Trail Running calendar near Maidstone 2025-2026

We have found 276 Trailruns within 80 miles of Maidstone. See below where and when you can find the races.

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 miles, and 110km, all starting and finishing at the same accessible location near Cowdray Farm..

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

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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..

May 2026

The Centurion Thames Path 100 is a 100-mile marked point-to-point trail race from Richmond in London to Oxford University grounds. The course follows the scenic Thames Path, mostly flat and fast, with 75% trail and 25% paved surfaces, showcasing beautiful English riverside landscapes. Runners face a..

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 Goring Gap Trails will take place in Mapledurham from Saturday 9 May 2026 to Sunday 10 May 2026. You can run between 33 and 50 miles.

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The Run to the Sea Brighton Ultramarathon is a scenic 50km point-to-point race from Horsham to Brighton seafront, featuring a mix of trails and rolling downs. Known for its stunning views and well-organized setup, it caters to both beginners and experienced ultramarathoners. The course is fully sign..

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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..

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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..

The Halstead & Essex Marathon, held annually in North Essex, celebrates its 30th year in 2026. Established in 1995, the event is hosted by Halstead Road Runners and attracts runners from across the UK. The marathon course features scenic, low-traffic roads through rolling hills, woods, and farmlands..

The Five Rivers Ultra is a scenic ultra-endurance running event held along the wild North Essex and South Suffolk coastline, finishing in Harwich, Suffolk. It offers three distance options: 100 miles, 50 miles, and 50 km, all featuring generous cut-off times. The point-to-point course traverses beau..

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The Centurion North Downs Way 50® is a challenging 50-mile point-to-point ultramarathon held annually along the North Downs Way National Trail in England. Starting in Farnham, Surrey, and finishing at Knockholt Pound near Greater London, the course features approximately 5,600 feet of elevation gain..

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..

The South Downs 50k is a point-to-point trail race held in the South Downs National Park, running from Falmer to Eastbourne along the scenic South Downs Way. Covering 50 kilometers with over 3,500 feet of elevation gain and descent, the course features mostly runnable grass trails, farm tracks, and..

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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..