Trail Running calendar near Upper Woolhampton 2026-2027

Start the IOW Fell Running Series with St Boniface Fell in Ventnor on Sat 12 Sep 2026, a punchy 3.9 km race with 235 m of climbing across scenic Isle of Wight terrain. Pre entry or on the day entries welcome.

The Farnham Pilgrim Marathon takes place in September 2026 near Farnham, Surrey. The course is noted for its spectacular views.

A mixed trail 10k and 5k in Slinfold raising funds for local causes, with chip timing, children’s races and refreshments at the cricket club. Adult finishers receive a replica world record medal and age group awards are presented.

Tackle the Wroxall Round on 13 September 2026, a scenic 21.1 km fell run around Ventnor with about 487 m of ascent. Open to adults, with on the day entries and team places, this is race 3 of the Isle of Wight Fell Running Series.

Explore the trails around Sandridge village in this 10k event. The course starts on Woodcock Hill and is open to runners aged 16 and over.

TrailFest offers four scenic trail distances from 10K to 50K at the historic Holdenby House estate. Run a traffic-free course over farm tracks and through woodland on this private Northamptonshire property. Support crews are welcome on the..

Run a scenic and undulating 10k on the rough tracks of Ashtead Common, a protected nature reserve. This community event raises money for local charities and promotes environmental sustainability. A 2k fun run is also available for kids.

The Bradenham Blast is a scenic 10km trail race through the Chilterns. The hilly course features beech woodlands and a final 3km downhill stretch. It offers finisher medals, photography, and prizes for top runners and teams.

The Chiltern Wonderland 50 is a 50-mile ultramarathon on a scenic single loop through the Chiltern Hills. With 5600ft of climb and historic villages, it’s a fully marked and supported trail run. It starts and finishes at Goring Village Hall..

Race 47 miles along the Cotswold Way from Chipping Campden to Painswick, traversing the rolling hills of the Cotswolds Area of Outstanding Natural Beauty. This licensed continuous trail challenge runs under UK Athletics and TRA rules.

A 102-mile non-stop trail run along the entire Cotswold Way National Trail from Chipping Campden to Bath. Runners have 32 hours to complete the hilly route, navigating by the trail's iconic acorn markers. The event includes tracking, suppor..

Event Overview The Triple Trail Races take place in Kent on a route that combines three historic trails: the North Downs Way, Greensand Way, and Weald Way. The event features three distances: 25 km, 50 km, and 100 km. All races finish at Lo..

BigSky is the Air event in the Classic Element Trail Series at Hyde Common, New Forest, offering 18 miles, a marathon and a 50 km ultramarathon with marked routes, multiple aid stations and mandatory personal hydration.

Explore the rolling hills of Northamptonshire on the trails around Clipston. Choose from a half marathon or a 5-mile course, both starting from the village recreation ground. Every finisher is rewarded with a medal and homemade cake.

This flexible trail run in the New Forest lets you choose your distance on the day, from a 5K lap to an ultra marathon. The scenic, technical loop starts near a historic manor house. On-site facilities include an aid station, showers, and o..

A marathon and half marathon along the Ouse Valley Way in Huntingdonshire on 20th September 2026, finishing in Earith. Both routes are very low elevation and run on grass, gravel and tarmac with route maps and GPX files available.

The Chiltern 50 Ultra Challenge offers looped trail distances of 50 km, 25 km, and 10 km through the scenic Chiltern Hills. It features a basecamp at Henley Showground with camping, food, and a celebration. Options are available for walkers..

Run or walk through the beautiful Dorset countryside on this trail event. Choose from 10k, half marathon, or full marathon distances, with a new team relay option for 2026. All proceeds support local charities and community services.

A 10-mile trail race set in the scenic Candover Valley at Chilton Manor Farm. The route features a historic Yew tree-lined finish and includes private trails with 240m of ascent. Participants receive a unique medal and can enjoy refreshment..

This autumn half marathon takes place on scenic forest trails in the Forest of Dean. The course features no road crossings and offers a unique, slightly hilly route. Organized by the Rotary Club for charity, it provides chip timing and a me..