Trail Running calendar near Windsor 2026-2027

Two point-to-point trail races along the Stour Valley Path offer a 102 km and a 50 km route through Constable Country, mostly on trails. Both events award finishers with a medal, t-shirt, and UTMB Index points.

Choose any number of laps on a scenic 5.3 km loop at Denbies Wine Estate to make distances from 5 km up to ultra. Timed event with a flexible 1.5 hour start window and support on a hilly off road course.

A 10 km trail run at Ramsbury Brewery on the Ramsbury Estate in Wiltshire, canicross friendly, mostly off road with medals, chip timing and a pint cup with a free drink included.

A scenic 10k around Mount Ephraim Gardens on 9 August 2026, with a separate Junior Run, route maps and GPX files, participant medals and garden entry, and fundraising for Oasis Domestic Abuse Services.

A riverside race series along the Thames Path between Petersham and Barnes offering 10 km, half marathon and marathon distances. Routes run on towpath trail, are well marked and marshalled, with stocked checkpoints and KLP Medics support.

Multi-terrain 10k and half marathon around Wye with valley views and the hillside chalk crown. On-site event village, toilets and refreshments are provided and entries are priced differently for affiliated and unaffiliated runners.

SATURN TOO Midweek Medal Madness on 14 Aug 2026 at Wraysbury: a relaxed 7 hour timed challenge along the River Thames with distances from 3 km to ultra. Finishers earn medals and goody bags and enjoy aid stations on a scenic loop.

Two trail ultras of **100k** and **50k** around Market Harborough following the Harborough Round, with GPX files, multiple checkpoints and mandatory kit requirements. The routes visit villages, Foxton Locks and the Kelmarsh Tunnel.

On 16 Aug 2026 The Black Bull 15 offers a 15 miles trail run and a 15 km social hike near Chelmsford. The event marks the organiser's 20th anniversary and will donate £2 from entries to a charity to be confirmed.

A multi-distance running event in Bath that routes through two long, lit railway tunnels and finishes at Brickfields Park; proceeds partly support Sustrans and ticketing for this edition is sold out.

Henfield Half Marathon on Sunday 16 August 2026 uses an off road, scenic course along riverbank and a disused railway from Henfield Leisure Centre, with onsite changing facilities, parking and medals for finishers.

A multi-distance running festival on 16 August 2026 in Southampton Common featuring 5K, 10K, a half marathon and junior races set on laps through woodland, ponds and parkland with marked kilometres and marshals.

A point to point mixed terrain run from Mayflower Park, Southampton, following The Old Way with a short river boat crossing, historic landmarks, sticker-collecting race bibs and options for coach transport and alternative eco medals.

A 13.1 miles park half marathon in Richmond Park following the Tamsin Trail and park roads, with refreshment points, varied scenery and a single lap route returning to Sheen Gate.

Trail races over half marathon and marathon distances take place entirely inside Richmond Park, starting and finishing at Sheen Gate. The course passes gates, lakes and wooded sections and includes several drink and feed stations.

Tackle a scenic trail 10K or half marathon through Alexandra Gardens with distant views of Windsor Castle. Chip timed results, free race photos and a lively event village make this a great day out for runners and supporters.

The Plum 10k is Pershore Plum Plodders club's 10 kilometre race in Pershore, Worcestershire, with results archived back to 2016. The next edition is scheduled for 30 August 2026.

Take on the Muntjac 15, a 15 mile trail around Danbury Essex with 1600 ft of climbing across scenic woodland and technical singletrack. Enjoy a well stocked checkpoint, a quality memento and bespoke local trophies.

Run a scenic but testing out and back marathon or half around Woldingham and the North Downs, with wooded trails, chalk pits and steep climbs. Finish with a medal, race t shirt and post race goodies in a friendly event.

An evening trail run through Ickworth Park with chip timed 5 km and 10 km courses across limestone paths, meadows and woodland. All finishers receive a medal and water refills are available without single use cups.