Olesko Castle, oval in shape, stands on top of a small hill, about fifty meters in height. A moat and a wall surrounds it, which serves as a defence for the castle. The castle is also surrounded by a dense swamp. The land that the castle sat on changed ownership many times. It was originally on the border of land of Volhynia and land of Lviv.

The castle was, at different times, owned by Poland, Lithuania, and Hungary. It became a political landmark in the 14th century when movable borders between the three aforementioned countries ran through its territory. Battles for ownership of the castle were constant. A deep well in the basement of the castle was used as an escape route for besieged prisoners.

In the 15th century, the castle was changed from being a defense point, to simply a getaway for aristocracy.

In 1605, the castle was bought by the nobleman Jan Daniłowicz h. Sas, a wealthy local landowner and Voivode of the Ruthenian Voivodeship. It was then sold to the family of Koniecpolski. The new owners, whose main residence was in Zhovkva, treated the castle poorly, and only in 1682 the castle was renovated by Jan III Sobieski, who bought the complex from Stanislaw Koniecpolski for 400,000 zlotys. In early 18th century, Olesko was bought by the family of Rzewuski, and its collection of antiques was moved to another castle the Rzewuscy owned, Pidhirtsi Castle.^[2]

The castle is perhaps most famous for being the birthplace of the Polish king Jan III Sobieski, ^[3] the hero of the Battle of Vienna. He often lived there, and collected many of the artworks displayed in the present-day museum. Another Polish king, King Michał Korybut Wiśniowiecki, was also born here.^[4] It is also said that Bohdan Khmelnytskyi, the most prominent leaders of Ukrainian Cossacks spent his childhood years here.

The castle was restored in the late 16th to the early 17th centuries. Paintings and mosaics were brought in to decorate the different rooms of the castle. The castle was remodeled in the Italian Renaissance style, which was popular at that time.

In 1838, an earthquake rocked the castle, partly destroying some areas. In 1882, the castle, regarded as a Polish national monument was bought by the Committee of Preservation of the Olesko Castle, which led to a restoration in 1892. Both World War I and World War II affected the castle negatively, undoing previous restoration work. In 1956, the castle was struck by lightning.

The castle was restored again, beginning in 1961 and lasting until 1985. Today, it is a museum, displaying the collections of antique furnishings and art dating from the 16th-17th centuries. It also features sculptures, paintings, still lives, applied arts, tapestries, period weapons, and objects used in everyday life at the time. Its collection is regarded as one of the richest treasury of Polish art outside borders of Poland.

The castle is a part of the "Golden Horseshoe", a ring of three castles nearby each other: Olesko, Pidhirtsi, and Zolochiv Castles.

• Paintings from the castle
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  Dance of Salome, Szymon Boguszowicz
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  Bacchus and Ariadne, Jerzy Siemiginowski-Eleuter
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  The Christ Child sleeping among angels, Szymon Czechowicz
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  Portrait of Michał Józef Rzewuski, Marcello Bacciarelli
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  Portrait of a lady, Józef Chojnicki

On June 9, 2017, the national postal operator Ukrposhta put into circulation a postage stamp "Olesky Castle of the XIII-XVIII centuries" with a face value of UAH 5.80. The stamp, which was issued under the C.E.P.T. program, represented Ukraine in the annual postage stamp rating conducted by the association of European postal operators PostEurop.

On August 17, 2021, the National Bank of Ukraine put into circulation a 10-hryvnia silver commemorative coin "Olesky Castle". It belongs to the series "Architectural Monuments of Ukraine"

• List of castles in Ukraine

• Olesko Castle at the Wilanów Palace Museum
• Medieval restaurant Hrydnytsya inside Olesko castle
• lvivecotour.com – Olesko Castle Tour in English