Oldtown

**Oldtown** is the second largest and most populated city in the Seven Kingdoms, and by far the oldest major city in Westeros, dating back to the time of the First Men. It is located in the far southwest of the continent, at the mouth of the River Honeywine where it opens into Whispering Sound and the Sunset Sea beyond.

The major highway known as the Roseroad begins at Oldtown, then runs northeast past Highgarden before finally reaching King's Landing on the east coast. The Searoad also forks off from the Roseroad at Highgarden, going northwest so travelers from Oldtown can reach Lannisport.

Oldtown is the seat of House Hightower, who hold fealty to House Tyrell of Highgarden, from the eponymous Hightower. The city is also notable as the site of the Citadel, home of the Order of Maesters, as well as the Starry Sept, the center of the Faith of the Seven in Westeros.

## City

### Location

Oldtown is located at the mouth of the Honeywine in the southwestern side of the Reach. North of the city are the castles Honeyholt and Brightwater Keep. To the east lies Uplands, and to the west Blackcrown and Three Towers. To enter the port of Oldtown from the Sunset Sea, one first needs to enter the Whispering Sound. The Roseroad travels from Oldtown to Highgarden, from where it continued on to King's Landing.

### Layout

Oldtown is built in stone, with all its streets cobbled, which can make them wet and slippery on a damp day. Most bridges are made of stone, although some wooden bridges can be found as well. The city itself is surrounded by massive, thick, high stone walls.

Oldtown is a labyrinth of wynds, crisscrossing alleys, narrow crookback streets, and markets. These include the Thieves Market and Ragpicker's Wynd.

Beautiful Oldtown is described as smelling as flowery as a perfumed dowager. During summer, it steams and swelters during daytime but comes alive at night. Foliage include melons, moonbloom, nightshade, peaches, and pomegranates.

Many small isles are located in Oldtown; the Quill and Tankard, an inn, stands on its own island in the Honeywine, for instance. The river road winds along beside the Honeywine through the heart of the city. West of the river, the Guildhalls line the river bank. Rat pits and black brothels are located in the undercity.

The Citadel is located upriver on both sides of the Honeywine, connected by stone bridges crowded with halls and houses. Boys and men gather there from all over Westeros to learn, study, and forge a maester's chain. The Citadel is considered to be the greatest seat of knowledge in the known world.

Downriver is the Starry Sept of the Faith of the Seven, which was raised on the command of Triston Hightower. It became the seat of the High Septons for a thousand years, which made Oldtown the unquestioned centre of the Faith for all of Westeros. Besides the Sept of Oldtown, at least seven more septs honouring the Seven, built on the command of Damon Hightower, can be found nearby. These include the Sailor's Sept down by the harbour, the Lord's Sept, and the Seven Shrines in their gardens across the Honeywine. Oldtown is also home to a motherhouse. Down by the wharfs can be found temples that cater to foreigners, such as Summer Islanders and red priests of the Lord of Light.

The mighty Hightower is a massive stepped lighthouse located on Battle Isle, where the Honeywine widens into Whispering Sound. The Hightower has a great beacon on top, which shows ships the way to port. The Hightower is located on Battle Isle in the centre of Oldtown. The Hightower is the tallest tower in the world, higher than even the seven-hundred-foot Wall.

### People and Economy

Oldtown is the richest city of Westeros and second in population only to King's Landing. Trade features heavily, as the city is home to the realm's second most important port. Trading ships from all the world, including the rest of Westeros, the nine Free Cities, the Summer Isles, and more, are known to call upon Oldtown's port. Traders from the city often visit Qarth.

Oldtown is ruled from the Hightower by House Hightower, who were originally Kings of the High Tower but later swore fealty to House Gardener, the Kings of the Reach. They became vassals of the Tyrells after the Conquest, and own the Bank of Oldtown. The city is protected by the City Watch of Oldtown.

## History

### Ancient History

The origins of Oldtown are lost to time. The oldest runic records of the First Men, as well as records from maesters that claim to have lived among the children of the forest, confirm men have lived at the mouth of the Honeywine since the Dawn Age. Maester Jellicoe suggested the settlement at Whispering Sound began as a trading post where ships from Valyria, Old Ghis, and the Summer Isles could resupply and trade with so-called "elder races".

In the Age of Heroes, what is now the Ravenry of the Citadel was supposedly the stronghold of a pirate lord who robbed ships as they came down the Honeywine. House Hightower lived within an ancient fortress of black stone on Battle Isle and subsequently built the Hightower above it.

Rival kings, pirates, and reavers coveted Oldtown's wealth as the city grew more powerful, but it was protected by only wooden palisades and ditches. In one century, the city was sacked by Samwell the Starfire, Qhored the Cruel, and Gyles the Woe. Three quarters of the city's inhabitants were reportedly sold into slavery by Gyles, but he failed to conquer the Hightower. Otho II, King of the High Tower, built massive stone walls to protect Oldtown.

Oldtown joined the Kingdom of the Reach when King Lymond Hightower and King Garland II Gardener agreed to marry each other's daughters.

Oldtown survived the coming of the Andals by welcoming the newcomers instead of resisting them. Dorian Hightower married an Andal princess, while his grandson Damon converted to the Faith of the Seven.

