Timeline

So based on the below, then the new campaign would start around Mid 301 AL, 2nd Quarter.

So assuming no changes in Essos through to that time where would that place the key players over there.

===============

Year 0 AL: Aegon’s Landing setting about the Targaryen Conquest of Westeros.
Year 10 AL: Orys Baratheon takes to wife the daughter of the Storm King and is granted his lands, his castle, and his heraldry by King Aegon.
Year 131 AL: Dance of the Dragons – Ser Criston Cole, Lord Commander of the Kingsguard at the time of the death of Viserys I, convinced his son Aegon II to claim the rule of the Seven Kingdoms as his father lay dying. This led to the war between Aegon and his elder sister Rhaenyra, whom Viserys had long groomed as his successor. Ser Criston became known as the Kingmaker, and ultimately died because of his actions. It was later claimed that he acted from ambition, or to defend ancient Andal custom giving precedence to sons over daughters, or because he had once had an affair with Rhaenyra until she spurned him. Storm’s End declares for Aegon.
Year 158 AL: Conquest of Dorne – King Daeron I leads an army into Dorne to complete Aegon’s conquest of Westeros.
Year 161 AL: The Conquest of Dorne ends with the death of Lord Tyrell, governor of Dorne, when scorpions are dropped on him while lying in bed.
Year 196 AL: The Blackfyre Pretenders – Aegon IV legitimized all his bastards on his deathbed, and the pain, grief, war, and murder that wrought lasted five generations because of the Blackfyre pretenders.
Year 255 AL: Birth of Jorah Mormont, son of Lord Jeor Mormont.
Year 255-260 AL: The War of the Ninepenny Kings erupts when the Band of Nine, including Maelys Blackfyre, conquers the Free City of Tyrosh and the Stepstones before plotting an attack on the Seven Kingdoms. Brynden Tully distinguishes himself in the war. Ser Barristan Selmy kills Maelys the Monstrous in single combat, thus ending the War.
Year 259-262 AL: The Tragedy of Summerhall. The Targaryen summer palace burns down. King Aegon V and others are killed. Prince Rhaegar Targaryen is born to Aegon’s grandson Prince Aerys and his sister-wife Rhaella. Jaehaerys II succeeds Aegon but dies only a few years later. Reign of King Aerys II Targaryen begins, he names the young Tywin Lannister as his Hand.
Year 263 AL: Birth of Robert Baratheon, son of Lord Steffon Baratheon and Lady Cassana (Estermont) Baratheon
Year 271 AL: Lord Jeor Mormont abdicates his title on Bear Island and takes the Black.
Year 273 AL: Birth of Oisin son of Cuthal of the Knights Carmayar.
Year 281 AL: Birth of Westley Steadwater.
Year 283 AL: Robert’s Rebellion begins when his betrothed, Lyanna Stark, is kidnapped by Prince Rhaegar Targaryen, and Mad King Aerys burns her Lord Father and his heir, Brandon Stark, alive before the Iron Throne.
- Birth of Margaery Tyrell
- Battle of the Bells: Robert wins a great victory against the Targaryen forces led by the Hand, Lord Connington (also a banner house to Storm’s End).
- Storm’s End is besieged: Davos breaks the blockade at Storm’s End and brings supplies to Stannis Baratheon.
- Reign of Mad King Aerys ends: Ser Jamie Lannister opens his throat with a golden sword.
- Battle of the Trident: Robert smashes the last of the Targaryen forces led by Prince Rhaegar. It is said that the rubies that formed the dragons on Rhaegar’s breastplate can still be found in the Trident to this day. Ser Arthur Steadwater loses his arm while fighting a rearguard action that saves the King’s Army from being outflanked. Ser Arthur is raised to Lord Steadwater by the King for his heroism and made bannerman to Storm’s End.
Year 284 AL: Birth of Daenerys Stormborn Targaryen, Daughter of King Aerys II Targaryen.
- Ser Willem Darry and several loyal retainers escape the siege of Dragonstone and smuggle Daenerys and Viserys to Braavos.
Year 286 AL: Birth of Prince Joffrey Baratheon.
Year 289 AL: Greyjoy Rebellion
- Tourney at Lannisport: Lord Jorah Mormont crowns Lynesse Hightower, daughter of Lord Leyton Hightower, the Queen of Love and Beauty and winning her hand.
Year 290 AL: Ser Willem Darry dies, Daenerys and Viserys are driven out of the “House with the Red Door” in Braavos and begin Viserys years as “The Beggar King”.
Year 295 AL: Presumed start of House Steadwater’s Timeline.
Month 7: Peril at King’s Landing!
Year 296 AL:
- 1st Moon: Death of Queen Cersei, Princess Myrcella, Prince Tommen, and Ser Boris Blount.
- 2nd Moon:
Day 14-16: From Port Steadwater to Castle Toyne,
Day 17: The Dungeons of Toyne,
Day 17-19: A Conspiracy of Ravens
