Trail Running calendar near Duddleswell 2025-2026

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.

Join a guided trail marathon through the Chilterns and Ridgeway into Wendover Woods, tackling rolling hills and technical single track while qualified run leaders steer small ability groups. Midway refreshments and a wooden Run the Wild fin..

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.

Tough but rewarding 10 km fell race around Chingford with 450 m of climbing, hosting the first ever Essex County Championships. Pre entry only and open to Essex eligible runners aged 16 and over, with teams welcome.

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..

Test your navigation skills at The Drop Winchester, a point to point challenge where you are driven blindfolded to a mystery drop and must find your own way back to HQ. Choose 10 or 15 mile routes and surrender devices for a true adventure.

Run through carpets of bluebells at Angmering Park Estate on a scenic 10 mile or 10 km route with stunning downland views. Canicross entries welcome and finishers get a warm pub welcome plus free photos.

Bolt Round the Holt at Alice Holt Forest on 26 April 2026 offers scenic undulating forest trail races from junior 1k to half marathon. The event raises funds for GUTS and features bespoke medals, prizes and a friendly community vibe.

Join NOT the London Marathon Run 2026 on Sunday 26 April in Walton on Thames for a flat, certified lap course along the riverside towpath. Choose marathon, half or a 7 hour timed challenge, enjoy flexible starts and a commemorative medal.