Volochysk (Ukrainian: Волочиськ, IPA: [woloˈtʃɪsʲk] ^ⓘ; Polish: Wołoczyska; Yiddish: וואָלאָטשיסק) is a small city located on the left bank of the Zbruch River in Khmelnytskyi Raion, Khmelnytskyi Oblast (province) of western Ukraine. It hosts the administration of Volochysk urban hromada, one of the hromadas of Ukraine. The population according to the 2001 census was 20958. Current population is 18,295 (2022 estimate).

Located on the left bank of Zbruch, the city along with its vis-a-vis Pidvolochysk on the opposite bank of the river for almost 200 years was an important border checkpoint between Russia and the countries of the Central Europe. Volochysk is an important transport center. Railroads and highways of national importance go through the town.

Volochysk is located on E50/ M 12 between Ternopil and Khmelnytskyi. In the city is located a train station which is a final stop of Southwestern Railways before continuing to territory of Lviv Railways.

Volochysk is first mentioned as early as July 9, 1463 as Volochyshche. It derives from Ukrainian word volochyty that means “to portage”. The town situated on the trade road from the East to the West in Halytsko-Volyn Principality time and in the following centuries. Merchants had to portage their goods through the river and its waterlogged banks. As a result, a new settlement appeared on that place soon (on left and right banks of river Zbruch). It was called “Volochyshche”. The settlement on the right bank was later renamed to “Pidvolochysk”, which means “the place near or under Volochysk”. In 1545 the settlement adopted its current name.

Slavic tribes of volyniany used to live on the territory of contemporary Volochysk in ancient times. This region belonged to Kyivan Rus' in the ninth and tenth centuries, later to Halytsko-Volyn Principality.

Volochysk area was ravaged in 1241 by Mongol-tatar tribes, which were coming to conquer Halych after they had seized Kyiv. Volochysk region as a part of Halytsko-Volyn Princedom was conquered by the Grand Duchy of Lithuania in the second quarter of the 14th century. Volochysk was a part of Kuzmynsky povit (district) in that period of time. Soon afterwards, it became part of the Kingdom of Poland.

Volochysk is first mentioned as “Volochyshche” in Podil statement of Zbarazh princes dated 9 July 1463. Volochyshche belonged to Volyn baron, prince Vasyl Zbarazky, but after his death was inherited by his son Semen Zbarazky in 1463. There was a “black road” not far from Volochysk in the southern part of that region. It was one of the main roads for tatars raids into the Polish-Lithuanian Commonwealth. Kuzmynsky powiat was vastly ravaged by the Crimean horde at the end of the 15th century. Only few settlements survived.

The welfare of Volochysk (which was then known in Polish as Woloczysk) grew after its people started trading with other towns of the area. Landlord prince Wladyslaw Zbaraski received the right from the government to establish a village in the area of the settlement in 1557 and since 1558 Volochysk was called a village. There were 135 households with 675 people. Volochysk became a trade-craftsmen community. Zbaraski family died out after Jerzy Zbaraski died and thus Volochysk was inherited by the Wisniowiecki princes in 1631.