Trail Running calendar near Windsor 2025-2026

The Herts Hobble is a scenic running event taking place in North West Hertfordshire, offering participants the choice of two circular routes: 26 miles or 18 miles. The event features undulating terrain, including grassland, fields, and woodlands, providing stunning views of the countryside. It is or..

The Robertsbridge Midsummer 10K & 5K is a vibrant community running event set to take place in 2025. Organized by the Robertsbridge Bonfire Society, this race features a scenic multi-terrain course suitable for runners of all abilities, making it an excellent choice for both beginners and seasoned a..

The John Clarke Memorial Race will take place in London on Friday 20 June 2025.

The Longbridge 100 Backyard Ultra is an inaugural running event designed for both seasoned and novice runners. This last-man/woman-standing race requires participants to complete a 4.167-mile loop every hour until only one runner remains. The event promises excitement and camaraderie, with support f..

The Centaur 100 Mile Ultra, organized by Phoenix Running, is a unique endurance event designed for both seasoned ultra-runners and first-time participants. Set in a scenic wine estate, the race features a flat, single-mile loop, allowing runners to complete the distance within a generous 30-hour tim..

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

The Three Shires Way Ultra & Marathon is a challenging running event set in the picturesque rural landscapes of Buckinghamshire, Bedfordshire, and Northamptonshire. Participants can choose between a 50-mile ultra and a marathon distance, both of which follow well-marked bridleways. The event is desi..

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..

Beyond London is an exciting trail and ultra running event that invites participants to explore the hidden trails of London. Offering two distances—25km and 55km—runners will experience a unique perspective of the city, traversing the Capital Ring footpath and encountering iconic landmarks like Elth..

The Cotswold Way Ultra Challenge is a premier endurance event taking place on June 21-22, 2025, in the picturesque Cotswolds. Participants can choose from various distances, including 100 km, 75 km, 50 km, 25 km, and a 10 km option, catering to all experience levels. The challenge begins and ends at..

Race to the King is an exciting ultramarathon event taking place along the scenic South Downs Way and Monarch’s Way. Participants can choose from three unique challenges: the Coastal 50k, the Castle 50k, or the full 100k, which combines both loops. The event is designed to accommodate runners of all..

The Oxford Greenbelt 10km is a scenic running event set in the beautiful Oxfordshire countryside, scheduled for June 21, 2025. This race is part of a larger event that includes a 3km and a 1km run, catering to participants of various ages and abilities. The 10km course features a predominantly off-r..

The Woodland Trail is a running and walking event organized by DENS, offering participants the choice of 5 or 10-mile routes through scenic woodland and nature. Set in Berkhamsted, the event aims to raise funds to support local individuals facing homelessness and poverty. Participants can enjoy well..

The Greystones 10K Trail Run, organized by North Cotswolds Rotary in collaboration with Gloucestershire Wildlife Trust and Brio Retirement Living, takes place at Greystones Farm Nature Reserve in Bourton-on-the-Water. This scenic event features a mix of quiet country roads and undulating terrain, ma..

The Midsummer Murder event is a thrilling trail running challenge set in the picturesque Hambleden Valley, located between Henley on Thames and Marlow. Participants can choose between a 10-mile course and a half marathon, both of which showcase the stunning natural beauty of the Chilterns. The cours..

The Hawkhurst 10K & 5K is a vibrant running event held in the picturesque village of Hawkhurst, Kent. Designed for the whole family, it features a 10K, a 5K, and a free Junior Run, all set against a scenic multi-terrain backdrop of fields, trails, and roads. Participants can enjoy a friendly atmosph..

The Triffic Trail is an annual running event held in the scenic Trent Country Park, Enfield, London. It features a variety of courses, including a 10 km senior race, a 4.5 km junior race for participants under 18, and a 4.5 km fun run for those under 12. The event caters to all levels of runners, fr..

The Dunstable Downs Half Marathon is a challenging trail running event set in the picturesque National Trust's Dunstable Downs estate. Scheduled for June 22, 2025, this rugged half marathon features an entirely off-road route that offers stunning ridgeline views, steep descents, and demanding hills...

The Out Of The Blue Battle 10k & 5k is a captivating twilight running event held at the picturesque Ashburnham Place in East Sussex. Celebrating its 10th anniversary, this race features both 10k and 5k courses that traverse the stunning 220-acre estate. Participants can also join a Junior Run, makin..

The Colworth Marathon Challenge is a unique running event held over three days at the picturesque Colworth Estate in North Bedfordshire, UK. Participants can choose to enter one, two, or all three races, which total a marathon distance of 26.2 miles, comprising a 5-mile run, an 8.1-mile trail race,..