Windsor
Obstacle Race Calendar near Windsor 2026-2027
Monthly updates for Windsor
Get new running races (and updates) in your inbox every month.
Explore the top obstacle runs near Windsor for 2026-2027! We've gathered 13 exciting races in the area. Check out our detailed list below to find your next local race.
October 2026
A relaxed Halloween-themed 3 km obstacle run on a new course with waves of participants, mandatory headtorch, on-course burpee penalties, and optional costumes.
November 2026
Trail event at Spider Hill, Long Valley, featuring a single 10 km lap with Alligator Swamp, Swan Lake and Muddy Mile, plus a shorter 5 km option.
December 2026
A dune and mud trail at Longmoor offering one lap 5 miles or two laps 10 miles with water features, repeated climbs, and a finisher medal.
March 2027
A 5 km obstacle mud run on 6 March 2027 at Henfold Lakes near Dorking offering one, two or unlimited laps and entries for teams, charities and solo runners.
A quirky running event in Dorking where pairs carry an adult over a 380 m out and back course with obstacles, a weigh in, helmet requirement and novelty prizes.
Monthly updates for Windsor
Get new running races (and updates) in your inbox every month.
April 2027
An untimed inflatable obstacle fun run at Hertfordshire County Showground with distances from 2.5k to 15k and family and group ticket options.
May 2027
An inflatable obstacle run in Stoke Park, Guildford on 8 May 2027 offering laps of 2.5 km with distances from 2.5k to 15k, music zones, on-course water and a finisher's medal.
Obstacle-course weekend in Henley-on-Thames on May 15 and 16 2027 with Sprint 5 km, Super 10 km, Beast 21 km and kids races by the River Thames.
A 5 km obstacle event at War Memorial Park on 23 May 2027 where participants climb, crawl and slide across mixed grass and path terrain; entrants must be 13 or older and a minimum fundraising target of £50 applies.
A family-friendly Colour Challenge at Henfold Lakes on 29 May 2027, based on the Nuts Challenge course with obstacles adapted for broad participation; tickets are sold out.
June 2027
A 5k obstacle course at Royal Windsor Racecourse with mud obstacles to climb, crawl and slide, mixed tarmac and grass surfaces, staggered wave starts and a minimum age of 13. Earlybird entry prices and a fundraising target apply.
A 5 km obstacle course at Prospect Park in Reading where participants climb, crawl and slide across grassy slopes and woodland. Waves run every 15 minutes and the event is open to people aged 13 and over.
A muddy 5k obstacle course at Cassiobury Park where participants climb, crawl and slide through timed waves while raising funds for cancer research.