Trail Running Calendar South East (England) 2026-2027

Test your endurance at this 50km multi terrain ultramarathon in Maidenhead. Complete the signed course before the official end of daylight to earn your finishers medal and mementoes.

Follow the River Medway on a flat 50km trail route connecting three medieval castles from Rochester to Tonbridge. This chip timed ultra marathon features a unique athletics track finish and full medical support.

Experience a scenic point to point trail race along the River Medway from Maidstone to Tonbridge. Enjoy a flat route featuring historic locks and a grand finale on an athletics track.

A 60 km point to point ultramarathon from Ivinghoe Beacon to Ridgeway View Campsite on 30 May 2026. The route covers about 1000 m of ascent, includes four checkpoints with supplies and has a 10 hour time limit.

The Southampton Running Festival will take place in Bishop's Waltham on Sunday 31 May 2026. You can run between 5 and 21 kilometers.

Explore the scenic trails of the Surrey Hills on a guided half marathon. This group run takes you past landmarks like St Martha's Church and along the North Downs Way, with the route changing each time. It's a shared adventure, perfect for..

A timed riverside event on a 5.3 km out and back Thames course where runners choose how many laps to complete within a seven hour limit. Ten pound entry supports the Rays of Sunshine charity and a double sided medal is awarded.

Test your limits at this 24 hour trail relay in Wasing Park. Run as a solo athlete or in teams of up to 12 people on a scenic 8km loop through historic woodland.

A backyard ultra on private trails at Chilton Manor Farm near Chilton Candover. Runners repeat a 6706 m loop each hour until one person remains; weekend camping, on route water, medical support and race timing are provided.

Run laps through Denbies Wine Estate in the Fire Horse Run, a timed off road challenge on an undulating 5.3 km loop with distances from 5 km to ultra. Pick as many laps as you like within a seven hour window for a flexible, scenic race day.

Experience the beauty of Ardingly Reservoir during this relaxed midsummer sunset run. Choose between a 5K or 10K distance on an undulating trail course featuring scenic water views and a fully stocked aid station.

Test your endurance at this 7 km fell run featuring steep climbs and 220m of elevation. Conveniently located near the Wendover Train Station and sanctioned by the Fell Running Association it includes a post race drink for all finishers.

Experience the inaugural Alice Holt Wild Trail Runs in the wooded paths of Surrey. Choose between a 10 km or Half Marathon distance with chip timing and finishers medals included for all participants and their canine companions.

Experience a unique seaside run across the beaches of Thanet in Kent. Choose between 10 km and 15 mile routes that navigate sand, promenades, and cliff tops during low tide.

Celebrate twenty years of multisport events with this self navigated 10k trail run in East Sussex. Enjoy a route across public footpaths and hills finishing with a commemorative medal and a drink at the local pub.

A flexible 6-hour timed run along the flat, scenic Jubilee River near Slough. Run as many laps as you like on the 5.24-mile course, with everyone receiving a finisher's medal. The route offers countryside views and a riverside path.

Enjoy a flexible 7 hour time challenge along the scenic River Thames in Egham. Run or walk as many laps as you choose to earn a medal, goody bag, and special distance pins.

A flexible Friday run along the Thames. Choose your start time and your distance, from a 5k lap to an ultra. It's a smaller event with a lower fee, but you still get one of the famous Phoenix medals.

Traverse the entire South Downs Way National Trail in this 100 mile non stop journey from Winchester to Eastbourne. Experience 3800 meters of elevation through historic landscapes with full aid station and medical support.

Experience a 50km journey through the South Downs National Park featuring stunning ridge trails and historic landmarks. This well supported event offers a challenging route from Winchester to Queen Elizabeth Country Park.