The road was shut early evening by the incident and residents reported seeing a helicopter circling the scene.
It has been closed between the A616 Creswell Road junction at Cuckney and the B6031 Bishops Walk junction at Church Warsop.
Police say that two vehicles, a Ford Fiesta and a Citroen C2, collided at Cuckney Hill, Church Warsop, around 7.45pm.
A spokesman said: “The driver of the Citroen was taken to King’s Mill Hospital, where he subsequently died.
“A man driving the Ford Fiesta sustained serious injuries and has been taken to Sheffield Hallam Hospital for treatment.
“Another man, who was a passenger in the vehicle, is currently at King’s Mill Hospital in a stable condition.”
Anyone with any information or who witnessed the collision is asked to contact Nottinghamshire Police on 101 or Crimestoppers on 0800 555 111.