Trail Running calendar near Maidenhead 2026-2027

We have found 616 Trailruns within 80 miles of Maidenhead. See below where and when you can find the races.

A mud and obstacle event near Dorking, Surrey with a permanent assault course and a variety of natural and man made obstacles. Race options include 5K and 10K and the event accepts solo runners, teams and charity groups.

30 August 2026 in Alexandra Gardens Windsor offers 10K and half marathon routes with views of Windsor Castle. The event includes chip timing, free race photos and an event village.

A chip timed, multi terrain flat 10 km race around Pershore that starts at Pershore Leisure Centre and finishes in Abbey Park. Entry is online only, limited to 325 places and includes a medal, water and a plum for finishers.

A trail race on 30 August 2026 linking five woodlands with hilly terrain and single track sections; entry was limited to 125 places and the event is now closed.

A mixed trail and road out and back race from Woldingham School. The half is one 13.1 mile lap and the full is two laps, with notable climbs, varied scenery and on course aid stations and goody bags.

Experience a scenic trail run through the grounds of Shoreham Woods in Kent. This chip timed 10k event features woodland paths and supports the local environment and dementia research.

MacTuffX Bedford on 30 August 2026 is a functional fitness race at Barkers Lane combining ten Xercises with running in solo, doubles and relay formats. A LITE weight division is available and results appear on a detailed leaderboard.

Day nine of the Duck n Run Totally Quackers series on 30 August 2026 in Walton on Thames features timed laps on a flat riverside out and back course, with distances from a single 3.28 mile lap up to an ultra within seven hours.

A trail event in Felsted on 31 Aug 2026 offering approx 10 miles or 10 km routes with written navigation only and no course markings. Entry includes a sandwich voucher and specific entry and transfer rules apply.

September 2026

A sunset trail event at Ickworth Park offering 5K and 10K routes across limestone paths, woodland and meadows. The 10K is chip timed, all finishers receive a medal and the event operates as cupless with water refill points.

A mixed terrain trail along the Thames at Remenham Farm in Henley on Thames offering a half marathon, 10K and a junior race, with chip timed results, a themed medal and free race photos.

A multi-distance trek on the South Downs Way on 5 to 6 September 2026, starting in Eastbourne and passing Beachy Head, the Seven Sisters and Arundel. Distances of 100 km, 50 km and 25 km include covered rest stops, GPS tracking and medical..

Mud Tribe in Brentwood is a muddy obstacle run with a 5 km course and a 1.5 km family option. The event features achievable obstacles, water elements without full immersion, finisher medals, hot wash downs and no chip timing.

A series of runs at Westonbirt Arboretum in Sept 2026 and Feb 2027, offering distances from 1 mile to half marathon on solid forest paths, with marked courses, feed stations, event medals and age‑based entry rules.

Choose a half marathon or full marathon along a flat, scenic riverside towpath from Walton on Thames to Hampton Court and back, run in laps for easy pacing. Limited places and medals for all finishers plus a giveaway for every entrant.

Women-only obstacle event in Brentwood, Essex featuring a supportive, non-competitive 5 km course for ages 7+. Includes varied obstacles, a finisher medal, hot wash-downs and on-site facilities.

A point to point 50 km ultramarathon between Ramsbury Brewery and Renegade Brewery across woodland trails, canal towpaths and country lanes. The course is mostly off road with four aid stations and a nine hour cut off.

Trail marathon and half marathon in North Hampshire on 05/09/2026, with climbs to 280 m, scenic countryside routes, marked courses, aid stations and chip timing. A Military Cup allows serving units to compete as teams.

A 12-hour looped run at Bloor Homes Southern Regional Office in Newbury where participants complete 3.5 km loops to earn a bespoke medal, with prizes for most loops. The event supports New Life Special Care Babies, is limited to 100 entrant..

An ultra endurance event in Heartwood Forest where participants cover four mile loops within a 12 hour window, solo or in relays up to eight people. Winners are decided by distance and all finishers receive a medal.

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