Trail Running calendar near Windsor 2025-2026

The Centurion Wendover Woods 50 is a challenging 50-mile trail race set within the scenic Wendover Woods. Participants will navigate five 10-mile loops featuring a mix of smooth trails and steep ascents and descents, totaling 10,000 feet of elevation gain. The event is fully supported with nine aid..

The Bath Skyline event features a fun and challenging 10km off-road running series set against the stunning backdrop of the Bath Skyline. Participants can choose between day and night races, with routes that include a mix of solid stone paths, woodland trails, and open meadows, offering breathtaking..

The Broadway Marathon is a challenging running event set in the picturesque northern Cotswolds, known for its hilly and muddy terrain. Licensed by the TRA and adhering to UK Athletics rules, the marathon is open to participants aged 18 and older. The event promises stunning scenery, making it a uniq..

The Devil's Punchbowl 10k is a guided trail running event set in the picturesque Devil's Punchbowl in Hindhead, Surrey. This unique 10km run offers participants a chance to explore stunning trails and enjoy breathtaking views, making it suitable for both novice and experienced runners. The event fea..

Dark Valley, Night Trails is an exhilarating night-time running event hosted by BigFeat Events at Moors Valley Country Park. Participants can choose from 10km, 20km, or 30km looped trails, all set amidst the enchanting woods of Dorset. Runners will navigate the course using headtorches, guided by fl..

The Kingston 10k, organized by RunUk, is an exciting running event that takes place in Kingston, Surrey. The race starts and finishes at the Kingston Hawker Centre, offering participants a scenic route through the streets of Kingston and along the river towpath. In support of the NHS, runners are en..

The ATW Wendover Woods Trail Run & Canicross is an exciting event set in the picturesque Wendover Woods, offering participants a chance to challenge themselves on scenic trails. Scheduled for November 23, 2025, the event features various distances, including a 5K, 10K, and Half Marathon trail run, a..

The Serpent Trail Ultra Run is a 30-mile trail running event that showcases the scenic beauty of the Serpent Trail and the Sussex Border Path, starting and finishing in Haslemere, Surrey. This event is designed for both seasoned and first-time ultra runners, offering a supportive group experience ra..

The New Forest Stinger is an annual trail running event organized by the Totton Running Club, featuring a scenic 10-mile route through the beautiful New Forest. The race is designed to comply with Forestry regulations, ensuring that participants run on approved trails. Each entry includes an exclusi..

The Wittering Beach Run is a popular running event set against the stunning backdrop of West Wittering's natural beaches, which have earned Blue Flag Status. Participants can choose from three distances: 15km, 10km, and 5km, all designed to showcase breathtaking views of Selsey Bill, the Isle of Wig..

The Riverside Marathon & Half Marathon is a scenic running event taking place along the River Thames, featuring both marathon and half marathon distances. Participants can choose to complete either 4 laps for the half marathon or 8 laps for the marathon. The course is UKA certified and offers a flat..

The Box Hill Vertical KM is a unique guided trail running event that focuses on tackling the hills of Box Hill and its surrounding areas. Participants will experience a specially designed route that achieves over 1000 meters of elevation gain in a short distance, navigating through diverse terrains..

The Maverick Original Oxfordshire 2025 is a trail running event set in the picturesque Stonor Park, known for its historic manor house and ancient deer herd. Scheduled for November 29, 2025, this event features three distinct routes: 22 km, 12 km, and 7 km, catering to various skill levels. Particip..

The Maverick Exposure Lights Dark Oxfordshire 2025 is an exciting trail running event set in the picturesque Stonor Park, nestled in the Chiltern Hills. Participants can choose from three challenging routes: 17 km, 12 km, and 7 km, all designed to enhance the thrill of running in the dark. The event..

The Surrey Hills Half Marathon is a guided trail running event that showcases the stunning landscapes of the Surrey Hills, starting and finishing in Guildford. Participants will experience scenic routes featuring iconic landmarks such as St Martha's Church and the picturesque village of Shere, while..

Winter on the Downs is an ultra-running event featuring two single-loop races of 55 miles and 100 miles, set in the scenic trails of East and West Sussex. Starting and finishing in Eastbourne, participants will traverse iconic landscapes, including Beachy Head and the Seven Sisters. The 55-mile rout..

The Sussex Downs Trail Run takes place in the scenic South Downs National Park, starting from Plumpton Racecourse. Participants can choose between three distances: a 22km Half Marathon, a 12km Standard route, and a 9km option, catering to various skill levels. The course features a mix of flat secti..

The Hurtwood 50K, organized by Freedom Racing, is a popular ultra-running event set in the scenic Surrey Hills. This trail race features a fully marked long-distance route, enhanced with additional signage for participant guidance. The event includes regular checkpoints offering food and drinks, mak..

Bauble Bimble is a festive running event held at Ferry Meadows, a scenic country park near Peterborough. Participants can choose between a 6-hour or 4-hour format, running as many laps as they can on a 5.3k multi-terrain course featuring gravel paths and grassy areas. This event caters to runners of..

The ATW Grafham Water - Trail & Canicross event invites participants to experience a scenic 10-mile trail run around the picturesque Grafham Water reservoir in Cambridgeshire. The route begins on the iconic dam and features beautiful trails through a Woodland Nature Reserve, past Dragonfly Pond, and..