Official Silent Hill Timeline
Before the 16th Century
Native Americans conduct rituals here. This land is valued as a sacred place in Native American religion where mysterious rituals are conducted. They revered the town as “The Place of the Silent Spirits.” The land is known as a holy place and seemed to possess a mysterious power.
In the late 1600s, settlers begin to come to Silent Hill from Europe. The Native Americans were forced to leave the land.
In the early 1700s, a mysterious epidemic breaks out and the town is abandoned.
Daniel R. Bryant and a group of thirty four pioneers cross Toluca Lake to arrive in Silent Hill.
In 1743, Daniel R. Bryant dies from influenza and is buried in town. An overlook is named in his memory.
Around this time, the town is resettled as a penal colony. Silent Hill Prison and Brookhaven Hospital are constructed. Brookhaven Hospital was built in response to a great plague that followed a wave of immigration to this area. It was originally little more than a shack, but it gradually grew and grew. It was at this time that the town was given the name “Silent Hill”.
The Gillespie Coal & Iron Company establishes the Devil’s Pit Mine.
Mason Bartlett is born.
On March 15th, Maine secedes from Massachusetts and becomes a state.
According to the style, Allen Smith paints Waterfront Landscape around this time, a scene of this area from long ago. There were a lot fewer people then, and only a handful of buildings.
In Silent Hill 2, a note is found in Toluca Prison:
“September 11, 1820
Prisoner number: C-221”
This is strange because Toluca Prison camp wasn’t built until 1862 and the note is dated 1820.
Isaac Shepherd is born.
Around this time, Silent Hill Prison closes.
Daniel Shepherd is born.
Around this time, a coal field is discovered and Wiltse Coal Mine opens, which leads to the revitalization of the town.
Shepherd’s Glen is founded by Isaac Shepherd, Edith Holloway, Cornelius Fitch and Mason Bartlett.
Daniel Shepherd, Ann Holloway, Theodore Fitch and Helen Bartlett are sacrificed by their respective families on September 23rd to appease God.
Andrew Fitch is born.
Elizabeth Fitch (née unknown) is born.
The Gillespie Coal & Iron Company begin extracting ore from the the Devil’s Pit.
The American Civil War begins.
Patrick Chester and his son both participate in the American Civil War.
Toluca Prison Camp is constructed for POWs.
Diyu’s Tusk Cavern is discovered by Chinese immigrant miners.
William Shepherd is born.
The American Civil War ends in a Union victory.
Catherine Shepherd (née unknown) is born.
Frederick Holloway is born on November 24th.
Toluca Prison Camp is converted into Toluca Prison. 
The events of Past Life occur.
John Holloway is born on June 12th.
Nancy Holloway (née unknown) is born on June 22nd.
Lydia Bartlett is born.
Mason Bartlett dies on March 10th.
Stephanie Shepherd (née unknown) is born.
David Shepherd is born.
Lois Bartlett (née unknown) is born.
Regina Fitch is born to Andrew and Elizabeth Fitch.
Isaac Shepherd dies on March 9th.
Henry Holloway is born on December 12th.
Andrew Fitch dies on April 15th.
Robert Holloway is born on August 17th.
Catherine Shepherd dies on January 1st.
William Shepherd dies on March 1st.
Sophie Holloway (née unknown) is born on July 29th.
Around this time, people start to mysteriously disappear all over town.
Henry Holloway dies on February 4th.
Mary Bartlett (née unknown) is born.
Lydia Bartlett dies on April 5th.
Lois Bartlett dies on May 6th.
Elizabeth Fitch dies on June 29th.
Bartlett Vineyards is established.
Nancy Holloway dies on December 16th.
Stephanie Shepherd dies on December 31st.
In the early 1900s, Toluca Prison closes and Silent Hill becomes a tourist area.
Frederick Holloway dies on January 16th.
John Holloway dies on October 29th.
Thomas Shepherd, Earnest Holloway, Rose Fitch and Charles Bartlett are sacrificed by their respective families to appease God.
Horace H. Bartlett is born.
Robert Holloway dies on January 23rd.
David Shepherd dies on March 1st.
Caleb Bartlett is born.
