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.

Fully marked trail races at Winwick Hall feature 10k and 5k routes plus a 2k children’s fun run. Courses cross grassland and country paths, on-course support and charity donations to the Bruce Green Foundation are part of the event.

A chip timed 10 km race around Highfield Park and the Alban Way in St Albans on 19 July 2026. The event village features a free family fun run, kids zone, live music and a charity partnership with Alzheimer’s Research UK.

A trail event at Pippingford Park Manor offering 10 mile and 5 mile options on hard packed forest trails with about 1568 ft of climbing. The route includes notable climbs and descents, bespoke medals for finishers and free parking.

Set your own distance goal in this 6-hour trail running challenge. Runners complete as many 5K loops as they can on a scenic, 95% off-road course. Every finisher receives a medal.

A hilly multi loop trail event around Holmbury Hill offering a half marathon and a same day 10 mile option, with six drink stations, first aid support, free parking, and a commemorative medal for finishers.

A chip-timed five mile trail race through Queen Elizabeth Country Park on Sunday 19 July, held in the club's 50th anniversary year. Entries are limited and a non-refundable booking fee applies.

Tour of the Woods on 19 July at Knightwood Leisure Centre is a 10 km mixed terrain run split into five stages, with chip timing, prizes and a kids Twiglet Tour. Portions of proceeds support the Woodland Trust.

A muddy 5k obstacle event at Hylands Park, Chelmsford on 19 July 2026 featuring climb, crawl and slide elements in staggered waves. Participants must be 13 or older and there is a minimum fundraising target of £50.

A single day entry in a 10 day series hosted by Zig Zag Running at Suffolk Running Centre, offering distances from 5k to ultra. Day one follows the Denham Flats route with parking included and on course aid at base camp.

Enjoy a 10k trail run through Chelmsford featuring a unique brewery checkpoint. This non competitive event includes mid race and finishers drinks along with a commemorative medal for all participants.

A 7 hour timed riverside challenge near Egham with flexible start options, themed medals from 3 km and goody bags for finishers. The signed course is mainly on paths and tarmac with aid stations each lap.

A Friday running event on a flat 5.3 km out-and-back riverside lap near Walton on Thames offering distances from 5 km to ultra and finishers' medals including spinning Rubber Ducky designs.

A family friendly inflatable obstacle fun run in Coventry on 25 July 2026, with giant inflatables, five music zones and choices of 2.5k, 5k, 10k or 15k laps. Participants receive a finisher medal and on-site food and facilities are provided..

A timed, lap format run along The Itchen Way in Winchester with a professionally measured, permitted course. Runners may complete multiple 2.62 mile laps up to ultra distance and receive a bespoke finisher's medal and aid station provisions..

A Pretty Muddy 5k obstacle event at Priory Park in Bedford where participants climb, crawl and slide around a grass and tarmac course in staggered waves. The event has a minimum fundraising target of £50 and separate adult and child entry f..

Experience the scenic beauty of the South Downs Way with trail races starting from Queen Elizabeth Country Park. Choose between three distances featuring woodland paths and panoramic views across Hampshire and Sussex.

Bright Skies Surrey Hills is a daytime trail event at Denbies Wine Estate with marathon, half marathon, 10K and children's races. The marathon features a self navigation first half with checkpoints and a fully marked second half.

A circular half marathon trail run on the Ridgeway that visits Ashdown House and the original White Horse Hill. The route is described as undulating and the event is held under UK Athletics rules with a Trail Running Association permit.

Flat trail races at Summerleaze Park on 26 July 2026, offering 5K, 10K and a Half Marathon with marked routes, marshals, chip timing and post-race goodies.

Timed laps on a 2.62 mile out and back canal route with flexible distance options from 5 km up to ultra and a seven hour time limit. Both in person and virtual entries receive a physical medal.

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