Trail Running calendar near Milford on Sea 2026-2027

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.

Test your endurance at Pippingford Park with 10 laps in 10 hours. Choose between three different loop distances on a private estate and earn your finisher shirt based on your performance in this unique timed challenge.

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.

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.

Follow the scenic Thames Path on a 47 mile point to point ultra marathon from Oxford to Henley on Thames. This UTMB Index race features historic riverside trails and full participant support including live GPS tracking.

Run a flexible distance from 5K to ultra marathon along the scenic Milford on Sea coastal path. Enjoy an out and back 5.3 km lap course with views of the Isle of Wight and a full aid station.

A 5 mile timed, self-navigated night trail on 30 October 2026, run mostly through forest and downland. Fancy dress is encouraged with trophies and a post-run dessert for winners, and a tail runner will sweep the course.

Experience a night trail run through the ancient Alice Holt Forest with 5 km, 10 km, or 15 km lap-based routes. Navigate tree-lined avenues by head torch and enjoy fire pits and refreshments at the finish line.

Run a scenic 35.9 mile ultra marathon through the historic hillforts of West Dorset. Enjoy coastal views and well stocked cake stops on this challenging 1,300m ascent course starting from Maiden Newton.

A ten mile off road trail run in Stonehouse on 1st November 2026 featuring an uphill opening on Horsemarling Lane, muddy undulating trails, a finisher medal, and a 2 hours 30 minutes cutoff; canicross runners are welcome.

Take on flat, scenic laps along the Thames towpath in Walton on Thames with flexible starts and distances from 5 km to ultra. Limited places, aid stations, digital results and medals make this a friendly, festival style challenge.

Experience a night time trail run through the Chiltern Hills at Stonor Park. Choose from three fully marked routes and enjoy a unique atmosphere in an estate home to fallow deer and wallabies.