Trail Running calendar near London Borough of Enfield 2026-2027

A Trifecta obstacle-course weekend in Henley on Thames featuring Sprint, Super and Beast races plus a kids race along the riverside and town landmarks. Events list 20 to 30 obstacles and show a 4.7 participant rating.

An inflatable obstacle course and fun run at Brands Hatch with 2.5 km laps that can be combined into 5k, 10k or 15k. Family friendly with medals, music zones, hydration, on-site food and paid parking.

Point-to-point ultra along the North Essex and South Suffolk coast offering 100 mile, 50 mile and 50 km options with GPX navigation, manned aid stations and on-course tracking.

A 50 mile point to point on the North Downs Way from Farnham to Knockholt Pound, with 5,600 ft of climb and around 80% trail. The race has a 13 hour limit, six aid stations, no pacers or crew, and a 300 runner cap.

Several distances are available: 5k, 10k and 20k routes around Deddington. The event is open to all ages and organised to raise funds for Deddington Primary School PTA, Deddington PFSU and the Firefighters Charity via Deddington Fire Statio..

Race for Life at Weald Country Park in Brentwood features 3k, 5k and 10k routes across grass and woodland trails. The 10k is two laps of the 5k course and the event is chip timed.

Trail runs and walks near Reading at Mapledurham House on 22 and 23 May 2027, with waymarked routes along the Thames, multiple distances, support stations, online tracking and on site camping.

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.

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.

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.

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 125 km waymarked loop following the Pewsey Vale Circular walk with about 1902 m ascent and GPX files provided. Checkpoints appear roughly every 25 km, there is a 24 hour cut off, and camping is available at Linkenholt Activity Center.

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.