Trail Running calendar near Winchester 2025-2026

We have found 322 Trailruns within 80 miles of Winchester. See below where and when you can find the races.

Race on the Chase is a popular trail running event held at Salisbury Racecourse, just 3 miles from Salisbury city centre. Celebrating its seventh anniversary in 2025, the race offers marathon, half marathon, and 10k distances, all featuring undulating downland terrain along ancient droves, grassy fi..

October 2025

The London Epping Forest 50 Km will take place in London on Saturday 4 October 2025. You can run 50 kilometers.

The London Ecotrail 25 Km is an exciting running event that takes participants through the scenic landscapes of Epping Forest. This eco-friendly trail run emphasizes sustainability and encourages runners to enjoy the natural beauty of the area while promoting environmental awareness. The event is de..

The Guided 50k Ultramarathon in New Alresford, Hampshire, offers participants a scenic running experience through beautiful trails, including sections of the Watercress Way and Oxdrove Way. This event is designed for those who have completed at least a 20-mile run in the past year and will be conduc..

The Guided 15 Mile Run in New Alresford, Hampshire, offers a scenic experience for runners looking to tackle the first loop of a 50k event. Participants can enjoy the beautiful trails of the Watercress Way and Oxdrove Way, starting and finishing in the charming market town of Alresford. This relaxed..

The Run to the Sea Bournemouth Ultramarathon is a scenic 50km multi-terrain race held from Moors Valley Country Park to Hengistbury Head in Bournemouth. The flat, point-to-point course features diverse surfaces including forest trails and seafront paths, making it ideal for both ultra running beginn..

Run to the Sea Bournemouth is a 50km ultramarathon featuring a flat, scenic, and well-organized point-to-point course from Moors Valley Country Park to Hengistbury Head, Bournemouth. The route includes diverse terrain such as forest trails, the Castleman Trailway, and coastal paths along the stunnin..

UTMB Index

Bolt Round the Holt is a charity running event held at Alice Holt Forest, aimed at raising funds for GUTS, an organization focused on improving bowel cancer survival through early detection and treatment. The event features a scenic and undulating trail, offering participants the choice of a Half Ma..

The Dovedale Dash is a renowned 4¾-mile cross country race held near the village of Thorpe, close to Ashbourne in the Derbyshire Peak District. The scenic course traverses field paths and open ground through the valleys of the rivers Dove and Manifold, featuring a memorable crossing of the river Dov..

The Rushmoor Wellesley 10k is a community-organized running event held near Aldershot, Hampshire, starting and finishing at the Military Athletics Stadium. The race features a very flat course primarily along Wellesley Woodlands footpaths and the Basingstoke Canal towpaths, offering scenic views ide..

The Monross Trailblazers - Blaze the Biblins is a trail running event held on October 5, 2025, at Biblins Youth Campsite near Doward, Ross-on-Wye, within one of Britain's finest Areas of Outstanding Natural Beauty (AONB). Covering approximately 6 miles (10k), the course features a mix of climbs, fla..

The Thames Meander Autumn is a scenic riverside running event held in Richmond, starting from the Petersham & Ham Sea Scouts HQ. It features three race distances: 10km, half marathon, and marathon, all following flat, fast, and well-marked out-and-back routes along the Thames Path towpath. The 10km..

The Barrows and Downs is a trail running event featuring a marathon and half marathon set in the historic southern area of Salisbury Plain, Wiltshire. Participants run among ancient barrows dating back to 3500 BC, enjoying scenic views of the Wiltshire Downs. Both race routes start and finish at Til..

The Run the Wild Half Marathon - Autumn Edition is a 13-mile (21.1 km) trail running event set in the scenic Chiltern Hills, just 40 minutes northwest of London. Featuring rolling chalk hills and woodland paths with around 300m of ascent, the course offers a welcoming atmosphere for all abilities, i..

The Titsey Trail 10K is a scenic trail running event held in Oxted, Surrey, set within the beautiful woodlands of Limpsfield Common and the High Chart. The course is a single lap of approximately 10 kilometers, primarily off-road along forest tracks, footpaths, and bridleways, with a short stretch o..

The Marlow Donkey is a challenge event organized by the Thames Valley LDWA, offering participants the choice of two routes: 16 miles and 25 miles through the scenic Chiltern Hills. The event welcomes both walkers and runners, providing basic refreshments along the route and a simple meal at the fini..

The Frieth Hilly 5km and 10km runs are exciting mixed-terrain races set in the picturesque Chiltern Hills, located between Marlow and Henley-on-Thames. Participants can expect a challenging course that features winding woodland paths and scenic country roads, offering stunning views throughout the r..

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 North Chilterns 50K is an ultra marathon trail race held in the scenic countryside east of Luton, UK. Starting and finishing at the picturesque Putteridge Bury Estate, the 50-kilometer course features ridgeline trails with stunning views of Warden Hill, Barton, and Pegsdon Hills. The route is fu..

UTMB Index

The Cowdray Autumn Trail Run, held on the Cowdray Estate in West Sussex, offers three challenging distances: 5km, 10km, and 10 miles. The courses feature undulating terrain with steep uphill and downhill sections, traversing bridleways, footpaths, the Serpent Trail, and Sussex Diamond Way, including..