Trail Running calendar near Windsor 2026-2027

A trail event at Housedean Farm near Lewes offering a half marathon and a 10K through South Downs scenery. The course mixes gravel paths and well kept trails and includes chip timing, aid stations and on site camping.

Scenic 5K and multi terrain 10K courses run through Wrest Park and neighbouring farmland, plus children's fun races. The volunteer organised event offers medals, prizes and shares profits with local village groups.

A point to point 50K trail ultramarathon on the Hangers Way from Alice Holt Country Park to Queen Elizabeth Country Park, with signed trails, aid stations, coach-to-start option, mandatory fluid kit and a 9 hour cut-off.

A trail running event in Peacehaven on 28 June 2026 featuring a **10 km** race and a junior fun run across the South Downs Way and local bridleways. The event includes a medal, photos, water stations and finish-line refreshments.

A Half Marathon at Box Hill Fort (Tadworth) on 28 June 2026 with more than 3000 feet of ascent and descent. The route runs mainly on rough tracks and offers views over the North Downs, the Mole Gap, Denbies Vineyard and Dorking.

A community 5 km off-road fun run and walk on Therfield Heath, Royston, run over two undulating laps on grass and trails, raising funds for Teenage Cancer Trust with a 700-place entry limit.

A 5.3 mile trail race around Ashridge Woods in Albury on 28 June 2026, organised by Aldbury Sports Club with marshals, water on course and post-race refreshments. Entry fees differ for affiliated and non-affiliated runners.

North Downs Run is a multi terrain 30 km race through the Kent countryside on Sunday 28 June 2026. Entries are open with online entry closing 14 June; fees are £38 affiliated, £40 non affiliated and £45 on the day if places remain.

A ten leg team relay along The Ridgeway, one of England's National Trails covering 86.5 miles. The off road, hilly route finishes in Marlborough and teams compete for the shortest total time with rules on leg composition.

Rural 5km and 10km runs around Damerham village with a children's colour run; mostly off-road on bridlepaths and farmland. Medals and category trophies, free parking, a barbecue, and medical cover are provided; proceeds support local charit..

A charity 5k obstacle run at Blackheath Common on 28 June 2026 where participants climb, crawl and slide around a mainly grassy course while raising funds for cancer research. Wave starts, on-site refreshments and toilets are provided.

A 7.5 km trail loop around Alfriston with over 80 percent off road running, a fully marked and marshalled course and prizes for first male and female. Entry is limited to 50 runners and refreshments are provided after the race.

A guided 10 km trail run around the Devil's Punchbowl in Hindhead, Surrey. Group paced on hilly trails with sunset and night options, equipment trials, and an alcohol free beer offered subject to availability.

Follow the 82 mile Essex Way trail from Epping tube station to the historic high lighthouse in Harwich. This ultra marathon features mixed terrain and 3,469 feet of elevation with full GPS tracking and five checkpoints.

A timed charity run along the Thames with lap options from 5.3 km up to ultra distances. The Run for a Tenner entry donates £10 to Rays of Sunshine and all finishers receive a bespoke medal.

Trail running across the South Downs with distances from 10 km to 100 km, marked routes and checkpoints. Coach transport, camping, a kids race and on-site food and bar are available at Petersfield Rugby Club.

Choose your own challenge at the Summer Sun Run, a flexible lap event set in the scenic Denbies Wine Estate. Complete as many 5.3 km laps as you like within 7 hours, with a large medal for all finishers. Enjoy a flexible start window and a..

Run a flexible distance along Winchester's scenic Itchen Way in this American-themed event. Choose your own challenge from a 2.62-mile loop, with trophies for the best costumes. Enjoy a well-stocked aid station and a flexible start time.

Race 2 of the Orion Harriers Forest Five series takes place on 04 July 2026 at Jubilee Retreat as part of a three-race series with age-category aggregate trophies and prizes for individual and team placings.

A 5k muddy obstacle course at Kempton Park Racecourse on 04 July 2026 featuring climb, crawl and slide obstacles. Entry fees and a minimum fundraising target apply; facilities include parking, toilets and on-site accessibility support.