Trail Running calendar near Southampton 2026-2027

Choose from 25 km, 40 km, or 50 km routes in this self-navigated challenge through the Thames Valley. Starting from Marlow, this event features supported checkpoints and a group meal at the finish.

Experience a scenic multi terrain race through East Grinstead dedicated to local charities. This friendly event features a flat course along bridleways and residential roads with chip timing and a sustainable finisher medal.

Timed trail event in the Forest of Bere using a 3.28 mile out and back lap with distances from 5 km to ultra. Aid station offers sweet and savoury food including potatoes and vegan options; 20% of proceeds support Forestry England.

A flexible 6-hour timed run along the flat Jubilee River towpath. Run one 5.24-mile lap or see how many you can complete. The scenic route passes through countryside with views towards Windsor Castle.

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.

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.

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.

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.