Trail Running calendar near Brighton and Hove 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.

Discover the scenic trails of the Chiltern Hills in this guided 21 km autumn running adventure. Led by qualified guides, this event focuses on group camaraderie and trail techniques across beautiful undulating woodlands.

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.

Experience an autumn trail run through ancient woodland at the Epping Forest Wildwood Trail Series. Choose between a 10K or Half Marathon course on fully marked paths with a strong focus on sustainability.

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.

Run a scenic and flat 10k course featuring coastal paths along the Dengie peninsula and town streets. Starting at the Dengie Hundred Sports Centre, this event offers free parking and a variety of terrains for all participants.

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.

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.

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.

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.

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.

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.