Oldtown

Oldtown is one of the largest and oldest cities in Westeros, built by the First Men before the Saxon invasion. Oldtown was constructed around the Hightower, the seat of House Hightower in the center of the city. Oldtown is home to the Citadel and houses the Starry Sept.The demonym used for its inhabitants is "Oldtowner".

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 a labyrinth of wynds, crisscrossing alleys, narrow crookback streets, and markets. These include the Thieves Market and Ragpicker's Wynd. 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 as well, although some wooden bridges can be found as well. The city itself is surrounded by massive, thick, high stone walls. 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. 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.