Trail Running calendar near Caldecotte 2026-2027

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.

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.

Run the Chilterns 30, a scenic 30 km trail around Tring with rolling hills and about 500 m of ascent through woods and ridgelines. Limited to 50 places, the well supported event includes guides, checkpoints and a finisher medal.

Join Black to the Trails at Dunstable Downs and Whipsnade for a welcoming day of trail running with 1K, 5K, 10K and Scotch Bonnet 10K options. Celebrate diversity with music, food, family fun and finishers medals on scenic chalk downland.

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.

A 50k brewery to brewery ultra on 16 May 2026 around Nottinghamshire starting and finishing at Milestone Brewery & Tap in Cromwell. Checkpoints are every 6 to 8 miles, there is a 10 hour cut off and places are limited to 175 runners.

A 50 mile point to point trail run along the North Downs Way from Farnham to Knockholt Pound, with 5,600 ft of ascent, six aid stations and a 13 hour cut off. Pacers and crews are not permitted and finishers receive a medal.

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..

Distances The event offers three trail distances and a relay: 10 km 13.1 miles (Half Marathon) 26.2 miles (Full Marathon) Marathon Relay (teams of two, each running a half-marathon lap) The 10 km and half marathon are single-lap routes. T..

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.

Trail running from Sudeley Castle in the northern Cotswolds with routes from 7 km to 51 km, marked trails, outposts and mandatory kit for longer courses. The event uses reusable cup policy and provides parking, bag drop and timed results.