He is Jason Voorhees' 3rd victim.
A deputy on the Crystal Lake police force, Winslow, while patrolling the woods near Camp Crystal Lake in 1984, spots Sandra Dier and her boyfriend Jeff Dunsberry, two youths from Paul Holt's counselor training center, wandering around the area. The two teenagers were about to enter some condemned buildings in the off-limits area when they are surprised by an intruder, who turns out to be Deputy Winslow. He reprimands the two for trespassing and brings them back to Packanack Lodge.
Sandra and Jeff are taken to task before Paul. Deputy Winslow says that he is not going to charge the couple with trespassing, it will up to Paul to determine whatever disciplinary measures should be appropriate. Jeff and Sandra express remorse for their disobedience of Paul's earlier warning to stay away from the condemned camp and tell the deputy "We won't do it again, sir", but their tone is more in line with a child who misbehaved than an adult realizing he could have been charged with a criminal infraction. Winslow attempts to level with Paul, saying he is aware of Mr. Holt's reputation, and has no issue with a camp counselor training school. However, he thinks that it is too soon to be thinking of summer camps in light of the 1979 massacre, and recommends Paul close up shop and move his school to a place far away from Crystal Lake. Winslow remarks the town has been quiet since the 1979 murders, and they wish to keep it that way. Paul's assistant Ginny Field enters his office, then Paul sternly orders Sandra and Jeff out of his office. When Winslow is surprised that there is no punishment, Paul orders Ginny to tell Jeff and Sandra no seconds on dessert tonight.
Leaving his meeting with Paul fuming, Winslow, while driving away in his cruiser, glimpses Jason Voorhees dart off the road and into the woods. Following Jason into the woods, Winslow chases him, eventually losing track of him a short while before finding the killer's decrepit home. Entering Jason's shack, Winslow explores it a bit, finding a room containing the corpse of Alice Hardy and an altar to the severed head of Pamela Voorhees. Horrified by the sight of the macabre shrine and before he could call other cops to tell them to call paramedics, Winslow is taken by surprise when Jason attacks him from behind, stabbing him in the back of the head with the claw hammer. Hours later, Ginny Field, while fleeing from Jason, stumbles onto the killer's home, finding Winslow's and Terry's corpses inside it, the body having joined Alice's at the foot of Pamela Voorhees's shrine and the head on it.It is not known whether or not Winslow's strict enforcement of trespassing on the grounds of Camp Crystal Lake was due to his belief in the local legend of the "curse" on the camp area and the possibility of Jason roaming the woods. After his conversation with Holt, it was intimated that he did, indeed, believe the stories, or at least half-believed simply as a precaution. Another possibility was that since the camp was condemned property, Sandra and Jeff could have been hurt by the real-world pitfalls of a decrepit area. However, he himself went on the grounds, albeit as part of his duty as he likely believed the strange running man was probably another joker who was trespassing on condemned property, or he could have been off in his own world. Yet another possibility Winslow elected to track down the strange man is that it could have been possible he was a criminal fugitive.
Nearly twenty years after his death, Winslow's body, as well as the bodies of Alice and Terry, would be discovered by Glo, Trick, and Z-Moll, a trio of teenaged Goths who find Jason's shack after becoming lost looking for Camp Crystal Lake. The authorities would also find, and subsequently move, the bodies of Winslow, Alice and Terry sometime after being contacted by the three teenagers. However these events are not considered canon.
Winslow is the first and only male body at Jason's shrine. The other bodies belonged to Terry and Alice. His body was not recovered as the police and paramedics never found the shack. There is a "goof" in the movie when a newsman reported eight corpses had been discovered/found within.
Winslow was the first reliable person in authority to warn any group of people to stay away from the surrounding area of Camp Crystal Lake. Despite Holt's honorable intentions, Winslow's counsel was good and if Holt and his trainees would have listened to him in the first place and relocated they would have lived and Jason's murder spree, while already in progress, would at least have been postponed. He was also the first police officer to be murdered by Jason in the series.
- Friday the 13th Part 2 (1981)
- Kill Number: #13