Trail Running Calendar South East (England) 2026-2027

A multi terrain 10 km run and canicross near Wallingford on September 13, 2026, with about 75% off road and 100 m elevation. Entry includes a medal, a pint cup and one free drink; the event raises funds for Thames Valley Air Ambulance.

Timed laps on a 5.3 km riverside course along the Thames allow runners to build distances from 5 km up to ultras. First 50 entries receive a black and yellow plushie and a Feisty mini me medal; a no medal option is available.

A measured 10 km held within the private grounds of Chevening House in Sevenoaks, Kent, featuring timed results, official photography and bespoke finisher medals as part of the British Landmark Series.

A 50 mile single-loop ultramarathon in the Chiltern Hills around Goring on Thames, with 5,600 ft of climb, five aid stations, full medical cover and a 13 hour finish cut off. The course is mostly trail and fully marked.

Triple Trail Races on 19 September 2026 at Loddington Farm offers 25 km, 50 km and 100 km routes across Kent's North Downs Way, Greensand Way and Weald Way, with on site race village, camping, food vendors and recovery facilities.

Run Wytham Woods offers 5K, 10K and a 1 mile family fun run through Wytham Great Wood near Oxford on September 19th 2026. The event is organised by the Eynsham community with local partners and a sponsor.

A scenic trail running event at Hambledon Vineyard offering races from 1 km to 20 km, chip timed with trophies and fundraising for Brain Tumour Research and Hambledon Primary School.

BigSky is the "Air" event in the Classic Element Trail Series on 20 September 2026 at Hyde Common, New Forest. Routes of 18 miles, marathon and 50k run over marked trails with multiple aid stations, mandatory fluid carriage and a bespoke fi..

A forest trail event in the New Forest with looped laps beside lakes and over boardwalks. Runners pick their distance on the day, get a metal finisher medal for one loop or more, and benefit from an on course aid station and venue facilitie..

Join this flexible timed event along the flat River Thames towpath in Walton on Thames. Complete as many laps as you like over seven hours to achieve distances from 5km to an ultra marathon.

A 50 km looped trail event from a Henley basecamp through Chilterns countryside, with 25 km and 10 km options. The event offers camping, a Saturday meal, covered rest stops, medical and massage support, GPS tracking and a finishers medal an..

A weekend of Spartan obstacle races at Pippingford Park featuring Sprint, Super, Beast, Ultra and a Kids Race, set on rolling hills and countryside trails. The Ultra includes the British OCR Ultra Championship for British entrants.

A 10 mile trail race at Chilton Manor Farm featuring private estate trails, a 1-mile yew tree-lined finish, on-course marshals and a sustainable finisher medal, with GPX/Strava route files and on-site pop-up cafe.

Three community races at Harcourt Hill on 26 Sep 2026 from a 10k off road course to a 1k fun run, organised by the 4th Oxford Scout Group with medals, prizes and water stations for participants.

A 10 mile trail race at Eridge Park in Tunbridge Wells featuring steep, narrow climbs, muddy sections and scenic views. Finishers receive a memento and are offered a pint and cake at the finish.

Enjoy a flat riverside run along the Thames with a chocolate themed aid station. Choose your own distance from 5km to ultra marathon within a flexible seven hour time limit.

Amport Trail Run on 27 September 2026 offers multi terrain 5k, 10k, 10 mile and canicross routes from Amport Cricket Club. Entry is pre-registration only and the courses feature marshals, first aid and on-course refreshments.

A multi terrain trail run along the Thames near Marlow offering a Half Marathon, 10k and a 1k Little Sprinters race. The event features chip timing, a finisher medal, on route water stations and an event village with facilities.

A timed track event in Walton on Thames on 2 October 2026 offering 6, 12 and 24 hour formats with chip timing, 400 m laps and distance options from 5 km up to 100 mile equivalents. The track is limited to 100 runners at once.

A single-loop 100 mile trail from Plumpton Racecourse in the South Downs National Park, featuring over 12,000 ft of elevation, 12 aid stations, a 34 hour cutoff and free onsite camping. The race forms part of the South Downs Triple Crown.