Trail Running calendar near Ryde 2026-2027

Experience the scenic trails and woodland paths of Hampstead Heath in this annual charity event featuring chip timed races and a community fun run with views of the London skyline.

Experience an off road five mile race through the picturesque North Wessex Downs. Follow woodland tracks and rural footpaths on a course starting in Hurstbourne Tarrant with all proceeds supporting local charities.

A single entry that covers four Centurion 100 mile races between 2 May and 18 October 2026, organised by Centurion Running. The combined entry is full and the minimum age for entry is 20.

A muddy 5k obstacle course at Lydiard Park on 02 May 2026 that mixes tarmac and woodland trails with climbs, crawls and slides; participants must be 13 or older and there is a minimum fundraising target for Cancer Research UK.

Trail races across the South Downs from Lancing Manor Leisure Centre on Sunday 3rd May 2026. Choices include marathon, half marathon and a 5 mile trail run with aid stations and course marshals.

A guided, non-competitive trail run around Box Hill, covering 12.5 miles with about 1000 m of ascent through woodland, heathland and fields. The route is technical in places and led by an experienced guide.

Trail run through bluebell woods near Manswood, Wimborne offering Half Marathon, 10K and 5K distances. The event provides way-marked routes, aid stations, finisher medals and on-site facilities.

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.

Runaway Train in Shepton Mallet on 3 May 2026 combines a cross country trail race, a family walk and a town centre boxty feast, with scenic routes through woods, tunnels and viaducts and 8½ mile, 6 mile and 3 mile options.

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..

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 100-kilometre anticlockwise loop through the Chiltern Hills, the race follows The Ridgeway and local trails with six checkpoints, marked navigation and open GPS tracking. The event is based in Chesham and limited to 250 runners.

A point to point 50 km ultramarathon from Horsham to Brighton seafront on 9 May 2026, featuring multi terrain trails, four feed stations and a 9.5 hour cut off. Individual and two runner relay entries are offered with team prizes.

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.

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..

Test your endurance at Stanmer Park by completing 4.167 miles every hour until only one runner remains. This out and back course offers a personal challenge with support facilities and refreshments for all participants.