Trail Running calendar near Hastings 2025-2026

Take on the iconic South Downs Way 50, a 50 mile trail race on 11 April 2026 from Worthing to Eastbourne. Expect 85 percent trail, 5700 ft of climbing, sweeping chalk ridge views and a finishing lap on the Eastbourne Sports Club track.

Run the Henley River Half Marathon, 10K or Junior Race at Temple Island Meadows and enjoy scenic, mixed terrain trails along the River Thames. Expect themed medals, free photos and a lively event village with food, drink and family fun.

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.

Discover the Spring Trail Series on the Serpent Trail in the South Downs at Cowdray estate on 18 April 2026. Choose from 12 km to 110 km and enjoy a fully marked, supported route through greensand hills, rivers, woodland and heath.

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..

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.

The Ale Trail 15 mile run is a pub-led trail race in Alfriston, East Sussex, starting from the Ye Olde Smugglers Inne beer garden. The 15-mile course has a 4hr30min cut-off and pub checkpoints at The Hampden Arms and The Ram Inn, where runn..

Run a flat, fast 5K or 10K along the River Adur and Downs Link at Adur Recreation Ground in Shoreham by Sea, passing the airfield and Toll Bridge. Chip timing and finishers medals add to this well supported riverside race.

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.

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.

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.

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.

Run to the Sea Brighton is a scenic point to point 50k from the Sussex downs to Hove seafront with a two person relay. Expect trails, rolling hills, sea views, aid stations, medical support and a bespoke finisher medal.

The Chiltern Hills 100K is a scenic, challenging ultra around the Ridgeway, visiting Ivinghoe Beacon and Ashridge. Limited to 250 runners and UTMB World Series index race, this May event has rugged trails, great support and a Chesham finish..

Test your limits at Brighton Backyard Ultra in Stanmer Park where runners tackle a 6.7 km loop each hour until a solo lap crowns the winner. A friendly but fierce endurance event in beautiful parkland with basic on site facilities.

Halstead & Essex Marathon offers an annual road race on scenic low traffic roads through rolling hills, woods and farmland. Run by Halstead Road Runners as they mark their 40th year, it blends competitive spirit with a friendly club vibe.

Take on the Midhurst Milers Cocking 10k Trail, a scenic but challenging 10k across the South Downs with a steady climb and a fast downhill finish. Licensed and chip timed with medals, prizes and a lively race village.

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.