Trail Running calendar near High Wycombe 2026-2027

Multi distance trail event on the Isle of Wight on 2 to 3 May 2026, with routes from 10 miles to 106 km. The course follows the southern coastal path and features signed routes, GPS tracking, rest stops, medical support and camping options.

The Thames Path 100 is a 100 mile trail race from Richmond, London to Oxford University. Following the flat banks of the Thames, it offers scenic riverside views. Runners have 30 hours to complete the point to point journey.

A guided 30 mile trail run near Guildford following sections of the North Downs Way and the Greensand Way. The group led by an experienced ultra coach includes climbs such as Leith Hill and finishes back at West Hanger.

A three day running series in West Sussex across East Grinstead, Haywards Heath and Burgess Hill that can be completed as single town races or combined into a full marathon. The event includes mile races, a family fun run and a virtual mara..

Run Silchester offers three scenic trail distances starting from the village playing field. The route takes runners past ancient Roman walls, a historic church, and through woodland. The day includes a village market, food stalls, and music..

Run For Your Life on 2 May 2026 at Parliament Hill, Hampstead Heath offers 10 km, 5 km and a 2 km Fun Run on scenic trails past Kenwood House. Managed starts and medals welcome all while proceeds support Jubilee Hall Trust.

The Hurstbourne 5 is a five mile off road race through the North Wessex Downs. The route starts in Hurstbourne Tarrant and follows the Test Way. This volunteer run event donates all proceeds to local charities.

Explore the Cotswolds trails at the Tempo Trail Races. Choose from five distances including a new 50K ultra option. The event starts and finishes at the Ilmington Sports & Social Club.

The 2026 Rapid Relays offers solo and team trail relays, alongside a Sunrise Run and a downhill time trial. Set on the woodland trails of the Culden Faw Estate, the event features chip timing and a dedicated race village. Camping is availab..

A trail running event on the South Downs from Lancing Manor Leisure Centre on 3 May 2026, offering marathon, half marathon and a 5 mile trail. Entries support Ferring Country Centre and local Sussex charities.

A guided trail run on Box Hill that gains about 1000 m over 12.5 miles, featuring technical climbs, scrambling and varied terrain. Group paced for sustained trail running ability with parking at Stepping Stones Car Park.

A spring trail running event through bluebell woodland near Manswood, Wimborne offering Half Marathon, 10K and 5K courses. Way marked routes feature aid stations, chip timing, finishers medals, trophies, an event photographer and a medic te..

Run your own distance along the scenic Stroud Waterways canal in this flexible timed event. Start when you like within a one-hour window and see how far you can go in seven hours. Every participant gets a finisher's medal.

The Marlborough Downs Challenge offers two off road trail races across the North Wessex Downs, a 33 mile ultramarathon and a 20 mile trail. Routes visit Wansdyke, Avebury and other Wiltshire landmarks with notable elevation.

A guided 5 km spring trail run in the Chiltern Hills with a Movement Project session to improve range of motion. Groups are led by Run Leaders and the venue offers a cafe, toilets and bag storage.

Trail running festival around Winchester offering 14 mile, 19 mile, marathon and 50K ultramarathon routes on marked, marshalled trails with aid stations, bag drop and an option to plant a tree instead of a medal.

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..

A 100 km trail ultra on an anticlockwise loop of the Chiltern Hills, visiting Ashridge Estate, Whiteleaf and Bledlow Ridge. The fully marked course includes GPS tracking, six checkpoints, chip timing and post race food.

A 50 km point-to-point ultramarathon from Christ's Hospital, Horsham to Hove seafront, with trails, South Downs and a coastal finish. Options include an individual race and a 2-runner relay; course is fully signed and supported with feed st..

Enjoy scenic off road racing through Collingbourne woods with a chip timed half marathon or 10 km at Crawlboys Farm in Ludgershall on 9 May 2026. Marked trails, aid stations, medals and lively support make this a must for trail fans.