Trail Running calendar near Maidenhead 2024-2025

We have found 331 Trailruns within 80 miles of Maidenhead. See below where and when you can find the races.

The Silent Pool 10km is a guided trail running event set in the picturesque surroundings of Silent Pool, near Guildford, UK. Participants can enjoy a scenic route that includes sections of the North Downs Way and the beautiful Netley Heath forest, as well as the charming village of Shere, known for ..

The Chiltern 50 Ultra Challenge is an exciting endurance event set in the picturesque Chiltern countryside, featuring a variety of routes including 50 km, 25 km, and 10 km options. Participants can walk, jog, or run while enjoying scenic trails, rolling hills, and nature reserves. The event takes pl..

The Dark Downs 50K is a unique night running event set in the picturesque South Downs, starting and finishing at Plumpton Racecourse. This 50km loop offers participants the chance to experience the camaraderie and challenge of running after dark, with the added benefit of cooler temperatures. The co..

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 guided run is designed for both seasoned and first-time ultra runners, providing an opportunity to explore beaut..

October 2025

The Run to the Sea Bournemouth is a 50k ultramarathon that offers a scenic and flat point-to-point course from Moors Valley Country Park to Hengistbury Head. This event is designed for both novice and experienced runners, featuring a variety of terrains including forest trails and coastal paths. Par..

UTMB Index

The London Epping Forest 50 Km is an exciting ultra-running event taking place in Epping Forest, London. Organized by Camino, this is the fifth edition of the race, designed for both seasoned ultra-runners and first-timers. Participants will navigate through the scenic green spaces of East London an..

The London Ecotrail 25 Km is an exciting trail running event set in the scenic Epping Forest. Scheduled for October 4, 2025, this race offers participants a unique opportunity to experience the beauty of nature while challenging themselves on a 25 km course. The event is designed for both seasoned r..

The Dovedale Dash is a renowned cross-country race covering 4 3/4 miles, attracting 1,200 to 1,400 participants of all skill levels. Set in the scenic Derbyshire Peak District near Thorpe and Dovedale, the course features fields, paths, and open ground, including a thrilling river crossing at the fa..

The Black Bull 15 Charity Trail Runs is an annual event featuring two trail running options: a 15-mile run and a 15km jog/walk. Scheduled for October 5, 2025, this event supports a chosen charity, with a portion of entry fees donated. Participants can enjoy a scenic route through diverse terrains, m..

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..

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 Wiltshire Downs. The event features routes that start and finish in Tilshead, fol..

The Kent Downs 50 Ultra Challenge is an exciting endurance event set in the picturesque 'Garden of England' near Maidstone. Participants can choose from three distances: 50 km, 25 km, or 10 km, all featuring looped routes that showcase the stunning Kent Downs landscape. The event offers a supportive..

The North Chilterns 50K is an ultra marathon set in the picturesque countryside east of Luton, featuring scenic ridgeline trails and breathtaking views. Scheduled for October 12, 2025, the event will start and finish at the Putteridge Bury Estate, offering a challenging 50K course with a total eleva..

UTMB Index

The South Downs Way Ultra Run is a 30-mile trail event that showcases the stunning landscapes of the South Downs Way and its surroundings, including notable sites like Beacon Hill and Kingley Vale. This guided run is designed for both seasoned and first-time ultra runners, providing a supportive gro..

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

The Stort30 Ultra is a scenic 30-mile running event located on the border of Hertfordshire and Essex, following the picturesque River Stort and Lee navigation. This out-and-back course features 15 flat and fast miles, making it an ideal choice for both first-time ultra runners and those aiming for c..

The Pumpkin Plod is a unique running event taking place at Ferry Meadows, Nene Park, on October 26, 2025. Participants can choose between a 6-hour or 4-hour challenge, running as many laps as they can on a 5.3k multi-terrain course. This event caters to runners of all levels, from beginners aiming f..

The Thames Path Trail Run is an exciting running event set to take place in Windsor, featuring scenic routes along the picturesque Thames River. Participants can choose between two distances: a half marathon (21.0 km) and a medium distance (16.3 km). The event is designed for both seasoned runners a..

November 2025

The Druid's Challenge is a three-day ultra marathon event covering 134 kilometers (83 miles) along the historic Ridgeway in the UK. Participants will traverse beautiful hills and countryside, experiencing ancient landscapes and monuments. The event includes overnight accommodation, meals, and suppor..