Trail Running calendar near Aylesbury 2026-2027

Explore the scenic trails and ridge lines of the Chiltern Hills on this guided 30km trail running adventure. This non competitive event features expert lead runners, technique instruction, and full support along the route.

Tackle the scenic 10 km Scorpion Run at Symonds Yat Rock in the Forest of Dean with winding trails and a final climb to the finish. Enjoy undulating gravel tracks, riverside views and a cafe at the start and finish for post run treats.

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..

Explore the Cotswolds at the Stroud Trails Event, offering four scenic trail distances from an 11 km quarter marathon to a challenging ultra. The route takes in hills, towpaths, and common land with full support and marked trails. Registrat..

Race 2 of the Northants 5K Series heads to West Lodge Farm for a multi-terrain course through fields and nature trails. All finishers collect a unique series medal. The evening event offers free parking, on-site facilities, and food availab..

A summer series of four evening races in Dinton Pastures Country Park. Choose from a flat, off-road 5km or 10km, or a kids' 2km. Enjoy chip timing, a finisher's medal, and the chance to track your progress across the summer months.

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..

Tackle the scenic Berkshire Downs in this 26th edition trail running event. Choose between a 26.8-mile marathon or a 16-mile challenge on a mixed-terrain course. All finishers receive a unique pottery mug, and a free BBQ awaits runners.

The Semington Slog on 16 May 2026 features a 10 km and 2 km run from St Georges School. Routes explore the village and Kennet and Avon Canal towpath. Enjoy community activities, refreshments, and prizes.

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.

The Maverick Cotswolds Trail returns for its 11th year on May 16, 2026. Starting from the historic Sudeley Castle, runners can choose from five scenic trail distances, from a 7km Short to a 51km Ultra. This dog-friendly event features a cup..

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..

The Bury to Clare Challenge is an 18-mile point-to-point journey from Bury St Edmunds to Clare through West Suffolk's countryside. This well-marked run or walk supports St Nicholas Hospice Care. Participants receive a finisher's medal, with..

The Ridge Off Roader is a trail run through the scenic Chiltern Hills. It offers a half marathon and a 10k route, plus a fun 1k for kids. All proceeds support the local school.

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.