Trail Running calendar near Cheltenham 2025-2026

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..

Enigma Fireworks is a running event taking place on November 7th and 8th, 2025, at Caldecotte Lake in Milton Keynes. The event features both a marathon and a half marathon on each day, with participants completing scenic laps around the lake. Runners can expect a supportive environment with race bri..

The Chiltern Ridge Winter 50K is a trail running event set to take place on November 8, 2025, starting and finishing at Berkhamsted Cricket Club. This challenging 50K loop features scenic trails, including significant sections along The Ridgeway, and offers participants stunning views and woodland p..

The Beacons Ultra is a thrilling running event featuring three race distances: a 49-mile ultra, a 26-mile marathon, and a 13-mile half marathon. Set in the picturesque town of Talybont-On-Usk, nestled in the Brecon Beacons, the event showcases a mix of trails, mountains, canals, and roads. Participa..

The One by the Canal is a scenic trail running event that takes participants on a beautiful journey along the Grand Union Canal, starting in Cowley and finishing in Watford. This half marathon offers runners a chance to enjoy the natural surroundings while challenging themselves on an intricate cour..

The Dirt Half Challenge is a renowned half marathon trail race held in Bedfordshire, starting from the historic town of Leighton Buzzard. This award-winning event features a stunning course that includes an anti-clockwise lap of Tiddenfoot Waterside Park, picturesque views along the Grand Union Cana..

The New Forest Central Trail Run is a scenic trail running event held in the picturesque New Forest National Park, renowned for its natural beauty. Starting from Roundhill Campsite, participants can choose from three distances: 22km, 17km, and 10km, all featuring well-maintained gravel paths that me..

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..

Dusk Till Dawn The Winter Edition is an exciting running event organized by Mad Running Junkies, set in the scenic Bridgend area of South Wales. Participants will tackle three 10-mile routes over a 12-hour period, starting at dusk and finishing at dawn. This unique challenge, a longer and more thril..

The Margam Trail Races, scheduled for November 15, 2025, invite participants to explore the scenic trails of Margam Park during the autumn season. The event features three race distances: a half marathon (21.1km), a 10km race, and a 5km fun run, each designed to challenge runners of all levels. The ..

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 Callow Fell Race, organized by Mercia Fell Runners, is a challenging winter event that covers a distance of 8.1 km with a total ascent of 762 meters. Known for its steep climbs and exhilarating descents, this race is considered one of the toughest in Shropshire. Participants are required to have..

The Beckbury Trail is a 10K running event organized by the Lawley Running Club, celebrating its 10th anniversary. Set in the picturesque Shropshire countryside, the course features a mix of terrains, including a notable challenge known as Badgers Bite Hill. The route is fully marshalled and marked, ..

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 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 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 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 Cardington Cracker is a popular fell running event organized by Telford Athletic Club, taking place in Cardington, Shropshire. The race covers a distance of 14.5 km with a total ascent of 793 meters, making it a challenging course, especially in December's wet conditions. Participants must pre-r..