Trail Running calendar near Milford 2025-2026

South Downs Way 50 is a 50-mile foot race along the South Downs Way National Trail, running from Worthing to Eastbourne. Runners begin with about six miles of chalk footpaths and bridleways to Chanctbury Ring, then follow the SDW for the final 44 miles to Eastbourne, finishing with a lap of the trac..

Windsor 50 Ultra Challenge, formerly The Easter 50, is staged from Windsor Racecourse and offers 50 km, 25 km, or 10 km loop options. Participants traverse looped routes from the basecamp through Windsor Great Park with castle views, to Runnymede and along the Thames Path into surrounding countrysid..

The Spring Trail Series by Ultra X is a trail running event held at the Cowdray Estate in Surrey, within the scenic South Downs National Park. The series features five race distances: 12km, 25km, 50km, 50 miler, and 110km, all set along the picturesque Serpent Trail that traverses greensand hills, r..

Chiltern Ridge Classic 50K is Runaway Racing’s iconic ultra through the Chiltern Hills. The next edition, 18 April 2026, runs from Berkhamsted Castle to Hampden Meadow, Wendover, covering roughly 51 km with about 996 m of ascent. Runners traverse the Ridgeway National Trail, with an undulating first..

The Thames Ring 250 is a challenging 250-mile (approximately 256 miles) trail ultramarathon starting and finishing in Streatley-on-Thames, UK. The race follows an anti-clockwise loop along the Thames, the Grand Union Canal, and the Oxford Canal, primarily on flat canal and riverside paths. Despite t..

The Bath Beat is a walking and running event held on the southeastern edge of Bath, England, offering distances of 12.5, 17, 21, and 26.5 miles. The course traverses the scenic countryside of the southern Cotswolds, including woods, hills, river valleys, farmland, and a historic disused canal. Parti..

The Garmin UK Trail Running Festival 2026 takes place at St Giles House, Wimborne St Giles, offering a variety of trail running events including a marathon, half marathon, 10K, 5K, and junior races for children as young as 0 years. The festival features scenic courses designed to inspire runners to..

The Drop - Winchester is a unique and challenging race held in Winchester, UK, offering participants a choice between 10-mile and 15-mile distances, either solo or in teams. Inspired by military-style navigation, the event requires runners to find their way back to the event center from an undisclos..

The Ale Trail 15 mile run is a pub-led trail race in Alfriston, East Sussex, starting from the Ye Olde Smugglers Inne beer garden. The 15-mile course has a 4hr30min cut-off and pub checkpoints at The Hampden Arms and The Ram Inn, where runners log arrival and receive a beer token and snacks before c..

Thames Path 100 is Centurion Running’s 100-mile ultramarathon along the Thames Path from Richmond, London to Oxford, finishing in the grounds of Oxford University. The 161 km course climbs about 1,900 feet and is described as flat and fast, with roughly 25% paved and 75% trail terrain. It is a point..

The Isle of Wight Ultra Challenge is a coastal-footpath event on the Isle of Wight, starting at Chale Basecamp. In 2026, it offers multiple distances: a full continuous 106 km around the island (clockwise), a 52–54 km two-day option, plus 82 km, 50 km Southern Loop, 25 km Quarter, and a Medina 10-mi..

Greensand Way Ultra Run is a 30-mile trail ultramarathon starting and finishing at West Hanger, Staple Lane Car Park, near Guildford in Surrey. The route links the North Downs Way with the Greensand Way, passing Box Hill, Leith Hill (the South East’s highest point) and summits such as Pitch Hill and..

Box Hill Vertical KM is a guided trail run held around Box Hill near Dorking, Surrey. The course covers about 12.5 miles with around 1000m of elevation, designed to rack up significant height in a compact distance. It traverses woodland, heathland and open fields, with hills that are technical enoug..

Rapid Relays is a dynamic running event held at the scenic Culden Faw Estate in Fawley, near Henley on Thames, Oxfordshire. The race features a woodland trail course on estate tracks with gently undulating terrain, including a notable climb before 3 kilometers followed by a long downhill stretch bac..

Tempo Trail Races returns for a weekend of trail running in the Cotswolds, centered at Ilmington Sports & Social Club, Ilmington, Shipston-on-Stour. The event offers multiple distances: a 100km Ultra, a new 50km Ultra, Marathon, Half Marathon, and 10K. The trail course takes runners through rural co..

Three Forts Challenge is a trail-running event based at Lancing Manor Leisure Centre in West Sussex. It offers three races: a Full Marathon (27.2 miles) starting and finishing at Lancing Manor, with steep climbs, stiles and rough tracks, passing Chanctonbury Ring and Cissbury Ring for panoramic coun..

The Bluebell Bash is a trail running event in Manswood, Wimborne, UK, organized by Tri-Counties Trail Running. It offers three distances—half marathon (13.1 miles), 10K, and 5K—with full accessibility for canicross. Runners traverse scenic bluebell forests with gentle hills and expansive views.The e..

BigWayRound - Winchester is an award-winning, Gold-rated trail running event held at Winchester Rugby Club. The event offers four distances: 14 miles, 19 miles, a marathon, and a 50K ultramarathon, catering to both new and experienced trail runners. The course features stunning views and traverses i..

The Harewood Forest Trail Race is staged in Harewood Forest in the heart of the Test Valley, near Andover, Hampshire. Runners can choose between 5k and 10k trail routes on undulating forest tracks, offering a challenging yet scenic course. Described as a spring race set in a beautiful woodland setti..

The Goring Gap Trails event, held in Mapledurham near Reading, offers a variety of running and walking challenges, including a 50-mile ultra, a 52K ultra, and a half marathon, alongside walking options of half marathon, full marathon, and a 6-mile walk featuring a river boat crossing. The event is l..