Trail Running calendar near Chesham 2026-2027

A single loop of 55 miles on South Downs trails starting and finishing at Plumpton Racecourse, with about 7,000 ft of climb and seven aid stations. Entry requires a marathon qualifier and winter trail running experience.

Experience an ultramarathon through the Surrey Hills starting from Dorking. Run over Leith Hill and Pitch Hill on a signed 50 km trail route that qualifies for the UTMB index.

A single 10 mile canicross loop at Grafham Water on 6 December 2026, starting on the dam and circling the reservoir. The event includes dog-friendly facilities, a finisher medal with a dog charm, and nearby camping.

A timed multi-terrain event at Ferry Meadows with 5.3 km laps on gravel and grass. Runners choose a four or six hour format, complete as many laps as possible, have aid each lap and receive a bespoke finisher medal.

A festive 5km off road Santa Dash at Tinkley Gate raising funds for Allsorts, a charity for children and young people with additional needs. Costumes are encouraged and dogs on short handheld leads are welcome.

A 10 km trail championship at Wendover Woods on 6 December 2026, limited to 200 invited runners who meet qualifying criteria. The course has 295 m of elevation, route marking, chip timing and age category awards.

A 200 mile continuous trail run around southern England from Juniper Hall, held 9 to 13 December 2026. Runners have up to 96 hours, live tracking, crew access and three major aid stations with hot food and sleeping facilities.

Join the Christmas Jumper Friday Run on 11 December in Walton on Thames for a relaxed rock up and run along the riverside towpath. Pick 5k to ultra, run laps within a 7 hour window and earn a bespoke finisher medal.

A festive midweek time challenge on the River Thames with flexible starts and distances from a 3 km minimum up to 50 km. Medals, distance pins and goody bags are provided, with aid stations and a mix of path and light trail surfaces.

A 100 mile continuous point to point trail run across the South of England from Amberley Museum to Juniper Hall near Box Hill. Runners have up to 35 hours with live tracking and crew access at three checkpoints.

A timed trail event in the Forest of Bere featuring a 3.28 mile lap and distance options from 5 km to ultra. Aid station serves sweet and savoury food including potatoes and vegan choices, and 20% of proceeds support Forestry England.

Join the Mince Pi Run in Guildford for a Pi themed run by the water, with distances from a 1 mile kids fun run to the 3.14 mile loop and laps up to a Pi marathon. Every finisher gets a bespoke Pi Pie medal.

A seasonal trail event at Salcey Forest offering 10k, 5k and a 1.2 km junior run on tree lined, mostly flat forest trails. The race raises funds for Shelter and includes a bespoke medal and free photographs.

A looped forest event at High Lodge, Thetford Forest offering distances from 5k to ultra on a 5.3 km lap, with on-course aid, bespoke medals, reduced parking for participants, and a portion of fees supporting forest upkeep.

A festive-themed half trail marathon on a well marked 13.1 mile route through woodland, meadows and quiet lanes in Mid-Suffolk, with on-course water refill, professional photography and trophies for the top three men and women.

Join a festive Christmas run along the flat Jubilee River. Choose your own distance in this 6-hour timed event on a scenic towpath. All finishers receive a bespoke festive medal.

A festive cross country event in Pett, East Sussex on 19 December 2026 with a five mile loop, a two mile fun run and a junior scurry. The race supports Shelter and includes medals, photos and prizes for fancy dress.

A multi-distance event at Suffolk Running Centre offering 5k to ultra options, looped and out and back routes, aid stations every 10k, included parking and a bespoke finisher medal. The event operates a cupless policy.

A dawn to dusk winter trail challenge at Box Hill in Dorking on 19 December 2026. Runners complete a roughly 10 mile loop with about 2,400 ft climb per lap and may stop after any completed lap.

A 50 km winter trail event on the North Downs Way from Detling to Wye with about 1,000 m of ascent, three checkpoints and mandatory kit checks. The route passes Boxley Warren, Thurnham Castle, Lenham Cross and the Wye Downs.