Trail Running calendar near Brentwood 2026-2027

A 5 km obstacle event at War Memorial Park on 23 May 2027 where participants climb, crawl and slide across mixed grass and path terrain; entrants must be 13 or older and a minimum fundraising target of £50 applies.

Track running event at Wodson Park offering distances from 5k to a 6 hour challenge on a 400 metre athletics track, with chip timing, bespoke medals, aid stations and a 100 runner limit.

Four point-to-point races across the South Downs National Park on runnable, non-technical trails that converge to cross Beachy Head and finish in Eastbourne; the **100k** race is part of the South Downs Triple Crown.

Trail challenges from Richmond upon Thames to Brighton on 23 to 24 May 2026. Distances include 100 km, 50 km, 25 km and a Sussex Trail Marathon with rest stops, GPS tracking, catering and medical support.

Trail event at Hyde Hall Farm with a 5.3 km loop and multiple race options up to a 32 hour 100 mile challenge. The event includes an on course aid station, secure parking and finisher medals.

The The Ridgeway Challenge will take place in Tring on Saturday 29 May 2027. You can run between 86 and 139 kilometers.

The The Ridgeway Chase will take place in Brill on Saturday 29 May 2027. You can run 60 kilometers.

A Star Wars 50th Anniversary weekend on 5 and 6 June 2027 at Caldecotte, Milton Keynes featuring marathon and half marathon races around Caldecotte Lake, unique finisher medals, on-course water and toilets, and time limits for each race.

A 5k obstacle course at Royal Windsor Racecourse with mud obstacles to climb, crawl and slide, mixed tarmac and grass surfaces, staggered wave starts and a minimum age of 13. Earlybird entry prices and a fundraising target apply.

The Race for Life Pretty Muddy Reading will take place in Reading on Saturday 5 June 2027. You can run 5 kilometers.

The Race for Life Pretty Muddy Milton Keynes will take place in Willen Lake on Saturday 5 June 2027. You can run 5 kilometers.

A multi-distance trail running event in the South Downs area offering 100k, 75k, 50k, 20k and 10k routes, coach transport to starts, camping, venue food and a licensed bar.

A mixed-terrain trail event along the Thames at Remenham Farm on 4 September 2027, offering a half marathon, a 10K and a junior race for under 11s with chip timing and themed medals.

A 100K ultramarathon in the Chiltern Hills on an anticlockwise loop from Chesham, passing Ashridge Estate, The Ridgeway and Whiteleaf Hill, with marked route, open GPS tracking, aid stations and a 19 hour time limit.