- 3rd Moon: Toynelands citizens are conscripted into the soldiery and constabulary for Steadwater’s army and the pacification of Toyne’s lawlessness. Steadwater expands its lands.
- 4th Moon: Steadwater forms a Garrison for Castle Toyne and trains 100 archers and mans warships from the conscripts from Toyne.
Fleshing out the Flesh Eater
- 5th Moon: Tournament at Steadwater, Westley’s Wedding to Iris Dannet
Day 7: Interlude 1
Day 16: Purported death of King Robert
Day 17: Lord Stannis Baratheon seizes the Iron Throne, declaring Prince Joffrey’s bastardy and himself King
Day 10-21: The Next Generation
Day 22: Death of Lord Petyr Baelish
Day 22: Lord Renly Baratheon calls his banners to Storm’s End
Day 22-23: Dispensing Justice
Day 24-25: Dearest Cousin Marta
Day 26-30: Parlay at House Rogers of Amberly
- 6th Moon: Rallying Cry!
Day 6: Departure from House Wagstaff
Day 8-9: The Grandison Peasant Revolt, as told by Ser Danien
Day 9-10: Like it never happened
Day 13-16: Parlay at House Wensington
Day 19-20: Parlay at House Fell of Fellwood
Day 23: Arrival at House Horpe
Day 24 – 30 : Interlude 2 – Rally to your King
- 7th Moon
Day 1-3: Envoy from the North
Day 4-6: A Gambol with Death – Death of Lady Cymbria (Umber) Steadwater
Day 7-10: Journey to Bronzegate
Day 11-12: Sojourn at Bronzegate
Day 13-14: Journey to Haystack Hall
Day 15-16: Sojourn at Haystack Hall
Day 17-24: Journey to Storm’s End
Hostage to the Will of Kings
Day 25: Audience with King Renly, the First of His Name, King of the Andals and the Rhoynar and the First Men, Lord of the Seven Kingdoms and Protector of the Realm
Day 27: Renly’s Court at Storm’s End, Steadwater outlawed
- 8th Moon
Day 4: Muster with Sellsword companies outside of Bronzegate
Day 5 – Day 20: March through the Kingswood, arrival at the Rose Road, 6 days North and East of Bitterbridge
Day 22: Ser Oisin encounters the remnants of Stannis’ army
Day 23: Ser Gallwood Hunter taken hostage
Day 25: Steadwater Household arrives at Joffrey’s encampment, audience with Ser Kevan Lannister, bivouac inside the Lannister lines
The Surrender of King’s Landing
Day 26: Audience with King Joffrey I
- 9th Moon
Day 1: Joffrey, under escort by Houses Steadwater and Garner, encounters smallfolk along the Rose Road, a babe accidentally dies
Day 21: Surrender of King’s Landing by Ser Barristan Selmy to Ser Sebastion Steadwater
Day 22 – Day 26: Steadwater secures lodging and bivouacs their army inside the city walls
Day 26: Audience with Ser Kevan Lannister, who reveals that King Joffrey has disappeared while on a ride beyond the walls of King’s Landing; a feast that evening reveals the conspicuous absence of Lord Tywin Lannister, Lady Olenna Tyrell, her granddaughter Magaery Tyrell, Lord Randyll Tarly, and Grand Maester Pycelle
Day 27: Steadwater begins to search for King Joffrey and follows rumors of three separate parties of nobles along the Rose Road
Day 28: The trail leads them to tracks leading north along a tributary of the Blackwater Rush; it ends at a holdfast outside of which a large party of horses tethered; House Steadwater is greeted by anonymous knights in full harness without surcoat or heraldry, then later by Lord Tywin Lannister and a mixed company of horsemen bearing Lannister and Tyrell livery; Lord Tywin invites them to attend King Joffrey’s private wedding ceremony with Magaery; Ser Sebastion seduces Lady Olenna
Day 29: Ser Sebastion is discovered severely beaten in the latrine and is carried to the keep’s infirmary. Darrius Korrah accosts the Hightower Knights, Ser Arryk and Ser Erryk, who draw swords and precipitated a battle to the death. Abu snaps the neck of one of the twins, murdering him. Abax, King Joffrey’s albino, comes upon the aftermath of the battle demanding House Steadwater’s surrender.
Day 30: House Tyrell accuses Steadwater of murdering the Hightower knights. Testimony by the Steadwater knights, Ser Oisin and Ser Rhaen, determine they acted in self-defense after the Hightower knights drew theirs swords at some unsubstantiated provocation. Further testimony revealed that the outlander, Abu, was guilty of murdering Ser Arryk in cold blood, having deprived him of the means to defend himself in a knightly fashion and “snapping his neck like a chicken”. Abu is executed by Lord Randyll Tarly, who impales him from behind with Heartsbane. King Joffrey demands a Trial by Combat to determine House Steadwater’s guilt or innocence. Ser Rhaen is named Lord Steadwater’s champion. The subsequent combat is fought with daggers and Abax proves the victor. House Steadwater is permitted to take the Black.

