Trail Running calendar near Winchester 2026-2027

A single-stage trail race of about 47 miles along the Cotswold Way from Chipping Campden to Painswick, featuring steep climbs, varied surfaces, on-course support, live tracking and a finishers medal.

A single stage, approximately 102 mile trail race along the Cotswold Way from Chipping Campden to Bath, with a 32 hour completion time and route markers, support stations and medical cover on the course.

A trail running event at Hyde Common in the New Forest on 20 September 2026 offering 18 miles, marathon and 50km ultramarathon routes with marked courses, multiple aid stations, a bespoke finisher medal and a tree-planting option.

A looped technical trail in the New Forest with a Grade I listed manor house backdrop. Runners choose distance on the day from 5K up to ultra marathon and receive a medal after one loop.

A coastal trail event near Swanage on 20 September 2026 offering a full marathon and a 16 mile race. The licensed event requires specific safety kit and supports local charities while showcasing the Jurassic Coast and Purbeck Hills.

Join this flexible timed event along the flat River Thames towpath in Walton on Thames. Complete as many laps as you like over seven hours to achieve distances from 5km to an ultra marathon.

A looped trail event based at Henley Showground on 26 September 2026 offering 50 km, 25 km and 10 km routes with rest stops, medical support, camping and GPS tracking.

Experience an obstacle course weekend at Pippingford Park featuring distances from 5k to 50k. Run through rolling hills and rugged trails as you tackle the British OCR Ultra Championship or complete your Trifecta challenge.

A trail event on 26 September 2026 at Bagwell Farm Touring Park offering 10k, half and full marathons plus a marathon relay and canicross. Routes run mostly off road along The Fleet Lagoon and the event raises funds for local charities.

The Hard Yard is a 10 mile trail race at Chilton Manor Farm on 26 September 2026, using private trails and a one mile yew tree lined finishing avenue. The course gains about 240 m and includes water stations, medics and event photography.

The Endless Garden is a last-person-standing Backyard Ultra marathon. Runners tackle a 4.167-mile loop every hour from a base at The Waggoners Pub, where spectators and crews are welcome. The event includes drink vouchers and a special pub..

The Forest of Dean Autumn Half Marathon is a measured 13 miles 192.5 yards race on forest trails with no road crossings. Organised by the Rotary Club of the Royal Forest of Dean, the event raises funds for local and national charities.

Trail races at Salisbury Racecourse feature marathon, half marathon and 10K routes across undulating downland and ancient tracks, with parking, permanent toilets and hot showers. Finishers receive medals and the top three in each event rece..

Ten mile trail race at Eridge Park on 27 September 2026 featuring steep climbs, muddy and technical single track, GPX course maps, finisher memento, trophies and a free pint and cake for finishers.

Enjoy a flat riverside run along the Thames with a chocolate themed aid station. Choose your own distance from 5km to ultra marathon within a flexible seven hour time limit.

MacTuffX London offers a unique interval running competition in September 2026. Participants can compete in solo doubles or relay categories over repeated 400 meter or 800 meter distances in Barking.

A coastal 10 km race from Portishead Open Air Pool featuring mixed terrain, a mid-race climb with a water station, a landmark section by Black Nore Lighthouse and a fast finish along the seafront.

A single-loop 100 mile trail from Plumpton Racecourse in the South Downs National Park, featuring over 12,000 ft of elevation, 12 aid stations, a 34 hour cutoff and free onsite camping. The race forms part of the South Downs Triple Crown.

Join a 30 mile guided group run exploring the scenic Surrey Hills and Box Hill. This event offers professional coaching on the trails and is an ideal entry point for those new to ultra running.

An inflatable obstacle 5 km at Kempton Park in South London on 3 October 2026. The 2026 edition is presented as an Inflatable 5K course and participant feedback notes positive family experiences and a five-star rating.