In 1939 238 Jews lived in Krugloye, comprising approximately 20 percent of the town's total population. After the outbreak of war in September 1939, some Jewish refugees from Poland arrived in Krugloye.
The Germans occupied Krugloye on July 8, 1941. A Jewish "elder" was immediately appointed and all the Jews of the town were registered and ordered to wear Stars of David on their clothing. On September 15 (or, according to another source, at the beginning of October), 1941 most of the Jewish men of the town were shot. Krugloye's Jewish women, as well as Jews from Teterin, Shepelevichi, and other places in the area were forced into a ghetto (consisting of two houses surrounded by a fence) on Moprovskaya Street, on the outskirts of Krugloye. In early October 1941 28 Jewish women were shot on the grounds that they had engaged in "provocation." Small groups of the ghetto inmates were shot also in the vicinity of the flax factory and, probably, near the Jewish cemetery. In May or June 1942 the Krugloye ghetto was liquidated and the last 200 Jews were shot.
The Red Army liberated Krugloye on June 28, 1944.