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.

The MTC Cotswold Ultra is a challenging 57-mile ultra marathon held in the Cotswolds, UK, starting at Kemble Train Station and finishing at Travelodge Oxford Abingdon Road. The point-to-point route follows the Thames Path, passing through scenic locations such as Somerford Keynes, Cricklade, Castle..

The MTC Oxford Ultra is a 49-mile ultra marathon starting from Travelodge Oxford Abingdon Road and finishing at The Catherine Wheel in Henley-on-Thames. The point-to-point course follows the Thames Path, passing scenic landmarks such as Sandford Weir, Culham, Cholsey, Moulsford, Streatley, Whitchurc..

The Centurion North Downs Way 100 is a challenging 103-mile continuous trail ultramarathon held in South East England, running from Farnham in Surrey Hills to Ashford in Kent. The course features approximately 11,000 feet of elevation gain, traversing scenic English countryside, villages, and notabl..

The MTC Windsor Ultra is a challenging 47-mile ultra marathon held in the UK, starting in Henley-on-Thames and finishing in Kingston upon Thames. The point-to-point course follows the River Thames, passing landmarks such as Marlow Lock, Cookham Moor, Maidenhead Bridge, Windsor Racecourse, Windsor Ca..

The Thames Meander Summer is a scenic riverside running event held in Richmond, starting at the Petersham & Ham Sea Scouts HQ and following the Thames Path towpath towards Canbury Gardens in Kingston-upon-Thames. It offers three race distances: a 10km (one 6.25-mile out-and-back loop), a half marath..

The Henfield Half Marathon is an off-road running event held at Henfield Leisure Centre in Henfield, UK. The scenic half marathon course features trails along a riverbank, a disused railway, flint paths, and stiles, offering a picturesque and varied terrain. The race welcomes disabled and less-abled..

Hart 4 is a unique 4-hour trail relay held at Minley Manor, Hampshire, where teams of four compete on a 4 km off-road course. The event features an undulating route through woods and grasslands, combining hills and flat sections to challenge and engage runners. Teams aim to complete as many laps as..

The Ramsbury Gold 10k is a scenic trail running event held at the Ramsbury Brewery on the Ramsbury Estate in Wiltshire. The 10km course features approximately 70% off-road terrain, including local trails, woodland, and footpaths, with an elevation gain of 165 meters. Suitable for all abilities, the..

The Crook Peak Cake Race will take place in Cross on Wednesday 13 August 2025.

Dash & Splash is a 5-kilometre fun run held along the scenic Sandown Bay on the Isle of Wight, starting at Shanklin Rowing Club and finishing at Yaverland near the Yaverland Sailing Club. The course features a unique route along the hard sand at low tide, navigating 43 groynes—most with wide gaps, w..

One Fyne Night is a popular running event set in the scenic Fyne Court Estate within the Quantock Hills AONB. Featuring 5km and 10km route options, participants can enjoy a beautiful course that winds through parkland and woods, culminating in a finish at the main courtyard. The event emphasizes sus..

The Sunflower Stride is an exciting evening running event held in Dorchester, Dorset, featuring 5k and 10k races through stunning sunflower fields and scenic landscapes. Designed for runners of all abilities, the 5k is open to participants aged 13 and above, while the 10k welcomes those aged 16 and..

The Windsor & Eton 10km is a scenic multi-terrain running event held near the River Thames in Windsor, starting and finishing close to the Windsor & Eton Brewery. The course is mostly flat, covering 50% off-road paths including towpaths, footpaths, and some short road sections through areas like Bat..

The Two Tunnels Races, scheduled for August 17, 2025, in Bath, UK, offer a unique running experience featuring the longest underground sections for each race distance in the UK. Participants can choose from various events, including an ultra marathon, marathon, half marathons, 10km, 5km, and family-..

The Big Pilgrimage is an exciting mixed terrain running event featuring a 15-mile course and a marathon, set to take place along the historic 'Old Way' Pilgrim Trail from Southampton to Canterbury. Participants will enjoy scenic views as they traverse beautiful coastal and countryside paths, with no..

The Firle 5km Handicap Trail Race is a scenic running event held at Firle Village Hall in the UK. This 5km out-and-back trail run features an undulating course primarily on The Old Coach Road track, offering beautiful views of the South Downs. The route is about 90% trail and 10% quiet country lane..

The Summer Green Man Ultra (GMU) is a challenging ultra marathon held near Bristol, UK, featuring two race distances: a 45-mile full loop and a 30-mile partial loop of the Community Forest Path. Both races run clockwise on the same day with shared checkpoints and finish at Ashton Park School. The 45..

The Woldingham Marathon, held near Caterham, UK, offers both full (26.2 miles) and half marathon (13.1 miles) distances on an out-and-back course starting at Woldingham School. The route features a scenic mix of private roads, green valleys, wooded trails, and countryside views across Kent and Surre..

Run Winchcombe is a family-friendly running event held at the historic Sudeley Castle in Winchcombe. It offers three race distances: a 1k for children under 11, a 5k for ages 11 and over, and a 10k for participants 16 and older. The courses feature scenic routes around the castle grounds, including..

The London Backyard Ultra is a unique endurance running event held at Frylands Wood Scout Outdoor Centre in Croydon, London. Participants run a four-mile loop every hour on the hour, continuing until only one runner remains, testing their true limits. The event offers a challenging yet supportive at..