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Trail Running Calendar near Haywards Heath 2026-2027

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Explore the top trail runs near Haywards Heath for 2026-2027! We've gathered 146 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

April 2027
A two-day running festival in Brighton and Hove featuring the Brighton Miles, a 10K and the marathon, with up to 20,000 participants and a digital Participant Guide.
A single loop 50 km trail race from Arundel through the South Downs with about 3,200 ft ascent, four aid stations, UTMB Index status and 2 ITRA points.
Trail races at Stanmer Park on 3 April 2027 with three distances across the South Downs Way, mixed terrain, outposts, timing and limited dog spaces.
A 42.2 km trail-to-road marathon from Stanmer Park across the South Downs, including Ditchling Beacon and a final 6 km into the Brighton Marathon finish on Hove Lawns.
A 50 mile foot race along the South Downs Way from Worthing to Eastbourne with 5700 ft of climb, marked route, seven aid stations and full medical cover.
Four Centurion 50 mile races from 10 April to 13 November 2027 forming the 50 Mile Grand Slam, with entries open and a minimum age of 20.
Trail races at Cowdray Estate include 3 km kids, 5 km, 10 km and 10 mile options plus dog friendly canicross and a scored 10 km series.
A trail weekend at Cowdray Estate, West Sussex offering five distances from 12 km to 110 km, low technical difficulty, an event village with expo, and optional camping and race support.
Timed laps at Tilgate Park on 24 April 2027 offering distances from 5 km to ultra with medal and no medal entry options.
Trail runs of 10 km and 10 miles through Angmering Park Estate bluebell woods and South Downs, with a new finish at The Worlds End and on-course support.
May 2027
Four separate 100 mile races between May and October 2027 on the Thames Path, South Downs Way, North Downs Way and Autumn 100.
Three towns host races across a Bank Holiday weekend in 2027, with combined results forming the Mid Sussex Marathon. Distances include 10 mile, 10k, a chip timed mile and a family fun run, plus virtual and combo marathon options.
Guided 30 mile trail run near Guildford on 1 May 2027 following the North Downs Way and Greensand Way, including climbs such as Leith Hill.
Three Forts Challenge is a Sussex trail running event across the South Downs from Lancing Manor Leisure Centre. It offers a full marathon, half marathon and a 5 mile run, and directs event profits to Ferring Country Centre and local charities.
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 ten hour, ten lap endurance challenge at Denbies Wine Estate with roughly 3, 4 or 5 mile loops and graded medals and shirts based on the shortest loop completed.
A two day self supported navigation challenge for teams of two through the Surrey Hills with basic farm camping and virtual controls.
A point-to-point 50 km ultramarathon from Horsham to Brighton seafront on 8 May 2027, with mixed trails, four feed stations, full course signing and individual or two-person relay entry options.
An inflatable obstacle course event in Guildford on 8 May 2027 offering 2.5k to 15k lap distances, music zones, finisher medals and family friendly entries.
Brighton Backyard Ultra at Stanmer Park is an hourly 4.167 mile loop repeated until one runner remains, with entries including a medal, winner trophy, rest pitch, water and snacks.
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