Trail Running calendar near Chiltern Hills 2026-2027

A family oriented 2.5K and 5K event at Aston Park where every finisher receives a cuddly teddy. The run raises funds for Birmingham Children's Hospital and finishes with a teddy bears picnic.

A six hour lap event at Pooley Country Park near Tamworth where runners complete 3.3 mile laps on mixed grassland and park paths. Distances range from a single 5k lap up to many laps within the time limit.

Run a scenic 7 hour timed challenge along the River Thames at Wraysbury on Friday 1 May 2026 and choose your distance from 3 km to ultra. Friendly aid, medals and goody bags make this intimate 300 runner event ideal for PBs or relaxed miles..

A multi distance trail ultra on the Worcestershire Way starting and finishing at Abberley Village Hall. Distances range from 23 to 47 miles with GPX navigation provided and mandatory kit and checkpoint support on course.

A marked 100 mile trail race following the Thames from Richmond to Oxford with a 30 hours cut off, mandatory qualification and multiple aid stations. Pacers are allowed from Henley at mile 51.

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 scenic trail races from the village playing field along the Roman Wall and through ancient woodland, with a 2.5 mile fun run plus 5 and 7 mile trail races. Enjoy festival vibes, medals and community fundraising for the..

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.

A five mile off road race around Hurstbourne Tarrant on Saturday 2 May following part of the Test Way through woods and farmland. The volunteer organised event donates proceeds to local charities and offers timed entry fees by date and affi..

Tempo Trail Races take over the Cotswolds on Sunday 3 May 2026, with routes ranging from 10K to a 100KM ultra. Choose your challenge and enjoy rugged trails, a friendly atmosphere and UKA backed organisation.

Join the Rapid Relays at Culden Faw Estate for solo or team relays, 5K and 10K sunrise runs, plus downhill time trial challenges. Chip timed with live splits, scenic woodland trails and free parking make it perfect for teams and supporters.

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..

The Phoenix Running - Brimscombe will take place in Brimscombe on Sunday 3 May 2026. You can run between 3 and 42 kilometers.

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..