### Wars of Conquest

At the time of Aegon's Conquest, Oldtown was the greatest city in Westeros. The High Septon advised Lord Manfred Hightower to yield Oldtown without conflict, so the city was open to King Aegon I Targaryen when he marched south after the Field of Fire and the submission of King Torrhen Stark. Two years after Aegon's Landing, Aegon the Conqueror's reign is dated from his coronation by the High Septon in the Starry Sept. Hundreds of lords attended the event in the sept, and thousands of people cheered the new king as he flew through the city on Balerion.

Oldtown's walls repelled an attack by Ser Joffrey Dayne during the First Dornish War, but the Dornishmen burned farmland and villages in the vicinity of the city before returning to the Red Mountains.

King Aegon visited Oldtown many times during his royal progresses, and he visited the Starry Sept during each visit.

### Faith Militant Uprising

After the death of Aegon the Conqueror, his elder son Aenys I Targaryen traveled by land for his coronation in Oldtown. The High Septon objected to Aenys's polygamous younger brother, Prince Maegor I Targaryen, and to the incestual marriage of Aenys's children, Prince Aegon and Princess Rhaena, however. Maegor later claimed the Iron Throne after Aenys's death.

Oldtown contained a chapter of the Warrior's Sons during the Faith Militant uprising. Ser Joffrey Doggett gathered an army of two thousand during his journey from Lannisport to Oldtown to seek the blessing of the High Septon. Martyn Hightower called his banners to resist King Maegor the Cruel, and thousands fled Oldtown out of fear of the dragons of House Targaryen. Oldtown submitted to Maegor and his mother, Dowager Queen Visenya Targaryen, however, after the High Septon suddenly died. Maegor held court in Oldtown for half a year, dismantling the Warrior's Sons chapter and reconciling with his first wife, Queen Ceryse Hightower.

In 47 A.C,. Maegor sent Princess Rhaella Targaryen to Oldtown to be trained as a septa, while her twin sister Aera was named Maegor's heir and kept at court. After Rhaena fled King's Landing to join the cause of Prince Jaehaerys I Targaryen in opposition to Maegor the following year, the enraged king cause sent a rider to Oldtown, commanding Hightower to behead Rhaella as punishment for Rhaena's betrayal. Hightower instead imprisoned the messenger and declared for Jaehaerys.

In 48 A.C., Septon Moon led thousands of followers of the Faith across the Reach to pressure the "High Lickspittle" against Maegor. While encamped outside of Oldtown, his forces were joined by the armies of Torgen Oakheart and Rickard Rowan. Although most of Moon's followers remained camped outside Oldtown after Maegor's death, the horde fell apart after the septon was assassinated. Lorcas the Learned led a group in attacking Oldtown's gates, but all were killed by the city's defenders. After Oakheart and Rowan returned to their seats, Donnel Hightower had his men slaughter Moon's stragglers who refused to depart from Oldtown. The defeat of Septon's Moon followers allowed for Jaehaerys to be crowned in Oldtown.

### Jaehaerys I

Edwell Celtigar, Jaehaerys I's master of coin, imposed new taxes on the smallfolk of Oldtown, but the Hightowers refused to collect them.

In 50 A.C., Rogar Baratheon sent his brother, Ser Orryn, to the motherhouse of the Starry Sept to demand that the High Septon turn over Rhaella, still a novice, so she could be taken to Storm's End. Rogar planned to force her to confess that she was the actual Princess Aerea, not Rhaella, and Rogar would crown her queen in opposition to Jaehaerys. Casper Straw led thirty armed septons in protecting Rhaella, however, and the Baratheon plot was foiled.

As part of his royal reforms, Jaehaerys replaced the harbourmaster of Oldtown. The king's spouse, Queen Alysanne Targaryen brought to court a harpist from Oldtown. After the High Septon died in 54 A.C., Jaehaerys and Alysanne flew on their dragons, Vermithor and Silverwing, to ensure that the replacement would be a supporter of their Doctrine of Exceptionalism; Alfyn was eventually chosen.

In 56 A.C., Elissa Farman departed Oldtown on *Sun Chaser* to explore the Sunset Sea with *Lady Meredith* and *Autumn Moon*.

Oldtown lost a quarter of its population to the Shivers during the winter of 59–60 A.C.. Jaehaerys visited his daughter, Septa Maegelle, in Oldtown in 89 A.C.. Corlys Velaryon visited Oldtown in his youth, and Prince Daeron Targaryen squired in the city.

### Dance of the Dragons

At the start of the Dance of the Dragons, Ser Tyland Lannister, a supporter of King Aegon II Targaryen instead of his rival, Queen Rhaenyra Targaryen, sent a third of the royal treasury to Oldtown for safekeeping. Ormund Hightower and Aegon's younger brother, Prince Daeron, marched an army from Oldtown on behalf of Aegon's greens. Their host participated in the Battle of the Honeywine, and they sent the Caswell children to captivity in Oldtown after the sack of Bitterbridge. Ormond and Ser Bryndon Hightower, the foremost knight of Oldtown, were slain by Roderick Dustin in the First Battle of Tumbleton, however, and the remnants of their host fell to pieces after Second Tumbleton.

The Hightowers were slow to reply to Aegon II's call for more men from Oldtown after the Battle of the Kingsroad, and the crippled king was soon after poisoned and succeeded by King Aegon III Targaryen, son of the late Rhaenyra. Ormond's heir, Lyonel Hightower, was convinced by his paramour, Lady Samantha Tarly, to make peace. The relationship between Lyonel and Sam outraged the High Septon, as Sam had briefly been married to Lord Ormond before his death in the war.