Trail Running calendar near Sevenoaks 2025-2026

The Haughley Festival of Running is an annual event held at the exclusive Haughley Park in Suffolk, offering a range of race distances including 5k, 10k, Half Marathon, Full Marathon, and Ultra Marathon. Now in its fourth year, the festival provides an intimate and self-contained setting with exclus..

The Windsor 50 Ultra Challenge is a premier UK trail running and trekking event held at Windsor Racecourse. Participants can choose from 50 km, 25 km, or 10 km looped routes that showcase scenic views of Windsor Castle, the Great Park, Runnymede, and the Thames Path. The 50 km course features two di..

The Spring Trail Series by Ultra X is a trail running event held at the Cowdray Estate in Surrey, within the scenic South Downs National Park. The series features five race distances: 12km, 25km, 50km, 50 miler, and 110km, all set along the picturesque Serpent Trail that traverses greensand hills, r..

The Chiltern Ridge Classic 50K is an iconic ultra marathon held in the Chiltern Hills, UK, featuring a challenging 51 km trail run with 996m of elevation gain. The race starts at historic Berkhamsted Castle and finishes at Hampden Meadow in Wendover, traversing scenic ridgeline trails including Ashr..

The Thames Ring 250 is a challenging 250-mile (approximately 256 miles) trail ultramarathon starting and finishing in Streatley-on-Thames, UK. The race follows an anti-clockwise loop along the Thames, the Grand Union Canal, and the Oxford Canal, primarily on flat canal and riverside paths. Despite t..

The Ale Trail is a 15-mile fun run held in Alfriston, East Sussex, starting from the beer garden of Ye Olde Smugglers Inne. The event features a scenic course with two checkpoint pubs—the Hampden Arms and The Ram Inn—where runners can enjoy a beer and snacks before continuing. Participants are encou..

The Other Run, organized by Zig Zag Running, takes place at the Suffolk Running Centre in Bury St Edmunds, coinciding with the London Marathon day. It offers multiple distance options: 5k, 10k, half marathon, and full marathon. The marathon follows the officially measured, scenic, and mildly undulat..

The Drop - Winchester is a unique and challenging race held in Winchester, UK, offering participants a choice between 10-mile and 15-mile distances, either solo or in teams. Inspired by military-style navigation, the event requires runners to find their way back to the event center from an undisclos..

The Centurion Thames Path 100 is a 100-mile point-to-point trail race held annually in England, running from Richmond in South West London to Oxford city center, finishing on the grounds of Oxford University. The course follows the scenic Thames Path mostly on flat, fast, and well-groomed trails and..

The Isle of Wight Ultra Challenge is a premier endurance event held on the stunning Isle of Wight, featuring a variety of distances including 106km, 53km, 25km, and a 10-mile option. Participants walk, jog, or run along the island’s spectacular southern coastal path, passing iconic landmarks like th..

The Greensand Way Ultra Run is a 30-mile guided trail running event starting and finishing at West Hanger near Guildford, UK. The route combines scenic sections of the North Downs Way and the Greensand Way, featuring notable landmarks such as Box Hill, Leith Hill—the highest point in Southeast Engla..

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..

The Three Forts Challenge is a renowned trail running event held in West Sussex, starting and finishing at Lancing Manor Leisure Centre. It offers three race options: a full marathon (27.2 miles), a half marathon, and a 5-mile trail run. The courses feature demanding terrain with steep climbs, stile..

The Box Hill Vertical KM is a challenging guided trail run located in Box Hill, Dorking, Surrey. Covering approximately 12.5 miles with around 1000 meters of elevation gain, the route explores hilly woodland, heathland, and open fields, featuring technical climbs that may require scrambling. Designe..

The Harewood Forest Trail Race is a spring running event held in the scenic Harewood Forest, located in the heart of the Test Valley near Andover, Hampshire. The race offers challenging yet beautiful undulating trail routes through the forest, providing a rewarding experience for trail runners. Part..

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 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 Run to the Sea Brighton Ultramarathon is a scenic 50km point-to-point race from Christs Hospital School in Horsham to Hove Lawns on the Brighton seafront. The course features diverse terrain, including trails, rolling downs, and a coastal promenade, offering stunning views throughout. Suitable f..

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 Zig Zag Marathon and Half Marathon take place at the Suffolk Running Centre in Bury St Edmunds, UK. The marathon follows the officially measured, scenic Kirtling Route, which is fully on road and mildly undulating, while the half marathon uses the Windmill Route, both featuring quiet roads. The..