Volokolamsk () is a town and the administrative center of Volokolamsky District in Moscow Oblast, Russia, located on the Gorodenka River, not far from its confluence with the Lama River, northwest of Moscow. Population: 25,729 (2024 Estimate);
Ivan Kalita presented his part of the town to the boyar Rodion Nestorovich, who presently wrested the other part from Novgorod. In 1345, Simeon the Proud gave Volokolamsk to his father-in-law, one of Smolensk princes. While in possession of Smolensk, the town withstood a siege by Algirdas during the Lithuanian–Muscovite War (1368–72). Vladimir the Bold defeated Tokhtamysh near Volokolamsk in 1383. Soon thereafter, it reverted to Novgorod. The town remained the southernmost enclave of the Novgorod Republic until 1398, when Vasily I definitively incorporated it into the Grand Duchy of Moscow. Ten years later, it was granted for two years to Švitrigaila, who had just defected to Moscow. Having lost its Hanseatic League trade and connections with Novgorod, the town declined and was not mentioned by any sources for the next half a century. It was in 1462, when Volokolamsk was given by Ivan III to his younger brother, that the town became the seat of a full-scale appanage principality. Its first prince erected the single-domed limestone Resurrection Cathedral, which still stands. Another prince was Andrey Volotsky; the chief monument from his reign is the three-domed cathedral of the Vyazmischi Cloister (1535).
In 1613, Volokolamsk braved a siege by Sigismund III Vasa, an event which led to the town's fortifications being represented on its coat of arms. By that time, Volokolamsk had been associated primarily with the Joseph-Volokolamsk Monastery, situated to the northeast.
The Soviet Union authority in Volokolamsk was established in late October 1917. During World War II, a number of violent clashes between the Wehrmacht and Soviet troops and partisans took place near Volokolamsk. The town was under German occupation from 27 October to 20 December 1941, when it was liberated by the 331st Rifle Division.
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The online game War Thunder (where one controls such as ) features a ground forces map titled "Volokolamsk", and a larger version titled "Surroundings of Volokolamsk". The map is derided from players as being too open and being too big.
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