Trail Running calendar near Bourton-on-the-Water 2026-2027

Experience the beauty of the North Wessex Downs with trail races of 20 or 33 miles. Run through historic sites like Avebury and the rolling Wiltshire countryside on courses designed for trail enthusiasts.

A guided 5 km trail run in the Chiltern Hills on 3 May 2026 followed by a Movement Project class. Participants are grouped by ability and supported by Run Leaders; facilities include a cafe, toilets and bag drop.

A friendly trail run on Headley Heath near Leatherhead with a two lap 10 km route through open and woodland paths. The undulating course has a small hill on each lap and offers scenic views and bluebells.

A trail festival in Winchester on 4 May 2026 offering four distances from 14 miles to a 50K ultramarathon, fully marked routes, aid stations and parking at Winchester Rugby Club.

Take on the Freddo Mercury Rhapsody Run along a flat riverside towpath at Xcel SPORTS HUB, logging as many 5.3 km laps as you can within a relaxed 7 hour limit. Rock up in a 1.5 hour start window or request a time, with aid stations and opt..

An annual off-road race day around Chepstow Park Woods starting and finishing at Hood Memorial Hall, Devauden. Distances include 10k, 5k, 2.4k for ages 8 plus and a 60m junior dash with a small donation on the day.

Spring trail races in Harewood Forest featuring 5k, 10k, canicross and a children's fun run on undulating forest and field routes. Pre-registration only; proceeds support local playing fields and school PTA.

A provisional cross-country race at Sheinton Church near Cressage on 6 May 2026. The course is 5.3 km with 100 m ascent, entry is on day only with a fee of £8, and 2026 will be the last running.

Join this 5 mile multi terrain race at Bromsgrove Rugby Club featuring a scenic route of trails and towpaths. This evening event welcomes both solo runners and canicross participants for a focused and competitive run.

A six hour looped trail event at Beacon Hill Country Park on 8 May 2026 featuring a 3.3 mile off road circuit. Runners choose how many laps to do, may continue into dusk and darkness, and must carry a head torch after dusk.

A 100 kilometre trail ultramarathon in the Chiltern Hills on 9 May 2026, following an anticlockwise loop past Ashridge, Coombe Hill and Whiteleaf. The fully marked route has open GPS tracking, six checkpoints and a 250 runner limit.

Test your endurance on a technical 3.2 mile mountain loop at Mynydd Troed. Complete as many laps as possible within ten hours as a solo runner or part of a team in the heart of the Black Mountains.

Off road half marathon and 10 km near Ludgershall, running through woodland and bridleway trails. The event is chip timed and features stocked aid stations, medical support and finisher medals.

A weekend trail running festival at Deene Park Estate near Corby on 9 and 10 May 2026 featuring 10k, 21.1k and 25k challenges plus a combined 56.1k Quest and festival activities.

Goring Gap Trails in Mapledurham near Reading runs across 9 and 10 May 2026, offering trail races from a half marathon to a 50 Mile Ultra plus walking options. The event is TRA licensed and has affiliated and unaffiliated entry categories.

A Welsh trail event offering a 100-mile loop from Abergavenny and a 100 km route from Talgarth to Abergavenny, both following Offa’s Dyke, Cambrian Way and Beacons Way across mountain terrain.

An inflatable obstacle course in Guildford, Surrey on Saturday 9 May 2026 covering 5 km. The organiser says the 2026 edition is bigger and bouncier, and recent bookings include 64 in the past 24 hours.

A linear 40 miles walk along the ancient Ridgeway from Avebury to Streatley, crossing Wiltshire, Oxfordshire and Berkshire and passing prehistoric sites. The event uses mapped routes, staffed checkpoints with refreshments, and awards a comp..

Conquer up to 50 miles and 10000 feet of elevation in the hills of Shropshire. Choose your own path through four unique loops in any order or direction while enjoying a 16 hour buffet at the central race headquarters.

This event on the Thames features 10K, half, and marathon distances on scenic riverside paths. Starting from the Wraysbury Skiff Club, the courses use fully marked out-and-back loops. The area near Runnymede offers beautiful countryside and..