Trail Running calendar near Windsor 2026-2027

A 5 km obstacle course at Prospect Park in Reading where participants climb, crawl and slide across grassy slopes and woodland. Waves run every 15 minutes and the event is open to people aged 13 and over.

A 5k muddy obstacle course at Willen Lake with staggered wave starts, on-site toilets and parking, blue badge parking nearby, and a fundraising target of £50. The event is not wheelchair accessible.

An evening trail marathon on 5 June 2027 near Purleigh, Essex covering 27 miles with coastal, canal, vineyard and forest sections. The race has three checkpoints, mandatory lighting kit and cash prizes including a reward for a new course re..

The Backyard Ultra - Chilton Candover will take place in Chilton Candover on Saturday 5 June 2027. You can run 4 miles.

At Prospect Park in Reading this Race for Life event offers a 10k run as two laps of the 5k course plus a separate 5k option, with grass and woodland terrain and some steep slopes.

A multi-distance running event in Bath that passes through two long, lit former railway tunnels and starts and finishes at Brickfields Park. Options range from a 500 m Colourburst to an ultramarathon and the event supports Sustrans.

A mixed road and country run around Ousden in Suffolk offering 5k, 10k, half, full and ultra options with loop and out-and-back formats, regular aid stations, onsite parking and bespoke finisher medals.

Park-based 3k and 5k runs at Dunorlan Park with mixed grass and woodland terrain. The event is organised by Cancer Research UK and includes a fundraising pack and a finishers medal.

Trail running and cycling around Gosmore and Hitchin in the Chilterns AONB with 10 km, half marathon and marathon options, riders starting ahead of runners and a children’s event on the village green; some proceeds support charities.

A backyard ultra at Breakheart Quarry where runners repeat a **6706 metre** loop every hour until one person remains; the event includes camping, marked trails and on course support in the Cotswold countryside.

A multi-distance trail event around the Cotswolds from a Cirencester basecamp on 12 to 13 June 2027. Distances range from 10 km to 100 km with staffed rest stops, GPS tracking, camping, medical support and finisher kit.

A guided 10 km trail run around the Devil's Punchbowl in Hindhead, Surrey. Hilly evening and night runs in a group setting with parking available and a kit list provided; cost £22 per person.

Trail running event in the South Downs National Park near Petersfield, Hampshire, offering marked routes from 10 km to 100 km. Coach transport to starts is included, with camping, food and a licensed bar at the venue.

A flat 10 km trail run through Thursley National Nature Reserve near Thursley, Surrey. Group runs include dusk and night options with headtorch guidance, an entry fee of £22 per person, and kit and torch support available.

A 125 km waymarked loop following the Pewsey Vale Circular walk with about 1902 m ascent and GPX files provided. Checkpoints appear roughly every 25 km, there is a 24 hour cut off, and camping is available at Linkenholt Activity Center.

A mixed-terrain trail event along the Thames at Remenham Farm on 4 September 2027, offering a half marathon, a 10K and a junior race for under 11s with chip timing and themed medals.

Guided 10 km trail run around Silent Pool near Guildford, following parts of the North Downs Way and Netley Heath forest. Sessions run at dusk or at night with headtorches in a led group and a recommended pace of about 10 min per mile.

A guided 10 km trail run around the Devil's Punchbowl in Hindhead, Surrey. Hilly evening and night runs in a group setting with parking available and a kit list provided; cost £22 per person.

A 100 kilometre trail ultra on an anticlockwise loop through the Chiltern Hills that visits Ashridge Estate, The Ridgeway, Coombe Hill and Bledlow Ridge. Fully marked route with GPS tracking, six checkpoints and a 19 hour time limit.

A guided 30 mile trail run from St Martha's Hill exploring the Surrey Hills and Box Hill with an experienced ultra runner and coach. Group pace, recommended 22 miles training, cost £55 and an alcohol free beer may be available.