Shropshire Fire and Rescue Service was called at around 4.15pm on SundayJ, to assist with reports of a medical emergency at the top of the hill.
One crew from Wellington attended the scene.
The ambulance service had been called shortly before 4pm.
Fire officers used a 4x4 vehicle to take paramedics to the man at the top of the hill, before bringing them back down.
West Midlands Ambulance Service said the man had been taken to hospital in Telford following the rescue.
A spokesman said: "We were called to reports of a medical emergency on The Wrekin at 3.54pm yesterday, one ambulance attended the scene. On arrival we discovered one patient, a man. He was rescued with assistance from colleagues from the fire service and received treatment from ambulance staff before being taken to Princess Royal Hospital for further treatment."