Trail Running calendar near Winterbourne Monkton 2026-2027

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.

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..

A series of marked trail races around Stroud and the Cotswolds using towpaths, commons and old railway lines, with checkpoints, water stations, marshals and map/GPX support.

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..

Explore the Jurassic Coast on 16-17 May 2026 with distances from 10 km to 100 km. Full support includes rest stops and camping. Options like Ultra Trailblazerz for runners and Ultra March for walkers are available.

The OTT Marathon & 10 Mile Race offers a challenging mountain run through the Brecon Beacons. Choose between a full marathon with significant climbs or a 10-mile trail route. All finishers receive a commemorative coaster and buff.

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.

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..

The Beer Blazer is a multi-terrain fundraiser for a local school, set on the Jurassic Coast. Choose from a challenging 10-mile trail, a 6-mile route, or a family friendly fun run. The event finishes with a BBQ and offers prizes for the top..

This 10K trail race starts and finishes on Cocklemoor in Langport, taking runners across mixed terrain paths through the Somerset Levels and countryside. It follows UK Athletics rules and is open to participants aged 17 and over.

Tackle the 10 mile Sirhowy Challenge on 17 May, a scenic multi terrain loop climbing 1500 ft to Machen Trig Point through the rolling Sirhowy valley. Undulating terrain suits adventurous runners and all finishers receive a drinks token.

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.