Trail Running calendar near Ashtead 2026-2027

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.

This scenic trail run in the South Downs offers 10k and 20k distances. The hilly route provides stunning views across the Cowdray and West Dean Estates. The event includes chip timing, a finisher's medal, and a race village with refreshment..

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..

Celebrate summer with this flat, off-road race series in Dinton Pastures Country Park. Choose from 5km, 10km, or a kids' 2km across four Thursday evenings. Enjoy chip timing, a finisher's medal, and a friendly atmosphere.

Event Overview The North Downs Way 50 (NDW50) is a 50-mile point-to-point trail run along the North Downs Way National Trail. It starts in Farnham, Surrey and finishes in Knockholt Pound, on the outskirts of Greater London. The total climb..

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..

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..

Take on 18 miles of scenic Suffolk countryside from Nowton Park to Clare Castle Country Park, running or walking at your own pace. With a friendly atmosphere, medal for all finishers and support for St Nicholas Hospice, this is a challenge..

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.

Join the Barbury Castle Sunset 10km for an evening trail run through the Wiltshire countryside. The off-road route passes historic Barbury Castle and finishes with refreshments at the shooting school. All profits support the Wiltshire and B..

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.

The City Race European Tour arrives in Canterbury for a weekend of urban orienteering. Races navigate historic streets, the cathedral, and university campuses. The event includes a prologue, a city race, and a sprint double-header.

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.