Winchelsea Beach
Trail Running Calendar near Winchelsea Beach 2026-2027
Explore the top trail runs near Winchelsea Beach for 2026-2027! We've gathered 41 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
January 2027
A winter coastal Backyard Ultra at Great Farthingloe Farm near the White Cliffs of Dover. Runners complete one yard every hour, each yard equal to 4.167 miles; entries include the Last Person Standing format and a 7 Hour Challenge.
New Year runs at Bewl Water offering 10k, 5k and a junior race on multi terrain routes with reservoir views and medals for finishers.
A backyard ultra in Alfriston where runners start a new lap on the hour until one runner can start an extra lap; each loop is about 4.2 miles on mixed trails.
February 2027
March 2027
Trail races in Eastbourne on 6 March 2027 with 10K, half, marathon and ultra routes along the Seven Sisters cliffs and English Channel views.
April 2027
Flat out and back Backyard Ultra at Lillyroo's Glamping near Deal with 4.167 mile yard loops every hour, capped at 120 runners and a 7 Hour Challenge limited to 10 places.
May 2027
Off road 10 km, 5 km and family runs at Milton Creek Country Park on 9 May 2027 supporting The Oliver Fisher Special Care Baby Trust. Varied trail terrain, route maps and event medals are provided.
Trail races through Rathfinny Wine Estate with single 10.7 km and double 21.4 km loops, marked off-road terrain and chip timing. The carbon neutral event supports the WOLO Foundation and provides aid stations, recycled medals and parking arrangements..
A multi distance trail event around Bewl Water reservoir near Lamberhurst, Kent. Races include 50km, marathon, half marathon and 10km on wooded trails and country lanes with start and finish at the Visitor Centre.
A 50 km point to point trail race along the South Downs Way from Falmer to Eastbourne, with about 3,500 ft of ascent, four aid stations and live GPS tracking.
A 13.5 miles single loop trail through the South Downs National Park with 2,000 ft of ascent, mostly trail terrain, live chip timing and one stocked aid station.
June 2027
A point-to-point 30 km trail along the River Medway from East Farleigh to Tonbridge with three checkpoints, chip timing, bag transfer and an athletics track finish.
Community 3k and 5k runs at Dunorlan Park on mainly grass and woodland terrain with some inclines and limited general parking.
A trail half marathon from Chiddingly, Sussex along the Wealdway and Vanguard Way with two checkpoints, chip timing, a five hour limit and a choice to donate instead of a medal.
Timed trail weekend at Leybourne Lakes with a fully marked 2.5 km loop and 6, 12 and 24 hour solo and relay options plus race village facilities and live timing.
July 2027
August 2027
September 2027
Multi-distance trail event along the South Downs Way from Eastbourne to Arundel, offering support, covered rest stops, camping and GPS tracking.
October 2027
A 5 mile night trail run in Litlington with a self navigated Strava GPX route, Halloween fancy dress and timed results for runners aged 18 and over.