According to local legend, miners discover mysterious symbols carved into the walls of a limestone grotto in the Superstition Caverns, leading to wild speculation about witchcraft and the occult. Soon after, a series of unfortunate accidents and reports of mysterious creatures force the Gillespie Coal & Iron Company to suspend mining operations along this seam.
Caleb Bartlett dies on August 3rd.
Mary Bartlett dies on August 4th.
In November, a tourist ship called The Little Baroness went missing in Toluca Lake.
Sophie Holloway dies on September 13th.
Regina Fitch dies on May 14th.
Helen Grady is born.
Michael Kaufmann is born.
Horace H. Bartlett dies on March 10th in a powder mill explosion.
Dahlia Gillespie is born.
Strange events at Toluca Lake occur. After Wiltse Coal Mine closes and Silent Hill becomes a sightseeing area, a succession of boating accidents occur. This leaves Silent Hill with a poor reputation for sightseeing.
Devil’s Pit Historical Park is founded.
Harry Mason is born.
Martin Fitch is born.
Rebecca Shepherd, Lawrence Holloway, Rusty Fitch and Patricia Bartlett are sacrificed by their respective families to appease God.
Thomas Orosco is born.
Adam Shepherd is born.
Margaret Holloway is born.
Cybil Bennett is born.
James Wheeler is born.
Sam Bartlett is born.
Lillian Shepherd is born.
Lisa Garland is born.
On June 12th, Richard Grady hangs himself in Room 500 of Riverside Motel.
The mayor of Silent Hill dies suddenly and, one after the other, the staff at a development group for the town die accidental deaths.
James Sunderland is born.
Curtis Ackers is born.
Mary Shepherd-Sunderland is born.
Alessa Gillespie is born.
Harry and Jodie Mason are married.
Eddie Dombrowski is born.
Claudia Wolf is born.
Eric Lake is born.
Tina is born.
Angela Orosco is born.
The events of Silent Hill: Origins occur, according to Alex Shepherd’s diary.
Cheryl is “born” and is adopted by Harry and Jodie Mason, who find her on the side of the road.
Amy Baldwin is born.
Jodie Mason dies either from her illness or in a car accident.
The events of Silent Hill occur, 7 years after Silent Hill: Origins.
Heather Mason is born.
Cheryl Heather Mason is born on July 17th in the Shattered Memories timeline.
In November, Amy Baldwin dies after falling out of the Baldwin Mansion attic window after trying to retrieve a birthday card for her father.
Laura is born.
Alex Shepherd is born.
Elle Holloway is born.
In Portland, Harry murders a member of the Order in self defense, who was searching for the reincarnation of Alessa. After this event, Harry was acquitted in court and moved to another town to protect their safety. Harry changed Cheryl’s name to Heather, and began dying her hair blonde.
Douglas Cartland retires from being a police officer and his wife divorces him.
Harry Mason dies in a car accident in Silent Hill: Shattered Memories timeline.
Nora Holloway is born.
Ten years after Dahlia’s death, the Order remained rather inactive. Around this time, Vincent Smith manages to revive and expand the Order using their finances.
The events of Silent Hill 2 occur “10 years later” after Silent Hill according to Alex Shepherd’s diary.
The events of Silent Hill: The Arcade occur.
Martin Fitch saves an 8-year-old Alex Shepherd from dying of hypothermia in a school bus accident.
Joshua Shepherd is born.
Joey Bartlett is born.
Ariadne Johnson is born on January 6th.
The events of Silent Hill 3 occur seven years after Silent Hill 2, seventeen years after Silent Hill, and twenty-four years after Silent Hill: Origins.
Shepherd’s Glen celebrates its 150th anniversary on Saturday and Sunday, September 20th and 21st respectively.
Scarlet Fitch, Nora Holloway and Joey Bartlett are sacrificed by their respective parents to appease God.
Joshua Shepherd dies in a boating accident and Alex is sent away to a mental hospital.
Alex escapes from an insane asylum and returns to Shepherd’s Glen.
In autumn, the events of Silent Hill: Homecoming occur.
The events of Silent Hill: Shattered Memories occur in a different timeline.
The events of Silent Hill: Downpour occur in the month of October.