Trail Running calendar near London 2025-2026

Take on four iconic Centurion 50 mile challenges across 2026 with the 50 Mile Grand Slam package, starting with South Downs Way on 11 April. Secure your spot when entries open 26 April 2025 for a season of epic trails and camaraderie.

Run the Battle of the Brampton Valley Way on April 12, a scenic out and back on traffic free rural trail with 14 or 28 mile options. Expect tunnels, gentle climbs, regular aid and a friendly Northamptonshire atmosphere.

Take on the Haughley Festival of Running at Haughley Park Suffolk, with distances from 5k to ultra and a cap of 300 entrants. Enjoy undulating park and woodland laps, secure on site parking and a bespoke finishers medal.

Run a scenic 10k trail loop through the Nene Valley countryside, over green fields, farm tracks and old railway lines. Fully marked with an aid station, this spring race is ideal for runners wanting a country escape.

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.

Discover the Windsor 50 Ultra Challenge, a looped Great Park and Thames Path event offering 10 km, 25 km and 50 km options with Castle views and support along the route. Walk, jog or run from Windsor Racecourse and enjoy a lively festival a..

Tackle the Chiltern Ridge Classic 50K on 18 April 2026 along a scenic 51K Ridgeway route via Ashridge, Ivinghoe Beacon and Whiteleaf Hill. Limited to 400 runners, this UTMB race delivers big views, full support and a true trail challenge.

Join the Grand National trail run in Findon Village with a 10 km main race, new 5 mile course, a 10 km canicross and a 2 km kids loop at Nepcote Green. This charity event features bespoke medals, free photos and a best dressed jockey prize.

Take in Seaford seafront and rolling South Downs on the Martello Half Marathon, an undulating trail course that blends coastal views with countryside. Enjoy water stations, a bespoke medal and free event photos as you race.

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.

Blindfolded and dropped at an unknown location, The Drop in Winchester challenges solo runners and teams to find their way back over 10 or 15 miles as the crow flies. No maps or GPS allowed, just navigation, grit and a taste for adventure.

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..

Take part in The Other Run in Bury St Edmunds on 26 April 2026 with 5k, 10k, half and marathon options on scenic country roads. Enjoy a bespoke finisher medal, friendly atmosphere and a seven hour marathon cutoff.

Join the 22nd Angmering Bluebell Trail through fragrant bluebell woods at Angmering Park Estate, with 10 km and 10 mile routes to choose from. Canicross welcome and finishers receive bespoke medals and free photos.

Saturn’s Midweek Chasing Numbers 7-Hour Time Challenge is held at Wraysbury Skiff & Punting Club on the River Thames. The event is designed to be affordable and flexible, inviting all abilities to run or walk within a 7-hour window. Partici..

Enjoy a three day running festival over the May Bank Holiday across three Mid Sussex towns. Run single town races or combine stages into the Mid Sussex Marathon, with undulating multi terrain routes, medals, family fun and fancy dress.

Join Run Silchester on 2 May 2026 for 2.5, 5 and 7 mile trail runs around the Roman wall, ancient woodland and a 12th century church. Family friendly festival atmosphere with stalls, music and proceeds supporting local community causes.

Take on the iconic Thames Path 100 from Richmond to Oxford, 100 miles of scenic riverside trails and historic towns. Enjoy waymarked routes, plenty of aid stations and a supportive ultra atmosphere for a true point to point challenge.

Join a guided 30 mile trail run along the North Downs Way and Greensand Way led by an experienced ultra runner and coach in a supportive group run. Enjoy sweeping hilltop views, shoe demos and a possible alcohol free beer at the finish.

Experience the Isle of Wight Ultra Challenge from Chale, tracing dramatic coastal cliffs past the Needles, Cowes and Ventnor. Multiple distances, strong support and camping options welcome runners and walkers seeking a scenic big day or two..