Trail Running calendar near Windsor 2026-2027

We have found 540 Trailruns within 80 miles of Windsor. See below where and when you can find the races.

Experience an iconic 43 mile ultra marathon journeying from the Buckinghamshire countryside to the heart of London. This season opener features scenic trails and historic canal paths with full GPS tracking and checkpoint support.

The Doughnut Dash is a flexible-distance run along a flat Thames riverside trail. Participants can run from a single lap to ultra marathon distances while enjoying doughnuts. All finishers receive a custom, neon-colored medal.

Experience the Hampshire countryside with a trail run starting from Sparsholt College. Choose between two distances featuring scenic views of Farley Mount and receive a finisher medal and goodies at the finish line.

Choose your distance from 5k to Ultra on this scenic road course near Bury St Edmunds. Enjoy a rolling route through historic villages with aid stations and a bespoke finisher medal.

A 15 mile multi-terrain trail run at Hadleigh Country Park featuring muddy, undulating sections and elevated Thames Estuary views. Route maps and GPX files are available and the event operates a cupless water policy.

This trail run through Moors Valley Country Park offers a half marathon and a 10K on woodland gravel paths. It's a dog-friendly event with chip timing and an eco-medal. Be prepared for muddy sections and inclines on the scenic course.

Experience a twilight run through Hurn Forest with the Starburster 5 and 10 mile events. This trail race follows an out and back route under the stars and supports Forestry England conservation efforts.

Experience a rewarding trail race through the private grounds of Ashdown Forest with 1568 feet of elevation. Choose between 5 or 10 miles of hard packed trails featuring steep climbs and panoramic views across The Downs.

February 2027

Race through the spectacular winter landscape of Westonbirt Arboretum after dark. Choose from 5km or 10km distances on a solid, road-like trail. Explore over 2,500 species of trees under the night sky.

The Hibernal Hills 50 mile is a season-opening ultra on a 53-mile loop from Queen Elizabeth Country Park. With 6400 ft of climb on 99% trail, it's a UTMB Index race requiring a marathon qualifier. Runners are supported by six aid stations a..

Run through the stunning Westonbirt Arboretum, home to over 2,500 tree species, on a solid surface perfect for a scenic race. Choose from 5 km or 10 km distances with multiple wave starts for this popular winter event.

Join this 5 km canicross adventure through the scenic woodland tracks of Irchester Country Park. This dog-friendly event features a staggered start, professional support, and finishers medals for both runners and their canine partners.

Discover scenic forest trails at the Bedgebury Forest 10 and 5 Mile in Kent. This undulating multi terrain event features distances for adults and a junior run under majestic pine trees.

The Portsmouth/Langstone Coastal Half Marathons offer two scenic coastal routes over Valentine's Weekend 2027. Run the trails of Langstone Harbour on Saturday and a flat loop from Southsea on Sunday. Complete both days for a special bonus m..

Event Overview The Wiltshire 10 is a 10-mile running event. It starts and finishes at the King George V Playing Field in Melksham. The route goes out towards the picturesque village of Lacock. Location & Facilities The event is based at..

Celebrate nine years of running on the historic Flitch Way with various distances from 5km to a 6 hour challenge. Choose your direction on this flexible lapped course and select your favorite bespoke medal.

Experience a fully signed 50k trail ultra along the scenic North Downs Way and ancient woodlands of Norbury Park. Starting near Dorking this accessible route features four well stocked checkpoints and a finisher medal.

Run through the longest underground tunnels in the UK on a historic railway path in Bath. This event offers distances from 500m to an ultra marathon with both flat and hilly route options for all participants.

Follow a historic 42 mile pilgrimage route through the scenic Essex countryside to an ancient coastal chapel. This challenging trail ultra features varied terrain and requires self navigation through rolling rural landscapes.

March 2027

Explore the scenic Northamptonshire countryside with 10k and Half Marathon trail races at Pitsford Water. Enjoy fully marshaled routes through local villages and alongside the water with professional on course support.