Trail Running Calendar South East (England) 2025-2026

Join The One in the Woods Henley on March 29, 2026 at Culden Faw Estate for duathlon, cross duathlon or offroad endurance on scenic laps. Expect chip timing, a finisher medal and a lively event village.

Run or walk riverside laps along the Thames at the Eggcellent Easter Orange Run in Runnymede, a flexible multi distance event for all abilities. Choose anything from 3 km to a 7 hour time challenge and earn an Easter egg themed medal.

Saturn's 7 Hour Time Challenge at Wraysbury Skiff & Punting Club (Wraysbury, TW20) is an inclusive, self-paced race along the River Thames. Entrants choose a distance from a 3 km lap, with full laps around about 7 km (4.37 miles) or a short..

Run the Testway Ultra on 4 April 2026 and choose a scenic 40 or 50 mile route along Hampshire's Testway with regular aid stations and a 14 hour cutoff. Medals and prizes await finishers.

Take on the Unbreakable Treasure Run on 5 April 2026 at Xcel SPORTS HUB, Walton on Thames, running timed laps along a flat riverside towpath from 5 km to ultra. Limited places and a 7 hour time cap make this a focused challenge with a keeps..

Take on the Mortimer 10km through scenic Berkshire woodlands on Monday 6 April 2026. This undulating two lap off road course features chip timing, medals and a dog friendly canicross start for runners with dogs.

Take on West Wight 3 Hills, an undulating 8 mile coastal loop from Freshwater that climbs Tennyson Down and Alum Bay. Organised by Ryde Harriers, it is scenic, testing and gives every finisher a souvenir.

Take on the 50 Mile Grand Slam 2026 from Centurion Running and complete four epic 50 mile trail races across the UK. A true year long challenge for experienced runners seeking big miles, camaraderie and stunning scenery.

Run 50 miles along iconic chalk ridges from Worthing to a lap on Eastbourne athletics track, with rugged climbs, sweeping coastal views and a festival finish. This tough but rewarding ultra kicks off the 2026 50 Mile Grand Slam.

Run along the banks of the River Thames in Henley with half marathon, 10K and junior races, chip timing, unique medals and free race photos. Event village serves food and drinks and the event supports the Royal Berks Charity.

Spring Run the Seasons Cowdray on April 11 offers scenic trail races across Cowdray Estate and the South Downs, with distances for kids, juniors and adults plus dog friendly CaniRun options. Enjoy varied trails and country views for all abi..

Tackle the rolling hills and chalky trails of the South Downs at the Maverick East Sussex Trail Run in Stanmer Park, with routes from 5 km to 21 km and a climb past Ditchling Beacon. Scenic, timed and medal for finishers.

Tackle the Brighton Trail Marathon, a 42 km off road adventure from Stanmer Park across the South Downs to a Hove Lawns finish. Expect woodland and chalk tracks, a climb up Ditchling Beacon and spectacular coastal views.

Set off from Windsor Racecourse on looped 10 km, 25 km and 50 km routes that sweep through Windsor Great Park, past Windsor Castle and along the Thames Path. Fully signed and supported with rest stops, catering and app tracking for walkers..

Run the Chiltern Ridge Classic 51K with 996m of climb across Ashridge, Ivinghoe Beacon and The Ridgeway from Berkhamsted Castle to Wendover. A UTMB Index event limited to 400 runners with a fully marked course and aid stations.

Run the Spring Trail Series at Cowdray Estate where the Serpent Trail winds through greensand hills, rivers and woodland. Distances from 12 km to 110 km, with food, camping and relaxed cutoffs for a friendly, well supported day.

Run the Martello Half Marathon in Seaford along seafront and South Downs trails, a scenic but undulating course with marshal support. Enjoy great views, a bespoke medal and free photos while backing local charities.

Run the South Downs at the Grand National 10 km Trail Run in Findon, a charity supporting local causes with bespoke medals for all. Choose 10 km, 5 mile, Canicross or kids 2 km fun run and enter the fancy dress Filly or Colt contest.

Run the scenic Thames Ring, a multi distance trail loop from Streatley on Thames that follows the river and canals. Choose 100, 150 or 250 mile challenges on riverside paths with GPS tracking and checkpoint support, 22 to 26 April 2026.

Join the Ale Trail, a 15 mile sponsored fun run through scenic countryside around Alfriston on 26 April 2026, with just 50 places for a sociable challenge. Start and finish at Ye Olde Smugglers Inne with checkpoints offering beer tokens and..