Trail Running calendar near Winterbourne Monkton 2026-2027

A 50 mile ultramarathon along the South Downs Way National Trail from Worthing to Eastbourne. Experience 5,700 feet of elevation gain across rolling chalk paths and finish with a lap of an athletics track.

Experience a scenic mixed terrain race along the banks of the Thames in Henley on Thames. Choose from a half marathon, 10K, or junior race starting at the iconic Temple Island Meadows.

Take on the Rosebud Marathon, a 26.2 mile stretch of the Rose of the Shires Ultra through scenic Northamptonshire trails, roads and canal tow path. Enjoy waymarked routes, on site support, a finisher medal and prizes for top runners.

Three coastal trail races of 32.5, 18.5 and 10 miles follow the Wales Coast Path along the Vale of Glamorgan, with waymarked routes, staffed checkpoints, and coach transport for the linear course finishing at Ogmore-by-Sea.

Experience the rare heathlands of the Cowdray Estate with trail runs ranging from 3km to 10 miles. This dog friendly event offers a unique journey through the South Downs National Park and protected nature conservation sites.

Experience a guided marathon through the beautiful Chiltern Hills with expert navigation and support. Run iconic trails like the Ridgeway in a small group setting led by qualified leaders.

Experience the scenic Hampshire countryside with a choice of a ten kilometer trail run or walk and a vibrant kids colour run in the heart of Froyle village.

A seasonal trail run series at Cowdray Estate offering 5 km, 10 km and 10 mile races across spring, summer, autumn and winter, with a summer evening event that includes a BBQ, bar and spot prizes.

A 15 miles fell race on the Mendips with over 2,000 feet of climbing and a fully marked Category B course. The route starts on Warrens Hill and finishes at Fairlands School where tea and cake are provided.

Tackle the Kymin Dash, a 7 mile road and trail race from Monmouth that climbs to the Round House for panoramic views before descending through fields and bluebell filled woodland. Enjoy a lively finish at Monmouth School Sports Club with Ki..

The Feisty Phoenix is a flexible timed running event in Bedfordshire. Run a 5.3km loop as many times as you like on a flat course through Mowsbury Park within seven hours. With a unique 'rock up and run' start window and a no-medal entry op..

Wild Horse South Wales 200 is a 200-mile trail ultramarathon through South Wales. The route links historic paths like Offa's Dyke and the Beacons Way, finishing at Worm's Head on the coast. This point-to-point adventure offers a multi-day c..

A six hour event at Kingsbury Water Park where participants complete as many 3.3 mile laps as they can. The mostly flat route passes five ponds and a river over grass, gravel and short asphalt sections.

Join PHOENIX Fridays Run for a Tenner for a relaxed timed riverside run with flexible rock up and run starts supporting Rays of Sunshine. Choose distances from 5 km to ultra and earn a special medal on a flat towpath.

Experience a scenic 40 mile ultra marathon along National Cycle Route 8 from Glasbury to Merthyr Tydfil. This quadrennial event offers a well supported route through the Heart of Wales with unique finishers medals.

Windsor 50 on 18 April 2026 offers 50 km, 25 km and 10 km looped trail routes from Windsor Racecourse through Great Park, Runnymede and the Thames Path with regular rest stops, medical support and GPS tracking.

A 50K trail ultra across the Chiltern Hills from Berkhamsted Castle to Hampden Meadow via Ashridge, Ivinghoe Beacon, Coombe Hill and Whiteleaf Hill. Fully marked route with three checkpoints and a nine hour time limit.

Experience a guided 18 mile adventure across the Malvern Hills ridge and surrounding woodlands. This social group run features over 1300m of elevation and stunning panoramic views at a non competitive pace.

Experience the rugged beauty of Brecon Beacons National Park with a choice of 10, 20, or 40 mile trail races. Navigate mountain ridges and forest paths in this supported event starting from Gilestone Farm.

Experience the rolling hills and lowland heath of the South Downs National Park with five trail distances ranging from 12km to 110km. All races start and finish at a vibrant event village on the historic Cowdray Estate.