Trail Running calendar near Winchester 2025-2026

We have found 316 Trailruns within 80 miles of Winchester. See below where and when you can find the races.

The Thackray Williams Sevenoaks 7 is a celebrated running event taking place in Knole Park, Kent, marking its 30th edition in 2025. This challenging 7-mile race features scenic trails with hills and twists, appealing to both competitive runners and casual participants. A 3.5km Junior Run is also ava..

The Surrey Hills 10km is a scenic guided trail run set in the stunning Surrey Hills, starting near Guildford. Participants will experience a beautiful route that includes a climb up St Martha's Hill, offering panoramic views, and a descent through the picturesque Tillingbourne Valley. This event is..

The Hughenden Valley 10K is a popular trail running event set in the picturesque surroundings of the National Trust's Hughenden Manor estate near High Wycombe. Scheduled for July 19, 2025, this challenging race features a hilly 10K course that combines woodland and rural trails, making it suitable f..

The Pewsey Vale Ultra is an exciting new running event featuring a challenging 125km loop through the picturesque Wiltshire countryside, following the Pewsey Vale Circular walk route. Participants will experience a total ascent of 1902m, with the course well-marked and supported by checkpoints every..

The Humanity Direct Chiltern Challenge is a one-day endurance event set in the picturesque Chiltern Hills, offering participants the choice of running distances of 10 km, 25 km, or a full 50 km ultra marathon. This event not only provides a challenging experience for both novice and seasoned runners..

The Hughenden Valley Half Marathon is a scenic trail running event set in the picturesque surroundings of Hughenden Manor and its woodlands. Scheduled for July 19, 2025, this half marathon covers a distance of 21.1 km, featuring a challenging course with several hills that promise a rewarding finish..

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The Maverick X Series Chilterns 2025 is an exciting trail running event set in the picturesque Stonor Park, known for its historic manor house and ancient deer herd. Participants can choose from four challenging routes: Ultra (52 km), Long (42 km), Middle (22 km), and Short (12 km), all featuring st..

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BigHeat Trails (FIRE) is the third event in the Classic Element Trail Series, celebrating the element of Fire. This trail running event features two challenging single-lap courses through the scenic landscapes of Thursley and Hankley Commons, with options for a 16-mile run or a marathon distance. Pa..

The ATW St Albans Summer 10K is an exciting running event designed for the whole family, taking place in Highfield Park, St Albans. The day kicks off with a free family fun run, followed by activities in a vibrant event village featuring a kids zone, live music, and refreshments from the Cow Juice C..

The Surrey Slog, also known as the Holmbury Hill Challenge, is a challenging trail half marathon set in the picturesque Surrey Hills. Scheduled for July 20, 2025, the event features a hilly, multi-loop cross-country course primarily on tracks around Holmbury Hill. Participants can choose between a f..

The Wye Valley Tunnel Run is a running event scheduled for July 20, 2025, featuring a variety of distances including a 10km, half marathon, and marathon. The race takes place along the scenic Wye Valley Greenway, incorporating the historic Tidenham Tunnel. Participants can enjoy a predominantly flat..

Bright Skies - Surrey Hills is an exciting daytime trail running event featuring a half marathon, 10-mile, and 10K races, along with 1K and 2K kids' races for ages 3-12. Set in the picturesque Surrey Hills, the course offers a scenic and challenging route through the Denbies Wine Estate. This event,..

The Valley Park Tour of the Woods is a unique 10 km trail race set in the picturesque woodlands of Chandler's Ford, Hampshire. This event, organized by Chandler's Ford Swifts Running Club, features a mixed terrain course divided into five stages, allowing participants to rest between segments withou..

The Ashdown Forest 10 & 5 Mile Series is an eco-friendly running event taking place at Pippingford Park, featuring two races designed to provide an exhilarating experience in a sustainable environment. The first race is scheduled for July 20, 2025, followed by a second race on January 25, 2026. Part..

Stately Trails: Aske is a running event set in the picturesque grounds of Aske Hall, a Georgian country house located near Richmond, North Yorkshire. Participants can choose between a 5km or 10km race, traversing beautiful trails that include pasture fields, farm tracks, and woodlands. The course is..

The Kennet & Avon Canal 145 Mile Race (KACR) is a non-stop ultra-running event taking place from Little Venice, London, to Bristol. Scheduled for July 25, 2025, this race covers a scenic route along canals, rivers, and railway paths, featuring notable landmarks like the Caen Hill flight of locks. Pa..

The Maverick X Series East Sussex 2025 is a trail running event taking place at Stanmer Park, featuring three scenic routes of varying distances: 55 km (Ultra), 41 km (Long), 21 km (Middle), and 14 km (Short). Participants will experience the beautiful landscapes of the South Downs Way, including th..

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The 3 Brewers 10km is an exciting trail running event set in the picturesque Hertfordshire countryside, starting from the 3 Brewers Brewery. This multi-terrain course features local trails, woodlands, and country lanes, making it suitable for runners of all abilities, with a generous 2-hour cut-off..

August 2025

The Wendover Woods 10K is an exciting trail running event taking place in the scenic Wendover Woods, designed to raise funds for the Chilterns Neuro Centre, which supports individuals affected by multiple sclerosis, Parkinson’s, and stroke. Participants can choose between a challenging 10K or a 5K r..

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

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