Trail Running calendar near Brentwood 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.

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 unique obstacle run in Huntingdon featuring the world's largest inflatable course. Choose from multiple distances for a bouncy and active day out in Cambridgeshire.

Trail races on the South Downs Way around Stanmer with 21 km, 14 km and 5 km options. Routes pass Ditchling Beacon and include chip timing, a finisher medal, GPX files and on-course support for the longer distances.

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.

Experience the beauty of ancient woodland at the Epping Forest Wildwood Trail Series. Choose between a 10K or half marathon distance through scenic trails featuring natural forest terrain and muddy paths.

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.

Represent Leicestershire or Northamptonshire in this unique 28 mile ultra marathon along the flat and traffic free Brampton Valley Way featuring two historic tunnels.

Join this inclusive event at Haughley Park featuring various distances from 5k to an Ultra Marathon. Enjoy a looped course through beautiful woodland and trails with full aid station support and a unique finisher medal.

Experience a scenic 10k trail race through the rolling Northamptonshire countryside and disused railway tracks. This eco friendly event features a fully marked circular route starting and finishing in Kings Cliffe.

Experience a unique 42km journey starting in the woodland trails of Stanmer Park and the South Downs before joining the road for a grand seaside finish at Hove Lawns.

Experience the inaugural Wild Deer Trail Runs at High Lodge in Thetford Forest. Choose between chip timed 5km and 10km distances through scenic woodland trails with medals and merchandise for all finishers.

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..

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.

Set for April 2026, this trail challenge starts and finishes at Windsor Racecourse. Choose from 50km, 25km, or 10km loops through Great Park and along the Thames Path. With dedicated categories for walkers and runners, it offers full suppor..

Race Overview The Chiltern Ridge Classic 50K is an ultra marathon traversing the ridgeline trails of the Chiltern Hills between Ivinghoe Beacon and Whiteleaf Hill. The race is a UTMB World Series Index Race. The current route is slightly lo..

The Spring Trail Series takes runners on the scenic Serpent Trail through the South Downs National Park. With five distances from 12km to 110km, all races start and finish at the same accessible location at Cowdray Estate. The event offers..