Trail Running calendar near Cheltenham 2026-2027

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.

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.

Explore the Cotswolds at the Stroud Trails Event, offering four scenic trail distances from an 11 km quarter marathon to a challenging ultra. The route takes in hills, towpaths, and common land with full support and marked trails. Registrat..

Discover the scenic trails of Margam Country Park with a variety of distances including a castle lap. This canicross friendly event offers chip timing and finisher medals for all participants.

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.

Experience a unique multi terrain 5k run through the fields and nature trails of West Lodge Farm Park. Watch for local animals as you navigate this rural course and earn a bespoke finisher medal.

Enjoy a flat and traffic free summer race series at Dinton Pastures Country Park. Choose from 5km or 10km distances with chip timing and a dedicated 2km kids run for a complete family evening.

Experience a 50 mile point to point journey along the scenic North Downs Way National Trail. This 81 km trail race features 5,600 feet of climb and crosses historic landmarks from Farnham to the outskirts of London.

Experience a mountain marathon or a ten mile race through the Brecon Beacons featuring climbs over Pen Y Fan and Tor y Foel. Runners enjoy scenic forest tracks and mountainous loops starting and finishing in Merthyr Tydfil.

Tackle the scenic Berkshire Downs in this 26th edition trail running event. Choose between a 26.8-mile marathon or a 16-mile challenge on a mixed-terrain course. All finishers receive a unique pottery mug, and a free BBQ awaits runners.

Experience a 100 percent off road trail adventure through the heart of Cannock Chase. Choose from various distances including a single lap half marathon and a challenging two lap full marathon on scenic forest singletrack.

Experience the historic Ironbridge Gorge and Silkin Way at this multi lap event in Telford. Choose between 8, 16, or 26.2 mile distances starting and finishing at a local inn.

The Semington Slog on 16 May 2026 features a 10 km and 2 km run from St Georges School. Routes explore the village and Kennet and Avon Canal towpath. Enjoy community activities, refreshments, and prizes.