Trail Running calendar near Cowley 2026-2027

A fully supported 75 miles (120 km) point-to-point trail across Derbyshire, Leicestershire and Staffordshire with six checkpoints, a relay option and a 24 hour limit.

Stroud Trails on 9 May 2027 offers four marked trail races across the Cotswolds with checkpoints, water stations, marshals and a mandatory 500 ml water carry.

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.

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.

Two day obstacle race weekend in Henley on Thames featuring Sprint, Super, Beast and kids races across historic town and riverside terrain.

A family friendly untimed inflatable obstacle run at Brands Hatch on 15 May 2027, offering lap based distances from 2.5k to 15k with music zones, on course hydration and a finisher medal for all participants.

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.

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.

Race for Life at Weald Country Park in Brentwood features 3k, 5k and 10k routes across grass and woodland trails. The 10k is two laps of the 5k course and the event is chip timed.

A weekend of waymarked trail runs and walks at Mapledurham House near Reading, featuring ultras, a half marathon and supported marathon-length walks.

Trail running from Sudeley Castle through the northern Cotswolds, with five routes from 7 km to 50 km across bridleways, woodland and open ridge lines.

An untimed inflatable obstacle run at North Somerset Showground on 22 May 2027 offering 2.5 km laps with options up to 15 km and family-friendly entries.

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.

Point to point trail in Surrey offering 62K, 41K and 20K routes plus 2 and 3 leg relays with marked courses, chip timing and an event village with food and partner goodies.

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 track-based running event at Wodson Park offering distances from 5k to a 6 hour challenge, with chip timing, bespoke medals and aid stations on the track.

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.