Trail Running calendar near Upper Woolhampton 2026-2027

We have found 512 Trailruns within 80 miles of Upper Woolhampton. See below where and when you can find the races.

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..

Kick off the championship series with this 15k spring trail run in Boreham. Enjoy a scenic route consisting of 95% off road paths through footpaths and bridleways with on site amenities and optional swim access.

The Chiltern Hills 100K is a 100-kilometre ultra marathon on 9 May 2026, traversing a scenic loop of trails through the Chiltern Hills with 1800m of elevation. This UTMB World Series Index Race offers fully marked routes, six stocked aid st..

UTMB Index

Experience a scenic 50 km point to point ultramarathon from Horsham to the Brighton seafront. This multi terrain course traverses the South Downs and offers a fully supported journey with a bespoke finisher medal.

UTMB Index

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 a variety of trail running and walking events at Mapledurham near Reading. Choose between ultra distances, half marathons, or a six mile walk featuring a river boat crossing with on site camping available.

UTMB Index

Follow the ancient Ridgeway track on a 40 mile linear journey through the chalk downlands of Wiltshire, Oxfordshire, and Berkshire. This point to point event offers a historic route for both walkers and runners.

This event on the Thames features 10K, half, and marathon distances on scenic riverside paths. Starting from the Wraysbury Skiff Club, the courses use fully marked out-and-back loops. The area near Runnymede offers beautiful countryside and..

Experience the twilight beauty of Ardingly Reservoir during this evening run in West Sussex. Choose between a 5K or 10K distance on an undulating trail course featuring scenic water views and a finisher medal.

Experience a unique multi terrain race through the historic Northamptonshire countryside starting in Naseby. Choose from five distances ranging from a 10K road race to a 35 mile ultra marathon with rotating course directions each year.

Experience a carbon neutral trail run through the beautiful vines of the Rathfinny Wine Estate. Choose between a 10.7 km or 21.4 km hilly loop with views of the South Downs National Park.

A self-guided 13-mile run along Letchworth's scenic Greenway trail. This is a run, not a race, due to road crossings. Finishers get a wooden medal and refreshments, with profits supporting a local youth mental health charity.

Experience a scenic trail run through the South Downs with dedicated junior races for primary and secondary school ages. Participants enjoy hilly routes and a fast descent to the finish at the Cadence Cycle Club Café.

Experience the beautiful Dorset countryside on these primary trail routes through Thomas Hardy country. Choose between a 5 mile or half marathon course starting and finishing at Dorchester Rugby Club.

Join the Dilton Dash on 10 May 2026 at Dilton Marsh for scenic multi terrain 10K, 3K and 1/2K fun runs supporting village causes. Expect stiles and gates, medals for all finishers and prizes for winners.

Explore the beautiful Chiltern Hills on this guided 30km trail running adventure. Enjoy 500m of ascent through woodlands and ridges with professional run leaders and a finishers medal included.

Tackle the scenic 10 km Scorpion Run at Symonds Yat Rock in the Forest of Dean with winding trails and a final climb to the finish. Enjoy undulating gravel tracks, riverside views and a cafe at the start and finish for post run treats.

Experience an inclusive trail running festival at Dunstable Downs featuring distances from 1km to 10km. Enjoy a vibrant event village with live music, food, and family activities in a stunning landscape.

Experience a scenic single lap trail race through the bluebell woods of Hampton Estate and Puttenham Common. Enjoy chip timed racing with bespoke medals and onsite refreshments in a beautiful Surrey setting.