Trail Running calendar near Windsor 2025-2026
We have found 428 Trailruns within 80 miles of Windsor. See below where and when you can find the races.
We have found 428 Trailruns within 80 miles of Windsor. See below where and when you can find the races.
The Phoenix Running - Southwater will take place in Southwater on Sunday 15 February 2026. You can run between 5 and 42 kilometers.
Run Brimscombe's canal towpath at the Back to the 80s timed event, choosing any mix of 2.62 mile laps to make 5k to ultra distances. Enjoy a relaxed one hour start window, seven hour limit and a bespoke finisher medal to mark your effort.
Take on the 42 mile St Peters Way Ultra along the historic footpath from Chipping Ongar to St Peter on the Wall at Bradwell on Sea. Rolling trails, variable underfoot and a windswept sea wall finish make for a rewarding coastal challenge.
Join the Hadleigh Legacy 10k at Hadleigh Country Park on 22 Feb 2026 for a scenic yet testing single lap trail with hills, mud and fields. Expect a bespoke medal, free photos and competitive wave starts.
Run the 50k North Downs Ridge from Denbies Wine Estate along the North Downs Way through Surrey woodlands. Roughly 2,986 ft of ascent, aid stations, UTMB qualification and an eco wooden finisher medal await.
The Terminator 2026 is a tough but rewarding 12 mile trail race around Pewsey, Wiltshire, mostly off road with muddy climbs and high point views. All finishers receive a unique T shirt and race village treats await.
Join a guided 10 km trail run through Thursley National Nature Reserve, an easy, mostly flat route ideal for first time trail runners at about 10 min per mile. Enjoy heathland scenery and Britain’s Favourite Path boardwalk.
Join a guided 30 mile South Downs Way ultra from Harting Down, ideal for first time ultra runners looking for a friendly, non competitive challenge. Savour rolling chalk hills, ancient yews at Kingley Vale and expert guided coaching along t..