Trail Running calendar near Medstead 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 a year of ultra adventure with the 50 Mile Grand Slam 2026, covering all four Centurion Running 50 mile races. Sign ups run April 26 2025 to March 14 2026 so grab your place and chase iconic trails and camaraderie.

Tackle the scenic South Downs Way 50, a 50 mile trail from Worthing to Eastbourne finishing with a lap on the track. Enjoy rolling chalk ridges and big views as this first race in 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.

Run the spring trails at Cowdray Estate with 5 km, 10 km, 10 mile, junior races and canicross options. Scenic sandy heathland and mixed trail sections through wildlife rich commons deliver a rewarding, characterful day out.

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 Big Cheese, a 15 mile off road fell race across the Mendip Hills with over 2,000 feet of climbing. Enjoy a fully marked course, finishers medal and tea and cake to celebrate at the finish.

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.

Take on the Wild Horse 200 series and run 200 miles across unforgettable Welsh trails and mountains. Pick the South Wales route finishing at Worms Head in April 2026 or the Mid Wales loop starting and ending in Machynlleth in June 2026.

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 in Surrey, following the scenic Serpent Trail through greensand hills and woodland. Choose from 12km to 110km, with relaxed cut offs, campsite and on site expo 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.

Join the Grand National 10km Trail Run in Findon on 19 April 2026 for scenic South Downs trails and a fun family atmosphere. Choose from canicross, 10k, 5 mile or a kids run while supporting St John the Baptist Primary School.

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.

Enjoy a scenic run or walk from Bath's southeast edge into Cotswold woods, hills and river valleys, choosing from four distances up to 26.5 miles. Finishers get a medal, food and drinks and recovery transport if needed.

Butcombe Trail invites self guided 50 mile and 50 km ultras across the Mendip Hills AONB, mainly off road and passing six pubs. Volunteer organised and raising money for the Mendip Hills Fund, both races are UTMB qualifying.

Join the Ale Trail, a 15 mile run from the beer garden of Ye Olde Smugglers Inne in Alfriston on 26 April 2026 with pub checkpoints and a finisher's drink. Limited to 50 places, this social trail run includes GPX navigation and a 4 hour 30..