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The Castle Hill has been a convenient place for settlements for many centuries. In the 10th century a Slavonic stronghold came into being here.
Accidental discoveries of palaeontological and archaeological relics in the area of Cieszyn and the vicinities have, for a long time, aroused the interest of local lovers of antiquity.
There were human settlements on the Castle Hill as early as the 5th century B.C., and at the turn of the 11th century this defensive point on the Olza had become the seat of a border castellany of the Piast Kingdom, and later the Gothic castle of the Cieszyn Princes.
The borough at the foot of the castle gradually transformed into an early medieval town, coming under German Law of Lwówek Śląski in the 13th century.
The historical antecedents of the first Cieszyn Prince, Mieszko I will be mentioned; beginning with his namesake, the father of the Polish state, the great Mieszko I (Mesco I, reigned c. 955-992) and then Bolesław Chrobry (Boleslaus the Brave, reigned 992-1025), Mieszko II (Mesco II, reigned 1025-1034), Kazimierz Odnowiciel (Casimir the Restorer, reigned 1038-1058), Bolesław Śmiały (Boleslaus the Bold, reigned 1058-1079), Władysław Herman (Vladislas Herman, reigned 1079-1102) and finally Bolesław Krzywousty (Boleslaus the Wry-mouthed, reigned 1102-1138).
When the Piast dynasty became extinct, the Habsburgs took over the rule of the Duchy of Cieszyn, and therefore Cieszyn, too. Cieszyn managed to win the status of royal town for itself, and from 1659 it also possessed the right to send its own deputies to the Silesian Diet in Breslau (Wrocław).
The residents of Cieszyn were given the opportunity to have an influence on political events for the first time for centuries during the Springtime of Nations in 1848. They could elect representatives to governing bodies and free elections to local government also took place.
The division of Cieszyn in July 1920 brought enormous changes to both parts of the town. Cieszyn residents fled the town in great numbers to Austria and Germany, their places being taken by newcomers from Poland or Czechoslovakia.
The Second World War was a time of tremendous tragedies for the people of Cieszyn, but the town itself suffered little damage. The most important institutions and government offices began functioning normally in a relatively short time.