Trail Running calendar near Gerrards Cross 2025-2026

We have found 368 Trailruns within 80 miles of Gerrards Cross. See below where and when you can find the races.

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 Centurion Running’s 50‑mile ultramarathon along the South Downs Way National Trail, starting in Worthing and finishing at Eastbourne. Runners tackle six miles of chalk footpaths to Chanctbury Ring before following the South Downs Way to the coast, finishing with a lap of the Ea..

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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..

The Haughley Festival of Running, held at the exclusive Haughley Park in Suffolk, offers a variety of race distances including 5k, 10k, Half Marathon, Full Marathon, and Ultra Marathon. Now in its fourth year, this intimate event features a mainly pathway course with some trails and woodland section..

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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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 Other Run, organized by Zig Zag Running, takes place at the Suffolk Running Centre in Bury St Edmunds, coinciding with the London Marathon day. It offers multiple distance options: 5k, 10k, half marathon, and full marathon. The marathon follows the officially measured, scenic, and mildly undulat..

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..

A Coventry Way Challenge is a 40-mile countryside route around Meriden, starting and finishing at the Heart of England Social Club. Participants may walk or run, solo or in a relay, for fun or charity. The event features five checkpoints offering cold drinks and a selection of food, plus meals at th..

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..

May 2026

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..

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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..