Trail Running calendar near Windsor 2026-2027

Race 3 of the Northants 5 km Series runs near Silverstone at Blackpit Farm on Wednesday 17th June. The multi terrain course passes woodlands, lakeside lawns and farmland and all finishers receive a bespoke 5 km medal.

Community 5k, 10k and junior races in Robertsbridge on a multi terrain, undulating course with volunteer marshals, a BBQ, post-race bar, bespoke medals and free parking.

A category A fell race inside the M25 on 19 June 2026, with multiple climbs around Yardley Valley and a finish on Pole Hill. Entry via SPOND costs £5 and post race refreshments are available at the clubhouse.

Beyond London on 20 June 2026 offers a fully signed trail event in London with a 55 km ultra and a 25 km route along the Capital Ring, GPX files, feed stations, chip timing and medical support.

Point-to-point races along the Three Shires Way offering a 50 mile ultra and a marathon through Bucks, Beds and Northants with on-course aid, mandatory kit requirements, finish medals and downloadable GPX routes.

Timed trail races on a 2.5 km loop at Leybourne Lakes on 20–21 June 2026, offering 6h, 12h and 24h formats for solo runners and relays. Official timing, live lap updates, medals and on-site medical support.

Take on the Phoenix Centaur 100 Mile Ultra at Denbies Wine Estate, a flatish 1 mile off road loop with multiple distance options across the weekend. Enjoy central aid, chip timing and a Centaur medal and buckle for 100 mile finishers.

Run a marathon or half marathon at Denbies Wine Estate on 20 June 2026, tackling a scenic off road loop through the vineyards. Choose attended or virtual entry, enjoy chip timing and a collectible community medal while places remain limited..

Run 1 mile each hour for 24 consecutive hours at Denbies Wine Estate in P24 The Longest Attended Day, an off road challenge for attended and virtual runners. On site camping and a hefty finisher medal await but places are limited.

Experience the beauty of the South Downs National Park with distances ranging from 30km to a 100km nonstop ultramarathon. Enjoy fully supported trails passing historic landmarks and stunning coastal vistas near Chichester Harbour.

Join the Phoenix Hydra 75 Mile Ultra at Denbies Wine Estate in Dorking for a scenic 1 mile off road loop with chip timing and a staffed aid station. Distances run from 12 hour to 100 miles and all entrants receive a free memento.

A lapped off-road ultra near Maldon on a 10.15 mile loop, offering 100, 50 and 30 mile options with frequent checkpoints, chip timing and evening hot food options.

A muddy 5k obstacle event at The Common in Southampton on 20 June 2026 where participants aged 13 and over climb, crawl and slide through a marked route while raising funds for cancer research. Waves start every 15 minutes.

A 24 hour running event near Caldecotte Lake around Midsummer, open to individuals and teams of 2 to 6. Runners complete 6.55 mile laps with camping, teepee hire, free snacks and showers on site.

Celebrate the longest day at the Summer Solstice Challenge around Abberton Reservoir, a timed loop with 5 km laps. Run as many laps as you like, earn a medal and support Essex Wildlife Trust.

A 21.2 km trail half marathon across the National Trust’s Dunstable Downs with 450 m of elevation, marked navigation and two aid stations. The route passes Tree Cathedral, Kensworth Quarry and Five Knoles and is limited to 250 runners.

Volunteer organised trail races on Horsell Common with family friendly distances from a 2 km kids race to a 21 km option. Proceeds support local charities and the event emphasises minimal environmental impact.

A 10 km trail run and 10 km canicross around Tusmore Estate, finishing at Twisted Tree Brewery with a medal, a pint cup and a free drink included.

A community 10 km, 5 km and free junior run around The Moor in Hawkhurst on 21 June 2026. The multi terrain undulating course features finish line cake, a free half pint for finishers and on site stalls.

Circular cross country routes of 26 miles and 18 miles around Baldock across undulating fields and woodland, with checkpoints, refreshments and a certificate for finishers.