Trail Running calendar near Winchester 2025-2026

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..

The Chase Trail Run 2026 is part of the Garmin UK Trail Running Festival on 26th April 2026. The event takes place at St Giles House, Wimborne St Giles, BH21 5NA and is organised by ORA Events Limited. Entries close on 22nd April 2026. A camping option is available for three nights (24th/25th/26th..

The Portland Pig Backyard Ultra is an ultramarathon event held at Grove Farm Estate, Portland, Dorset. In this unique race format, participants run a 4.167-mile (6,706 meters) loop every hour, starting on the hour, continuing until only one runner remains. The course offers diverse terrain including..

Saturn’s Midweek Chasing Numbers 7-Hour Time Challenge is held at Wraysbury Skiff & Punting Club on the River Thames. The event is designed to be affordable and flexible, inviting all abilities to run or walk within a 7-hour window. Participants choose their distance on a flat, signed course along r..

Thames Path 100® is a 100-mile point-to-point trail race by Centurion Running, from Richmond in London to the grounds of Oxford University. The route follows the Thames Path with a flat, fast profile on groomed paths, trails and paved sections, and about 1,900 feet (560 m) of climb, offering varied..

The Greensand Way Ultra Run is a guided, group trail run taking place on Saturday 2 May 2026 in Guildford, Surrey. The route covers 30 miles and the advertised cost is £45 per person. The event is presented as suitable for first-time ultra runners; participants are advised to have run at least 22 m..

The Isle of Wight Ultra Challenge is a multi-distance coastal event based at Chale basecamp on 2-3 May 2026. The route follows the island coastal path, passing the Needles, Cowes and Ventnor, with options to walk, jog or run. The event can host up to 2,000 participants and offers a Solo Start optio..

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..

Westcountry Ultra Flat 50 is a point-to-point 50-mile ultramarathon organized by Albion Running. The event starts in Taunton and finishes at West Somerset College in Minehead. The route has a flat first half and a more undulating second half, with roughly 2,100 feet of elevation change, and is ideal..

The Collingbourne Races, held at Crawlboys Farm in Ludgershall, offer a scenic off-road running experience through the beautiful Collingbourne woods. Featuring a half marathon and a 10km race, the course includes bridle paths, woodland tracks, and single-track trails, making it suitable for runners..

Run to the Sea Brighton is a 50 km ultramarathon on a multi-terrain point-to-point course from Horsham's Christ's Hospital to Hove Lawns, Brighton. The route blends trails, rolling downs, and a coastal promenade, offering scenic views of the South Downs and sea. The event is described as stunning, w..

Chiltern Hills 100K is a TRA-licensed 100-kilometre ultramarathon organized by Runaway Racing. The next edition takes place in May 2026, starting and finishing in Chesham, Buckinghamshire, with the event base at Chesham Guides HQ in Lowndes Park. The anticlockwise route traces beloved Chilterns trai..

Westcountry Ultra 100 Miler is Albion Running's signature 100-mile event, held in Somerset, England. The race fuses the Flat 50 and Hilly 50 routes into one epic loop from Taunton to Minehead, largely along the Taunton–Bridgwater canal path, River Parrett Trail, and West Somerset Coast Path. Runners..