Trail Running calendar near Upper Woolhampton 2026-2027

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.

Experience a unique 5 km obstacle run in Guildford featuring a wide variety of large inflatable structures. This event provides a fun and bouncy course for individuals and teams looking for an active day in Surrey.

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.

Test your endurance at Stanmer Park by completing 4.167 miles every hour until only one runner remains. This out and back course offers a personal challenge with support facilities and refreshments for all participants.

Experience an award winning obstacle course at the Secret Nuclear Bunker Estate featuring signature challenges like the Deathslide and zip lines. With distances from 1.5km to 38km, there is a muddy adventure for every participant.

Test your limits at the British OCR Championship in Essex. This 12km+ elite course features over 60 technical obstacles and serves as a qualifying event for both European and World Championships.

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..

Conquer the mud at the Secret Nuclear Bunker Estate with courses ranging from 1.5 km to 38 km. Experience signature obstacles like the Deathslide and zip lines in this award winning Essex event.

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 featuring 20k, 10k, and junior distances. This well organized event includes chip timing, finisher medals, and hilly routes with views over the Cowdray and West Dean Estates.

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.

A 10k off road trail run at Symonds Yat with undulating paths, river views and a steep final kilometre climb. Start and finish are at Symonds Yat Rock Cafe where coffee and hot food are available.

Experience a vibrant trail running series at Dunstable Downs or Bristol. With distances from 1km to 10km, this inclusive event features live music and food for a complete carnival atmosphere.

Hairy Legs is a cross-country charity event for all ages, held on a scenic, hilly woodland course. Distances are based on unmeasured loops, and there are solo, relay, and shorter youth options. Fancy dress is encouraged, with prizes and a f..

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.