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.

Trail runs of 10 km and 10 mile around Angmering Park Estate on 26 April 2026, with canicross options, marshalled courses, water stations and free race photos.

Trail runs through Alice Holt Forest on 26 April 2026 support GUTS, with a Half Marathon, 10k, 5k and a junior run. Routes use a 5k forest loop with multiple laps for longer distances.

Join NOT the London Marathon Run 2026 on Sunday 26 April in Walton on Thames for a flat, certified lap course along the riverside towpath. Choose marathon, half or a 7 hour timed challenge, enjoy flexible starts and a commemorative medal.

A spring trail run of around 10 km through bluebell-carpeted woods in the Chiltern Hills, starting from Tring and led in ability groups by Run Leaders. Facilities include a cafe, toilets and bag storage; dogs allowed with cani-cross kit.

Two point to point routes in the South Downs National Park from East Dean Village Hall, covering either 28 miles or 18 miles with an 11 hour limit and checkpoint support including hot food and vegetarian options.

A multi terrain *5 km* race at Fineshade Wood on 26 April 2026 set in Northamptonshire woodlands. Finishers receive a bespoke medal and a virtual completion option is available.

The Icklesham 8km Trail Race will take place in Icklesham on Sunday 26 April 2026. You can run 8 kilometers.

May 2026

Run a scenic 7 hour timed challenge along the River Thames at Wraysbury on Friday 1 May 2026 and choose your distance from 3 km to ultra. Friendly aid, medals and goody bags make this intimate 300 runner event ideal for PBs or relaxed miles..

Multi distance trail event on the Isle of Wight on 2 to 3 May 2026, with routes from 10 miles to 106 km. The course follows the southern coastal path and features signed routes, GPS tracking, rest stops, medical support and camping options.

A 100 mile point to point trail race along the Thames Path from Richmond to Oxford with a 30 hour limit, marked route, mandatory kit requirements and staged aid stations. Entries for 2026 are full and new applicants join a waiting list.

UTMB Index

A guided 30 mile trail run near Guildford following sections of the North Downs Way and the Greensand Way. The group led by an experienced ultra coach includes climbs such as Leith Hill and finishes back at West Hanger.

A three day running series in West Sussex across East Grinstead, Haywards Heath and Burgess Hill that can be completed as single town races or combined into a full marathon. The event includes mile races, a family fun run and a virtual mara..

Run Silchester offers scenic trail races from the village playing field along the Roman Wall and through ancient woodland, with a 2.5 mile fun run plus 5 and 7 mile trail races. Enjoy festival vibes, medals and community fundraising for the..

Run For Your Life on 2 May 2026 at Parliament Hill, Hampstead Heath offers 10 km, 5 km and a 2 km Fun Run on scenic trails past Kenwood House. Managed starts and medals welcome all while proceeds support Jubilee Hall Trust.

A five mile off road race around Hurstbourne Tarrant on Saturday 2 May following part of the Test Way through woods and farmland. The volunteer organised event donates proceeds to local charities and offers timed entry fees by date and affi..

Tempo Trail Races take over the Cotswolds on Sunday 3 May 2026, with routes ranging from 10K to a 100KM ultra. Choose your challenge and enjoy rugged trails, a friendly atmosphere and UKA backed organisation.

Join the Rapid Relays at Culden Faw Estate for solo or team relays, 5K and 10K sunrise runs, plus downhill time trial challenges. Chip timed with live splits, scenic woodland trails and free parking make it perfect for teams and supporters.

A trail running event on the South Downs from Lancing Manor Leisure Centre on 3 May 2026, offering marathon, half marathon and a 5 mile trail. Entries support Ferring Country Centre and local Sussex charities.

A guided trail run on Box Hill that gains about 1000 m over 12.5 miles, featuring technical climbs, scrambling and varied terrain. Group paced for sustained trail running ability with parking at Stepping Stones Car Park.

A spring trail running event through bluebell woodland near Manswood, Wimborne offering Half Marathon, 10K and 5K courses. Way marked routes feature aid stations, chip timing, finishers medals, trophies, an event photographer and a medic te..