Trail Running calendar near Henley-on-Thames 2026-2027

We have found 675 Trailruns within 80 miles of Henley-on-Thames. See below where and when you can find the races.

Trail races from Goodwood Racecourse take runners into the South Downs National Park across forest tracks, bridleways and part of the South Downs Way. Three distances are offered with chip timing, water stations, first aid and a finishers m..

Night trail running at Stonor Park in the Chiltern Hills with three marked and timed routes from 7 km to 17 km. Outposts serve the middle and long courses, reusable cups are required, and headphones and dogs are not permitted.

A winter muddy obstacle event in Brentwood, Essex offering 6 km, 12 km and 24 km+ formats across farmland, woodland and lakes, with chip timing, signature obstacles and on-site facilities including washdowns and finisher medals.

Experience a scenic trail run through the Bedfordshire countryside starting from Leighton Buzzard. Choose between a classic half marathon or a metric distance featuring canal towpaths, woods, and rolling hills.

Experience a twilight trail run through the historic landscape of Cranborne Chase. This 10 km off road course navigates through woods and parks starting from the grounds of Eastbury House.

Trail running at Stonor Park on 7 November 2026 with three waymarked routes through the Chilterns Area of Outstanding Natural Beauty. Distances range from 7 km to 22 km with steep sections and self serve outposts; bring a reusable cup.

A torchlit trail run from Winchester Athletics Track with 12 km and 22 km options across the South Downs Way and local trails. The course is fully marked; headtorches and at least 500 ml of fluid are required.

A supported endurance event on 7 November 2026 with a 76 km ultramarathon or 36 km run or walk from Aldershot or Petersfield to Portsmouth, featuring break stops, satellite tracking, medical cover and charity fundraising options.

Experience a flat trail run through the heart of royal Berkshire with chip timed results and free race photos. Choose between a 10k or Half Marathon distance starting from the scenic Alexandra Gardens in Windsor.

A remembrance themed seven hour time challenge at Wraysbury Skiff and Punting Club along the River Thames. Distances run from 3 km to 50 km with medals, distance pins, aid tables and goody bags.

A 7 hour and 2 minute timed challenge on a signed loop by the River Thames in Egham, with distances from 3 km up to 50 km, aid stations and a commemorative medal; a two minute silence is observed during the event.

Join a community of runners at Richmond Park for a series of timed races supporting Movember. Enjoy a hilly tarmac course with distances ranging from a kids mini run to a half marathon in a supportive atmosphere.

Trail half marathon from Cowley to Watford along the Grand Union Canal on 8 November 2026, run on marked country and woodland paths. The event includes chip timing, four water stations and a finisher medal.

A three-day, 84-mile (135 km) ultramarathon along the Ridgeway from Buckinghamshire to Wiltshire, with overnights in Watlington and Didcot. The event offers full and single-day entry options and includes accommodation, meals and checkpoint..

Trail running from Roundhill Campsite in the New Forest near Brockenhurst with 21.6 km, 16.7 km and 10.0 km options on wide gravel paths through woodland and heathland, with on-course drinks, chip timing and finisher medals.

A 50 mile race of five 10 mile loops wholly within Wendover Woods, featuring 10,000 feet of climb, nine well stocked aid stations and marked trails. The event is supported by race medics, has a 15 hour cut off and requires marathon qualific..

Off road 5 km and 10 km races around the Bath Skyline in November, with night and day options, a kids 500 m and a canicross wave. Mixed trails, muddy sections and marked routes with a large two sided medal for finishers.

Timed multi lap event on the Itchen Way in Winchester on 14 November 2026, with 2.62 mile laps that add up to half marathon, marathon and ultra distances. Flexible start format, aid station with vegan options, bespoke finisher's medal.

Trail races at Westerlands near Graffham: a 50 km Ultra linking five long distance trails and a 13 mile Half on three trails, with SportIdent timing, aid stations, mandatory kit and a wooden eco-medal for finishers.

A multi-terrain *5K* and *10K* race in the Chiltern Hills on 15 November 2026, organised by the Radnage Primary School PTA, with water stations, first aid, a village hall cafe and proceeds supporting the school.

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