Trail Running calendar near Winchester 2025-2026

We have found 318 Trailruns within 80 miles of Winchester. See below where and when you can find the races.

The Round the Rock will take place in Morden on Saturday 2 August 2025. You can run 46 miles.

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The Orion Harriers Forest Five Series is a running event held at Jubilee Retreat, featuring a 5-mile race through forest terrain. Established in 2009 to support the Orion Harriers clubhouse, the 2025 series includes three races on Saturday mornings in June, July, and August. The third race also serv..

Sussex Loops is a challenging walking and running event held at Forest Row Village Hall in East Sussex. Participants can choose from four distances: 12, 18, 25, or 31 miles, each consisting of up to three loops exploring the scenic Ashdown Forest and surrounding countryside. The course features sign..

The Guided 10K Pub Run will take place in New Alresford on Sunday 3 August 2025. You can run 10 kilometers.

The Vanguard Way Marathon is a scenic running event held near Croydon, starting from East Croydon Station, about 20 minutes from central London. It offers both a full marathon (26.2 miles) and a half marathon (13.1 miles), following part of the Vanguard Way National Trail, a 66-mile route stretching..

The Harting Multi-Terrain '10' is a challenging 10-mile race held at the War Memorial Sports Ground in South Harting, West Sussex, within the scenic South Downs National Park. Organized by Liss Runners volunteers, the event features a tough course over private lanes, gravel tracks, bridleways, and f..

The The Hilly Helmet Challenge will take place in Westbury on Wednesday 6 August 2025.

The Ivybridge 3 Tops is a challenging fell running event held as part of the Dartmoor Fell Series, organized by Erme Valley Harriers. Taking place near Ivybridge, Devon, the race covers approximately 10 kilometers with 450 meters of climbing, offering stunning views over the South Hams. The course f..

The MTC Cotswold Ultra is a challenging 57-mile point-to-point ultra marathon starting at Kemble Station and finishing at Travelodge Oxford Abingdon Road. The scenic route follows the Thames Path, passing through picturesque villages like Somerford Keynes, Cricklade, Castle Eaton, and Lechlade, feat..

The MTC Thames Challenge is a demanding four-day ultra marathon covering 184 miles along England’s longest river path, the Thames. Starting from the river’s source in the Cotswolds, the race progresses through four stages: the Cotswold Ultra (57 miles), Oxford Ultra (49 miles), Windsor Ultra (47 mil..

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 Thames Meander Summer is a scenic riverside running event held in Richmond, starting at the Petersham & Ham Sea Scouts HQ. It offers three race distances: a 10km out-and-back route to Kew Gardens Car Park, a half marathon featuring a 13.1-mile loop to opposite Barnes Sports Club, and a marathon..

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

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

The Henfield Half Marathon, held at Henfield Leisure Centre in West Sussex, offers an off-road, scenic half marathon course. The route features picturesque paths along a riverbank and a disused railway, including flint paths and stiles, providing a unique running experience. The event welcomes disab..

The Ramsbury Gold 10k is a scenic multi-terrain trail run held at Ramsbury Brewery on the Ramsbury Estate in Wiltshire. The 10km course, about 70% off-road with 165m elevation gain, winds through local trails, woodland, and footpaths, offering a challenging yet enjoyable experience suitable for all..

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

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..