Trail Running calendar near Windsor 2026-2027

We have found 602 Trailruns within 80 miles of Windsor. See below where and when you can find the races.

A 5 mile undulating trail run on 26 July 2026 around Bembridge, passing marshes, copse and coastal path. Entry is limited to 180 runners with trophies in Seniors, V40 and V55 categories and medals for all finishers.

A *7.5 km* trail loop around Westfield with over 80% off road terrain. Limited to 60 entrants, the event features a marked and marshalled course, prizes for first male and first female, and hall facilities including tea and cake.

August 2026

A looped trail event from Guildford across the North Downs in Surrey offering 50 km, 25 km and 10 km options with covered rest stops, GPS tracking, medical support, camping and shuttle transfers, plus a finishers medal and t shirt.

A family friendly inflatable obstacle run in Bournemouth on 1 August 2026 with multiple distance options, giant inflatables, finishers medals and on-site facilities for participants and spectators.

MacTuffX at Finsbury Park London on 1 August 2026 combines ten Xercises with repeated runs and offers solo, doubles and five-person relay entries plus a LITE weight division.

Third race of the Forest Five mile series on 1 August 2026, held as Orion Harriers' ELVIS fixture. The event awards individual and team trophies and offers a discounted series rate with age-category aggregate prizes.

A trail marathon and half marathon on part of the Vanguard Way national trail on Sunday 2 August 2026, featuring varied parkland and North Downs terrain, course maps, photos and published results.

A club-run *10-mile* multi-terrain race across private lanes, tracks and footpaths in the South Downs with mile markers, two water stations, medals for all finishers and post-race teas and home-made cakes. The event supports The Rosemary Fo..

A 4-mile hill run in Westbury on 05 August 2026 that raises funds for Brain Tumour Support; participants receive a pottery memento and prizes are awarded for top finishers and best helmet.

A four-day, 184-mile Thames Path ultra from the river source to the Thames Barrier with daily stages, included accommodation for days one to three, bespoke finisher medals and compulsory mandatory kit and minimum pace requirements.

A 57 mile point to point ultramarathon along the Thames Path from Kemble to Oxford with four checkpoints, mandatory kit requirements and a minimum average pace of 4.0 miles per hour. All finishers receive a bespoke medal and an MTC head vis..

A 49 mile point to point race along the Thames Path from Travelodge Oxford Abingdon Road to Henley on Thames, with three staffed checkpoints offering water and food. Finishers receive a bespoke medal and a choice of technical shirt mug or h..

A timed Friday run on a 5.3 km out and back towpath loop along the River Thames. The event is promoted as a ten pound charity entry for Rays of Sunshine and includes a double sided finisher medal.

A 47 mile point to point ultramarathon along the Thames from Henley to Kingston, with three checkpoints offering food and drink, mandatory navigation kit and a required average pace to remain in the race.

A 12 hour multi terrain lap event at Riverside Park, St Neots, held alongside two triathlons as part of a festival. Entries are Solo, Pair or Teams of 3 to 6; awards, medals, family activities and camping are provided.

A continuous *100 mile* trail run from Farnham to Ashford with about 11,000 feet of climb and a 30 hour limit. The event is a Western States qualifier and has a minimum age of 20.

Point to point trail ultras along the Stour Valley Path in Constable Country on 8 August 2026. The SVP100 covers about 102 km and the SVP50 is a shorter trail option; both offer medals, t shirts and UTMB Index points.

Choose any number of laps on a scenic 5.3 km loop at Denbies Wine Estate to make distances from 5 km up to ultra. Timed event with a flexible 1.5 hour start window and support on a hilly off road course.

A muddy double loop trail race in woodland and sandy terrain near Bordon, with technical single track and wet bog sections. Offers a 5 km single lap and a 10 km two lap option with a 75 minute first lap cutoff.

A summer 10k through country lanes around Mount Ephraim Gardens in Kent, with a separate junior run and downloadable route maps. The event raises funds for Oasis Domestic Abuse Services and includes a bespoke medal and garden entry.

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