It occurred on the A684 at Winton Bank, near Foxton Lane, at about 3.10pm on Sunday 22 September 2013.
Fire and ambulance crews were called to assist and highways officials have put in place diversions while the police investigate the collision scene.
The stretch of road is expected to remain closed for several hours.
Further details about the collision will be released in due course.
In the meantime, witnesses have been urged to contact North Yorkshire Police on 101, select option 2, and ask for Neil Cholmondeley.