep 2026 with junior, senior and veteran races, limited entries and specific England Athletics eligibility and team rules.
Join this flexible timed event along the flat River Thames towpath in Walton on Thames. Complete as many laps as you like over seven hours to achieve distances from 5km to an ultra marathon.
A timed lap event in Crystal Palace Park where runners complete 2.65 km laps within a seven hour limit, choosing distances from 5 km to ultra. The off road course mixes tarmac and gravel and all participants receive a bespoke finishers medal.
Three evening trail time trials in the Chilterns on 23 Sept, 21 Oct and 25 Nov 2026 with marked courses and chip timing.
A Henley basecamp trail event with looped options of 50 km, 25 km and 10 km, covered rest stops, GPS tracking, medical support, camping and finish-line hospitality.
A Backyard Ultra in Welwyn Garden City where runners repeat a 4.167 mile loop each hour until one remains; entry includes drink vouchers and a commemorative pint glass.
A timed multi lap event on 26 September 2026 in Walton on Thames combining a flat 5.3 km out and back riverside course with a cake themed aid station, multiple distance options and a seven hour time limit.
Trail run in Bisham, Marlow on 27 September 2026 with Half Marathon, 10k and 1k routes along the Thames and through woodland.
October 2026
A 7 hour Time Challenge on a signed riverside loop in Staines offering flexible distances from 3 km up to 50 km, with medals, distance pins, aid stations and goody bags.
A timed track event in Walton on Thames on 2 October 2026 offering 6, 12 and 24 hour formats with chip timing, 400 m laps and distance options from 5 km up to 100 mile equivalents. The track is limited to 100 runners at once.