- This article is for Harry Mason as seen in the original Silent Hill. For his role in Silent Hill: Shattered Memories, see Harry Mason (Shattered Memories). For his role in the film, see Christopher Da Silva.
|“|| At first I thought I was losing my mind. But now I know I'm not. It's not me. This whole town. It's being invaded by the Otherworld.
Harry Mason is a devoted and loving father. He works as an ordinary run-of-the-mill writer, and doesn't have very many relationships with other people. He is clumsy and awkward, but what he lacks in physical training, he makes up for in his devotion to his daughter Cheryl and the courage he needs to find her when she goes missing in the town of Silent Hill. Having lost his wife Jodie early in their marriage, his daughter is the most important thing he has in life, and he devotes his life to her well-being.
He is a very perceptive and a quick thinker; this is shown throughout Silent Hill when he solves the various puzzles presented by Silent Hill's darker dimension's repetitive and perplexing invasion into reality.
Harry is described by his own daughter, whom he later renames Heather, as being a "worrywart". Harry was so concerned for Heather's safety that he provided her with a stun gun for self-protection, though the real reasons as to why he was so worried become apparent later in Heather's life. Harry also gave Heather a necklace containing Aglaophotis on her birthday as a sign of love, though this too was later revealed to be another act of protection against a cult known as the Order.
In the novelization, it is shown that Harry has a fear of kidnappers, murderers, pedophiles, and the like. Because of this, he keeps a handgun for self-defense in his Jeep's glove compartment. As well, he wrote a book entitled "The Criminal's Mask", which is an analysis about offenders who go unnoticed in communities under the guise of normal citizens. Harry believes if guns disappeared from America, crime would not, and he wouldn't risk the chance of protecting his daughter.
At the age of 25, Harry and Jodie found a baby on the side of a road, whom they took home and named Cheryl. However, three years later, at the age of 28, Harry's wife acquired a fatal disease and suddenly died. For the next four years, Harry raised Cheryl alone.
At 32 years old, Harry was still in deep grief over his wife's death. Cheryl, who was now seven, convinced Harry to take a peaceful vacation to relax in the resort town of Silent Hill. Harry agreed, but as they prepared for the vacation, they entered the town late at night due to engine problems. While Harry was driving towards the town with Cheryl in the front seat, he saw a young woman, who is later revealed to be Alessa Gillespie, walk into the path of his vehicle. He tried to avoid her, but lost control of the vehicle and fell off the side of the hillside trail. He later awoke in the town to find Cheryl had gone missing.
In Silent Hill, Harry meets many people. He forms a bond with Cybil Bennett, a police officer, and they attempt to find his daughter. However, Cybil doesn't seem to understand Harry when he talks about phenomenal things, such as his dreams of the Otherworld and reality. Dahlia Gillespie, a priestess of a cult named "the Order", often gives clues to help Harry, yet also confuses him in doing so. While exploring the town, Harry often encounters Dahlia's daughter Alessa, although she always disappears before Harry is able to speak to her.
In Alchemilla Hospital, Harry meets a doctor named Michael Kaufmann and a young nurse, Lisa Garland, who grows attached to Harry after he meets her. They have conversations about Silent Hill's past and Harry offers to take her with him, but she declines, stating that she doesn't feel she should leave the hospital.
Harry, Cybil, and Dahlia meet up in the Resort Area to stop Alessa's plan to unleash hell on the town. In order to do this, they need to use the Flauros to stop Alessa before she places the "Mark of Samael" on the lighthouse and Lakeside Amusement Park. Harry arrives at the lighthouse too late, so he heads over to the amusement park to regroup with Cybil, who has been infected by a parasite. Harry has no choice but to defeat her in battle, and Cybil is ultimately killed. Dahlia reveals to Harry that the Mark of Samael is actually a sigil that repels against the cult's god, and Harry realizes he has been deceived.
Harry is then transported to Nowhere, where he reunites with Lisa. Lisa transforms into a deranged nurse, and Harry retreats against a wall in fear as she approaches him, yearning for solace. He locks her in a room alone as she cries, though he feels sympathy for her. With Cheryl and Alessa restored to one being, Dahlia attempts to birth God again during the final showdown. However, Michael Kaufmann arrives with Aglaophotis and uses it on Alessa, expelling a monster known as the Incubus from her, which kills Dahlia using lightning. Harry defeats the Incubus in battle.
