Trail Running calendar near Meonstoke 2026-2027

An annual cross-country challenge walk, jog or run of 25 km or 50 km across footpaths and tracks in Kent, Surrey and Sussex, with checkpoints, food provided, GPX route files, and first aid cover.

A guided 10 mile trail run around canals, reservoirs and Britain’s oldest post windmill near the Chilterns. Includes a run leader, trail technique instruction and a finisher’s medal; places are limited to 40.

Roughly 12K trail run on bridle paths and the Imber Range near the Westbury White Horse on 18 October 2026. Limited to 200 places so book early for a bespoke finisher medal and category prizes.

Keynsham Dandy is an off road 12.5 mile race in October organised by Town and Country Harriers with race HQ at The New Inn in Keynsham. The route includes the revived Compton Dando section which crosses a stream.

Trail races through Bedgebury National Pinetum offering Half Marathon, 10k and a junior race with route maps, GPX files, a bespoke medal and free photographs.

Cross-country race in Hardwick, Buckinghamshire on 18 October 2026, run over about 6 miles of off road terrain with water crossings and varied surfaces. Entries are limited to 300 and participants must be at least 17 years old.

A 10K trail run through the private grounds of Hole Park in Cranbrook, Kent on 18 October 2026, featuring parkland and woodland sections, timed results, official photography and bespoke finisher medals.

A 5k night trail at Dunkertons Park in Cheltenham where runners use head torches to light the course. Open to ages 16 and over, with prizes for top three men and women and on-site refreshments and safety rules.

Beachy Head Marathon Weekend is a multi-distance trail event at Bede's Prep School on 24 October 2026. Races include Ultra, Marathon, Half Marathon and 10k; runners note scenic, hilly routes and strong volunteer support.

A 47 mile point to point ultra along the Thames Path from Iffley to Henley on Thames, with mixed trail and road terrain, five aid stations, mandatory kit requirements and real time GPS tracking. The event has an 11.5 hour cut off.

IOW Backyard Ultra is planned for 24 October 2026 at Robin Hill on the Isle of Wight. Organised by Wild Isle Events, it is presented as the island's first official Backyard Ultra and shows a free registration of interest option.

Wight Lines is a mixed terrain coastal run at Milford on Sea with views of the Isle of Wight. Runners choose distances from 5K to ultra marathon and complete 5.3 km laps, with on course aid and a finishers medal for one lap or more.

Looped 7K and 10K courses near Chalfont St Peter and Gerrards Cross let entrants choose distances from 7K to 40 mile ultra on the day, with aid station, drop bag access, pacers, crew support and medical cover.

Mendip Muddle is a 20 km multi terrain fell race in Somerset with about 420 m of climbing. Headquarters are at Charter House Outdoor Activity Centre; on course water and first aid are provided and prizes are awarded by category.

A 5 mile timed, self-navigated night trail on 30 October 2026, run mostly through forest and downland. Fancy dress is encouraged with trophies and a post-run dessert for winners, and a tail runner will sweep the course.

Single-loop 50K trail race around the Chilterns starting and finishing in Berkhamsted on 31 October 2026. The fully marked route includes three full aid stations, one water point, and a required kit list for runners.

Nighttime trail event in Alice Holt Forest on 31 October 2026 offering 5 km laps in 5, 10 and 15 km routes, with an outpost on each lap, self serve water and free parking. Dogs and headphones are not permitted.

An evening Halloween run at Hogmoor with kids races, 6.6K and 10K laps plus a 6.6K canicross. The course has sandy hills, mud and shallow water and races run after dark so a torch is advised.

A coastal 15.3 km, 10 km and 5 km beach run on West Wittering Beach with water stations, chip timing and finisher medals. Routes use sandy flats at low tide and feature clear signage and first aid support.

A roughly 35.9-mile off-road ultra from Maiden Newton across West Dorset hillforts, with about 1,300 m ascent, six aid stations serving water and cake, GPX navigation and on-route timing points.