Trail Running calendar near Winchester 2026-2027

We have found 407 Trailruns within 80 miles of Winchester. See below where and when you can find the races.

Trail races of 5k, 5 mile and 10 mile start and finish at Inspire Luton Sports Village, following countryside trails on the Bedfordshire and Hertfordshire border. Facilities include a car park, changing rooms, showers and a café.

Choose your own distance in this flexible 7-hour timed challenge along the River Thames. Complete laps to earn a medal, with pins for longer distances, supported by a well-stocked aid station. All abilities and walkers are welcome.

A night trail run at Fyne Court Estate offering 5 km and 10 km routes through parkland and woods. Optional wooden finisher medals are available and online entries close eight days before the event with medal purchases requiring earlier entr..

A multi-distance running event in Bath that routes through two long, lit railway tunnels and finishes at Brickfields Park; proceeds partly support Sustrans and ticketing for this edition is sold out.

A scenic off-road half marathon on August 16, 2026, starting from Henfield Leisure Centre. The course runs along a riverbank and disused railway, featuring flint paths and stiles. All finishers get a medal, with facilities and refreshments..

A multi-distance running festival on 16 August 2026 in Southampton Common featuring 5K, 10K, a half marathon and junior races set on laps through woodland, ponds and parkland with marked kilometres and marshals.

Join the Crook Peak Cake Race in Axbridge on Wed 19 Aug 2026 for a spirited 3 mile fell challenge across stunning Somerset hills, finishing with cake and community cheer. On the day entry available for runners aged 14 and up.

A flexible seven hour timed run along the River Thames. Choose your own distance from 3 km to an ultra, with themed medals and goody bags for all finishers. Enjoy a fully signed course suitable for road shoes.

Tackle a 45 or 30 mile ultra run on a loop around Bristol. Starting from Aston Park School, the event offers two challenging distances. Registration closes on 21 August 2026.

Hit the trails at the Wendover Woods Running Festival in August 2026. Choose from a Half Marathon, 10K, 5K, or Junior Race on scenic woodland paths. Enjoy chip timing, a themed medal, and free race photos.

A point to point mixed terrain run from Mayflower Park, Southampton, following The Old Way with a short river boat crossing, historic landmarks, sticker-collecting race bibs and options for coach transport and alternative eco medals.

The Rings presents a new trail marathon and 50K ultra in West Sussex. The scenic route starts at Lancing College, traverses the South Downs Way, and ascends the iconic Chanctonbury and Cissbury Rings. The event is fully supported with aid s..

A 13.1 miles park half marathon in Richmond Park following the Tamsin Trail and park roads, with refreshment points, varied scenery and a single lap route returning to Sheen Gate.

Trail races over half marathon and marathon distances take place entirely inside Richmond Park, starting and finishing at Sheen Gate. The course passes gates, lakes and wooded sections and includes several drink and feed stations.

The Windsor Trail Run on August 30, 2026, offers a scenic 10k or half marathon through the flat paths of Alexandra Gardens in Windsor. Runners can enjoy views of the castle, chip timing, and free photos.

Event Overview The Woldingham Full and Half Marathon is a trail running event with two distances: the marathon (26.2 miles) and the half marathon (13.1 miles). The course starts and finishes at Woldingham School/Marden Park in Caterham. It..

September 2026

Riverside races at Temple Island Meadows in September 2026 featuring a half marathon, 10K and junior event. Mixed undulating courses, chip timing, a themed medal, race photos and post race goodies.

A guided 30 mile trail run around the Jurassic Coast and Isle of Purbeck with about 4600 ft of ascent, following the Purbeck Way and South West Coast Path and finishing on the beach at Studland Bay.

Take on the South Downs Way from Eastbourne to Arundel in this coastal trail challenge. Choose your distance from 25 km to a full 100 km, with full support and rest stops along the way. Experience the cliffs of the Seven Sisters and finish..

UTMB Index

A running event at Westonbirt Arboretum on 5 September 2026 with 1 mile, 5 km and 10 km routes through varied tree collections; organised by Relish The Great Outdoors and currently showing tickets as sold out.