Trail Running calendar near Eastbourne 2025-2026

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.

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.

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.

Run a scenic woodland course at Culden Faw Estate on 3 May 2026 with solo, pair and team relays plus timed 5K, 10K and the Henley Downhill Time Trial. Expect gentle undulations, a climb before 3 km and a long downhill finish with chip timin..

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.

BigWayRound Winchester is a scenic trail run from 14 miles to a 50K ultramarathon across the South Downs and along the River Itchen, with chip timing and self seeded waves. Choose a finisher medal or plant a tree to celebrate your finish.

Take on the Chiltern Hills 100K, a scenic but testing ultra with over 1800m of climb through Ridgeway and Ashridge landscapes. Limited to 250, this TRA licensed UTMB index race combines marked trails and excellent support.

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..

The Goring Gap Trails event, held in Mapledurham near Reading, offers a variety of running and walking challenges, including a 50-mile ultra, a 52K ultra, and a half marathon, alongside walking options of half marathon, full marathon, and a..

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.

Tackle 50 miles of classic chalk ridge country on the North Downs Way from Farnham to Knockholt Pound on 16 May 2026. Expect 81 km of scenic trails, rolling climbs including Box Hill and a true endurance challenge with memorable views.

The Reigate Priory Park 10K is a scenic charity fun run held in Priory Park, Reigate, Surrey. The course features a 250-meter start plus four laps on an accurately measured, gently undulating cross-country terrain surrounded by lush greener..

Explore Canterbury on foot at the Canterbury City Race European Tour from 22 to 24 May 2026. Three lively urban orienteering races send you through the medieval centre, cathedral quarter and university campus for a fast weekend of navigatio..

Run 50 km along the South Downs Way from Falmer to Beachy Head across rolling chalk downs, farm tracks and woods. Mostly runnable with 3,600 ft ascent, it finishes dramatically on the white cliffs for stunning coastal views.

Take on the London to Brighton Ultra on 23 and 24 May 2026, a scenic 100 km trail from Richmond to Brighton with about 1500 m of climb across the North and South Downs. Shorter distances, one and two day formats and camping are available.

Explore the Surrey countryside at The Fox, a trail running festival offering distances from 20K to 62K that all finish in Godalming. Enjoy scenic singletrack, regular aid stations and a friendly atmosphere on Saturday 23 May 2026.

Tackle the stunning Seven Sisters Half Marathon on the South Downs, a 13.5 mile single loop that crests the iconic cliffs, crosses Beachy Head and winds through Friston Forest. Expect rolling hills, mostly runnable trail and unforgettable c..