Trail Running calendar near Maidstone 2026-2027

A multi-distance trail event on 17 April 2027 at Cowdrey Estate, Midhurst. Organised by Ultra X, routes pass through greensand hills, river, woodland and lowland heath in the South Downs National Park. Multiple entry categories are availabl..

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..

Windsor 50 is a supported trail event from Windsor Racecourse offering 50 km, 25 km and 10 km looped routes through the Great Park, past Windsor Castle and along the Thames Path, with rest stops, medical teams and GPS tracking.

A guided 42.2 km trail run through the Chiltern Hills using parts of the Ridgeway and Wendover Woods, led by English Athletics qualified Run Leaders. Groups are matched by ability and the event includes checkpoints and a wooden finisher med..

A three day running event over the early May Bank Holiday across East Grinstead, Haywards Heath and Burgess Hill. Options include 10 mile, 10k, mile, fun run and a three day marathon option, plus a virtual marathon choice.

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.

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.

A multi distance road event at Suffolk Running Centre on 25 April 2027 offering 5k, 10k, half and full marathon on scenic measured routes. Aid stations are placed every 10k and the event is cupless so runners use their own bottles.

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.

A two day two person team self-supported navigation and endurance challenge based at Newlands Corner in the Surrey Hills. Teams carry their own camping and food and score points by visiting virtual controls during timed sessions on both day..

A 50 km point-to-point ultramarathon from Horsham to Brighton seafront across trails and downs, with four feed stations, a fully signed route and a GPS file provided before race day.

The Race for Life Pretty Muddy Portsmouth will take place in Portsmouth on Saturday 8 May 2027. You can run 5 kilometers.

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 30 km one-day trail run through the Chiltern Hills from Tring, featuring rolling hills, on-route guidance and trail technique instruction, checkpoint refreshments and a finisher’s medal.

A Trifecta obstacle-course weekend in Henley on Thames featuring Sprint, Super and Beast races plus a kids race along the riverside and town landmarks. Events list 20 to 30 obstacles and show a 4.7 participant rating.