Trail Running calendar near Windsor 2026-2027

We have found 448 Trailruns within 80 miles of Windsor. See below where and when you can find the races.

Riverside races at Temple Island Meadows in September 2026 featuring a half marathon, 10K and junior event. Mixed undulating courses, chip timing, a themed medal, race photos and post race goodies.

Multi-distance trek and trail event on the South Downs Way on 5 and 6 September 2026, from Eastbourne to Arundel. Routes pass Beachy Head and the Seven Sisters and include rest stops, GPS tracking, medical support and camping options.

UTMB Index

A running event at Westonbirt Arboretum on 5 September 2026 with 1 mile, 5 km and 10 km routes through varied tree collections; organised by Relish The Great Outdoors and currently showing tickets as sold out.

Choose a half marathon or full marathon along a flat, scenic riverside towpath from Walton on Thames to Hampton Court and back, run in laps for easy pacing. Limited places and medals for all finishers plus a giveaway for every entrant.

Join the Carnival Chase on 6 Sep in Warminster Town Park for 10K, 3K and a 1.2K family, wheelchair and buggy fun run. Enjoy a scenic country lane course by the boating lake, medals for all and a lively event village.

Guided *10 km* trail run from Silent Pool near Guildford, following parts of the North Downs Way and Netley Heath and passing through Shere. Runs occur at dusk or at night with headtorch group running and a suggested pace of 10 min per mile..

A bi-annual trail race around Bewl Water near Lamberhurst, Kent, offering 10 km, half marathon, marathon and 50 km ultra courses on wooded trails and quiet lanes with lake views.

A multi-distance towpath challenge from Putney Bridge to Henley, with supported rest stops, medical teams, GPS tracking and options for walkers, faster runners and two-day formats as part of a riverside weekend festival.

UTMB Index

A three-race fell running series on the Isle of Wight, held 12–13 September 2026, also serving as the SEAA Fell Running Championships. Races range from 3.8 km to 21 km, with entries open from 22 October 2025 to 7 September 2026.

Set in the Surrey Hills on 12 September 2026, the Shere multi terrain event offers scenic trail routes from 10k to 42k with chip timing, marshals and a lively event village. Expect stunning views, coffee, medals and friendly support.

Ventnor Horseshoe on Sat 12 Sep 2026 offers a scenic but testing 12 km fell course around Ventnor with 443 m of climb. Part of the Isle of Wight Fell Series, it is perfect for runners seeking a tough coastal hill challenge.

Start the IOW Fell Running Series with St Boniface Fell in Ventnor on Sat 12 Sep 2026, a punchy 3.9 km race with 235 m of climbing across scenic Isle of Wight terrain. Pre entry or on the day entries welcome.

A marathon in Farnham, Surrey on 13 September 2026 with listed spectacular views. Entry is £45, places are limited to 1000 and entries close on 8 September 2026.

A multi terrain trail race in Rye, East Sussex, offering 30k and 15k routes through the High Weald Area of Outstanding Natural Beauty. The event supports local charities and includes a bespoke medal and free photographs.

A mixed trail 10k and 5k in Slinfold raising funds for local causes, with chip timing, children’s races and refreshments at the cricket club. Adult finishers receive a replica world record medal and age group awards are presented.

A 13.1 mile half marathon in Richmond Park on 13 September 2026, starting at Sheen Gate and following the Tamsin Trail and park roads with water stations and refreshments on route.

Tackle the Wroxall Round on 13 September 2026, a scenic 21.1 km fell run around Ventnor with about 487 m of ascent. Open to adults, with on the day entries and team places, this is race 3 of the Isle of Wight Fell Running Series.

Run riverside trails and village lanes at Roman River Trails, a self navigated half and full marathon near Colchester. Expect scenic river crossings, varied terrain, stocked aid stations and a cupless format so bring a cup.

Sandridge 10k is a 10 kilometre trail run around the village of Sandridge near St Albans, starting at Woodcock Hill. Entry is for those aged 16 and over and fees are listed between £21 and £23.

TrailFest at Holdenby House on 13 September 2026 offers four traffic free trail distances from 10K to 50 km on estate tracks and woodland, with varied terrain and open views across Northamptonshire.