Trail Running calendar near Chiltern Hills 2025-2026

The Wendover Woods 50 is a challenging 50-mile trail race organized by Centurion Running, taking place entirely within Wendover Woods. The course consists of five 10-mile loops featuring a mix of smooth descents and steep climbs, offering a rewarding experience for trail runners. Participants will b..

The Broadway Marathon & Half will take place in Broadway on Sunday 16 November 2025. You can run 26 miles.

The Rugged Radnage 10K Run is a challenging mixed terrain race set in the picturesque Chiltern Hills near Radnage. Participants will navigate a course that includes roads, trails, and footpaths, featuring both ascents and descents. The event also offers a 5K option, which covers half of the 10K rout..

The Devil's Punchbowl 10k is a guided trail running event set in the scenic Devil's Punchbowl area in Hindhead, Surrey. This unique 10km run combines stunning natural beauty with a fun and challenging experience, perfect for both novice and experienced trail runners. Participants can enjoy breathtak..

The Zigzag - 2025 Turkey Trot Challenge is a unique six-hour running event taking place at the Suffolk Running Centre in Bury St Edmunds. Participants can run as far as they wish within the time limit, with the option to rest between laps. This event caters to runners of all levels, from beginners a..

The Kingston 10k is an exciting running event that takes place in Kingston, starting and finishing at the Kingston Hawker Centre. Participants will enjoy a scenic route through the streets of Kingston and along the river towpath. The event promotes community spirit and supports the Kingston Hospital..

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 participants run on approved trails. Each entry includes an exclusive me..

The Riverside Marathon & Half Marathon is a scenic running event taking place along the River Thames, featuring a UKA certified route. Scheduled for November 23, 2025, participants can choose to run either a marathon or a half marathon, completing 4 or 8 laps respectively. The course is flat and fas..

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 runners and those new to ultra running, providing a supportive group ex..

The Wendover Woods Trail Run & Canicross, organized by Active Training World, offers a scenic and challenging experience set in the picturesque Wendover Woods. Participants can choose from a 5K, 10K, or Half Marathon trail run, with a special 5K Canicross event for those wishing to run with their do..

The Wittering Beach Run is a scenic running event set in West Wittering, known for its beautiful, unspoiled beaches and stunning views of Selsey Bill, the Isle of Wight, and the South Downs. Participants can choose from three distances: 5km, 10km, and 15km, making it accessible for runners of all ex..

The Box Hill Vertical KM is a unique guided trail run set in the scenic hills of Box Hill, Surrey. This event focuses on tackling challenging elevations, aiming to achieve over 1000 meters of ascent in a relatively short distance. Participants will navigate through diverse terrains, including woodla..

The Zigzag St Andrews Day Challenge is a unique running event taking place at Brandon Country Park in Suffolk. Participants can choose between a 6-hour or 4-hour timed event, running as far as they can on a scenic 5.3k multi-terrain loop through Thetford Forest. This event caters to runners of all l..

The Surrey Hills Half Marathon is a scenic trail running event that takes participants through the stunning landscapes of the Surrey Hills, starting and finishing in Guildford. This 13-mile guided run showcases highlights such as St Martha's Church, the village of Shere, and breathtaking views from ..

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. The course features a mix of flat sections and challenging climbs, offeri..

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..

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

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 race, completing as many laps as they can on a 5.3k multi-terrain course. This event is suitable for runners of all levels, from beginners aimin..

The Winter Downs 200 is a challenging 200-mile continuous trail run scheduled for December 10-14, 2025. This event features a scenic loop around the South of England, incorporating renowned trails such as the North Downs Way, Vanguard Way, South Downs Way, Wayfarers Walk, and St Swithuns Way. Partic..

'Twas The Run Before Christmas is a festive running event held at Brandon Country Park in Suffolk, set within Thetford Forest. Participants can choose between a 6-hour or 4-hour timed race, covering a 5.3k multi-terrain loop of gravel paths and grass. This event is suitable for runners of all levels..