Haywards Heath
Trail Running Calendar near Haywards Heath 2026-2027
Explore the top trail runs near Haywards Heath for 2026-2027! We've gathered 151 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2027
Undulating trail races on Ashtead Common on 12 September 2027 offering a 10 km and a 2 km kids run while raising funds for local charities.
Guided 10 km trail run around the Devil's Punchbowl in Hindhead, Surrey, with hills, views and group navigation. Events take place at dusk or at night with headtorches and cost £22 per person.
A multi-distance Spartan obstacle weekend at Pippingford Park on September 25 to 26 2027, featuring Sprint to Ultra races, Trifecta racing, a kids course and the British OCR Ultra Championship.
Two looped night races on the South Downs from Plumpton Racecourse: a 50 km and a half marathon on marked trails with aid stations and timed cutoffs.
October 2027
A guided 30 mile trail run from St Martha's Hill exploring the Surrey Hills and Box Hill with an experienced ultra runner and coach. Group pace, recommended 22 miles training, cost £55 and an alcohol free beer may be available.
A 5 mile night trail in Litlington with Halloween fancy dress, GPX navigation and a tail runner, featuring a themed finisher medal and a post run dessert prize.
November 2027
Trail run from Plumpton Racecourse across the South Downs with three route distances, hill climbs, coastal views, chip timing and finisher medal.
December 2027
A guided 12.5 mile trail run around Box Hill that gains about 1000 metres of elevation across woodland, heathland and open fields. Group pace with technical climbs and scrambling and a chance of an alcohol free beer at the finish.
A guided 30 mile trail run from Haslemere that follows sections of the Serpent Trail and Sussex Border Path, aimed at runners attempting an ultra for the first time. Group pace, varied terrain, cost £55.
A fully signed 50 km trail ultra in the Surrey Hills on 5 December 2027, with checkpoints, SportIdent timing and a 10 hour cutoff.
July 2028
A 200 mile continuous trail across the South Downs National Park with a 100 hour cutoff, marked route, 16 aid stations, sleep stations and UTMB Index status.