Trail Running calendar near Maidenhead 2025-2026

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 A Coventry Way Challenge is a 40-mile running or walking event set in the scenic countryside around Coventry, starting and finishing at the Heart of England Social Club in Meriden. Open to individuals aged 18 and over, participants can take part solo or in relay teams. The course features five c..

The Centurion Thames Path 100 is a 100-mile continuous trail race held annually, with the 15th edition scheduled for May 2026. The point-to-point course runs from Richmond in South West London to Oxford city center, finishing on the grounds of Oxford University. The route follows the scenic Thames P..

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..

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..

Tempo Trail Races 2026 is a weekend trail running event held in the scenic Cotswolds, based at Ilmington Sports & Social Club near Shipston On Stour. The event offers a variety of race distances to suit different levels, including a 100K Ultra, a new 50K Ultra, a Marathon, a Half Marathon, and a 10K..

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 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 Rabbit Trail Festival is a multi-distance trail running event held at the scenic Deene Park Estate near Corby. Scheduled for May 2026, it offers three main challenges: the Trail Mix Challenge (25k), featuring five different 5km loops run hourly over five hours; the Headlight Hop (10k), an ea..

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..

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..

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..

Shires and Spires is a renowned multi-terrain running event held in Northamptonshire, UK, starting and finishing at Naseby Village Hall. The race offers five distances: 10K (road), half marathon, three-quarter marathon, marathon, and a challenging 35-mile ultra marathon. The course features a scenic..

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 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..