As the Otherworld crumbles in flames after the monster's defeat, Lisa reappears for a brief moment and kills Kaufmann before he is able to escape, successfully taking her revenge on him. The Incubator (Alessa) gives Harry a baby, a reincarnation of both Cheryl and Alessa, and opens a portal for him to escape. Harry enters the portal and is seen leaving Silent Hill with the newborn baby in his arms. He safely makes it to the highway on the outskirts of the town and stares up at the sky, bewildered at everything that has happened.
Portland and murder case
|“|| I confess I had reservations at first about raising that baby. Could I love her? Her existence was thoroughly unexplainable. I thought, "She could be that young woman who snatched away my beloved daughter." That led to sadness, anger... there were times when I put my hands around her tiny little throat. Several times I even considered abandoning her. That's what a terrible person I am. But I decided to raise her after all. I just couldn't seem to let her go. When she... when you look at me, you laugh, so... Even now, I can't forget about that girl. But I love you. I have no doubts about that. That's all I ask you to believe.
After the first game, Harry lived an ordinary life in Portland with his new, adopted daughter. The religious organization of Silent Hill, the Order, had planned to abduct the reincarnated Cheryl/Alessa and proceeded to track her down.
Five years after the events of the first game, in 1988, Harry killed a cult member who attempted to kidnap the reincarnated Cheryl/Alessa with a gun in self-defense. Harry was acquitted in court and relocated to another town to hide incognito.
To ensure his adopted daughter's safety, he dyed her hair from brunette to blonde and named her Heather. Afterwards, he eventually settled in the Daisy Villa Apartments with her. Despite feeling confused and frustrated at who Heather could be, Harry was determined to raise her.
Silent Hill 3
After Harry raised Heather in the unnamed town for 12 years, the events of Silent Hill 3 take place. Because the game takes place 17 years after the events of the original Silent Hill, Harry is now 49.
The story of Silent Hill 3 is a continuation of that of the first game. The latter half of the game reveals that Heather is actually Cheryl/Alessa reborn, and that her father was Harry Mason. In this installment, Heather runs an errand for her father at the mall and phones her father telling him that she is coming home. Heather's last words to Harry in their conversation are "I love you too, Dad."
When she returns home, Heather discovers her father slumped in a chair, having been brutally murdered by the Missionary under Claudia Wolf's orders. Heather gasps at the sight and sobs uncontrollably, saddened by the sudden loss.
After defeating the Missionary by herself, Douglas Cartland helps Heather move her father's body into his bedroom and covers him with a sheet and lilies. Heather decides to kill Claudia in revenge for her father's death, who is waiting in Silent Hill. Before their car ride to Silent Hill, Douglas gives Heather a postmortem notebook from Harry. The notebook details Harry's experiences from the first Silent Hill game and is a final goodbye to his daughter. Heather wonders if her father would be mad at her decision if he were still alive and promises to return home.
In the chapel, Heather encounters a facsimile of her father's bedroom while traversing the Otherworld church. There, Harry's corpse is missing from the bed, which is stripped of its coverings with scattered lilies on the floor, and a trail of blood leads to the door. If Heather examines the bed, she will state, "This room looks just like Dad's. It's more than just a resemblance. Dad's not sleeping in the bed, though." 
After defeating God, Heather mourns over her father's death one last time. Just as she is ready to leave, Heather looks behind her at what is unseen by the player, which may have been Harry's presence.
At the end of the game, when Douglas calls Heather by her name, Heather states that she isn't hiding anymore and wants to be called Cheryl, the name her father originally gave her. The game closes on an image of Heather putting flowers next to Harry's grave, having given her father the burial she wanted him to have.
Silent Hill 2: Restless Dreams
Harry is also found in the UFO endings of both Silent Hill 2: Restless Dreams and Silent Hill 3. In Silent Hill 2, he descends from a space ship and asks James Sunderland if he has seen Cheryl; James in turn asks if Harry has seen Mary. James is then zapped by a ray gun and dragged onto the ship.
