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Skingrad is a large town located in the West Weald region, to the southwest of the Imperial City, along the Gold Road. The town divides into three districts: the Castle, Hightown, and Chapel, with various gates and bridges connecting each district. The town is further divided in two parts: the north wall encompasses the business district and the guild halls, while the southern half holds homes and the Great Chapel of Julianos, where citizens and travelers can pray for healing. Outside of town is the castle of Janus Hassildor, count of Skingrad and wizard, who is reportedly a vampire, a fact known to and kept as a secret by the Mages Guild.

The town is particularly famous for its wines, tomatoes, and cheeses, which contributes to its overall prosperity. Famous wine makers in Cyrodiil such as the Surilie brothers and Tamika live in the town.

Early history of Skingrad is present in Rislav The Righteous, wherein it presents the history of the ancient King of Skingrad, Rislav Larich. Born 1E 448, Rislav was born to Queen Lynada, who died shortly after giving birth, and King Mhorus of Skingrad. King Mhorus had three sons and four daughters before Rislav. In 472, the skirmishing between Skingrad and Kvatch ended, the marriage of Prince Rislav and Belene, the daughter of King Justinius of Kvatch, apparently being the cause for this peace. A plague in 478 took the lives of the royal family in Skingrad, sparing the lives of Rislav and his older brother Dorald, him being in the Imperial City as a priest of Marukh. Dorald returned to Skingrad and took the throne, his first edict being to give over the kingdom to the Empire. This prompted a battle between Dorald and Rislav, in which Rislav slew Dorald and became the new King of Skingrad. After withdrawing the offer of Skingrad to the Empire, Skingrad faced the Alessian army in their conquest in many battles, defeating them finally after joining forces with Kvatch and The Kings of the Colovian West to end the Alessian hegemony. King Rislav's glory is currently showcased as a romanticized statue in Hightown.