Trail Running calendar near Cheltenham 2026-2027

We have found 570 Trailruns within 80 miles of Cheltenham. See below where and when you can find the races.

30 mile ultra through the Brecon Beacons, climbing to Pen y Fan with 3750 ft gain, five checkpoints and a six hour mid race cut off; limited to 200 entries on 7 Nov 2026.

Trail routes of 7, 13 and 22 km through Stonor Park and the Chilterns, with marked courses, wildlife sightings, on-course outposts and free parking.

A torchlit trail run from Winchester Athletics Track with 12 km and 22 km options across the South Downs Way and local trails. The course is fully marked; headtorches and at least 500 ml of fluid are required.

A supported endurance event on 7 November 2026 with a 76 km ultramarathon or 36 km run or walk from Aldershot or Petersfield to Portsmouth, featuring break stops, satellite tracking, medical cover and charity fundraising options.

A trail event in Windsor on 8 November 2026 offering a 10K and a half marathon on flat off road trails from Alexandra Gardens. The event features chip timing, race photos, post race goodies and an event village.

A commemorative 7 hour Time Challenge at Wraysbury Skiff and Punting Club on the River Thames offering distances from 3km up to 50km on signed mixed terrain laps. Finishers receive medals and distance pins and aid stations include vegan opt..

A seven hour timed challenge on a signed loop along the River Thames with flexible distances from 3 km to 50 km, finishers' medals, goody bags and aid stations with vegan options.

A point-to-point trail half marathon along the Grand Union Canal from Cowley to Watford, featuring chip timing, four water stations, a wooden finisher medal and on-course marshals. A pre-race coach transfer to the start is available by pre-..

A multi terrain race of about 12 km around Barton Farm Country Park in Bradford on Avon on 2 November 2025, featuring a river crossing and off road sections; the event raises funds for Alzheimer's Support (West Wilts).

A ten mile cross country race in Chipping Sodbury with muddy, varied terrain and water obstacles. Held on Remembrance Sunday and preceded by a commemorative silence, it draws around 1300 runners.

A 10 km night off-road race at Wyre Forest Visitor Centre on 11 November 2026. Torches are compulsory and canicross is permitted; medals and prizes are awarded and a self-service water refill is provided.

A three day, 84 mile (135 km) ultramarathon along the Ridgeway from Buckinghamshire to Wiltshire with two overnight stops in Watlington and Didcot. Organised by XNRG Druids, it offers full packages with accommodation and single day entry op..

Fully marked trail races at Margam Park including a half marathon and a 10k, running through woodland, parkland and the deer park with coastal views; entries include parking, timing, a medal and download photos.

A 50 mile race of five 10 mile loops wholly within Wendover Woods, featuring 10,000 feet of climb, nine well stocked aid stations and marked trails. The event is supported by race medics, has a 15 hour cut off and requires marathon qualific..

Trail Half Marathon Wales runs in Margam Country Park and Forest on 14 November 2026, offering a fully marked half marathon and 10k on forest trails with checkpoints, safety cover, and included car parking.

Mid-November night and day off-road races around the Bath Skyline, offering 500 m, 5 km and 10 km options with marked trails, mud and panoramic city views.

Night trail running series across Somerset with four events offering 5 km and 10 km options and a bespoke wooden finisher’s medal available.

Timed multi lap event on the Itchen Way in Winchester on 14 November 2026, with 2.62 mile laps that add up to half marathon, marathon and ultra distances. Flexible start format, aid station with vegan options, bespoke finisher's medal.

The Llyn y Fan will take place in Llywel on Saturday 14 November 2026. You can run 9 kilometers.

Trail runs from Roundhill Campsite through New Forest National Park on wide hard packed gravel paths with free roaming ponies and deer. Distances of 21.6k, 16.7k and 10k include chip timing, a medal and on course refreshments.

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