Silent Hill: Origins
Harry's voice can be heard at the end of Silent Hill: Origin's Good ending, as can his wife's, when they discover Cheryl (off screen) in a field.
Silent Hill: Shattered Memories
- Main article: Harry Mason (Shattered Memories)
Harry is the protagonist of the re-imagining of the first Silent Hill game, Silent Hill: Shattered Memories, which is in a separate continuity. He is 30 years old and wears glasses in the game.
Silent Hill: Revelation
- Main article: Christopher Da Silva
Harry appears in Silent Hill: Revelation, which serves as both a sequel to the first film, and as an adaptation of Silent Hill 3. Christopher Da Silva, husband of the first film's protagonist, Rose Da Silva (who replaced Harry Mason's role in the film), uses the alias "Harry Mason" in order to hide himself and his daughter Sharon (who goes under the alias "Heather Mason", respectively) from the Order. Harry is kidnapped by the cult, which forces Heather to go to Silent Hill to find him.
|“|| When development first began on this project he was given the name "Humbert Mason" because of his role as the doting, dutiful father, which was referenced from the protagonist of the Stanley Kubrick film Lolita. However, since this is an uncommon name, it was changed by the English staff. The truth is that Harry was the nickname of the person who named the character.
- "Have you seen a little girl? Short, black hair? Just turned seven last month?"
- "Huh? Radio? What's going on with that radio?"
- "Cheryl is somewhere and she needs my help."
- "This may sound really off the wall, but listen to me. You've got to believe me. I've not gone crazy, and I'm not fooling around."
- "Cheryl's my little girl. I will save her, no matter what."
- "I'm in no mood for jokes."
- "I don't know who you are or what you're trying to do, and I don't care. Just one thing. Let Cheryl go. That's all I ask."
- "But sometimes we have to tell the truth. That's why I'm writing this, before I'm lost in death and oblivion."
- "No matter whose reincarnation she may have been, that girl was my most beloved treasure."
- "When she knows the truth, will she feel bad? That's what worries me."
- In Silent Hill, a contradictory quote from Harry can be seen if one examines the dog house before reading the note at the end of Levin Street. Harry states, "Probably a doghouse, though I'm not sure since there's no dog around", even though there are two dog-like Groaners in the area.
- Although Harrold is Harry's real first name, it is never acknowledged in the games themselves. It is shown in the Book of Lost Memories, the Play Novel Guidebook, and the official Japanese website.  It is also said in the PAL version of the game's instruction manual that his name is "Harold Mason".
- Harry is the first male character seen in the series, making his debut within seconds of the opening sequence of Silent Hill.
- Harry's radio and pocket clip flashlight serve as the template for nearly all future Silent Hill protagonists.
- Harry's face in Silent Hill 3, seen by using a model viewer, shows him clearly aged. It is the same model used for the corpse in front of the TV in Silent Hill 2, which is James's model.
- Harry Mason is referred to by Dahlia as 'the Hermit', the number nine of Major Arcana of a Tarot deck. Alessa kept a collection of Tarot cards, which are found in Silent Hill 3, and in the Book of Lost Memories, many elements of the game are categorized by Tarot cards.
- Harry bears some resemblance to Ash Williams, a character from the Evil Dead franchise. They share the same hairstyles, clothes and handle their weapons in similar ways. The chainsaw and shotgun in Silent Hill were also modeled after Ash's weapons.
- In the UFO ending of Silent Hill 2: Restless Dreams, Harry's dialogue is the exact same as that of the first game's UFO ending.
- The director of the Silent Hill film felt Harry was feminine in nature, leading to his role being replaced with a woman named Rose Da Silva for the movie.
- In Silent Hill 3, if the player makes Heather observe her father's bookshelf (in both the apartment and Harry's Otherworld room in the church), it is revealed that Harry loved detective/mystery novels. That being said, it could be assumed Harry was somewhat influenced by the Perry Mason character; his own name can also serve as more evidence, considering "Harry" and "Perry" rhyme and also share surnames.
- It is suggested in Harry's notebook that he is a man of faith, as he states "[Jodie and I] thanked God" about finding Cheryl.