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.

Bolt Round the Holt is a charity running event held at Alice Holt Forest, aimed at raising funds for GUTS, an organization focused on improving bowel cancer survival through early detection and treatment. The event features a scenic and undulating trail, offering participants the choice of a Half Ma..

The Thames Meander Autumn is a scenic riverside race series organized by Hermes Running, taking place along the picturesque Thames Path. Starting from the Petersham & Ham Sea Scouts HQ in Richmond, participants can choose from three distances: 10km, half marathon, and marathon. The routes are flat a..

The Ale Trail is a unique 15-mile fun run set to take place in Alfriston, featuring a scenic route that includes stops at local pubs. Participants will collect race numbers and enjoy refreshments at checkpoints, where they can redeem beer tokens for drinks and snacks. The event encourages camaraderi..

The Run the Wild Half Marathon - Autumn Edition is a scenic trail running event set in the beautiful Chiltern Hills. Participants will cover approximately 13 miles (21 km) over undulating terrain, guided by qualified Run Leaders. This event is designed for runners of all abilities, making it ideal f..

Barrows and Downs is an exciting Marathon and Half Marathon event set in the historic Salisbury Plain in Wiltshire. Participants will run among ancient barrows dating back to 3500 BC, enjoying breathtaking views of the surrounding Wiltshire Downs. The event features well-marked routes that start and..

The Marlow Donkey is a challenge event organized by the Thames Valley LDWA, offering participants the choice of two routes: 16 miles and 25 miles through the scenic Chiltern Hills. The event welcomes both walkers and runners, providing basic refreshments along the route and a simple meal at the fini..

The Frieth Hilly 5km and 10km runs are exciting mixed-terrain races set in the picturesque Chiltern Hills, located between Marlow and Henley-on-Thames. Participants can expect a challenging course that features winding woodland paths and scenic country roads, offering stunning views throughout the r..

The South Downs Way Ultra Run is a 30-mile trail event that showcases the stunning landscapes of the South Downs Way and its surrounding areas. Starting and finishing at Harting Down in West Sussex, participants will traverse scenic routes including Beacon Hill and Kingley Vale, known for its ancien..

The Maverick Jurassic Coast 2025 is an exciting trail running event set in the stunning Isle of Purbeck, featuring four different routes: Ultra (101 km), Long (54 km), Middle (24 km), and Short (12 km). Participants will experience breathtaking views along the iconic Jurassic Coast, including famous..

UTMB Index

The Centurion Autumn 100 is a challenging 100-mile continuous trail race set in the picturesque villages of Goring and Streatley along the River Thames. The course features a unique cross-shaped route consisting of four 25-mile out-and-back sections that utilize the Ridgeway and Thames Path National..

The Gatliff Marathon is an annual challenge event that offers participants the choice of walking, jogging, or running distances of 25km or 50km through the scenic countryside of Kent, Surrey, and Sussex. This event, organized by the COPSE Club, features different routes each year, with a focus on cr..

The Thames Trail Ultra is a challenging 47-mile point-to-point ultra marathon that runs along the scenic Thames River from Iffley in Oxfordshire to Henley-on-Thames. This popular event, previously known as the Thames Trot, features a diverse course that includes tarmac paths, muddy trails, and pictu..

The Beachy Head Marathon is one of the largest off-road marathons in the UK, renowned for its stunning and challenging course through the South Downs National Park. Formerly known as the Seven Sisters Marathon, it attracts runners, joggers, and walkers alike. The event features multiple distances, i..

The Thames Path Trail Run is an exciting running event set in Windsor, starting from the iconic Windsor Racecourse. Participants can choose between two scenic distances of 21km and 16km, both of which follow the picturesque Thames River, offering stunning views of the surrounding countryside. The ev..

The Plough and Harroween 5 Mile Night Trail Run is a unique running event scheduled for October 31, 2025. Participants are encouraged to don Halloween-themed fancy dress, with prizes for the best costumes and penalties for those who do not participate. The self-navigated course, primarily set in the..

November 2025

The Guided Run - Petersfield 10k will take place in Petersfield on Saturday 1 November 2025. You can run 10 kilometers.

The Wendover Woods Marathon, Half Marathon, and 10k is a scenic running event set in the picturesque Wendover Woods, Buckinghamshire. Participants can choose from multiple race distances, including a marathon, half marathon, 10k, and a junior run, all featuring a challenging multi-terrain course wit..

The Dorset Hillfort Ultra is a scenic 38-mile running event set in the picturesque West Dorset, featuring a challenging course with approximately 1,300 meters of ascent. Participants will traverse from one ancient hillfort to another, enjoying stunning views of Lyme Bay and the Jurassic Coast. The r..

The South Downs Trail Run is an exciting running event set in the picturesque South Downs National Park, starting from Goodwood. Participants can choose from three distances: 21km, 19km, and 12km, catering to various skill levels. The route features a mix of forest tracks, bridleways, and scenic tra..

Big Night Out Winchester is an exciting night-time trail running event set in the scenic surroundings of Winchester, Hampshire. Participants can choose between a 22km or 12km course, both illuminated by headtorches as they navigate the trails and pathways. The event features a fully marked route wit..