Trail Running calendar near Winchester 2024-2025

We have found 285 Trailruns within 80 miles of Winchester. See below where and when you can find the races.

The Bath Beat is a scenic walking and running event held annually in April on the outskirts of Bath, offering distances of 12.5, 17, 21, and 26.5 miles. Participants traverse beautiful countryside, including woods, hills, and river valleys, with routes featuring historical landmarks and picturesque ..

The Chiltern Hills 100K is an ultra marathon scheduled for April 26, 2025, featuring a scenic route through the picturesque Chiltern Hills. Starting and finishing in Chesham, the race covers 100 kilometers in an anticlockwise loop, showcasing notable landmarks such as Ashridge Estate, Ivinghoe Beaco..

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The Brighton to London 100k Ultramarathon is a challenging trail race that takes participants from Kemptown, Brighton to Kingston-upon-Thames/Teddington in London. Scheduled for April 26, 2025, this event features a scenic route of 101.7 km, primarily on trails, including the South Downs Way and Sus..

The Magna Carta Spring event, scheduled for April 26, 2025, is a scenic running event held in Runnymede, near the historic site where the Magna Carta was signed in 1215. Participants can choose from a marathon, half marathon, or 10K race, all starting at the Wraysbury Skiff & Punting Club along the ..

The Angmering Bluebell Trail Run, scheduled for April 27, 2025, is a celebrated annual event held at the Angmering Park Estate in West Sussex. Now in its 21st year, participants can choose between a 10-mile or a 10km trail run, both set against the stunning backdrop of blooming bluebells. The course..

The Rathfinny Run is a unique running event set in the picturesque Rathfinny Wine Estate, known for its commitment to environmental sustainability. Scheduled for April 27, 2025, this carbon-neutral race features two distances: a 10.7km single loop and a half marathon, both traversing hilly trails am..

The Surrey Hills Half Marathon is a scenic trail running event that takes participants through the stunning landscapes of the Surrey Hills, starting and finishing in Guildford. Covering a distance of 13 miles, the route features highlights such as St Martha's Church, the village of Shere, and breath..

May 2025

The Portland Pig Backyard Ultra is an exciting ultramarathon event that challenges participants to run 6,706 meters (4.167 miles) every hour until only one runner remains. Set against a scenic backdrop, the course features diverse terrains and unique landmarks, including prisons, Olympic rings, and ..

The Centurion Thames Path 100 is a prestigious 100-mile trail race that takes place along the scenic Thames Path, stretching from Richmond in London to Oxford. This event, held annually, features a flat and fast course with a total elevation gain of 1,900 feet. Participants have a 30-hour time limit..

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The Isle of Wight Ultra Challenge, taking place on May 3-4, 2025, offers participants a stunning coastal path experience with various distance options including 106 km, 53 km, 50 km, 25 km, and a 10-mile challenge. Up to 2,000 adventurers can choose to walk, jog, or run, starting from Chale Basecamp..

The Mid Sussex Marathon Weekend is a popular running event returning for its 14th year in 2025, featuring a variety of races over a Bank Holiday weekend. Participants can choose from a 10K, 10 Mile, or a full marathon, with races taking place in East Grinstead, Haywards Heath, and Burgess Hill. The ..

The Mapledurham Backyard Ultra is a thrilling last-man-standing running event set to take place on May 3, 2025, at Mapledurham House in Reading. This ultra marathon features a 4.167-mile loop through scenic Chazey Woods, where participants run on the hour, every hour, until only one runner remains. ..

The Three Forts Challenge is a renowned running event held annually in Worthing, featuring three race options: a full marathon, a half marathon, and a 5-mile trail run. Starting and finishing at Lancing Manor Leisure Centre, the marathon covers a challenging 27.2-mile course with steep climbs and sc..

The Marlborough Downs Challenge is an exciting trail running event featuring two distances: a 33-mile race and a 20-mile race, both set in the stunning Wiltshire countryside. Participants will navigate scenic routes that include the Wansdyke Path, Tan Hill Way, and the White Horse Trail, with signif..

The BigWayRound - Winchester Trails Festival is an exciting running event set in the historic city of Winchester, England. Participants can choose from various distances, including a 14-mile, 19-mile, marathon, and a 50k ultramarathon, with entry fees ranging from £36 to £54. The course features sce..

The Ridgeway 40 Walk is a challenging 40-mile linear walking event taking place from Avebury Sports and Social Club to Morrell Room in Streatley. Scheduled for May 10, 2025, participants will traverse the ancient Ridgeway track through the scenic chalk downlands of Wiltshire, Oxfordshire, and Berksh..

The Run to the Sea Brighton is a 50km ultramarathon that offers a scenic and diverse multi-terrain route from Horsham to the Brighton seafront. This event is designed for both beginners and experienced ultramarathoners, featuring beautiful trails and rolling downs. Participants can expect a well-org..

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The Westcountry Ultra Flat 50 Miler is a scenic ultramarathon set in Somerset, featuring a predominantly flat course with a total elevation gain of 2,128 feet. The race begins in Taunton and includes a picturesque 15-mile stretch along a canal path, followed by routes through charming villages and s..

The Westcountry Ultra 100 Miler is a challenging ultramarathon event set in the scenic landscapes of Somerset, England. Participants tackle a grueling 100-mile course that combines the routes of two 50-mile races, featuring both flat and hilly terrains. The event includes well-stocked aid stations a..

The Collingbourne Races feature a half marathon and a 10km run, both set in the picturesque Collingbourne woods in Ludgershall. This off-road event offers a mix of bridle tracks, woodland paths, and single track running, making it suitable for all levels of runners. Participants can expect ample par..