Trail Running calendar near Westhumble 2026-2027

A fundraising off road 10 km, 5 km and junior run at Milton Creek Country Park on 10 May 2026, supporting the Oliver Fisher Special Care Baby Trust. The event features mapped trail routes, a bespoke medal, prizes and limited free parking.

Run one or two loops through the undulating vineyards of Rathfinny Wine Estate on a carbon neutral trail event that supports the WOLO Foundation and awards recycled slate medals to finishers.

A self-guided 13-mile run along Letchworth's scenic Greenway trail. This is a run, not a race, due to road crossings. Finishers get a wooden medal and refreshments, with profits supporting a local youth mental health charity.

Trail races of 20 km, 10 km and junior 3 km and 5 km run from Cocking Hilltop across the South Downs, with climbs, scenic views and marshalled, waymarked courses under Trail Running Association licence.

Explore the beautiful trails of the Chiltern Hills on this 30km guided trail run. The event includes a Run Leader, a checkpoint with snacks, and a finisher's medal. It starts near Tring Station, with easy rail access from London.

Black to the Trails is a vibrant trail running festival designed to boost ethnic diversity in the sport. Run a 1K, 5K, 10K, or Scotch Bonnet 10K on the beautiful trails of Dunstable Downs. Enjoy a day full of activities, food, and music wit..

The Woodland Woggle is a scenic 6k trail race through Hampton Estate and Puttenham Common. Expect undulating hills, Bluebell woods, and chip timing, with a bespoke medal for every finisher. Ample parking and refreshments are available at th..

Run 50 point-to-point miles on the historic North Downs Way National Trail, from Farnham to Knockholt Pound. The route features 5,600 feet of climb, including the ascent of Box Hill. It's the 15th annual edition and part of the 50 Mile Gran..

Compton Harriers stage the Compton Downland Challenge on 16 May 2026 with a multi-terrain full marathon (26.8 miles) and a 16 mile route across the Berkshire Downs. The event includes aid stations, a seven hour limit and a hand-thrown finis..

Join the Semington Slog on 16 May 2026 for a scenic 10K or family 2K around the village, canal towpath and leafy lanes. A friendly community fundraiser at St Georges School with marshalled routes, children’s activities and tasty food, plus..

Run through scenic vineyard hills at Denbies Wine Estate in Dorking on 16 May 2026 on a 5.3 km undulating off road loop. Choose as many laps as you like for distances from 5 km up to ultra with flexible start times and limited places.

A measured 10 km cross country run in Priory Park, Reigate on 17 May 2026 with a 250 metre section plus four laps, water stations, first aid and registration on the day. Trophies and a bespoke medal are awarded and the event supports Sport..

Run the scenic loop at Hurtwood Park Polo Club in Cranleigh, Surrey with distances from 5 km to ultra on mostly flat off road trails. Multi lap format and a seven hour time limit suit all paces and every finisher gets a memento.

A community running event in the parish of Deddington offering 5k, 10k and 20k routes on Sunday 17 May 2026. The event is open to all and supports local organisations including the Deddington Primary School PTA, Deddington PFSU and Deddingt..

Celebrate the 43rd edition of the Stort10, a highly-rated trail race in the Essex countryside. Choose between a 10-mile or 5-mile course on farm tracks and woodland trails starting from Cammas Hall Farm. Enjoy the inclusive atmosphere with..

A community trail run on 17 May 2026 at Newchurch Primary School with three route options and age-based entry fees; proceeds support learning resources and all entrants receive a medal and enter a raffle for prizes.

An evening event at Chelmsford Brew Co offering a GPX/Strava 10 km trail run or a relaxed hike, with entry including a drink, crisps and a finisher's medal; under 18s are not permitted.

A three day urban orienteering weekend in Canterbury from 22 to 24 May 2026 featuring a Friday prologue, a city race through historic streets, and sprint races on the University of Kent campus.

City-centre orienteering in Canterbury offering 5k and 5 mile individual time trial races with maps and basic navigation guidance, live results, prizes and on-site refreshments.

Four point to point races across the South Downs National Park on 23 May 2026, with mainly runnable, non-technical trails and a finish at Beachy Head in Eastbourne. Courses are fully marked and supported with regular aid stations.