Trail Running calendar near Chiltern Hills 2025-2026

We have found 383 Trailruns within 80 miles of Chiltern Hills. See below where and when you can find the races.

Run the Wild Half Marathon is a trail-focused 21km event set in the Chiltern Hills, starting from The Home Office in Tring, 30 minutes northwest of London. The route climbs roughly 300m and winds across chalk hills and through woodlands, offering stunning scenery rather than a road-race atmosphere...

Beyond Bristol, the Bristol Trail & Ultra by Beyond Trails offers two distances: a 25km Trail and a 55km Ultra, starting and finishing at Museum Square in central Bristol (BS1 4RN). The course travels off tarmac through woodland, riverside paths, parks, and disused railways, with highlights such as..

The Springtide 50k is an ultra running event held in the historic town of Arundel, West Sussex. This single-loop course offers a runnable, non-technical route through the scenic South Downs, making it ideal for beginners and experienced runners alike. Participants enjoy stunning views of rolling hil..

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Ultra In The Black Country returns for its ninth year, starting and finishing at Baggeridge Country Park near Dudley, West Midlands. The 32-mile loop can be run solo, in a pair, or as a team of four. The scenic, urban course is 97% traffic-free, largely along disused railway lines and canal towpaths..

The Zig Zag Challenge is a timed running event held at Brandon Country Park in Suffolk, located in the heart of Thetford Forest. Participants can choose between a 6-hour or 4-hour challenge, running multiple laps of a 5.3 km multi-terrain course featuring gravel footpaths and grass areas. The event..

April 2026

Saturn's 7 Hour Time Challenge at Wraysbury Skiff & Punting Club (Wraysbury, TW20) is an inclusive, self-paced race along the River Thames. Entrants choose a distance from a 3 km lap, with full laps around about 7 km (4.37 miles) or a shorter 3.28 mile option depending on conditions. You can run as..

The Testway Ultra is a challenging ultra marathon held in Hampshire, England, featuring 40 and 50-mile distances along the scenic Testway footpath. The route stretches from the chalky downs near the Northern Hampshire/Berkshire border to the southern town of Totton in Southampton, showcasing picture..

Mortimer 10km is a multi-terrain trail race held in the pretty Berkshire village of Mortimer, starting and finishing at Mortimer Fairground (RG7 3RG). The largely off-road 10km route uses woodlands, footpaths and bridleways around local forests and comprises roughly two laps. The course is undulatin..

Henley River Half Marathon, 10K & Junior Race, organized by RunThrough UK, takes place at Temple Island Meadows, Remenham Lane, Henley-on-Thames. The event offers three distances—the Half Marathon, 10K, and a Junior Race—on a scenic, mixed-terrain course along the River Thames. The route is undulati..

The Rosebud Marathon is a 26.2-mile section of the Rose of the Shires Ultra Marathon, set in Northamptonshire from Hartwell to Brixworth Country Park near Northampton. It’s a scenic, multi-terrain course with about 14 miles of cross-country trails, 10.4 miles of roads, and 1.8 miles on canal towpath..

Rose of the Shires Ultra is a 54‑mile circular ultra starting and finishing at Brixworth Country Park, near Northampton. Described as friendly and welcoming by the organizers, the route meanders through Northamptonshire’s countryside, including Salcey Forest, the Grand Union Canal, and parts of the..

Centurion Running’s 50 Mile Grand Slam 2026 is a four-race ultramarathon series, consisting of four 50-mile events on famed UK trails: South Downs Way 50 (11 Apr), North Downs Way 50 (16 May), Chiltern Wonderland 50 (19 Sep), and Wendover Woods 50 (14 Nov). The four races are grouped as All Four 202..

Spring ‘Run the Seasons’ Cowdray takes place on the Cowdray Estate in West Sussex, near Midhurst. The event offers 5km, 10km, 10-mile and canicross options, all run on a scenic course that heads out to Ambersham and Heyshott Common. These commons are Sites of Special Scientific Interest and Grade 2..

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..

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Battle of the Brampton Valley Way is Race Harborough’s ultra-distance challenge along the traffic-free Brampton Valley Way, spanning 28 miles (45km) in total with two 14-mile legs from opposite ends (Market Harborough/Leicestershire or Northampton/Northamptonshire). The mostly flat, hard-packed surf..

Nene Valley Races' Kings Cliffe 10k is a 10-kilometre trail race held in Kings Cliffe, Northamptonshire, starting and finishing at KC Active on Kingsmead. The circular course runs along easy tracks, green fields, farm tracks, and disused railway paths through the Northamptonshire countryside and the..

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..

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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..

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Join Running Adventures for a spectacular guided trail run across the Malvern Hills and surrounding trails. The 18-mile route starts and finishes at North Quarry Car Park in Great Malvern, Worcestershire, and climbs to the Malvern ridge summit, visiting all the ridge summits with sweeping views. Ele..