Trail Running calendar near High Wycombe 2026-2027

A two-day trail running festival at Deene Park near Corby offering 10k, 21.1k, 25k challenges and a combined 56.1k Quest with medals and multi-event entry options.

Discover Goring Gap Trails near Reading in early May 2026, offering scenic trail challenges from a 6 mile walk with a river boat crossing to 52K and 50 mile ultras. Multi day camping adds a relaxed festival vibe for runners and walkers alik..

A linear 40 mile challenge from Avebury to Streatley along the ancient Ridgeway and chalk downlands of Wiltshire, Oxfordshire and Berkshire. Checkpoints provide refreshments and finishers receive an emailed certificate and badge.

A lapped riverside race from Wraysbury Skiff & Punting Club along the Thames Path near Runnymede. Offers 10 km, half marathon and marathon distances with marked turnarounds, marshals, a bespoke finisher medal and prizes for top three men an..

A marathon in May 2026 marking the 30th edition, organised by Halstead Road Runners on scenic low traffic roads around Halstead Leisure Centre in North Essex. Part of the Essex Road Running Championships with a strong volunteer and charity..

Shires and Spires is a multi-terrain race through the Northamptonshire countryside, starting from historic Naseby. The event alternates its course direction yearly and offers five distances from a 10K to a 35-mile ultra marathon. Entry incl..

Road marathon and half marathon at Suffolk Running Centre near Bury St Edmunds, using the Kirtling and Windmill routes. Aid stations every 10 km, parking included, cupless policy, bespoke medals and a seven hour marathon cut off.

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.

Join the Dilton Dash on 10 May 2026 at Dilton Marsh for scenic multi terrain 10K, 3K and 1/2K fun runs supporting village causes. Expect stiles and gates, medals for all finishers and prizes for winners.

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..

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 multi terrain 5 km race at West Lodge Farm in Desborough that passes fields, nature trails and farm animals, with a bespoke finisher medal and a virtual entry option to receive the medal by post.

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..