Trail Running calendar near Greater London 2026-2027

Experience a multi terrain 5K run through the woodlands and lakeside lawns of Blackpit Brewery near Silverstone. This inclusive event features bespoke medals for all finishers and a scenic route across Northamptonshire farmland.

Experience an atmospheric multi terrain summer evening run in East Sussex. Choose from a 10k, 5k, or junior race followed by a community BBQ and refreshments in the heart of Robertsbridge.

Discover a different side of the capital with a choice of 55km or 25km trail runs along London’s Capital Ring footpath. Experience hidden trails and iconic sights like Richmond Park on these fully signed and supported routes.

Experience a point to point trail race through the ancient woodlands and rural landscapes of three counties finishing with a scenic loop around Grafham Water.

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.

Run the Maldon Ultras on 20 and 21 June 2026 in Maldon, with 100 mile, 50 mile and 30 mile lapped races across fields, woodland and vineyards with estuary views. Small fields and scenic off road laps make for a friendly yet fierce ultra.

Experience the twilight beauty of Ardingly Reservoir during this midsummer evening run. Choose between a 5k or 10k distance on a scenic undulating trail featuring a fully stocked aid station and finisher medals for all.

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.

The Dunstable Downs Half Marathon is a scenic trail race through the National Trust's Dunstable Downs estate. Its hilly 21.2 km course features ridge views, climbs, and a well-stocked aid station. The event is capped at 300 runners and incl..

Run through the historic landscapes of Horsell Common where the Martians first landed in literature. This volunteer led charity event offers trail routes from 2 km to 21 km in a scenic Site of Special Scientific Interest.

Experience a multi terrain 10km run through the private Tusmore Estate. Enjoy scenic views and celebrate your finish at the Twisted Tree Brewery with a medal and a well earned drink.

Experience a community focused multi terrain race through the picturesque Kent countryside featuring 10k, 5k, and free junior distances followed by finish line treats and local hospitality.

Experience a circular cross country route through the undulating fields and woodlands of North West Hertfordshire. Choose between 26 and 18 mile courses starting from Baldock with panoramic countryside views.

Experience a scenic trail run through the woods and fields of Trent Country Park with chip timed races for seniors, juniors, and children.

Experience a flat 10k run starting from Shoreham along the scenic Downslink paths toward Bramber. This chip timed event features a halfway aid station and a unique finisher medal for all participants.

Experience an enchanting twilight trail run through the private 220 acre Ashburnham Place estate. Choose between 10k, 5k, or junior distances while supporting four mental health and bereavement charities.