Trail Running calendar near Upper Woolhampton 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.

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 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.

An inflatable obstacle course and fun run at Brands Hatch with 2.5 km laps that can be combined into 5k, 10k or 15k. Family friendly with medals, music zones, hydration, on-site food and paid parking.

A 50 mile point to point trail run along the North Downs Way from Farnham in Surrey to Knockholt Pound on the outskirts of Greater London. The route totals about 5,600 feet of climb and passes Box Hill and Colley Hill.

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.

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 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.

Four point-to-point races across the South Downs National Park on runnable, non-technical trails that converge to cross Beachy Head and finish in Eastbourne; the **100k** race is part of the South Downs Triple Crown.

A Star Wars 50th Anniversary weekend on 5 and 6 June 2027 at Caldecotte, Milton Keynes featuring marathon and half marathon races around Caldecotte Lake, unique finisher medals, on-course water and toilets, and time limits for each race.

A multi-distance trail running event in the South Downs area offering 100k, 75k, 50k, 20k and 10k routes, coach transport to starts, camping, venue food and a licensed bar.

A 125 km waymarked loop following the Pewsey Vale Circular walk with about 1902 m ascent and GPX files provided. Checkpoints appear roughly every 25 km, there is a 24 hour cut off, and camping is available at Linkenholt Activity Center.

A riverside trail event at Remenham Farm in Henley-on-Thames offering a Half Marathon, 10K and a Junior Race for under 11s, with chip timing, medals, free photos and an event village.

A 100 kilometre trail ultramarathon on 9 May 2026 around the Chiltern Hills, following an anticlockwise loop past Ashridge, The Ridgeway and Whiteleaf Hill. Fully marked route with GPS tracking and several staffed aid stations.