The Barry County Sheriff's Office responded to a two-car serious injury crash on M-37 Highway near River Road around 6:00 PM Wednesday night. Initial investigation showed a Ford Ranger was traveling North on M-37 and crossed the centerline and struck a southbound Suburu Outback head-on. The Ford Ranger was occupied by a 28 year old Hastings man and a 48 year old Nashville woman. The Suburu Outback was occupied by a 41 year old Woodland man. Both males were airlifted to area hospitals, the female was transported by ambulance to an area hospital. All three occupants sustained serious injuries as a result of the crash. Investigation is ongoing and all names are being withheld at this time.