Trail Running calendar near Winchester 2025-2026
We have found 294 Trailruns within 80 miles of Winchester. See below where and when you can find the races.
We have found 294 Trailruns within 80 miles of Winchester. See below where and when you can find the races.
The Thames Ring 250 is a challenging 250-mile (approximately 256 miles) trail ultramarathon starting and finishing in Streatley-on-Thames, UK. The race follows an anti-clockwise loop along the Thames, the Grand Union Canal, and the Oxford Canal, primarily on flat canal and riverside paths. Despite t..
The Bath Beat is a walking and running event held on the southeastern edge of Bath, England, offering distances of 12.5, 17, 21, and 26.5 miles. The course traverses the scenic countryside of the southern Cotswolds, including woods, hills, river valleys, farmland, and a historic disused canal. Parti..
The Butcombe Trail Ultra is a challenging trail ultramarathon held in the Mendip Hills, an Area of Outstanding Natural Beauty in the UK. It features two self-navigation race distances: 50 miles and 50 kilometers, both following a mostly off-road route that criss-crosses scenic countryside and passes..
The Ale Trail is a 15-mile fun run held in Alfriston, East Sussex, starting from the beer garden of Ye Olde Smugglers Inne. The event features a scenic course with two checkpoint pubs—the Hampden Arms and The Ram Inn—where runners can enjoy a beer and snacks before continuing. Participants are encou..
The Garmin UK Trail Running Festival 2026 takes place at St Giles House, Wimborne St Giles, offering a variety of trail running events including a marathon, half marathon, 10K, 5K, and junior races for children as young as 0 years. The festival features scenic courses designed to inspire runners to..
The Drop - Winchester is a unique and challenging race held in Winchester, UK, offering participants a choice between 10-mile and 15-mile distances, either solo or in teams. Inspired by military-style navigation, the event requires runners to find their way back to the event center from an undisclos..
The Portland Pig Backyard Ultra is an ultramarathon event held at Grove Farm Estate, Portland, Dorset. Participants run a 4.167-mile (6,706 meters) loop every hour, starting on the hour, continuing until only one runner remains. The course features diverse terrain including grass, gravel, track, tar..
The Centurion Thames Path 100 is a 100-mile marked point-to-point trail race from Richmond in London to Oxford University grounds. The course follows the scenic Thames Path, mostly flat and fast, with 75% trail and 25% paved surfaces, showcasing beautiful English riverside landscapes. Runners face a..
The Isle of Wight Ultra Challenge is a premier endurance event held on the stunning Isle of Wight, featuring a variety of distances including 106km, 53km, 25km, and a 10-mile option. Participants walk, jog, or run along the island’s spectacular coastal paths, passing iconic landmarks like the Needle..
Rapid Relays is a dynamic running event held at the scenic Culden Faw Estate in Fawley, near Henley on Thames, Oxfordshire. The race features a woodland trail course on estate tracks with gently undulating terrain, including a notable climb before 3 kilometers followed by a long downhill stretch bac..
Tempo Trail Races 2026 is a weekend trail running event held in the scenic Cotswolds, based at Ilmington Sports & Social Club near Shipston On Stour, UK. The event offers a variety of race distances to suit different levels, including a 100K Ultra, a new 50K Ultra, a Marathon, a Half Marathon, and a..
The Three Forts Challenge is a renowned trail running event held in West Sussex, starting and finishing at Lancing Manor Leisure Centre. It offers three race options: a full marathon (27.2 miles), a half marathon, and a 5-mile trail run. The courses feature demanding terrain with steep climbs, stile..
BigWayRound - Winchester is an award-winning, Gold-rated trail running event held at Winchester Rugby Club. The event offers four distances: 14 miles, 19 miles, a marathon, and a 50K ultramarathon, catering to both new and experienced trail runners. The course features stunning views and traverses i..
The Westcountry Ultra Flat 50 is a 50-mile point-to-point ultramarathon held in Somerset, England, ideal for first-time 50-mile runners or those seeking a fast race. The course features a pancake-flat first half along the Taunton to Bridgwater Canal Path and the River Parrett Trail, with opportuniti..
The Collingbourne Races, held at Crawlboys Farm in Ludgershall, offer a scenic off-road running experience through the beautiful Collingbourne woods. Featuring a half marathon and a 10km race, the course includes bridle paths, woodland tracks, and single-track trails, making it suitable for runners..
The Run to the Sea Brighton Ultramarathon is a scenic 50km point-to-point race from Horsham to Brighton seafront, featuring a mix of trails and rolling downs. Known for its stunning views and well-organized setup, it caters to both beginners and experienced ultramarathoners. The course is fully sign..
The Chiltern Hills 100K is a 100-kilometer ultra marathon held in the Chiltern Hills, Buckinghamshire, UK. The race features an anticlockwise loop starting and finishing in Chesham, passing iconic landmarks such as Ashridge Estate, Coombe Hill, Whiteleaf Hill, Bledlow Ridge, and Great Hampden. With..
The Westcountry Ultra 100 Miler is a challenging ultramarathon held in Somerset, UK, combining the Flat 50 and Hilly 50 routes into a 100-mile race with 9,538 feet of elevation. The course features diverse landscapes including canal paths, coastal trails, limestone formations, and Somerset’s highest..
The Jurassic Coast Ultra Challenge is a premier UK trail running and trekking event held along Dorset’s spectacular World Heritage coastline. Participants can choose from multiple distances including 100km, 75km, 58km, 42km (marathon), 34km, 25km, and a 10km option in Bridport. The full 100km route..
The Centurion North Downs Way 50® is a challenging 50-mile point-to-point ultramarathon held annually along the North Downs Way National Trail in England. Starting in Farnham, Surrey, and finishing at Knockholt Pound near Greater London, the course features approximately 5,600 feet of elevation gain..