Year 296 AL, 10th Moon to Year 297 AL, 2nd Moon : Imprisoned in Red Keep
Year 297 AL, 3rd Moon : Collected by the Nights Watch.
Year 297 AL, 3rd Moon to Year 297 AL, 9th Moon : The long road North, picking up other “volunteers” on the way.

Year 297 AL, 10th Moon : House Steadwater arrives at the Wall.

Year 297 AL, 10th Moon – Year 298 AL, 2nd Moon: Training with the Nights Watch

Year 298 AL, 3rd Moon: The Brotherhood of the Night’s Watch prepare to accept their new recruits and allow them to take the vow.
Year 298 AL: Canonical beginning of the Game of Thrones.
Early 298 AL, First Quarter:
- At the Wall: Desertions in the Brotherhood of the Night’s Watch (Gared was the 4th this year)
Mid 298 AL, 2nd Quarter:
- The Red Comet appears in the sky.
300 AL
- Winter begins.

In Essos.

- In Pentos: Daenerys is brought to Khal Drogo to be introduced as his betrothed.
- Khal Drogo’s Khalasar numbers 40,000 Dothraki warriors plus their families and herds.
- Ser Jorah Mormont has offered and been accepted into Viserys’ service.
- Daenerys is married to Khal Drogo, a dozen men die fighting during the wedding making it an exceptional affair. She is given three hand-maidens by Viserys: Irri (to teach riding), Jhiqui (to teach the Dothraki language), and Doreah (to teach the arts of love). Illyrio gives her 3 huge Dragon Eggs he says have turned to stone. Khal Drogo gives her a fine grey filly she calls her “Silver”.
- Drogo’s Khalasar sets out for Vaes Dothrak.
- Daenerys’ 14th name day. She is pregnant.
- The Khalasar arrives at Vaes Dothrak.
(The journey is over 450 leagues, it would take 4 fortnights traveling at 8 leagues a day, or 5 fortnights traveling at 6 leagues a day.)
- Daenerys unborn son is declared the Stallion Who Mounts the World.
- After being shamed by Khal Drogo, Viserys draws his sword in a rage, places the naked point on Daenerys’ swollen belly saying he will cut the child out and demanding his crown. Khal Drogo states, “You shall have a splendid golden crown that men shall tremble to behold.” Drogo orders his bloodriders to seize Viserys, breaking his arm and taking away his sword in the process. Drogo puts the belt of golden medallions (the same belt that Daenerys earlier used to defend herself against Viserys) into an emptied stew pot. When the gold is half melted, Drogo declares, “Crown for Cart King!” and upends the pot over Viserys’ head.

