Trail Running calendar near Winchcombe 2026-2027

A weekend trail running festival at Deene Park Estate near Corby on 9 and 10 May 2026 featuring 10k, 21.1k and 25k challenges plus a combined 56.1k Quest and festival activities.

Goring Gap Trails in Mapledurham near Reading runs across 9 and 10 May 2026, offering trail races from a half marathon to a 50 Mile Ultra plus walking options. The event is TRA licensed and has affiliated and unaffiliated entry categories.

A Welsh trail event offering a 100-mile loop from Abergavenny and a 100 km route from Talgarth to Abergavenny, both following Offa’s Dyke, Cambrian Way and Beacons Way across mountain terrain.

An inflatable obstacle course in Guildford, Surrey on Saturday 9 May 2026 covering 5 km. The organiser says the 2026 edition is bigger and bouncier, and recent bookings include 64 in the past 24 hours.

A linear 40 miles walk along the ancient Ridgeway from Avebury to Streatley, crossing Wiltshire, Oxfordshire and Berkshire and passing prehistoric sites. The event uses mapped routes, staffed checkpoints with refreshments, and awards a comp..

Conquer up to 50 miles and 10000 feet of elevation in the hills of Shropshire. Choose your own path through four unique loops in any order or direction while enjoying a 16 hour buffet at the central race headquarters.

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..

A multi distance running event around Naseby in Northamptonshire featuring road and trail sections, landmark views and annually reversing course direction. Distances range from a 10K up to a 35 mile ultra with varied aid and navigation arra..

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.

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.

An inclusive UK trail running series offering 1K, 5K, 10K and kids races with free entry for under 16s, held at Dunstable Downs in May and Blaise Castle Estate in October 2026, with activities, food and live music.

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.

A multi-distance trail event in the Cotswolds on 10th May 2026, featuring quarter, half, marathon and Ultra 40 routes across trails, towpaths and commons with marked routes, checkpoints and on-course water.

Enjoy a scenic trail run or walk through the village of East Hendred on an undulating 5k course. Kids can also join the fun with a 1k obstacle run around the sportsground.

Experience a ten mile multi terrain lap through the scenic Cotswold countryside and Coln Valley. This undulating course features fields, footpaths, and a river crossing near the historic Chedworth Roman Villa.

Experience a cross country run through the Hertfordshire countryside with 5km and 10km distances. This community event in Little Gaddesden includes junior categories and mini races for children.

Take on the Caradoc Classic, a scenic 3.5 miles fell race from Church Stretton climbing about 268 m. Part of the local Summer Series, this friendly community event includes junior races and on the day entries.