Trail Running calendar near Chandler's Ford 2026-2027

Experience the bouncy inflatable obstacle course at Cheltenham Racecourse. Choose between several distances and navigate through a series of large inflatables while earning your finisher medal.

Experience the iconic trails of Surrey with a choice of three distances through woodland paths and ridgelines. Enjoy a chip timed challenge featuring elevation and scenic views at Box Hill.

Experience a 55 km journey through the scenic Forest of Dean featuring technical trails and river views. This self navigation ultra marathon offers dedicated support and a separate category for Canicross runners.

A guided trail half marathon in the Chiltern Hills covering about 21.1 km with roughly 300 m of ascent. Runners are grouped by ability and accompanied by qualified Run Leaders, with a midway refreshment point and a finisher’s medal included..

A ten hour, ten lap challenge at Pippingford Park where entrants aim to complete roughly three, four or five mile loops. Medal and coloured finisher shirt are awarded based on the shortest loop completed.

Choose a scenic 10k or shorter 5k through the Chiltern Hills around Frieth, combining woodland paths and country roads. Expect rolling climbs and panoramic views for a rewarding, hilly challenge for road and trail runners.

The Titsey Trail 10k is a community running event held on Sunday, 11th October 2026. Organized by runners for runners, it raises funds for a variety of local charities.

The FOOBS Trail and Fun Runs return in October. Choose from a chip timed 10K, 6K, or a family friendly 2K fun run through the countryside near Old Basing. The event supports local schools through community fundraising.

MacTuffX Swindon features a series of repetition based running formats including solo and team categories. Participants choose between multiple 400m or 800m loops in this structured athletic event for adults.

Experience a scenic 15 km trail run starting from Tring and traversing the Ashridge Estate. This historic race features the Ridgeway path and provides participants with the choice of a finisher t-shirt or planting a tree.

Trail running on the Isle of Purbeck and part of the Jurassic Coast on 17 October 2026. Routes include 102 km and 54 km options with marked courses, outposts, mandatory kit lists and a drop bag service for the 102 km.

A 100 mile trail race through Oxfordshire featuring four 25 mile out and back spurs. Runners navigate the historic Ridgeway and Thames Path trails supported by 16 aid stations and full medical coverage.

Join this annual cross country challenge through the footpaths of Kent, Surrey, and Sussex. Choose between 25km and 50km distances with full checkpoint support and post event catering included.

Roughly 12K trail run on bridle paths and the Imber Range near the Westbury White Horse on 18 October 2026. Limited to 200 places so book early for a bespoke finisher medal and category prizes.

Experience a true multi terrain challenge in the East Devon countryside with routes featuring hills, mud, and river crossings. Choose between three distances starting from Stockland Village Hall for a family friendly atmosphere.

Keynsham Dandy is an off-road race on Sunday 18 October 2026 around Keynsham. The roughly 12.5 mile course starts at The New Inn and includes the revived Compton Dando route with a stream feature.

A multi-distance trail weekend at Bede's Prep School BN20 7XL featuring Ultra, marathon, half marathon and 10k races with coastal scenery, notable hills and strong volunteer support.

A point to point 47 mile ultra from Iffley near Oxford to Henley-on-Thames along the Thames Path and Ridgeway National Trails, featuring mixed terrain, five aid stations, mandatory safety kit and real time GPS tracking.

Coastal out and back event at Milford on Sea with views of the Isle of Wight and Sturt Pond Nature Reserve. Runners choose distances from 5K up to ultra marathon and all finishers of one lap or more receive a medal.

Looped courses at two venues near Chalfont St Peter let runners choose distances from 7K up to a 40 mile ultra. The format offers drop bag access, an aid station, clear course marking and on course medical cover.