Trail Running calendar near Chevening 2026-2027

A 50K trail ultra across the Chiltern Hills from Berkhamsted Castle to Hampden Meadow in Wendover, following ridgeline trails with three checkpoints and full route marking. The event includes on course nutrition, chip timing and a nine hour..

Looped 50 km, 25 km and 10 km routes start and finish at Windsor Racecourse, running through the Great Park, Runnymede and along the Thames Path. The event provides signed routes, GPS tracking, covered rest stops, medical support and finish..

A multi-terrain running event on 18 April 2027 with 5 km and 10 km courses through Wormsley Estate, a steep Ibstone Kicker, age-specific entry rules and a children’s Run In Colour on Ibstone Common.

A multi distance canal and riverside ultra series based at Streatley on Thames offering roughly 250, 158 and 98 mile options. Routes use GPX and maps, include GPS tracking and staffed checkpoints with varied facilities.

An untimed inflatable obstacle course at Hertfordshire County Showground on 24 April 2027 offering 2.5k, 5k, 10k and 15k lap options, music zones, water on course, finishers' medals and on-site food vendors.

A blindfolded navigation challenge in Winchester where participants are dropped at unknown locations and must find their way back on foot. Options include 6 miles for visitors and 10 or 15 miles; no maps or GPS and a sealed emergency bag is..

An alternative to the London Marathon at Walton on Thames featuring a UKA certified 3.28 mile lap. Options include full and half marathon or a seven hour timed event, with a 150 mm finish medal for participants.

The The Other Run will take place in Bury St Edmunds on Sunday 25 April 2027. You can run between 5 and 42 kilometers.

The Mid Sussex Marathon Weekend will take place in Haywards Heath on Saturday 1 May 2027. You can run between 10 and 26 miles.

A five mile off road race through woods and farmland around Hurstbourne Tarrant in the North Wessex Downs. Organised entirely by volunteers since 2009, the annual event donates all proceeds to local charities.

A multi-distance coastal trek and trail event from Chale on 2–3 May 2026, offering routes from a 10 mile option to a 106 km full island challenge, with GPS tracking, staffed rest stops, medical cover, camping and shuttle transfers.

A combined entry for four Centurion Running 100 mile events across 2027, covering Thames Path, South Downs Way, North Downs Way and Autumn 100. Entries open 31 May 2026 with a minimum age of 20 on 1 May 2027.

A marked 100 mile point-to-point race along the Thames Path from Richmond to Oxford, with a 30 hour cut-off, at least twelve aid stations and mandatory kit. Pacers allowed from mile 51 and entries open 31 May 2026.

A trail event at Lancing Manor Leisure Centre on 2 May 2027 offering Marathon, Half Marathon and a 5 mile trail run across South Downs terrain. Courses include steep hills, regular aid stations and volunteer marshals.

Off road half marathon and 10 km through Collingbourne woods near Ludgershall with stocked aid stations, full medical support and chip timing. Medals for all finishers and prizes for the top three men and women.

A road marathon and half marathon based at Suffolk Running Centre near Bury St Edmunds, using measured routes with aid stations every 10 km. Entries include parking and a bespoke finisher medal; the event is cupless so bring your own bottle..

A 30th anniversary road marathon organised by Halstead Road Runners, set on scenic low traffic roads in North Essex. The event supports local charities, forms part of the Essex championships and limits entries to 500.

A Star Wars 50th Anniversary weekend on 5 and 6 June 2027 at Caldecotte, Milton Keynes featuring marathon and half marathon races around Caldecotte Lake, unique finisher medals, on-course water and toilets, and time limits for each race.

A riverside trail event at Remenham Farm in Henley-on-Thames offering a Half Marathon, 10K and a Junior Race for under 11s, with chip timing, medals, free photos and an event village.