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 24-hour multi-terrain relay or solo race near RM13 with teams of 2 to 8, repeated 5.75 mile laps, free camping and on-site catering, showers and first aid. Entry fees are published from £89 to £110.

Follow Britains oldest trail through 5000 years of history on the Ridgeway. Choose between 50km or 100km distances and finish at the iconic Avebury Standing Stones with full medical and snack support.

A family friendly inflatable obstacle run in Southampton on Saturday 11th July 2026, offering 2.5k, 5k, 10k and 15k options with giant inflatables, five music zones, a finisher's medal and on-site food and water stations.

Trail running event at Princes Risborough across the Chiltern Hills offering distances from 8 km to 50 km. Routes run through beech woodland and ridgelines with outposts offering snacks and self-serve water.

Enjoy a flexible timed running event along the flat River Thames towpath. Choose your distance from 5km to an ultra marathon and earn a bespoke spinning medal on this fast riverside course.

A guided morning trail run through the Chiltern Hills covering 10 km from Church Farm Cafe, Aldbury, with Run Leaders, trail instruction and bag storage. Entry is limited to 50 places and tickets are £23.

MacTuffX Peterborough on 11 July 2026 pairs ten Xercises with repeated running in two distance formats, offered as Solo, Doubles or five-person Relay entries. Entrants must be 18 or over and a LITE weight division is available.

A teams event at The Packhorse in South Stoke on 11 July 2026 where three person teams in compulsory fancy dress collect and carry a full cider barrel from Upper Midford back to the pub. Prizes include fastest time, best fancy dress and tea..

A lap based timed run at Mowsbury Park on 11 July 2026 offering distances from 5 km up to ultra with a flexible one hour start window and a choice of medal or lower cost no medal entry. Places are limited to 75.

A 5k obstacle course through Abington Park on 11 July 2026 featuring climbing, crawling and sliding obstacles. The event uses staggered wave starts, has a minimum fundraising target and limited accessibility for wheelchair users.

A muddy 5k obstacle course at Beckenham Place Park where participants climb, crawl and slide across grass and paths with steep inclines. Open to ages 13 and over with a published fundraising target and event facilities on site.

Ultra:5K challenges runners at Box End Park in Kempston. The format requires running a 5K on the hour, either five times or three times. The fastest total time across all the runs wins.

A 7-mile multi-terrain race through Knole Park with a chip-timed 3.5 km junior run for ages 9 to 15. Profits support The Running Charity and the event includes medals, free photos and prizes for top finishers.

A Race for Life event at Abington Park on 12 July 2026 offering 3k, 5k and 10 km routes through park paths and grass. The course is not wheelchair accessible and event parking is on grass.

A weekend trail running festival at Mill Farm, Lurgashall, featuring 50 km, marathon, 16 mi, 12 km and a 2 km LittleFeet run, with camping, glamping, on-site village activities and stocked aid stations including PH1000 electrolyte.

An evening trail event at Wendover Woods on 18 July 2026 featuring 10K, 5K and a 1.5K accessible loop. Routes are fully marked with chip timing and proceeds support the Chilterns Neuro Centre.

A weekend running festival at Blackland Farm on 18–19 July 2026 offering 1-mile lap formats: 24-hour and 12-hour solos, team relays, plus P24 and P12 paced challenges. Off-road course, camping included and limited Bell Tent upgrades.

MacTuffX Brighton at Withdean Stadium on 18 July 2026 combines ten Xercises with repeated 400m or 800m run legs. Competitors may enter solo, in doubles, or as five person relay teams with standard and LITE weight divisions.

A 5k obstacle event at Tilgate Park on 18 July 2026 where participants climb, crawl and slide around Tilgate Lake while raising funds for cancer research. Waves start every 15 minutes and participants must be 13 or older.

A 5 km muddy obstacle course at Stoke Park, Guildford on Saturday 18 Jul 2026, with climbing, crawling and sliding in staggered waves. Minimum age 13 and a minimum fundraising target of £50.

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