Trail Running calendar near Bourton-on-the-Water 2025-2026

We have found 377 Trailruns within 80 miles of Bourton-on-the-Water. See below where and when you can find the races.

The ATW Holdenby House Trail & Canicross event takes place at the historic Holdenby Estate, a 2,000-acre site in Northamptonshire. Participants can choose from various distances, including a 5k, 10k, and Half Marathon, with the course offering scenic views of the estate and its gardens. A special 5k..

The Marlow Donkey is a challenge event organized by the Thames Valley LDWA, offering participants the choice of two routes: 16 miles and 25 miles through the scenic Chiltern Hills. The event welcomes both walkers and runners, providing basic refreshments along the route and a simple meal at the fini..

The Frieth Hilly 5km and 10km runs are exciting mixed-terrain races set in the picturesque Chiltern Hills, located between Marlow and Henley-on-Thames. Participants can expect a challenging course that features winding woodland paths and scenic country roads, offering stunning views throughout the r..

The South Downs Way Ultra Run is a 30-mile trail event that showcases the stunning landscapes of the South Downs Way and its surrounding areas. Starting and finishing at Harting Down in West Sussex, participants will traverse scenic routes including Beacon Hill and Kingley Vale, known for its ancien..

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 Thames Trail Ultra is a challenging 47-mile point-to-point ultra marathon that runs along the scenic Thames River from Iffley in Oxfordshire to Henley-on-Thames. This popular event, previously known as the Thames Trot, features a diverse course that includes tarmac paths, muddy trails, and pictu..

The Giddy Horse Backyard event is a unique running experience taking place at Chepstow Racecourse in Piercefield Park. Scheduled for October 25, 2025, it features various race formats including 8-hour, 12-hour, 24-hour, and relay options, all set on a scenic 4.167-mile loop that combines woodland, p..

The Worcester Ring Run is an exciting 23-mile running event taking place on October 25, 2025, starting from Droitwich Rugby Club. This scenic route features a clockwise loop along the Droitwich Canal and the Worcester & Birmingham Canal, offering a mostly traffic-free experience. Participants can en..

The Thames Path Trail Run is an exciting running event set in Windsor, starting from the iconic Windsor Racecourse. Participants can choose between two scenic distances of 21km and 16km, both of which follow the picturesque Thames River, offering stunning views of the surrounding countryside. The ev..

The Giddy Horse Half Marathon, Trail, & Steeplechase Obstacle Course Races is an exciting running event taking place on October 26, 2025, at Chepstow Racecourse in the UK. Participants can choose from various race options, including a half marathon, 8-mile and 4-mile trail races, and steeplechase ob..

The Irchester Spooktacular is a Halloween-themed night-time running event held at Irchester Country Park, featuring a 5k race and a 2k Family Fun Run. Participants can enjoy running through scenic woodland trails while dressed in fancy dress, with prizes awarded for the best costumes. All finishers..

The Black Beacon Mountain Trail Races are long-distance running events set in the stunning landscapes of the Bannau Brycheiniog (Brecon Beacons) and Black Mountains. Participants can choose from four race distances: a 21-mile trail race, a 50k ultra, a 50-mile ultramarathon, and a challenging 100-mi..

UTMB Index
November 2025

The November Nightmare is an exciting running event taking place over eight days in Telford, Shropshire, celebrating its 10th year. Participants can choose from various distances each day, including 8 miles, a half marathon (approximately 16 miles), or a full marathon. Runners can opt to compete in..

The Chiltern Ridge Winter 50K is an exciting trail running event set to take place on November 1, 2025. This race features a specially designed looped course that showcases the stunning landscapes of the Chilterns, including woodland trails and scenic views. Participants will navigate a marked route..

The Guided Run - Petersfield 10k will take place in Petersfield on Saturday 1 November 2025. You can run 10 kilometers.

The Brewery Trail Run is a unique event that combines trail running with a brewery experience. Participants can enjoy a scenic 10km run through the beautiful Chiltern Hills, followed by a guided tour of the renowned Tring Brewery. The event includes a beer tasting and a complimentary bottle of beer,..

The OTT Ultra Marathon is a challenging 30-mile trail race set in the stunning Brecon Beacons, known for its scenic and technical trails. The course begins at Cyfartha Castle and follows the Taff Trail, leading participants alongside the River Taff and up to the summit of Pen y Fan, the highest peak..

The Catherine Wheel Canter, part of the Fireworks Festival of Running, returns for its fourth year, offering participants a unique running experience on a 400-meter athletics track. Runners can choose from various distances, including a half marathon, full marathon, 50k ultra, or a 6-hour challenge..

The Fireworks 50 is a 50-mile running event organized by Zig Zag Running, taking place at Wodson Park Sports Centre in Ware, Hertfordshire. Celebrating its fourth year, this event is part of the Fireworks Festival of Running and offers participants a chance to set personal bests and compete for cour..

The Shepshed 7 is a popular running event organized by the Shepshed Running Club, taking place in 2025 on November 2nd. This event features a scenic 7-mile race set in the traffic-free countryside of Garendon Park, along with a fun run for participants of all ages. Runners can expect a well-organize..