Henry Winchester

Name	Henry Winchester
Actor	Gil McKinney
Dates	???? - 2013 (killed by Abaddon)
Location	Normal, Illinois
Occupation	Member of Men of Letters
Episode(s)	8.12 As Time Goes By

You're more than that, actually. My father and his father before him were both Men of Letters, as John and you two should have been. We're preceptors, beholders, chroniclers of all that which man does not understand. We share our findings with a few trusted hunters – the very elite. They do the rest. – Henry Winchester, 8.12 As Time Goes By

History

Henry Winchester is the father of John Winchester. Like his father, he was a member of the secret society Men of Letters. As far as John Winchester knew, Henry abandoned him when he was four.

There has been no mention of John Winchester's mother.

Episodes

8.12 As Time Goes By

In 1958, Henry is seen greeting his son goodnight, telling him that he was leaving for work and that he will be back first thing in the morning. He then heads off and arrives at a door. He knocks on the door and is allowed to walk in. He sees Josie Sands in the hallway and they both are glad that they are being initiated after so long. A man calls out to Josie saying its time and Henry tells her good luck. He then hears screams in the room and bursts through. He notices Josie hanging one of the men up, and two other men bloody and dead on the floor. Larry Ganem, having being blinded by Josie, tells Henry that she is possessed by the demon named Abaddon. He then hands him a box and tells him to keep it safe and run. Henry escapes but not before being noticed by Abaddon. Henry goes into a room and starts to create a spell. He performs the spell and mysteriously pops out of Sam and Dean's hotel closet. Abaddon follows him and attacks Henry, Sam & Dean, who eventually escape.

Henry has a final moment with his grandsons as he dies.

Realizing that he's in the year 2013 and that Sam and Dean are his grandsons, he explains to them his situation and is shocked to find out that his son, John Winchester is dead. He also points out that he is saddened that his grandsons were raised as "hunters" and not one of the Men of Letters.

Learning that everything that has happened in the future has gone wrong, Henry tries to put everything right by attempting to use same spell to return to 1958, but is stopped by Dean as this would change the past. Although he is aware going back to put things right might alter the present, he believes this is a necessary act. Dean disagrees and forces him not to go through with it.

After Abaddon captures Sam, she demands a trade of Henry and the Key to the Bunker. Henry and Dean come up with a plan to stop her: Henry carves a devil's trap into a bullet and shoots it into Abaddon's head when they make the exchange. This binds her to her body and limits her movements, allowing Sam and Dean to cut her up into little pieces and bury her in cement, trapping her forever as they have no way of killing her. However, during the confrontation, Abaddon impales Henry in the stomach with her hand and he dies of his wound, but tells Sam and Dean he is proud of them and the man John became.

9.16 Blade Runners

While tracking down rogue former Man of Letters Magnus, Sam and Dean mention Henry to get Magnus' attention and he lets them in. He reveals himself to be Henry's former mentor and friend and claims that even after he was banished, Henry would still visit him.