Trail Running calendar near Haywards Heath 2025-2026

Box Hill Vertical KM is a guided trail run held around Box Hill near Dorking, Surrey. The course covers about 12.5 miles with around 1000m of elevation, designed to rack up significant height in a compact distance. It traverses woodland, heathland and open fields, with hills that are technical enoug..

Rapid Relays is a dynamic running event held at the scenic Culden Faw Estate in Fawley, near Henley on Thames, Oxfordshire. The race features a woodland trail course on estate tracks with gently undulating terrain, including a notable climb before 3 kilometers followed by a long downhill stretch bac..

Three Forts Challenge is a trail-running event based at Lancing Manor Leisure Centre in West Sussex. It offers three races: a Full Marathon (27.2 miles) starting and finishing at Lancing Manor, with steep climbs, stiles and rough tracks, passing Chanctonbury Ring and Cissbury Ring for panoramic coun..

BigWayRound - Winchester is an award-winning, Gold-rated trail running event held at Winchester Rugby Club. The event offers four distances: 14 miles, 19 miles, a marathon, and a 50K ultramarathon, catering to both new and experienced trail runners. The course features stunning views and traverses i..

The Harewood Forest Trail Race is staged in Harewood Forest in the heart of the Test Valley, near Andover, Hampshire. Runners can choose between 5k and 10k trail routes on undulating forest tracks, offering a challenging yet scenic course. Described as a spring race set in a beautiful woodland setti..

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 6-mile walk featuring a river boat crossing. The event is l..

The Collingbourne Races, held at Crawlboys Farm in Ludgershall, offer a scenic off-road running experience through the beautiful Collingbourne woods. Featuring a half marathon and a 10km race, the course includes bridle paths, woodland tracks, and single-track trails, making it suitable for runners..

Run to the Sea Brighton is a 50 km point-to-point ultramarathon from Christ's Hospital School in Horsham to Hove Lawns on the Brighton seafront. The multi-terrain course features trails, rolling downs and a coastal promenade, offering scenic views and a reputation for superb organisation and a frien..

The Chiltern Hills 100K is a 100-kilometer ultra marathon held in the Chiltern Hills, Buckinghamshire, UK. The race features an anticlockwise loop starting and finishing in Chesham, passing iconic landmarks such as Ashridge Estate, Coombe Hill, Whiteleaf Hill, Bledlow Ridge, and Great Hampden. With..

The Halstead & Essex Marathon, established in 1995, is an annual running event held in North Essex, starting at Halstead Leisure Centre. Celebrating its 30th year in 2026, the marathon features a scenic course on low-traffic roads through rolling hills, woods, and farmlands, offering a picturesque a..

The Oliver Fisher 10k & 5k is an annual running event held at Milton Creek Country Park in Sittingbourne, Kent. Featuring off-road stone trail courses, the race offers 10k and 5k distances along with a junior run, making it suitable for runners of all ages and abilities. The scenic route showcases t..

North Downs Way 50 is Centurion Running’s 50‑mile point‑to‑point ultramarathon along the North Downs Way National Trail, from Farnham in Surrey to Knockholt Pound. The route covers about 50 miles with 5,600 feet of elevation gain and is marked along the NDW, with six aid stations, medical support, a..

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 greenery. Suitable for runners of all levels, the event fosters a f..

South Downs 50k is a 50-kilometre point-to-point trail race from Falmer (University of Brighton) to Eastbourne, largely following the South Downs Way through the South Downs National Park. The route features runnable trails with grass, farm tracks and forest sections, totaling roughly 3,600 feet of..

Farmmageddon is an endurance running event held at Hyde Hall Farm, Buntingford, SG9 0RU. Returning for its second year, the event features a challenging 100-mile race completed over 32 hours across two days. The course consists of a 5.3 km loop combining trail, grassland, and some tarmac paths, suit..

London 2 Brighton Ultra Challenge is Ultra Challenge’s flagship Capital-to-Coast trek from Richmond to Brighton. On 23-24 May 2026, it offers a full 100km route with ~1500 m of ascent, plus shorter options of about 50km and 25km, including a Brighton 25km loop. The course traverses Surrey and Sussex..

The Fox is a RunThrough Trails event set in the Surrey countryside, offering three trail distances: 20k, 41k and 62k. Runners start at different venues—Merrist Wood College in Worplesdon (20k), West Clandon Village Hall (41k), and Burys Field in Godalming (62k)—before all finish back at Burys Field...

Seven Sisters Half Marathon is a scenic, single-loop trail race through the South Downs National Park, starting and finishing at Helen Garden in Eastbourne. Runners follow the South Downs Way from Eastbourne to Friston Forest, traverse woodland trails, pass the Seven Sisters, and return over Beachy..

Grand Union Canal Race (GUCR) is a 145-mile non-stop ultramarathon along the Grand Union Canal Towpath from Gas Street Basin, Birmingham to Little Venice, London. Dubbed “The Long Run” and regarded by many as Britain’s premier ultra, the race follows a way-marked, flat towpath through urban and rura..

The Ridgeway Challenge is an 86-mile (139km) trail race along The Ridgeway National Trail, from Ivinghoe Beacon in Hertfordshire to Avebury Stones in Wiltshire. Run by Runaway Racing, it’s a historic journey along a route used for more than 5,000 years. The course is marked with permanent Ridgeway s..