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.
We have found 318 Trailruns within 80 miles of Winchester. See below where and when you can find the races.
The Coombe Keynes 10K is a scenic trail race celebrating its 10th anniversary in 2025. Set in the picturesque village of Coombe Keynes, the race takes participants through the historic Lulworth Estate, featuring a mix of chalk downland and woodland paths. The 10km course offers stunning views and is..
The Hawkhurst 10K & 5K is a community-focused running event held in the heart of Kent at The Moor, Hawkhurst. Featuring 10k and 5k distances alongside a free junior run, the race offers a multi-terrain course that includes fields, trails, and roads with undulating terrain. The event is family-friend..
The Dunstable Downs Half Marathon is a challenging off-road trail race held at the National Trust's Dunstable Downs estate in the Chiltern Hills, UK. Covering 21.2 km with over 450 meters of elevation, the course features rugged chalk ridge trails, ridgeline views, steep climbs, exhilarating descent..
The Alfriston 7km Trail Race is a scenic trail running event held in Alfriston, starting and finishing at The Old Chapel Centre. The course is a fully marked and marshalled 7km loop featuring picturesque views and notable local landmarks. The race is limited to 50 participants, ensuring an intimate..
The Greystones 10K Trail Run takes place at Greystones Farm Nature Reserve in Bourton on the Water, Gloucestershire. Scheduled for June 22, 2025, this scenic 10-kilometer race features an undulating course combining quiet country roads and countryside views, suitable for beginners. The event is orga..
Midsummer Murder is a challenging trail running event held in the scenic Hambleden Valley near Henley on Thames. The race offers two distances: a 10.4-mile course and a tougher 14.3-mile half marathon, both featuring hilly terrain with multiple climbs and approximately 75% off-road paths. Runners ex..
The Triffic Trail is an annual running event held in the scenic Trent Country Park, Enfield, London. The race features a 10 km senior trail course that includes woodland paths, grassy fields, hills, and some fast tarmac sections, all within the park's picturesque grounds. The event welcomes a wide r..
The Nonsuch Park Summer Series 2025 is the second of four evening orienteering events organized by MVOC, held in Cheam's Nonsuch Park. It offers a welcoming atmosphere for runners of all abilities, featuring a 60-minute score course using Waikato scoring rules for experienced participants and a simp..
The Out Of The Blue Battle 10k & 5k is a twilight running event held at Ashburnham Place, a stunning 220-acre estate in Battle, East Sussex. Celebrating its 10th anniversary, the race offers 10k and 5k distances, with the 10k consisting of two laps and the 5k one lap, plus a popular Junior Run. The..
The Ealing Eagles Trail 10K is a running event held at Brent Lodge Park in London, offering a 10 km trail race along with a junior 1-mile race. The course details are available on the organizer’s website, and all finishers receive a memento. The event emphasizes easy access via public transport, dis..
Run The Seasons at Cowdray is a scenic running event held on the Cowdray Estate in Midhurst, set above the world-class polo fields with views of the Cowdray Ruins and the South Downs National Park. Participants can choose from 5km or 10km distances, including dog-friendly canicross options. The cour..
The Cowdray Estate Trail Run Series, organized by Raw Energy Pursuits, offers a variety of trail running events set within the scenic Cowdray Estate in West Sussex. The series includes multiple distances such as 5km, 10km, and 10-mile runs, with seasonal events held in spring, summer, autumn, and wi..
The Maverick X Series South Downs 2025 is an ultra running event held at Queen Elizabeth Country Park, spanning the Hampshire and Sussex border. Scheduled for June 28, 2025, it offers four routes: Ultra (51 km, +1294 m elevation), Long (42 km), Middle (21.5 km), and Short (9 km). The course features..
The Jennett's Park urban orienteering event, hosted by Berkshire Orienteers (BKO) in Bracknell, offers three courses: Long (5.8 km straight line, 8.2 km optimal), Medium (4 km straight line, 5.4 km optimal), and Short (2.4 km straight line, 2.5 km optimal). Suitable for all abilities, the event emph..
The Maverick Adidas Terrex X-Series South Downs is a challenging trail running event held in Hampshire, UK. It offers multiple race distances including 51K, 42K, 21.5K, and 9K, catering to a range of abilities. The event is part of the tough and scenic X Series, known for its brutal yet stunning cou..
The Hangers Way 50K is a scenic ultramarathon event that takes place in the beautiful Hampshire countryside, starting at Alice Holt Country Park and finishing at Queen Elizabeth Country Park. This point-to-point trail run features a fully marked course that showcases the unique landscapes of the are..
The Damerham Dash is a family-friendly running event held at Damerham Sportsfield in Damerham, UK. Participants can choose between a 5km or 10km run along a fully marked, undulating course that winds through beautiful countryside, bridlepaths, and farmland not usually open to the public. The event w..
Woodland Run 2025, organized by Beginners2Runners, takes place at Oaken Wood, Kiln Barn Road, Ditton. The event offers 5k and 10k race options on a multi-terrain course featuring tarmac, packed gravel, and woodland trails on an undulating, traffic-free route. Participants enjoy a scenic run through..
The Midsummer Munro is a challenging half marathon held at Box Hill Fort, Surrey, celebrating its 20th year in 2025. The race features a rugged course primarily on rough tracks, offering runners stunning views over the North Downs, the Mole Gap, Denbies Vineyard, and Dorking. Known for its demanding..
The Abbotts Ann Trail Runs, hosted by Muddy Runners, take place in the scenic Hampshire countryside near Andover, specifically at Bulbery Sports Fields, Abbotts Ann. The event features challenging yet beautiful undulating trail routes with spectacular views across the Test Valley. Participants can c..