The Monson man was involved in the crash on Route 9 near Anderson Road in Ware just before 6 p.m. on Sunday, June 23, the Northwestern District Attorney said. He died at the scene.
Authorities have not released his name. A second person in the car, a 20-year-old from Warren, was airlifted to UMass Medical Center in Worcester with life-threatening injuries.
Two people in the other car were taken to Baystate Medical Center in Springfield with non-life-threatening injuries.
Police are investigating the cause of the crash. No charges have been filed.
Correction: The original article incorrectly stated where the man died. He died at the scene of the crash.
Click here to follow Daily Voice Greenfield and receive free news updates.