Trail Running calendar near Winchester 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.

A point to point 86 mile trail race on The Ridgeway National Trail from Ivinghoe Beacon to Avebury with open GPS tracking, eight checkpoints and a 28 hour cutoff. The event is licensed by the Trail Running Association and limited to 150 run..

An inflatable obstacle-course run in Bristol on Saturday 30 May 2026 spanning a 5 km route. The organisers describe the 2026 edition as larger and more bouncy, with 42 recent bookings reported.

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.

A multi-format track event in Twickenham on 30 May 2026 featuring ten-repeat formats at 400 m and 800 m, with solo and team entry options and age restriction of 18 and over.

Test your endurance at this athletics track event in Ware. Runners can choose from distances ranging from 5k to a 6 hour ultra challenge on a flat 400 meter circuit with chip timing and full support.

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

Experience a unique 50km point to point ultramarathon from the heart of South London to the rural lanes of Kent. Enjoy a supported journey through urban streets and scenic countryside with well stocked aid stations along the way.

A guided 13-mile trail half marathon around the Surrey Hills, starting and finishing in Guildford, with routes that include St Martha's Church, Shere, Newlands Corner and parts of the North Downs Way. Group run format, not a race, cost £25.

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.

Experience a premier 85 mile ultra endurance event along the coastline. This June 2026 race offers a significant physical challenge for long distance runners looking to test their limits on a point to point course.

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.

A 12 hour backyard ultramarathon at Bakehouse in Bristol on 6 June 2026. Participants run one lap each hour on 3 km, 4 km, 5 km or 6 km loops, with bike and row erg options available, raising funds for Andy's Man Club.

A three-race Forest Five (mile) series at Jubilee Retreat on 6 June, 4 July and 1 August 2026, with single-race and discounted series entry, age-category aggregate trophies and a third-race ELVIS fixture with team prizes.

Races in Bath run along the Two Tunnels shared path, passing the Devonshire Tunnel 408 m and Combe Down Tunnel 1,672 m. Distances range from 500 m fun runs to a 50 km ultra with relay and multiple route options.

BigSea Trails (WATER) is the water-themed event on the Isle of Purbeck, with single-lap coastal and hill routes from Knoll Beach. Four distances run to landmarks such as Corfe Castle and Old Harry Rocks with stocked aid stations and mandato..

A forest trail event at Wendover Woods on 7 June 2026 offering a half marathon, a 10k multi-lap course and a junior run. The hilly route includes route maps and GPX files, with onsite parking, a cafe and spectator facilities.