Trail Running calendar near Milford 2026-2027

Experience the landscape of the Isle of Purbeck and the Jurassic Coast with three trail distances starting near Corfe Castle. This dog friendly event features technical coastal paths and views of historic landmarks in Dorset.

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.

Run through the narrow, traffic-free trails of Bedgebury National Pinetum & Forest. Choose from a half marathon, 10k, or junior race on a scenic woodland course. Every finisher gets a bespoke medal and free photos.

Experience a premier trail running weekend in Eastbourne featuring an ultra, marathon, half marathon, and 10k. Run along the scenic Seven Sisters with well stocked aid stations and a supportive atmosphere for all participants.

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.

Experience a scenic 30 mile ultra marathon along the River Stort and Lee navigations. This flat out and back course offers a fast trail experience with generous cut off times and supportive checkpoints.

Experience an off road running event south of Canterbury featuring scenic trails through the Kentish countryside. Choose between a way marked half marathon or a self navigated full marathon with full event village facilities.

Explore the Essex countryside on a 26 or 18 mile figure of eight course via Blackmore. This self sufficient event offers multiple checkpoints and a finishers meal as part of the Essex and Herts Triple Challenge.

Run through the dark woods of Irchester Country Park in this Halloween-themed night event. Choose between a spooky 5k or a family-friendly 2k Fun Run, with fancy dress encouraged. All finishers get a medal and treats, with free photos inclu..

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.

An autumn/winter ultra on classic Chiltern trails. This single-loop 50K starts in Berkhamsted, following The Ridgeway and Chiltern Way with scenic views. The fully-marked course has a 9-hour limit and is a UTMB World Series Index Race.

Experience a festive 6.66 km Halloween trail run starting and finishing at a local brewery in Chelmsford. Participants enjoy a costume focused event with medals and drinks for finishers in a social atmosphere.

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.

Conquer hilly forest trails at Wendover Woods in this autumn multi terrain event. Choose from marathon, half marathon, 10k, or junior distances and enjoy on site facilities like a cafe and adventure playground.

Join Enigma Fireworks on 6 and 7 November 2026 for marathon and half marathon loops around scenic Caldecotte Lake. Enjoy waterside views, lap support and a bespoke finisher medal to light up your race season.

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.

Experience an award winning autumn trail race through the scenic countryside of Bedfordshire. This event features a half marathon route following canal towpaths and woodland trails starting from Leighton Buzzard.