Trail Running calendar near Windsor 2025-2026

We have found 388 Trailruns within 80 miles of Windsor. See below where and when you can find the races.

The Coln Valley Charity Trail Run, held in the scenic Coln River valley between Coln St Aldwyns and Bibury, offers 2km, 5km, and 10km trail distances suitable for all ages. The 2km steeplechase features grassy fields with hay bale hurdles and challenging hills, ideal for children and families. The 5..

The Farnham Pilgrim Marathon is a scenic and challenging marathon event held in Farnham, Surrey, within the picturesque Surrey Hills. The course offers spectacular views and a demanding route that appeals to trail running enthusiasts. It is a bespoke event known for its beautiful multi-terrain, off-..

The SOX 10km is a scenic multi-terrain running event held at the South Oxfordshire Brewery in Ipsden, UK. The course covers 10 kilometers with about 60% off-road terrain, including trails, woodlands, fields, and local roads, offering stunning countryside views. Suitable for all abilities, the event..

Bewl Water Autumn is a scenic bi-annual running event held near the Bewl Water Visitor Centre in Lamberhurst, Kent. The race features four distances: 10km, half marathon (13.1 miles), marathon (26.5 miles), and an ultra 50km (31.25 miles). The courses combine undulating rural wooded trails and quiet..

The Isle of Wight Fell Race Series 2025 is a two-day championship event held on the Isle of Wight, with race headquarters at St Catherine’s School in Ventnor. The series features three challenging fell races: the St Boniface Fell (3.8km, 235m ascent), the Ventnor Horseshoe (12km, 443m ascent), and t..

The Thames Path Ultra Challenge is a premier endurance event held in England along the scenic Thames Towpath, running from Putney Bridge in London to Henley-on-Thames. Participants can walk, jog, or run distances ranging from 10 km to 100 km, including options for 100 km continuous, 2-day daylight 1..

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The c2c Essex Ultra is a charity ultramarathon event held along the Essex Riviera, supporting the children's cancer charity Gold Geese. Participants can choose between 30-mile and 50-mile routes, starting from Lansdowne Primary School in Tilbury and Upminster Station, respectively, and finishing at..

Brighton 50/50 September 2025 is a trail running event held at Black Rock, Brighton Marina, UK. It offers three race distances: 50 miles, 50 kilometers, and 23 kilometers. The 50-mile race challenges runners with a route starting at Brighton Beach, traversing the scenic South Downs to Beachy Head, a..

The Roman River Trails event offers participants the choice of a half marathon or marathon, featuring self-navigation routes through the picturesque Roman River valley near Colchester. The predominantly hard-packed trail includes sections of tarmac and grass, with several river crossings and some hi..

The Rye Ancient Trails 30K & 15K is a scenic steeplechase race set in the picturesque surroundings of Rye, East Sussex. Participants can choose between two distances, 30K and 15K, as they traverse the ancient trails of the High Weald Area of Outstanding Natural Beauty. The course features a mix of h..

The The Sudbury Trail Run will take place in Sudbury on Sunday 14 September 2025.

The Bradley Fell Race, organized by the British Open Fell Runners Association (BOFRA), takes place in Bradley Village near Skipton, North Yorkshire. The race covers 3.5 miles (5.6 km) with an 800-foot (274 meters) climb, starting with a steady ascent through fields and tracks to High Bradley, follow..

The Ashtead 10k and 2k fun run, organized annually by Ashtead Running Group, takes place on rough, undulating tracks around Ashtead Common, a protected Site of Special Scientific Interest and National Nature Reserve. The course features historic landmarks including a Roman villa and a triangular ear..

The Sandridge 10k is a scenic trail running event set in the picturesque village of Sandridge, near St Albans. Participants can enjoy a beautiful 10k course that showcases the natural beauty of the area. The event is organized by Active Training World, and it promises a rewarding experience for both..

The Run London Epping Forest Trail 10k is a popular running event scheduled for September 14, 2025, in the scenic Epping Forest, Chingford. Participants will complete a 10k course consisting of two laps through the forest, known for its rich biodiversity and beautiful landscapes. The race is designe..

The Alf Shrubb Memorial 10k and 5k are mixed trail races held in Slinfold, West Sussex, celebrating the legacy of local running legend Alf Shrubb. The event features chip-timed adult races on scenic routes through Sussex countryside, with the 10k consisting of two laps on local footpaths and bridlew..

The Dunstable Downs Challenge Half Marathon is a scenic, timed trail running event organized by Dunstable Road Runners, held at Creasey Park Football Centre in Dunstable. The course features a challenging route across the picturesque Dunstable Downs and surrounding rural areas, primarily on public f..

The Lucky Horseshoe is a versatile running event held at the Suffolk Running Centre in Bury St Edmunds, offering distances of 5k, 10k, half marathon, full marathon, and ultra marathon. The course features an out-and-back route, promoting a social atmosphere, with the marathon covering a full loop al..

The Guided Half Marathon - Winchester will take place in Winchester on Saturday 20 September 2025. You can run 13 miles.

The Cotswold Way Century is a challenging trail running event covering approximately 102 miles from Chipping Campden to Bath along the scenic Cotswold Way National Trail. Participants have 32 hours to complete the course, which features a variety of terrains, including hilly paths, stone tracks, and..