Trail Running calendar near Winchester 2025-2026

We have found 298 Trailruns within 80 miles of Winchester. See below where and when you can find the races.

Riverbank Rollick 2026 is a 9.6-mile race organized by Thornbury Running Club in Thornbury, Bristol. The route combines trails, bridle paths, fields, woodland, a stream and a riverbank, with 80% on rough terrain, and mud is common in January. It opens the 2026 Riverbank Rollick Race Series, with med..

Arundel & SDW Winter Trails 2026 is a double gold-rated trail event along the South Downs, finishing in Arundel. Runners choose between a marathon along the South Downs Way from Heyshott to Arundel (featuring river runs, rolling fields, and a Gurkha Suspension bridge) and a 15-mile option that detou..

Stonehenge Stomp, organized by the City of Salisbury Athletics & Running Club, is a non-competitive walking event held near Stonehenge in Wiltshire. The 36th edition is scheduled for Sunday 25 January 2026. Participants can tackle 10, 20, 30 or 40 km on fully marked trails (all routes offer Stonehen..

The Windsor Trail Run takes place on Sunday 25 January 2026 at Alexandra Gardens, Alma Road, Windsor SL4 3HU. The event is staged near Windsor Castle and runs on flat trail terrain through the gardens. Entry fees listed range from £30 to £160 depending on the selected option. The event offers chip-..

Set in Moors Valley Country Park & Forest near Ringwood, Dorset, the Moors Valley Wildwood Trail Series Half Marathon & 10K offers two woodland trail routes. Participants can choose the Half Marathon (two laps) or the 10K (one lap) across forest gravel paths. The event is fully marked with aid stati..

Ashdown Forest 10 & 5 Mile Series: Race Two is the second in Nice Work's eco-friendly two-race series held at Pippingford Park Manor, Nutley, East Sussex. The event offers 10-mile and 5-mile trail races on hard-packed paths and forest trails through Ashdown Forest, featuring hilly sections and pictu..

The Longbridge 100 Backyard Ultra is a last-man/woman-standing race staged at Longbridge Farm Barns near Litlington in Alfriston, England. Each loop is 4.2 miles and begins on the hour, with competitors required to be inside the corral when the bell rings, continuing until only one runner remains ab..

G3 Series – G3 no.2 is a running event held at a field off Hound House Road, Surrey GU5 9JG. Runners can choose between 10km and 15km distances, with the start line and car park clearly signposted by flags and signs. Entry remains open until 29 January 2026. A notable feature is the bundled discount..

February 2026

The Bedgebury Forest 10 and 5 Mile is a scenic trail running event held at Bedgebury National Pinetum and Forest in Kent. Featuring multi-terrain, undulating courses, the race offers 10-mile and 5-mile distances suitable for various fitness levels, along with a junior run for younger participants. R..

Devil's Punchbowl 10km is a guided trail run around the Punchbowl in Hindhead, Surrey. The 10km route follows scenic trails with several hills, run at a group pace rather than a race. It suits those new to trail running or who prefer running with others, especially at dusk or night.Top views are pau..

The Westonbirt Arboretum Winter Night Race is an exciting running event set in the stunning National Arboretum, featuring over 2,500 tree species. Participants can choose between 5km and 10km routes, which showcase the arboretum's diverse landscapes and solid terrain, providing a unique blend of tra..

The Pilgrim Challenge is a one- or two-day ultra along the North Downs Way based from Sandy Farm Business Park, Farnham GU10 1PX. Distances offered: 33 miles (one day) 66 miles (two days) The two-day option has total ascent gain of 2374 m. The route follows the waymarked North Downs National Trai..

The Hibernal Hills event is a winter, single-loop trail race starting and finishing at Queen Elizabeth Country Park in Horndean, Hampshire. The route follows sections of the Staunton and Monarchs Ways and returns via the South Downs Way. Terrain is mainly trail (listed as 99% trail, 1% road) with u..

UTMB Index

The Portland Coastal Marathon is an ultra trail running event held at the Weymouth and Portland National Sailing Academy in Portland, UK. Scheduled for February 8, 2026, it offers a full marathon, half marathon, and 10k distances, catering to all abilities. The course follows the scenic Portland sec..

The Westonbirt Arboretum Winter Day Race is a scenic running event set in the stunning National Arboretum, featuring over 2,500 tree species. Participants can choose between a 5km or 10km race, with routes that showcase the beauty and diversity of the arboretum's landscape. The event is designed to..

XTERRA Matterley is an off-road sporting event held at the scenic Matterley Basin in Hampshire, United Kingdom. Scheduled for February 14-15, 2026, it offers a variety of race formats including duathlons and trail runs suitable for athletes of all levels. The duathlon races feature distances such as..

Dalwood 3 Hills 2026 returns to Dalwood Village Hall, Dalwood, Axminster (EX13 7EG), offering three multi-terrain routes around the countryside: 10 miles, 5km, and the new 3km Dalwood Doddle for families. Expect mud, hills, and, on the longer course, river crossings as you challenge yourself across..

Winter Trail Run is the fourth edition of the Trail Run at Gatton Park, near Redhill/Reigate, RH2 0TW. The event offers a 5K multi-terrain loop around the scenic Gatton Park and you can choose to run one or two loops for 5K or 10K. The atmosphere is friendly and social, with a dedicated Canicross ev..

Two Tunnels Races in Bath, UK, organized by Relish The Great Outdoors, offer a unique underground running experience alongside city scenery. The courses pass through the Devonshire Tunnel (408m) and the longer Combe Down Tunnel (1672m), both well-lit and surfaced as a shared-use path—the longest und..

BigMud Trails (EARTH) is the first event in the Classic Element Trail Series, celebrating the element of Earth. Set in the scenic Meon Valley at Queen Elizabeth Country Park, participants can choose between a 16-mile or marathon distance, both featuring challenging single-lap courses with significan..