Events in the Canon requiring King Robert to still be alive

- At this point in the canon, a merchant would have attempted to give Daenerys poisoned wine, but is discovered by Ser Jorah who has news from Maegister Illyrio that brings news that King Robert, the Usurper, has offered lands and a lordship to anyone that kills Daenerys and her child or her brother.
- For their roles in saving his khaleesi, Drogo gives Ser Jorah and Jhogo their choice of his horses. Drogo also proclaims a gift for his unborn son, Rhaego: the Seven Kingdoms of Westeros. Drogo then swears to the Mother of Mountains that he will take his khalasar west and take the wooden horses to Westeros to kill the men in their iron suits and tear down their stone houses and rape their women.
- The Khalasar leaves Vaes Dothrak and travels Southwest traveling to Lhazar encountering another Khalasar and defeating it and conquering a small village. Khal Drogo is wounded and treated by Mirri Maz Duur.
- Khal Drogo falls from the saddle and it is discovered his wounds are past saving and he will die.
- Daenerys learns her child was born stillborn described as “monstrous: lizard-like, with scales; his skin fell off, revealing a body filled with grave worms and the stink of corruption, as if he had been dead for years.”
- Drogo lives but is comatose, sitting unseeing and unmoving in the sun covered in bloodflies. When asked when Khal Drogo will be as he was, Mirri Maz Duur states, “When the sun rises in the west and sets in the east. When the seas go dry and mountains blow in the wind like leaves. When your womb quickens again, and you bear a living child. Then he will return, and not before.”
- Drogo dies, smothered with a pillow by Daenerys.

299 AL, 1st Moon, 1st Day.
- Drogo’s funeral pyre is built, covered in oil, and Mirri Maz Duur is bound to it. Daenerys covers her in oil personally. Has her Dragon Eggs placed on the pyre. Night falls and Ser Jorah notices the Red Comet the first star of the evening and Daenerys decides to light the pyre. As the fire grows, she hears the crack of rock, a first loud one and then two others that follow simultaneously. Daenerys walks into the inferno. When the fire dies, Ser Jorah finds Daenerys naked but alive and unburnt except for her hair, and nursing two baby dragons with a third draped over her shoulders.

A Clash of Kings

- Daenerys announces that she will take her khalasar into the Red Lands following what her people call “The Bleeding Star”, there are enemy khalasars to the North and unfriendly “Lamb Men” to the South. They travel by night and several horses die as they travel and soon many are forced to walk. The weakest begin to die. Daenerys remembers Viserys telling her that “Only men and dragons eat cooked meat” and she begins to feed them and they grow stonger. One of her handmaidens, however, sickens and dies. Then her outriders return word of a city. Her khalasar call it Vaes Tolorro and Daenerys resolves to shelter here so her people regain their strength. She sends off her bloodriders to scout ahead. Only Jhogo returns with anything worthwhile, three strangers riding massive beasts (camels?): Pyat Pree, the great warlock, Xaro Xhoan Daxos of the Thirteen, a merchant prince of Qarth, and Quaithe of the Shadow. They have come seeking dragons.

299 AL, 6th Moon.
- Daenerys’ arrival at Qarth is widely celebrated. Qarth is the greatest city, a crossroads, and ancient. The city has three thick walls: the first is 30 feet high and made of red sandstone carved with animals, the second 40 feet high and made of granite carved with scenes of war, and the third 50 feet high, made of black marble carved with scenes of sex. Qartheen line the streets and balconies to watch them pass, black Drogon on her shoulder. The women are in gowns that bare one breast, and the men wear beaded silk shirts while the children wear only sandals and paint.

- Xaro Xhoan Daxos provides her a palace larger than a market town, with an entire wing given over to her. He tells her that there will be a feast the next day with delicacies and music, and the Thirteen will come to do her honor. The shadowbinder Quaithe warns Daenerys to beware of everyone, for they all lust for the power of her dragons, and then departs. Near eveningfall she learns of Robert Baratheon’s death.

