Trail Running calendar near Waterlooville 2026-2027

Wild Run Cotswolds showcases rugged off road trails on a private estate with fully marked routes, chip timing and a family friendly supporter zone. Entries are limited to 600; choose 10K, half, marathon or the six hour 360 challenge.

Experience a flat and fast riverside trail race along the scenic Thames Path in Richmond. Choose from 10km, half marathon, or marathon distances on a well marshalled out and back course.

Choose from three scenic routes ranging from 25 km to 50 km through the Chilterns and the Stonor valley starting in Marlow. This supported challenge includes snacks, a meal, and a commemorative badge for entries.

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.

Tackle the Kent Downs on Saturday, 10 October 2026. Choose from 50 km, 25 km, or 10 km looped routes starting from the Maidstone basecamp. Enjoy full support with rest stops, food, and a celebratory finish line.

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.

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.

Experience a unique 100 mile trail race through Oxfordshire featuring four 25 mile spurs along the Thames Path and Ridgeway. This fast course offers a flat route with full medical support and 16 aid stations.

Experience an annual challenge through the scenic footpaths of Kent Surrey and Sussex. Choose between 25 km and 50 km routes with full navigation support and catering provided throughout the course.

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.

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.

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.