Trail Running Calendar South East (England) 2025-2026

The Phoenix Centaur 100 Mile Ultra is a challenging endurance event held at Denbies Wine Estate in Surrey. Participants have up to 30 hours to complete a flat, single-mile loop through scenic trails, with options including 12/24-hour, 50-mile, and 75-mile races, as well as marathons and half maratho..

The Three Shires Way Ultra & Marathon is a running event taking place on June 21, 2025, through the scenic rural landscapes of Bucks, Beds, and Northants. Participants can choose between a 50-mile ultra or a marathon, both suitable for various experience levels. The routes are well-marked along brid..

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 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 Out Of The Blue Battle 10k & 5k is a captivating twilight running event held at the picturesque Ashburnham Place in East Sussex. Celebrating its 10th anniversary, this race features both 10k and 5k courses that traverse the stunning 220-acre estate. Participants can also join a Junior Run, makin..

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. Distances typically include 5km, 10km, and 10-mile runs, with seasonal events such as the Summer, Autumn, Winter Night, and Spring 'Run..

The "Run the Seasons" event at Cowdray is a scenic running race set above Cowdray’s renowned polo fields, overlooking the Cowdray Ruins and the South Downs. Taking place in late June 2025, participants can choose from 5km, 10km, or dog-friendly canicross courses across the picturesque Cowdray Estate..

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 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 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..

Woodland Run 2025 is a scenic off-road running event held at Oaken Woods, featuring 5k and 10k courses through woodland trails, gravel, and tarmac. Organized by Beginners2Runners, the race welcomes runners of all levels, including children, with free entry for those under 10. Participants can enjoy..

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 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 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..

The Devil's Punchbowl 10k is a guided trail run held in the scenic Devil's Punchbowl, a natural amphitheatre located in Hindhead, Surrey. This 10km route offers a challenging yet enjoyable experience featuring beautiful trails and rolling hills, with pauses at hilltops to admire spectacular views. T..

Faccombe Backyard Ultra, hosted by And-Over Trail Events, is an endurance running challenge held on the private Faccombe Estate in Hampshire, UK. Known as one of the toughest backyard ultras globally, the event features a 4.167-mile loop with 750 feet of elevation, run entirely off-road on establish..

The Serpent Trail is a scenic trail running event set in the stunning South Downs National Park, offering participants a choice of five distances: 100km, 75km, 50km, 20km, and 10km. This event showcases some of the UK's most beautiful countryside, featuring unique habitats and picturesque landscapes..

The High Weald Challenge is a scenic walking event held at Stonegate Village Hall in East Sussex, featuring three new routes of 30, 22, and 16 miles. Participants explore the picturesque countryside around Burwash and Robertsbridge, with all routes passing through Robertsbridge village. The 30-mile..

The Chiltern Ridge Half Marathon, organized by Runaway Racing, is a challenging 21.1 km trail race held along The Ridgeway National Trail in Buckinghamshire, UK. Starting and finishing in Wendover, the course features an undulating forest loop through Whiteleaf Hill Nature Reserve and offers stunnin..

The Bewl 15 Mile & 5 Mile is a scenic and challenging trail running event held at Bewl Water in Sussex, organized by Wadhurst Runners. Celebrating its 25th anniversary, the race features multi-terrain routes including quiet country lanes and lakeside paths, offering stunning views and a vibrant comm..