Trail Running calendar near Esher 2026-2027

The 50 Mile Grand Slam 2026 is a challenging four-race ultramarathon series. It includes the South Downs Way 50, North Downs Way 50, Chiltern Wonderland 50, and Wendover Woods 50. The event is currently sold out.

Experience a 50 mile point to point journey along the South Downs Way National Trail from Worthing to Eastbourne ending with a lap of the track.

Run along the scenic banks of the Thames in Henley-on-Thames. This mixed-terrain event features a half marathon, a 10K, and a junior race, all starting at the iconic Temple Island Meadows. Your entry includes a themed medal, chip timing, an..

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.

The Maverick East Sussex Trail offers three scenic routes along the South Downs Way from Stanmer Park. Runners can choose from 5km, 13km, or 21km distances over woodland, chalk, and farmland trails. It's a dog-friendly, plastic-free event e..

A guided trail marathon through the scenic Chiltern Hills. Run 42.2 km on a mix of historic paths and technical trails with a qualified leader. Includes a well-stocked checkpoint and a unique wooden finisher's medal.

A village trail run in the Hampshire countryside. The 10 km course offers scenic footpaths with rolling hills. A colourful kids' dash adds to the family friendly day.

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.

A 42 km trail marathon across the South Downs, starting at Stanmer Park. The unique route merges with the final stretch of the Brighton Marathon for a finish on Hove Lawns. Participants must carry mandatory kit and use a reusable cup at aid..

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..

The inaugural Essex County Fell Championships features a new 10km course with 450m of climb. This open-entry fell race offers county prizes for qualified Essex runners. Every finisher receives a free drink.

A timed, lap-based run on a flat 5.3 km towpath course by the River Thames in Walton on Thames. Distances range from 5 km to ultra with flexible rock up and run starts and an optional no-medal lower-price entry.

A scenic trail half marathon along Seaford seafront and the South Downs, organised by Martello Rotary Seaford and Seaford Striders. The event features marshal support, water stations, a bespoke medal and raises funds for local charities.

Experience an off road trail run in the scenic Findon Village with a unique horse racing theme. Choose from several distances including a 10km trail, a 5 mile run, and a kids event to support local causes.

Timed lap event at Buchan Country Park on 19 April 2026 with 5.3 km laps to create distances from 5 km up to ultra within a 7 hour limit. Runners may choose one of twelve medals or a lower cost no medal entry.

The Ibstone Circle offers 5km and 10km multi-terrain runs through the scenic Wormsley Estate, featuring the famous "Ibstone Kicker" climb. Both distances are open to adults and juniors, with a separate "Run in Colour" fun event for children..