Trail Running calendar near Winchester 2025-2026

The Ridgeway Run, organized by Tring Running Club, is a challenging 15-kilometre (9.3 miles) trail race set in the scenic Chiltern Hills near Tring, UK. The course starts on the outskirts of Tring, ascending through the Ashridge Estate, passing landmarks like the Bridgewater Monument, and includes s..

The Buckingham 10K is a scenic running event held in Buckingham Town Centre, featuring a 10-kilometer multi-terrain route. The course starts in the town center and passes through Stowe Avenue, the Stowe National Trust Gardens, and surrounding farmland, offering an undulating profile through both urb..

The South Downs Way Ultra Run is a 30-mile trail running event starting and finishing at Harting Down in West Sussex. The course showcases some of the best sections of the South Downs Way and nearby areas, including Beacon Hill, Cocking Down, and the ancient woodlands of Kingley Vale, known for its..

The Gatliff Marathon is an annual challenge event held in the Kent, Surrey, and Sussex countryside, starting at Edenbridge Cricket Club in Kent, UK. Participants can choose to walk, jog, or run either 25km or 50km along mostly footpaths and tracks. The course changes each year, with route details an..

The Autumn 100 is a 100-mile continuous trail race held in the twin villages of Goring and Streatley on the River Thames in South East England. The course forms a cross shape, consisting of four 25-mile out-and-back sections along the Ridgeway and Thames Path National Trails. Runners face a mix of 2..

The Forest of Dean Ultra Marathon will take place in Coleford on Saturday 18 October 2025. You can run 34 miles.

The Maverick Jurassic Coast 2025 is a trail running event held in Corfe Castle, Dorset, along the scenic Isle of Purbeck and part of the renowned 95-mile Jurassic Coast. Participants can choose from four distances: Ultra (102 km), Long (54 km), Middle (24 km), and Short (12 km), each featuring chall..

The Keynsham Dandy is an off-road running race organized by Town and Country Harriers (TACH) in the Bristol area. The event covers approximately 12.5 miles, starting in Keynsham and featuring a scenic route that includes the revival of the Compton Dando path, complete with a stream crossing. The rac..

The Bedgebury Forest Half Marathon & 10K is a scenic trail running event held at Bedgebury National Pinetum & Forest in Kent. The race features a half marathon, a 10k, and a junior 2km run, all set on woodland trails beneath a majestic pine canopy. The course is traffic-free and offers a challenging..

The White Horse Gallop is a challenging approximately 12K off-road race held near Westbury, Wiltshire. The course runs along bridle paths and the Imber Range, offering runners close-up views of the iconic Westbury White Horse. This event is part of the Wiltshire Off Road Race League and is limited t..

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..

Running Tribe Races take place in Chalfont St Peter, Buckinghamshire, at two locations: Chalfont Park Sports Club and Chalfont St. Peter Community Centre. The event offers flexible distances ranging from 7k up to an ultra marathon, with participants choosing their distance on race day.The courses ar..

The Epping Forest Wildwood Trail Series offers a scenic half marathon and 10K trail run set in the heart of Epping Forest near London. Scheduled for October 25, 2025, the event showcases the vibrant autumn colors and ancient woodland. Runners navigate a varied course featuring well-maintained paths,..

The Beachy Head Marathon is one of the UK's largest off-road marathons, held in Eastbourne and running through the scenic South Downs National Park. Formerly known as the Seven Sisters Marathon, it offers a challenging and picturesque course starting and finishing at Eastbourne Seafront near the Sou..

The Thames Trail Ultra is a challenging 47-mile point-to-point ultra-marathon along England’s longest river, the Thames. Starting near Oxford in Iffley and finishing in Henley-on-Thames, the course follows the scenic Thames Path and Ridgeway National Trails, featuring a mix of cross-country trails,..

The Thames Path Trail Run takes place at Windsor Racecourse, offering scenic routes along the picturesque Thames River and surrounding countryside. Participants can choose between two distances: 21km and 16km, both featuring gentle elevation gains (+66m and +50m respectively). The event welcomes run..

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 Plough and Harroween is a 5-mile night trail run held in Litlington, East Sussex, starting and finishing at The Plough & Harrow pub. The self-navigated course, run in reverse of the Friston Forest 5 route, traverses countryside terrain including forest, farm tracks, and downlands. Participants m..

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 10km (6 miles) trail running event held in the scenic Chiltern Hills near Tring, just 40 minutes northwest of London. Suitable for all abilities, the course features some hills and offers a relaxed, guided experience with qualified run leaders. After the run, participants..