Trail Running calendar near Winchelsea Beach 2025-2026

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..

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.

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.

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.

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..

The Ham'n tes Baskets will take place in Ham-en-Artois on Sunday 26 April 2026. You can run between 10 and 30 kilometers.

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.

Run scenic undulating trails in Alice Holt Forest with options from a junior dash to a half marathon across looped routes. Enjoy a friendly atmosphere while supporting GUTS, raising funds for bowel cancer early detection.

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..

Take on the Thames Path 100, a 100 mile point to point run from Richmond to Oxford along the scenic Thames with marked trail, plentiful aid stations and a 30 hour time limit. A classic endurance test for experienced runners.

Join the Greensand Way Ultra Run, a guided 30 miles trail run around Guildford and the North Downs with scenic climbs like Box Hill and Leith Hill. Led by an experienced coach, this group run suits seasoned runners ready for a long day on t..

Three day Mid Sussex Marathon Weekend in early May offers undulating multi terrain races across East Grinstead, Haywards Heath and Burgess Hill. Enter single town races or combine all three to complete the marathon with virtual entries.

Take on the Three Forts Challenge across the South Downs with rolling hills and coastal views. Choose marathon, half marathon or 5 mile trail and even bring your dog, with net proceeds supporting local Sussex charities.

Join a guided Box Hill Vertical KM group run near Dorking for a tough 12.5 mile route with about 1000 m of climb through woods, heath and open fields. Enjoy expert guidance, technical terrain and a social finish.

Run to the Sea Brighton is a scenic 50km point to point ultramarathon from Horsham to Hove Lawns on the Brighton seafront. Enjoy trails, rolling downs and a coastal finish with feed stations and support for solo runners or two person relays..

Celebrate the 30th Halstead & Essex Marathon in May 2026, a scenic road race through rolling hills, woods and farmland around Halstead. Expect low traffic roads and friendly club support for a classic Essex running challenge.

Join the Oliver Fisher 10k, 5k and junior run at Milton Creek Country Park for a scenic off road race supporting the Oliver Fisher Special Care Baby Trust. Enjoy park views, medals and fundraising for the neonatal unit.

Run through the scenic Rathfinny Wine Estate vineyard on a challenging off road 10.7 km loop or double it for a 21.4 km half marathon. Carbon neutral event supporting the WOLO Foundation with free charity places and recycled medals.

Take on the Midhurst Milers Cocking 10k, a hilly, scenic trail across the South Downs featuring steady climbs and a fast downhill finish. Limited online entries make this a must book for trail lovers chasing views and a rewarding run.

Run the North Downs Way 50, a 50 mile point to point ultramarathon from Farnham to Knockholt Pound along iconic chalk ridge trails. Expect rugged terrain, big climbs and a 13 hour cut off for a true test of endurance.