Trail Running calendar near Winchcombe 2026-2027

An untimed inflatable obstacle run in Guildford on 8 May 2027 with giant inflatables and music zones. Distances from 2.5 km to 15 km, family friendly, with medals, onsite facilities and group discounts.

A two day trail running festival at Deene Park Estate near Corby with three standalone challenges and a combined 56.1 km Quest, varied terrain, medals for finishers and festival activities.

Multiple trail race distances in the Stroud area using towpaths, disused railway tracks and Cotswold hills, with a route that ascends to Selsley Common for wide valley views. Water, marshals and first aid are provided on course.

A multi-terrain running event around Naseby Village Hall in Northamptonshire offering multiple distances from 10K to a 35 mile ultra. Routes change direction each year and include roads, trails, and local historic landmarks.

A guided 30 km trail run in the Chiltern Hills with checkpoint support, trail technique instruction and a finisher’s medal. The event starts from the Iron Room near Tring Station with group pacing and bag storage.

A 7.5 mile clockwise circuit around Carsington Reservoir with waterside views, a bespoke finisher medal and technical t shirt options; open to entrants aged 16 and over with an entry limit and specified online fees.

A Pretty Muddy 5k obstacle course at Braunstone Park on 15 May 2027 combining grass and path with climbs, crawls and slides. Waves start every 15 minutes, participants must be 13 or older and there is a minimum fundraising target of £50.

A Trifecta obstacle-course weekend in Henley on Thames featuring Sprint, Super and Beast races plus a kids race along the riverside and town landmarks. Events list 20 to 30 obstacles and show a 4.7 participant rating.

Trail running from Sudeley Castle through the northern Cotswolds with routes from 7 km to 50 km, mixed terrain and staffed outposts. Options include Ultra, Marathon, Half Marathon and shorter distances.

A measured 50 km route from Telford Town Park to Shrewsbury that passes historic sites such as Ironbridge, Buildwas Abbey and Wroxeter Roman City. The event features chip timing, five nutrition stations and a bespoke finish medal.

A 50 mile point to point on the North Downs Way from Farnham to Knockholt Pound, with 5,600 ft of climb and around 80% trail. The race has a 13 hour limit, six aid stations, no pacers or crew, and a 300 runner cap.

Several distances are available: 5k, 10k and 20k routes around Deddington. The event is open to all ages and organised to raise funds for Deddington Primary School PTA, Deddington PFSU and the Firefighters Charity via Deddington Fire Statio..

A 10k trail run at Symonds Yat with riverside views and a notable final one kilometre climb. The mostly off road course includes long gravel firetracks and on site coffee and hot food.

Trail runs and walks near Reading at Mapledurham House on 22 and 23 May 2027, with waymarked routes along the Thames, multiple distances, support stations, online tracking and on site camping.

A family friendly inflatable obstacle run in Bristol on 22 May 2027 with inflatable obstacles, music zones and finisher medals. Distances run on repeated 2.5 km laps from 2.5 km to 15 km.

A 5 km obstacle event at War Memorial Park on 23 May 2027 where participants climb, crawl and slide across mixed grass and path terrain; entrants must be 13 or older and a minimum fundraising target of £50 applies.

A 50 mile challenge at Dare Valley Country Park as part of the inaugural Welsh Festival Of Running. Runners have up to 24 hours to complete the distance on a 5 mile loop with aid stations and rest facilities.

Trail running on the Heart of Wales Line from Llandrindod Wells to Craven Arms with 50, 26 and 16 mile options. The inaugural event is scheduled for 29 May 2027 and entries open 1 June 2026.

A trail event on the final sections of the 141-mile Heart of Wales Line, offering 50, 26 and 16 mile races that finish at the Shropshire Hills Discovery Centre, with baggage transfer and course checkpoints.

Trail challenges from Richmond upon Thames to Brighton on 23 to 24 May 2026. Distances include 100 km, 50 km, 25 km and a Sussex Trail Marathon with rest stops, GPS tracking, catering and medical support.