Trail Running calendar near Winchester 2026-2027

A 10k trail run at Symonds Yat with riverside views and a notable final one kilometre climb. The mostly off road course includes long gravel firetracks and on site coffee and hot food.

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 family friendly inflatable obstacle run in Bristol on 22 May 2027 with inflatable obstacles, music zones and finisher medals. Distances run on repeated 2.5 km laps from 2.5 km to 15 km.

A 7 km cross-country fun run at Trenchmore Farm, featuring orchard and woodland trails, a relaxed farmyard social with food and music, and a free drink for every runner. Fancy dress is encouraged.

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.

The Pretty Muddy 5 km obstacle course at Baiter Park, Poole on 29 May 2027 runs across grass and tarmac with staggered wave starts every 15 minutes. Participants must be 13 or older and there is a minimum fundraising target.

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.