Caterham
Trail Running Calendar near Caterham 2026-2027
Explore the top trail runs near Caterham for 2026-2027! We've gathered 185 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
June 2027
Point to point 30 km trail race along the River Medway from East Farleigh to Tonbridge with three checkpoints, chip timing and an athletics track finish.
Two trail distances around London on the Capital Ring with feed stations, chip timing and a planned finish at Old Deer Park, Richmond.
Park-based 3k and 5k runs at Dunorlan Park with mixed grass and woodland terrain. The event is organised by Cancer Research UK and includes a fundraising pack and a finishers medal.
A 10 km out-and-back race through gravel paths and woodland at Weald Country Park in Brentwood, organised by MCC Promotions. The event includes on-day registration, water stations, prizes and supports the charity Sport In Mind.
A trail half marathon from Chiddingly, Sussex along the Wealdway and Vanguard Way with two checkpoints, chip timing, a five hour limit and a choice to donate instead of a medal.
An urban ultramarathon in central London with 100km, 50km and 25km routes that pass over 100 city landmarks, with checkpoints and training resources.
A muddy 5k obstacle course at Cassiobury Park where participants climb, crawl and slide through timed waves while raising funds for cancer research.
A 75 mile off road ultra on a one mile loop at Denbies Wine Estate with up to 30 hours to finish, chip timing and multiple concurrent race options.
A 100 mile ultra on a flat one mile trail loop at Denbies Wine Estate offering 12 hour and 24 hour options plus 50, 75 and shorter races.
A 24 hour attended challenge at Denbies Wine Estate in Dorking where runners complete 1 mile on the hour for 24 consecutive hours; onsite tent camping, daytime cafe service and a simultaneous virtual option are provided.
Run one mile on the hour for 12 consecutive hours at Denbies Wine Estate with chip timing, a finisher medal, camping and a simultaneous virtual option.
A trail running event at Cranleigh Showground on Saturday 19 June 2027 with routes from 5 km to 53 km across Surrey hills and forests. Fully marked courses, varied outposts, free parking and an event village with food and a non alcoholic beer.
A timed trail weekend at Leybourne Lakes on a fully marked 2.5km loop with 6, 12 and 24 hour options plus relays. Race village offers basecamp space, live timing, medical support and finisher medals.
Timed event at Denbies Wine Estate on 20 June 2027 using a 1 mile loop; runners choose distances from 1 mile to ultra and run laps within a six hour limit.
Annual not for profit run organised by Istead & Ifield Harriers from Cyclopark through the Kent countryside with proceeds supporting local charities.
July 2027
Race for Life Brighton at Stanmer Park offers 10k, 5k and 3k routes across fields and woodland with mixed surfaces and inclines. The event includes fundraising support, on-site facilities and a finisher medal.
Group guided 10 km trail run across the boardwalk and heathland of Thursley National Nature Reserve with evening and night options, car parking and a post-run alcohol-free beer.