Trail Running calendar near Isle of Wight 2024-2025

We have found 248 Trailruns within 80 miles of Isle of Wight. See below where and when you can find the races.

The Denbies Marathon & Half Marathon, organized by Phoenix Running, will take place on June 21-22, 2025, at the scenic Denbies Wine Estate in Dorking. This unique event offers participants up to 30 hours to complete their race, with flexible start times available from Saturday morning to late Sunday..

P24 - The Longest Attended Day is an endurance running event organized by Phoenix Running, taking place at Denbies Wine Estate in Dorking. Participants are challenged to run 1 mile on the hour, every hour, for 24 consecutive hours. The event features a flat, off-road trail and includes amenities suc..

The Midsummer Murder event offers a thrilling trail running experience in the picturesque Hambleden Valley, nestled between Henley on Thames and Marlow. Participants can choose between a challenging 10-mile course and a half marathon, with the latter measuring 14.3 miles. Both routes feature stunnin..

The Maverick X Series South Downs 2025 is an exciting trail running event set in the picturesque Queen Elizabeth Country Park. Participants can choose from four routes: Ultra (51 km), Long (42 km), Middle (21.5 km), and Short (9 km), catering to all skill levels. The event emphasizes a fun and suppo..

The Guided 10K Pub Run will take place in New Alresford on Sunday 29 June 2025. You can run 10 kilometers.

July 2025

The Devil's Punchbowl 10k is a guided trail running event set in the scenic Devil's Punchbowl, Surrey. This 10km run is designed for participants of all skill levels, offering a fun yet challenging experience along beautiful trails and hills. Runners can enjoy breathtaking views while being guided b..

The Serpent Trail is a scenic running event set in the stunning South Downs National Park, offering participants a choice of five distances: 100k, 75k, 50k, 20k, and 10k. Runners will traverse through unique habitats, including ancient woodlands and lowland heath, making it a remarkable experience f..

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The Chiltern Ridge Half Marathon is a challenging trail running event set along The Ridgeway National Trail in Buckinghamshire. Scheduled for July 6, 2025, this race covers a distance of 21.2 km with an elevation gain of 526 meters, starting and finishing in Wendover. Participants will navigate a sc..

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The Bewl 15 Mile & 5 Mile event, organized by Wadhurst Runners, takes place around the scenic Bewl Water in Sussex. Participants can choose between a challenging 15-mile or a 5-mile race, both offering stunning views and a community spirit. The event supports the KSS Air Ambulance Service, raising v..

St Martha's 10km is a guided trail running event set in the picturesque Surrey Hills, starting near Guildford. Participants will experience a scenic route that includes a climb up St Martha's Hill, offering stunning panoramic views, and a descent through the historic Pilgrims Way and Tillingbourne V..

Race to the Stones is the UK's largest ultramarathon, taking place along Britain’s oldest footpath, the Ridgeway. Participants can choose to complete a 100km route either non-stop or over two days, with options for 50km segments on each day. The event starts in Lewknor and finishes at the historic A..

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The North Downs 50 Ultra Challenge is an exciting endurance event taking place on July 12, 2025, in the scenic Surrey Hills, starting from Guildford basecamp. Participants can choose from three distances: a 50 km loop, a 25 km route, or a 10 km challenge, all featuring stunning views and diverse ter..

The Hughenden Manor 10K is a popular trail running event set in the scenic Hughenden Valley, near High Wycombe. This challenging race features a hilly 10K course that winds through beautiful woodland and rural trails, making it suitable for runners of all fitness levels. Participants can expect a we..

The Humanity Direct Chiltern Challenge is a one-day endurance running event set in the picturesque Chiltern Hills, offering distances of 10 km, 25 km, and 50 km. Participants can run for free by committing to raise funds for Humanity Direct, which supports life-changing medical operations for childr..

The Maverick X Series Chilterns 2025 is a trail running event set in the picturesque Stonor Park, featuring four distinct routes: Ultra (52 km), Long (42 km), Middle (22 km), and Short (12 km). Participants will navigate through the stunning Chilterns Area of Outstanding Natural Beauty, encountering..

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The Pewsey Vale Ultra is an exciting new running event featuring a challenging 125km loop through the picturesque Wiltshire countryside, following the Pewsey Vale Circular walk route. Set to take place at the Linkenholt Activity Center, participants will experience stunning views and a well-marked c..

The Hughenden Manor Half Marathon is a scenic trail running event set in the picturesque Hughenden Valley, featuring a challenging 21.1 km course that winds through the woodlands surrounding the National Trust's Hughenden Manor. Participants can expect a mix of hilly terrain and beautiful views, mak..

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The Greener Earth Trail Series at Pippingford Park features two eco-friendly trail races designed to provide an exhilarating running experience while minimizing environmental impact. Set in the picturesque Ashdown Forest, participants can choose between a 10-mile or 5-mile course, with the second ra..

Stately Trails: Aske is a running event set in the picturesque grounds of Aske Hall, a Georgian country house located near Richmond, North Yorkshire. Participants can choose between a 5km or 10km race, both of which traverse beautiful trails through the estate's exclusive parkland, featuring gentle ..

The Kennet & Avon Canal 145 Mile Race (KACR) is a non-stop ultra-running event taking place from Little Venice, London, to Bristol. Scheduled for July 25, 2025, this race covers a scenic route along canals, rivers, and railway paths, including the notable Caen Hill flight of locks. Participants, age..