Trail Running calendar near Isle of Wight 2026-2027

A 21.1 km off‑road half marathon along The Ridgeway between Wendover and Princes Risborough, featuring 526 m of ascent, two repeated aid stations, full route marking and a 4 hour time limit.

Two trail races around Bewl Water in East Sussex: a 15 mile route that includes the nature reserve and a 5 mile off road option. Organised by Wadhurst Runners, finishers receive a medal, t shirt, cake and beer.

A women only trail event at Denbies Wine Estate in Surrey on 5 July 2026 offering 50K, 25K, 10K and a kids race. No cut offs and options for in person or virtual participation, with profits supporting the SheRACES mission.

Trail races of 5, 10 and 15 miles take place at Moors Valley Country Park on 5 July 2026, with chip timing, feed stations and medical support. Entry fees range from £25 to £30.

An evening 10 km trail run through Thursley National Nature Reserve, crossing heathland, bog and woodland and featuring the boardwalk named Britain's Favourite Path. The event is organised by Running Adventures and is aimed at trail newcome..

A 6-hour timed run along the flat Jubilee River in Slough on July 9, 2026. Participants complete laps of 5.24 miles, choosing their own distance. Every finisher gets a medal.

A seven hour timed event on a looped course beside the River Thames on 10 July 2026. Runners can choose distances from 3 km up to ultra and receive medals, goody bags and on course aid.

Phoenix Fridays offers a flexible Friday run with a "rock up and go" start. Choose your distance on a flat, timed 5.3km loop along the Thames towpath. All finishers can pick from a selection of signature medals.

Hazelbury Hurrah! is a Friday evening multi terrain race near Corsham on 10 July 2026, featuring a six mile main race and a two kilometre junior race. The event supports local charities and is Trail Running Association licensed.

Follow Britains oldest trail through 5000 years of history on the Ridgeway. Choose between 50km or 100km distances and finish at the iconic Avebury Standing Stones with full medical and snack support.

An inflatable obstacle course event in Southampton on 11 July 2026 offering 2.5k, 5k, 10k and 15k options with giant inflatables, music zones, a mid route water station and a finisher medal for each participant.

Trail running event at Princes Risborough across the Chiltern Hills offering distances from 8 km to 50 km. Routes run through beech woodland and ridgelines with outposts offering snacks and self-serve water.

A coastal trail event in Studland, Dorset on 11 July 2026 with 50 km and 25 km options. The 50 km features a moving Ferry challenge and fully marked coastal scenery including Old Harry Rocks and Corfe Castle.

Enjoy a flexible timed running event along the flat River Thames towpath. Choose your distance from 5km to an ultra marathon and earn a bespoke spinning medal on this fast riverside course.

A teams event at The Packhorse in South Stoke on 11 July 2026 where three person teams in compulsory fancy dress collect and carry a full cider barrel from Upper Midford back to the pub. Prizes include fastest time, best fancy dress and tea..

A muddy 5k obstacle course at Beckenham Place Park where participants climb, crawl and slide across grass and paths with steep inclines. Open to ages 13 and over with a published fundraising target and event facilities on site.

A seven mile multi terrain trail race through Knole Park on 12 July 2026, with a chip timed 3.5 km junior event for ages 9 to 15. Profits support The Running Charity and prizes include medals, trophies and cash for course records.

A 10 km trail race around Stoke Park in Stapleton, Bristol, organised by Town and Country Harriers with half of proceeds to a local charity. The marked route includes steep climbs, rough footing and marshals along the course.

A 24 hour team running and walking challenge on private farmland near Blandford Forum, Dorset. Teams of 2 to 4 cover laps on fields, grass and tracks with camping available over the weekend.

A one lap trail run at Myncen Farm on 17 July 2026, the Cider 5K.ish takes place across fields and farm tracks with a 90 minute cutoff, limited entry and weekend camping and challenge options.