Haywards Heath
Trail Running Calendar near Haywards Heath 2026-2027
Explore the top trail runs near Haywards Heath for 2026-2027! We've gathered 143 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
August 2026
London Backyard Ultra at Frylands Wood Scout Outdoor Centre has runners complete a four mile loop each hour until one remains, with medals, showers and refreshments.
Permanent 7 km mud and obstacle assault course near Dorking, Surrey with over 100 obstacles and options for one, two or limitless laps for solo runners and groups.
Full and half marathon around Woldingham on a 13.1 mile loop with wooded trails, open ridge sections and two-lap full marathon option.
A chip-timed 10 km trail race through Shoreham Woods on 30 August 2026, with scenic but challenging sections and entry donations to the woods.
September 2026
A multi-distance trek and trail event along the South Downs Way from Eastbourne to Arundel with scenic sections including Beachy Head and the Seven Sisters. Distances of 100 km, 50 km and 25 km are supported with rest stops, medical teams, camping an..
Half marathon and 10k at Wimbledon Common on 6 September 2026, with marked trails, marshals and a 3.5 hour cutoff. An event village offers food, drink and finish line goodies and the event supports the Beder charity.
A scenic 10K through the private grounds of Loseley Park in Surrey on 6 September 2026, with timed results, finisher medals and official photography.
Trail half marathon and 10 km at Lullingstone Country Park on 6 Sep 2026 with two loops, water station, marshals and a finisher medal.
Guided 10 km trail run around Silent Pool near Guildford, following parts of the North Downs Way and Netley Heath forest. Sessions run at dusk or at night with headtorches in a led group and a recommended pace of about 10 min per mile.
A bi-annual trail race around Bewl Water in Kent offering 10 km, half marathon, marathon and 50 km ultra on wooded trails and quiet lanes.
Trail running in the Surrey Hills with 10k, 21k and 42k routes on chip timed, well marked courses, aid stations and finisher medals. Starts and finishes at Shere Recreation Ground with free parking and an event village.
A guided loop trail run around Lewes of about 18 miles with over 2600 ft of ascent, passing Mount Caburn, Firle Beacon and Kingston Ridge.
A map and compass adventure in the South Downs combining running, mountain biking and kayaking with solo and team options and flexible score-format courses.
A wine-themed running event at Denbies Wine Estate near Dorking offering a half marathon and 10 km through vineyards with wine stops, food and live entertainment.
On 13 September 2026 the Alf Shrubb Memorial returns to Slinfold with chip timed 10k and 5k trail races plus children’s races. The event finishes at Slinfold Cricket Club, supports local causes and awards a replica Alf Shrubb medal to finishers.
A charity trail event around Ashtead Common offering a 10 km race and a 2 km kids run on rough, undulating ground with an emphasis on low impact travel.
A 10 km run on 13 September 2026 through the private parkland and tree-lined avenues of Chevening Estate in Sevenoaks, part of the British Landmark Series.
Trail event at the Cricket Green offering 1k, 5k and 10k distances with chip timing, medals, onsite music and food, raising funds for local charities.
A 12 km team navigation endurance challenge along the Seven Sisters and South Downs Way with load bearing and non load bearing categories.