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.

Run the traffic free Flitch Way on two 5.3 km marked loops, choosing distances from 5K to marathon or a timed 6 hour challenge. Pick a bespoke medal and enjoy lap aid station support at this cupless event so bring your own cup.

The Phoenix Running - Greater London will take place in Greater London on Sunday 15 February 2026. You can run between 3 and 28 miles.

The Phoenix Running - Southwater will take place in Southwater on Sunday 15 February 2026. You can run between 5 and 42 kilometers.

Join the SMaRTT Smasher on 15 February 2026 in Calne for a flat, traffic free 10k along the national cycle network to Stanley and back. A lively 1 mile fun run for under 17s adds family fun and all finishers get a memento.

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.

Enjoy a flat, scenic riverside run along the Thames at Magna Carta Winter in Runnymede, with 10k, half and full marathon options on out and back laps. Chip timing, marshals and a bespoke finisher medal make this a rewarding winter race.

Choose your distance on the day and tackle scenic looped courses through woods and trails around Chalfont St Peter, with pacers welcome and a trained medic on standby. Distances from 7k to ultra are offered and top three finishers earn meda..

Join Any Kind of Weather Runner at Northampton Active on 21 February 2026 for a six hour challenge where you can tackle distances from 5k up to ultra. Finishers receive a medal and goody bag and aid stations on each lap will keep you fueled..

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.

Experience Bath's Two Tunnels from Brickfields Park, running through lit, traffic free tunnels and scenic river and trail sections. Distances range from 500 m to a 50 km ultra and marathon, but entries are sold out.

BigMud Trails EARTH kicks off the Classic Element Trail Series at Queen Elizabeth Country Park, guiding runners through the Meon Valley and South Downs with two ascents of Butser Hill. Options: 16 miles, marathon or 50 km on muddy trails.

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.

Join the Winter Trail Run at Gatton Park on 22 February 2026 for scenic multi terrain 5K and 10K loops, plus a Canicross category. Expect a finisher medal, bag drop and refreshments, with prebooked parking helping to support Gatton Trust.

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.

Join the Dirt Run, a two round multi terrain series in Northamptonshire at Irchester on 25 January and Brigstock on 22 February. Choose 5 km to 15 km on mixed trails, paths and roads with a muddy hill to test you and a custom medal for fini..

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.

Run Reigate Canicross & Trail at Gatton Park on 22 Feb 2026 offers scenic multi terrain 5K and 10K trail races plus a dedicated canicross. Chip timing, medals for humans and dogs and tasty treats for pups make it a fun day out.

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 G3 no.3 at Newlands Corner, Guildford for a choice of 10 km or 15 km routes across Surrey countryside on Saturday 28 February 2026. Friendly, well marked courses with series entry options make this a perfect early season challenge.

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..