Trail Running calendar near Ryde 2026-2027

This event on the Thames features 10K, half, and marathon distances on scenic riverside paths. Starting from the Wraysbury Skiff Club, the courses use fully marked out-and-back loops. The area near Runnymede offers beautiful countryside and..

Experience the twilight beauty of Ardingly Reservoir during this evening run in West Sussex. Choose between a 5K or 10K distance on an undulating trail course featuring scenic water views and a finisher medal.

A 5k obstacle event at Southsea Common on 09 May 2026 where participants climb, crawl and slide around a flat route while raising funds for cancer research; facilities include toilets and refreshments and accessibility support is provided.

A trail race at Rathfinny Wine Estate offering 10.7 km and 21.4 km loops with a carbon-neutral approach, recycled medals, cup-less provision and fundraising support for the WOLO Foundation.

Trail races in the South Downs around Cocking on 10 May 2026, offering 10 km and 20 km senior courses plus 3 km and 5 km junior races on mostly off road trails with water stations, marshals and age category awards.

A trail event around Dorchester following landscapes linked to Thomas Hardy, with two distances: a five mile Half Hardy Half and a half marathon Original Hardy Half. Mostly off road with notable climbs and an event village at Dorchester Rug..

Join the Dilton Dash on 10 May 2026 at Dilton Marsh for scenic multi terrain 10K, 3K and 1/2K fun runs supporting village causes. Expect stiles and gates, medals for all finishers and prizes for winners.

Explore the beautiful Chiltern Hills on this guided 30km trail running adventure. Enjoy 500m of ascent through woodlands and ridges with professional run leaders and a finishers medal included.

Hairy Legs is a cross-country charity event for all ages, held on a scenic, hilly woodland course. Distances are based on unmeasured loops, and there are solo, relay, and shorter youth options. Fancy dress is encouraged, with prizes and a f..

Experience a scenic single lap trail race through the bluebell woods of Hampton Estate and Puttenham Common. Enjoy chip timed racing with bespoke medals and onsite refreshments in a beautiful Surrey setting.

A community 5k trail run and walk around East Hendred with a separate 1k kids event on the Sportsground. Entries are limited and close on 8 May 2026.

A cross country event in Little Gaddesden on 10 May 2026 offering 10K, 5K and mini races for under 7s. Pre registration and on the day fees apply and medals are awarded to all finishers.

A four-race summer series at Dinton Pastures offering 5 km, 10 km and a 2 km kids event across May to August. Organised by Barnes Fitness with chip timing, marshals, medals and pre bookable parking.

A 50 mile point to point run on the North Downs Way from Farnham to Knockholt Pound with 5,600 ft of climb, six aid stations and a 13 hour limit. Entry requires a prior marathon finish within that race’s cut off.

Trail and trek event along the Jurassic Coast in Dorset with distances from 10 km to 100 km and a full route via Weymouth, Portland Bill, Chesil Beach and West Bay. The course features signed routes, marquee rest stops, GPS tracking, medica..

The Twenty Sixth Compton Downland Challenge in Compton, Berkshire on 16 May 2026 features a full marathon and a 16 mile race with a seven hour time limit; route maps, elevation profiles and videos are provided.

An inflatable obstacle course 5K at Brands Hatch in Kent on Saturday 16 May 2026. Recent bookings show 205 in the past week and participants report good organisation and onsite support.

The Semington Slog on 16 May 2026 features a 10 km and 2 km run from St Georges School. Routes explore the village and Kennet and Avon Canal towpath. Enjoy community activities, refreshments, and prizes.

Run through scenic vineyard hills at Denbies Wine Estate in Dorking on 16 May 2026 on a 5.3 km undulating off road loop. Choose as many laps as you like for distances from 5 km up to ultra with flexible start times and limited places.

A weekend obstacle race in Henley on Thames on May 16-17, 2026, featuring Sprint, Super and Beast distances plus a Kids Race and spectator tickets, run along historic town landmarks and a riverside course.