Trail Running calendar near Chepstow 2026-2027

Experience 30 miles of Welsh beauty on a circular route from Llanidloes. This inclusive trail event features 4,356 feet of elevation gain with no time limits and fully stocked checkpoints.

Run a half or full marathon through the scenic Shropshire Hills and Long Mynd. This exclusive event is limited to 200 runners and features a challenging lap course with a commemorative finisher medal.

Run Silchester offers three scenic trail distances starting from the village playing field. The route takes runners past ancient Roman walls, a historic church, and through woodland. The day includes a village market, food stalls, and music..

Experience the dramatic coastline and steep moorland of Exmoor National Park across five trail distances. Run past towering cliffs and through the Valley of Rocks on technical terrain starting from Lynton.

Experience an off road five mile race through the picturesque North Wessex Downs. Follow woodland tracks and rural footpaths on a course starting in Hurstbourne Tarrant with all proceeds supporting local charities.

Experience a weekend of trail running in the Cotswolds with distances ranging from a 10K to a 100KM ultra marathon. Starting from Ilmington these UKA regulated races now include a new 50K option for all participants.

Experience a scenic trail run through beautiful bluebell forests with distances ranging from 5K to a Half Marathon. Enjoy a way-marked course with well-stocked aid stations and a finisher medal for all participants.

The Sirhowy Challenge is a 10 mile multi-terrain race featuring a 1,500ft climb to Machen Trig Point. Participants enjoy a scenic loop through the Sirhowy valley with awards and a finishers social at the local club.

Run your own distance along the scenic Stroud Waterways canal in this flexible timed event. Start when you like within a one-hour window and see how far you can go in seven hours. Every participant gets a finisher's medal.

Experience the beauty of the North Wessex Downs with trail races of 20 or 33 miles. Run through historic sites like Avebury and the rolling Wiltshire countryside on courses designed for trail enthusiasts.

Experience the historic trails of Winchester across four distances ranging from 14 miles to a 50K ultramarathon. Run through the scenic South Downs Way and past the River Itchen on this fully marked trail course.

The Devauden Races is an annual off-road charity event for the Severn Area Rescue Association. Runners and families can choose from 10k, 5k, 2.4k, or a 60m junior dash on the scenic trails of Chepstow Park Woods. The event starts and finish..

This spring trail race takes runners through the scenic and undulating Harewood Forest in Hampshire. Participants can choose a 5k, 10k, or canicross event on forest paths. The event supports local community groups and features a cupless pol..

A provisional cross-country race at Sheinton Church near Cressage on 6 May 2026. The course is 5.3 km with 100 m ascent, entry is on day only with a fee of £8, and 2026 will be the last running.

Join this 5 mile multi terrain race at Bromsgrove Rugby Club featuring a scenic route of trails and towpaths. This evening event welcomes both solo runners and canicross participants for a focused and competitive run.

Test your endurance on a technical 3.2 mile mountain loop at Mynydd Troed. Complete as many laps as possible within ten hours as a solo runner or part of a team in the heart of the Black Mountains.

Run scenic off road trails through Collingbourne woods at the Collingbourne Races, with half marathon and 10 km options. Chip timed event with medals and prizes for a memorable trail day.

Experience the Sid Valley Ring through a half or third marathon featuring quiet lanes, woodland trails, and coastal views. This fully marked event is open to both runners and walkers and includes a unique solid oak finisher medal.

Experience a scenic 50 mile point to point ultra from Taunton to Minehead, starting on flat canal towpaths then rolling coastal trails past marshes, beaches and woodland. Enjoy aid stations, a medal and stunning Westcountry views.

A 50 mile trail ultramarathon on coastal and upland terrain around Minehead with about 7,337 ft of ascent, six aid stations and a 16 hour cutoff. It is a cupless race with GPX navigation provided.