Trail Running calendar near Cheltenham 2026-2027

Experience a guided 10km trail run through the bluebell woods of the Chiltern Hills. Join expert local guides for a morning of supported running through nature reserves starting from the heart of Tring.

Experience a 5K multi terrain run through the picturesque Fineshade Wood. This new series venue offers a woodland course for all abilities with bespoke finishers medals and on site facilities for runners and spectators.

A family oriented 2.5K and 5K event at Aston Park where every finisher receives a cuddly teddy. The run raises funds for Birmingham Children's Hospital and finishes with a teddy bears picnic.

Explore the ancient landscape of the Marlborough Downs and Vale of Pewsey on this circular event featuring routes from 10 to 35 miles passing historic landmarks like Avebury.

Event Overview The Dragonfly Challenge is a timed running event with a 6-hour duration. Participants decide how far they run by completing as many laps of a 5.3 km (3.3-mile) course as they wish within the time limit. This means the total d..

Enjoy a flexible 7 hour time challenge along the scenic River Thames in Egham. Run or walk as many laps as you choose to earn a medal and special distance pins at this inclusive midweek event.

Experience a challenging trail event along the Worcestershire Way with four distance options up to 47 miles. Navigate steep climbs with support from checkpoints and pace leaders to earn a bespoke finishers medal.

Experience a mountain adventure through the Bannau Brycheiniog National Park with circular routes starting in Brecon. Choose between 100km, 75km, or marathon distances featuring significant elevation and iconic ridge traverses.

Experience 30 miles of Welsh beauty on a circular route from Llanidloes. This inclusive trail event features 4,356 feet of elevation gain with no time limits and fully stocked checkpoints.

Join a guided 30 mile group trail run through the North Downs Way and Greensand Way featuring summits like Leith Hill. This noncompetitive event offers professional coaching and scenic views across the South East England countryside.

Run a half or full marathon through the scenic Shropshire Hills and Long Mynd. This exclusive event is limited to 200 runners and features a challenging lap course with a commemorative finisher medal.

Run Silchester offers three scenic trail distances starting from the village playing field. The route takes runners past ancient Roman walls, a historic church, and through woodland. The day includes a village market, food stalls, and music..

Experience an off road five mile race through the picturesque North Wessex Downs. Follow woodland tracks and rural footpaths on a course starting in Hurstbourne Tarrant with all proceeds supporting local charities.

Experience a weekend of trail running in the Cotswolds with distances ranging from a 10K to a 100KM ultra marathon. Starting from Ilmington these UKA regulated races now include a new 50K option for all participants.

Experience a scenic trail run through beautiful bluebell forests with distances ranging from 5K to a Half Marathon. Enjoy a way-marked course with well-stocked aid stations and a finisher medal for all participants.

The Sirhowy Challenge is a 10 mile multi-terrain race featuring a 1,500ft climb to Machen Trig Point. Participants enjoy a scenic loop through the Sirhowy valley with awards and a finishers social at the local club.

Run your own distance along the scenic Stroud Waterways canal in this flexible timed event. Start when you like within a one-hour window and see how far you can go in seven hours. Every participant gets a finisher's medal.

Event Details The Marlborough Downs Challenge offers two off-road running events. Participants can choose a 20 mile or a 33 mile trail race. The distances are approximate. Course Information Both courses are mostly off-road, following sceni..

Enjoy a guided 5km trail run through the Chiltern Hills followed by a specialized movement class. This event includes expert run leaders, trail technique instruction, and basic facilities at Church Farm Cafe.

Experience the historic trails of Winchester across four distances ranging from 14 miles to a 50K ultramarathon. Run through the scenic South Downs Way and past the River Itchen on this fully marked trail course.