Chigwell
Trail Running Calendar near Chigwell 2026-2027
Explore the top trail runs near Chigwell for 2026-2027! We've gathered 132 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
May 2027
A 10th anniversary half marathon and new 10k in Chislehurst that explores local green spaces and raises funds for The Maypole Project.
Trail races of 10 mile and 5 mile at Cammas Hall Farm, Essex on 16 May 2027 with chip timing, water stations and finisher t-shirt and medal.
Track event on a 400 metre athletics track offering distances from 5k to 50k plus a six hour challenge at Wodson Park, limited to 100 entrants.
A supported trail challenge from Richmond to Brighton offering distances from 10 km to 100 km with rest stops, GPS tracking, camping, and on route medical support.
Endurance weekend at Hyde Hall Farm on a 5.3 km loop, offering a 100 mile option and multiple timed challenges including 24 hour, 12 hour and 6 hour formats.
June 2027
A 27 mile evening trail marathon near Purleigh across saltmarsh, towpaths, vineyards and woods, with a 6.5 hour cutoff and a field limited to 50 runners.
A point-to-point 50 km trail race along the River Medway from Rochester to Tonbridge with a predominantly flat course, four aid stations and a 9 hour cut-off.
Two supported trail runs in London: a 55 km ultra and a 25 km route on the Capital Ring with signed routes, feed stations, chip timing and finish refreshments.
A point-to-point trail event through the Hertfordshire AONB offering marathon, half and 10 km distances open to both runners and cyclists with separate results and medals.
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.
Urban 100 km ultramarathon in central London with 100 km, 50 km and 25 km routes that pass 100+ city landmarks and include staffed checkpoints.
A muddy 5k obstacle course at Cassiobury Park where participants climb, crawl and slide through timed waves while raising funds for cancer research.
Timed trail weekend at Leybourne Lakes with a fully marked 2.5 km loop and 6, 12 and 24 hour solo and relay options plus race village facilities and live timing.
Annual not for profit run organised by Istead & Ifield Harriers from Cyclopark through the Kent countryside with proceeds supporting local charities.
July 2027
An 82 mile point-to-point ultramarathon from Epping to Harwich along mixed trail and road, with checkpoints, GPS tracking, a race medical team and a 24 hour cut-off.
A muddy 5km obstacle run at Wild Forest in Brentwood on 3 July supporting Essex Wildlife Trust, with safety teams, parking, showers and a medal for each participant.