Trail Running calendar near Winterbourne Monkton 2026-2027

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.

Shires and Spires is a multi-distance running event around Naseby in Northamptonshire featuring roads and trails, five distances from 10K to a 35 mile ultra, and a course that changes direction each year.

A guided 30 km trail run in the Chiltern Hills based at Tring with Run Leaders, trail technique instruction, a refreshment checkpoint and a finisher's medal. Entries are limited to 50 and participants are grouped by ability.

Obstacle course races in Henley on Thames on May 15 and 16, 2027 include a 5 km Sprint, 10 km Super and 21 km Beast. The course runs through historic town landmarks and along riverside sections.

A 50-mile point-to-point ultramarathon on the North Downs Way from Farnham to Knockholt Pound with about 5,600 ft of ascent, six aid stations, medical support and a 13 hour cutoff.

A coastal multi-distance trail event on the Jurassic Coast from Corfe Castle to Bridport with options from 10 km to 100 km, marked routes, regular rest stops, GPS tracking, medical support and camping.

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.

Trail running from Sudeley Castle through the Cotswold Way and Winchcombe Way with five route options from 7 km to 50 km, GPX routes, fuel outposts, free parking and a metal finishers medal.

An inflatable obstacle-course fun run at North Somerset Showground on 22 May 2027 offering 2.5 km to 15 km options, repeating inflatable obstacles each lap, music zones, finisher medals and on-course water.

A 7 km cross-country fun run at Trenchmore Farm, featuring orchard and woodland trails, a relaxed farmyard social with food and music, and a free drink for every runner. Fancy dress is encouraged.

A single-lap *50 km* multi terrain ultra in Maidenhead on May 22 2027, mainly off road along the Thames Path, Jubilee River and the Green Way. Four aid stations, chip timing, live tracking and on-course nutrition support.

A point to point trail running event in Surrey with **62K**, **41K** and **20K** routes plus two and three leg relay options. All distances finish in Godalming with a serviced event village and post race hospitality.

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.

Northampton hosts 5 km, 10 km and junior races on Sunday 23 May 2027 at Sixfields Stadium. The start and finish are inside the stadium and the course continues on closed roads around Northampton.

A 10 km trail run at Marlow Rugby Club, part of the Ales & Trails series, on mixed off-road terrain beside the Thames, with medal, pint cup and a free Rebellion drink at the finish. The event was listed as full.

A guided trail half marathon around the Surrey Hills, about 13 miles from St Martha's Hill in Guildford, following parts of the North Downs Way and notable viewpoints. The run is social in format with a guided pace and evening options.

A multi-stage event at Dare Valley Country Park where runners complete five Pure distances within 24 hours, with separate and combined results. Distances include 5k, 10k, 50k, half marathon and marathon.

The Pretty Muddy 5 km obstacle course at Baiter Park, Poole on 29 May 2027 runs across grass and tarmac with staggered wave starts every 15 minutes. Participants must be 13 or older and there is a minimum fundraising target.