Trail Running calendar near Woking 2026-2027

A guided 15 miles trail run from Cuckmere Haven to Beachy Head on Saturday 23 May, organised by Trail-Run Explorers. The event is listed at postcode BN25 4AD and is part of the organiser's programme of guided runs.

A trail marathon in Richmond Park covering 26.2 miles over three laps with start and finish near Sheen Gate. The route is waymarked and supported by drink stations, chip timing, medical cover, marshals and a baggage area.

A trail run and walk through Ealing's parks, greenways and blueways offering 25k and 50k routes. Organised by the charity We Run Ealing, the event starts at Boston Manor Park, finishes at Dicken's Yard, and includes a medal.

An ultra trail event on 24 May 2026 from south of Salisbury to Kimmeridge Bay, offering 100K, 50K and 30K courses with varied terrain, marshals, aid stations, mobile medics and finisher medals.

Trail and coastal running from Chelmsford to Tollesbury with half and full marathon options, regular aid stations and a bag transfer service. Toilets are available at key points and the event operates a cupless water policy.

A muddy 5 km obstacle course at War Memorial Park in Basingstoke on 24 May 2026, where participants climb, crawl and slide across mostly flat grass and path terrain while raising funds for cancer research.

A self-navigation trail race at the Green Man in Toppesfield on 24 May 2026 offering approx 10 miles and 6.2 miles. The event follows UK Athletics rules, uses a written route description and has limited parking.

An 8.5 km trail loop in Sandhurst, Kent with over 60 percent off road running, a 50 runner limit, prizes for first man and woman, and tea and cake in the Old School Hall after the event.

A 10 km trail race at Marlow Rugby Club on May 25, part of the Ales & Trails series, featuring trails, woodland and Thames towpath. Entry includes a medal, a Rebellion pint cup and a free drink at the finish.

A timed Friday event on a flat 5.3 km out-and-back course along the river Thames, with lap-based distances from 5 km to ultra and a £10 Run for a Tenner entry benefiting Rays of Sunshine.

A 50 km multi terrain ultramarathon around Maidenhead, run on a single lap route that follows the Thames Path and Jubilee River. The course is mostly off road with four aid stations, chip timing, live tracking and free race photos.

An 86 miles (139 km) point to point trail race along the full length of The Ridgeway National Trail from Ivinghoe Beacon to Avebury Stones. The event features open tracking, permanent signage and aid stations spaced along the route.

A 50km ultra along the River Medway from Rochester to Tonbridge, mostly on marked towpaths and trails and passing three medieval castles. The event includes three aid stations, live timing, bag transfer and a strict nine hour cut off.

A point to point 30 km trail along the River Medway from Little Fant Farm to Tonbridge, passing East Farleigh, Teston Country Park, Wateringbury and Yalding. The course is fully marked with checkpoints, GPS tracking, provisions and a final..

A 60 km point to point ultramarathon along the Ridgeway National Trail from Ivinghoe Beacon to near Wallingford, featuring open tracking, four aid stations and a 10 hour time allowance. Entries close 17 May 2026.

A functional fitness race at Twickenham on 30 May 2026 combining ten set Xercises with running. Entries are Solo, Doubles or five-person Relays, with classic and double-distance options and a LITE weight division.

A muddy 5k obstacle course at Baiter Park on 30 May 2026 where participants climb, crawl and slide around a mixed grass and tarmac route. The event supports fundraising for cancer research and is for ages 13 and older.

A Pretty Muddy 5k obstacle event at Royal Windsor Racecourse on 30 May 2026, featuring muddy obstacles to climb, crawl and slide. Participants must be 13 or older; there is a minimum fundraising target and on-site support and facilities.

Timed 4.2 mile (6.7 km) laps run on the hour at Redbridge Cycling Centre on a 2 km tarmac loop. Competitors must finish each lap within the hour and the last runner standing is declared the winner.

A mixed terrain half marathon and 10k in England on 30th May 2026. Routes mix quiet country roads and off road sections, and the event raises money for local good causes.