Trail Running calendar near Isle of Wight 2025-2026

We have found 265 Trailruns within 80 miles of Isle of Wight. See below where and when you can find the races.

The Alf Shrubb Memorial 10k and 5k is a running event held in Slinfold, honoring local hero Alf Shrubb, a renowned runner born in the village. Scheduled for September 14, 2025, the event features a scenic route through the beautiful West Sussex countryside, with chip-timed races for adults and child..

The Conquest of Avalon is a popular running event organized by Albion Running, featuring two race distances: a 30-mile and a 50-mile route. Both courses follow the historic Leland Trail, culminating in Glastonbury, known for its Arthurian legend and the iconic Glastonbury Tor. The race is characteri..

The Guided Half Marathon - Winchester will take place in Winchester on Saturday 20 September 2025. You can run 13 miles.

The Centurion Chiltern Wonderland 50 is a challenging 50-mile ultramarathon set in the scenic Chiltern Hills, featuring a single-loop course that includes 5,600 feet of elevation gain. Runners will traverse picturesque villages and historic sites, with the route primarily consisting of trails. The e..

The Yard Trail Races, hosted at Chilton Manor Farm in Hampshire, offers participants two scenic routes: a 10k and a 10-mile trail run. Both routes begin and end on a historic avenue lined with 800-year-old Yew trees, providing stunning views. Runners are welcomed at the finish line by friendly marsh..

BigSky Trails (AIR) is the final event in the Classic Element Trail Series, organized by BigFeat Events. Set in the picturesque New Forest National Park, this trail running event offers participants the choice of an 18-mile route or a marathon distance. Runners will experience stunning views and div..

The Silent Pool 10km is a guided trail running event that takes place in the picturesque setting of Silent Pool, near Guildford. This unique run is designed for both novice and experienced runners, offering a chance to explore beautiful trails, including sections of the North Downs Way and the sceni..

The Maverick Original Mendips 2025 is a thrilling trail running event set in the picturesque Mendips Hills. Participants can choose from three routes: Long (22 km), Middle (13 km), and Short (7 km), each offering stunning views and diverse terrain, including climbs to Black Down heathland and Chedda..

The Dark Downs 50k is an exciting night running event held on the scenic South Downs, featuring both a 50k race and a Half Marathon. Participants will experience the unique atmosphere of running at dusk and into the night, with the rolling hills and runnable trails providing an ideal setting. The ev..

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The Fortitude Ultra - Denbies is an endurance running event held at the picturesque Denbies Wine Estate in Dorking, Surrey. Participants face the challenge of completing 10 laps of varying distances (approximately 3, 4, or 5 miles) within a 10-hour timeframe. Runners can adjust their chosen distance..

The Chiltern 50 Ultra Challenge is a premier endurance event set in the picturesque Chiltern Hills, offering participants the choice of 50 km, 25 km, or a 10 km loop. This challenge caters to all experience levels, allowing individuals to walk, jog, or run at their own pace. The event features a bas..

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The North Downs Way Ultra Run is a 30-mile trail event that showcases the stunning landscapes of the North Downs Way, starting and finishing at St Martha's Hill in Guildford, Surrey. This run is designed for both seasoned and first-time ultra runners, offering a guided experience through picturesque..

The Eridge Park 10 Trail Challenge is a celebrated running event returning in 2025 for its 25th anniversary. This challenging 10-mile trail race, known for its stunning scenery and muddy paths, takes place in Eridge Green, Kent. Participants can expect steep climbs and a friendly atmosphere, making..

Race on the Chase is a popular trail running event taking place at Salisbury Racecourse, known for its scenic routes and friendly atmosphere. Scheduled for September 28, 2025, this event features three race distances: a marathon, half marathon, and 10K, all set in a picturesque landscape rich in his..

The Richmond Park Half Marathon is a scenic trail run covering a half marathon distance entirely within Richmond Park. The event begins at Sheen Gate, where participants will navigate through picturesque routes, including views of lakes and wildlife. Runners will traverse various park gates, includi..

October 2025

The London Epping Forest 50 Km will take place in London on Saturday 4 October 2025. You can run 50 kilometers.

The Guided 50k Ultramarathon in New Alresford, Hampshire, offers participants a scenic running experience through beautiful trails, including sections of the Watercress Way and Oxdrove Way. This event is designed for those who have completed at least a 20-mile run in the past year and will be conduc..

The Guided 15 Mile Run in New Alresford, Hampshire, offers a scenic experience for runners looking to tackle the first loop of a 50k event. Participants can enjoy the beautiful trails of the Watercress Way and Oxdrove Way, starting and finishing in the charming market town of Alresford. This relaxed..

Run to the Sea Bournemouth is a scenic 50k ultramarathon that offers a flat and well-organized course, making it suitable for both novice and experienced runners. The race takes participants from Moors Valley Country Park to Hengistbury Head, following the picturesque Castleman Trailway and stunning..

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The Dovedale Dash is a renowned cross-country race covering 4 3/4 miles, attracting between 1,200 to 1,400 participants of all skill levels. Set in the scenic area around Thorpe near Ashbourne in the Derbyshire Peak District, the course primarily traverses fields and paths along the valleys of the r..