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

We have found 676 Trailruns within 80 miles of Henley-on-Thames. See below where and when you can find the races.

A winter single loop trail ultramarathon in Hampshire covering about 53 miles and 6400 ft of ascent, mostly on the South Downs Way and linked trails. Entry requires a marathon qualifier and winter darkness trail running experience.

A two day, 66 mile trail ultra along the North Downs Way near Farnham, Surrey on 6 and 7 February 2027. Options include a full package with accommodation and meals or single day entries, with checkpoints and course support provided.

A 5km and 10km run through Westonbirt Arboretum on 7 February 2027, with firm trail terrain and routes through areas showcasing over 2,500 tree species. The event is family friendly and tickets are currently sold out.

A 28.2 trail marathon along the River Adur in February, starting at Shoreham Sea Scout Hut, with muddy paths and fully stocked aid stations. Prior trail marathon experience, suitable clothing and a mobile phone are required.

Experience two distinct half marathons along the Hampshire coast over one weekend. Run the muddy trails of Langstone Harbour or the flat promenades of Southsea, with the option to complete both for a special bonus medal.

A measured 10 mile road race in Melksham with a route through Lacock, a finisher medal and prizes across age categories. The field is limited to 300 places and entries close on 1 January 2027 or earlier if full.

Lapped running on the Flitch Way near Rayne with 5.3 km loops and options from 5 km up to marathon plus a 6 hour challenge. Cupless aid stations at every lap and a choice of bespoke medals and goody bags.

Choose your distance from 5k to Ultra on a tough off road course at Pengethley Manor. Experience vineyard trails with a seven hour time limit and unique medal options for individuals or pairs.

A fully signed 50k trail ultra on the North Downs Way and Norbury Park with 2986 ft of ascent. Based at Denbies Wine Estate near Dorking, the route includes four checkpoints offering food and drinks.

Two Tunnels in Bath on 21 February 2027 offers many distances and runs through two long restored, lit and surfaced railway tunnels under the city, with start and finish at Brickfields Park and a charity contribution to Sustrans.

The Terminator is an annual 12 miles trail race around the Vale of Pewsey organised by Pewsey Vale Running Club. The club describes the course as tough but rewarding, and proceeds have helped raise over £101,000 for local charities.

Trail event in the Meon Valley on 21 February 2027 at Queen Elizabeth Country Park. Options include 16 miles, marathon or 50 km ultramarathon on single-lap muddy trails with two climbs to Butser Hill and stocked aid stations.

A 42-mile trail ultramarathon across historic Essex from Chipping Ongar to St Peter-on-the-Wall, with varied muddy paths, four staffed checkpoints, GPX navigation and compulsory safety kit.

March 2027

A 10 km mixed-terrain run from Windsor & Eton Brewery along towpaths and parkland, with staggered starts, a pint cup and free drink at the finish, chip timing and downloadable race photos.

Coastal trail event in Eastbourne on 6 March 2027 featuring 10K, half marathon, marathon and ultra routes along the Seven Sisters and English Channel cliffs. It is part of the Endurancelife 26-27 season with leaderboard points.

A winter ultra around Bristol along the Community Forest Path, offered as a 45-mile full loop or 30-mile partial loop run anti-clockwise. The event is self-navigated with GPX files, checkpoints, chip timing and mandatory kit requirements.

A winter trail ultra around Bristol on the Community Forest Path, offered as 45 miles or 30 miles, run anti clockwise with staffed checkpoints, mandatory kit and bespoke finishers' tee and medal.

Trail races around Pitsford Water with 10k and Half Marathon routes from Brixworth Country Park, fully marked courses, water stations, first aid, prizes and a finisher medal.

The Imber Ultra is an annual trail run of just over 33 miles organised by Avon Valley Runners and the Rotary Club of Westbury, with route details, checkpoints, results and photos provided by the organisers.

A mixed-terrain out-and-back event on the Milford on Sea coastal path with 5.3 km laps, coastal views and options from 5K up to ultra-marathon. Facilities include aid tables, on-course toilets and medals for lap finishers.

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