- After having been denied by the Pureblood both ships and men, Daenerys witnesses a firemage make a ladder of fire and climb it into the sky, as cutpurses move through the astonished crowd. Xaro declares the feat a fine trick, but Quaithe appears and tells them it was no trick. The shadowbinder tells Daenerys that half a year ago, the man could scarcely make even a small fire appear, but his power has grown now, and all because of Daenerys, the Mother of Dragons (i.e., it’s been 6 months since the birth of the dragons, extrapolated from the theory that all magic is tied to the existence of dragons).

- Daenerys decides to meet with the Undying. She has many visions while walking through their Halls (for a list see: http://awoiaf.westeros.org/index.php/A_Clash_of_Kings-Chapter_48). Finally, she meets the Undying and they attack her while she is paralyzed by visions until Drogon attacks the corrupted heart at their center. As the House of the Undying burns she is rescued by her bloodriders and Ser Jorah.

- After her “victory” against the Undying, Dany and Ser Jorah go to the docks to seek ships to take the Khalasar out of Qarth. There is another attempt on her life, this time by a Sorrowful Man using a manticore, but she is rescued by Arstan Whitebeard (actually Ser Barristan Selmy in disguise) and a pit-fighter named Strong Belwas. They bring word from Magister Illyrio and three ships that she is to be brought to Pentos because the Seven Kingdoms have fallen into disarray.

A Storm of Swords

- The Khalasar sails for Pentos, but Ser Jorah convinces Dany to go to Astapor to purchase an army of Unsullied to aid in her fight for Westeros.

- In Astapor, Daenerys discusses the purchase of Unsullied with a master slaver, learning he has 8,000 Unsullied for sale. Daenerys quickly grows to loathe Astapor and dithers over purchasing Unsullied, horrified by their living conditions and brutality of their training.

- Daenerys tells the slavers she wants all 8,000 Unsullied, plus all the slave boys in training. That night, Quaithe appears to Daenerys, seemingly in a dream, telling her again, “To go north, you must journey south. To reach the west, you must go east. To go forward you must go back, and to touch the light you must pass beneath the shadow.” When the time for the deal to be brokered arrives, Daenerys swings the slaver’s whip (the totem that controls the Unsullied) in the slave master’s face, and releases Drogon on him, shouting, “Drogon! Dracarys!” This is the sign for her followers to attack the slavers. With the help of the Unsullied who obey her as she is now their owner she has the slavers killed. The other slaves join her and soon Astapor is conquered.

- Daenerys and her army of Unsullied reach Yunkai. She conquers by winning to her side the Stormcrows, a company of sellswords, inducing the other Yunkai-loyal sellsword company, the Second Sons, to drink and be too drunk to fight, and attacking at night while the city’s defenders would least expect it. She frees the slaves. They cheer her, calling out to her as “Mother!”

- Daenerys’ huge army of mostly freed slaves is camped before Meereen. Strong Belwas is sent to challenge Meereen’s champion and defeats him, but Meereen does not capitulate. While she tours her camps the former Captain of the Second Sons, Mero of Braavos, called the Titan’s Bastard, attacks Dany, having shaved his beard and hidden among her freedmen after the defeat of Yunkai. Arstan kills him with only a staff, his body is then ripped to shreds by the freedmen. After being confronted by Ser Jorah, he reveals himself as Ser Barristan Selmy and pledges his sword to Daenerys. Ser Jorah urges her not to accept him, but Ser Barristan reveals Ser Jorah’s role as informant to Varys and the Small Council. Dany decides to send them both on a suicide mission to infiltrate Meereen by the sewers and open the gates to her army.

-Daenerys sits in the Great Pyramid of Meereen, victorious. She pardons Ser Barristan and he swears his sword to her cause. Ser Jorah remains defensive and Daenerys banishes him on pain of death. Later, she decides she must learn to rule. She declares that she will stay in Meereen and rule the city as queen.

A Dance with Dragons

-Daenerys rules Meereen as queen and must deal with the assassination of her people and troops by the Sons of the Harpy. Petitioners bring her the burnt remains of sheep they claim her dragons have destroyed. The last petitioner brings her the burnt remains of a child.

Other timeline details from the canon can be seen under the following link.

Timeline

ASIFR - Tales of Iron Dreadbow