The Germans used the Osipowicze Road, the southwestern exit from Wilejka, as the site of the fourth massacre of the local Jews. On November 7, 1942, the Wilejka SD took 70-80 "useless" Jews from the town to an abandoned building known as Lavrinovich's farm, which stood along that road (near the Jewish cemetery), and burned them to death. The members of the Wilejka Jewish council were among those killed on that day.

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On July 12, 1941, Sonderkommando 7a ordered all Jewish males between the ages of 18 and 55 to report for registration at the building of the former synagogue. The Jews had to bring their identification papers, as well as their money, valuables, and tobacco. In the synagogue, the SS men seized their identification papers and, after subjecting the Jewish men to considerable abuse and physical violence, they divided them into four work brigades, which had to carry out various jobs at the railway station, flour mill, etc. One brigade of about 140 people (mostly Jews, but also about a dozen non-Jews; the entire group would later be described as consisting of "Soviet sympathizers") was given shovels and sent across the Wilja River, to the town of Stawek (or Stavki, which is now part of the town of Vileika), 2 kilometers east of the town center. The workers were then ordered to dig pits in the nearby Maluny Stawskie Forest (now known as the Maliuny Forest). When their work was done, the SS shot them in the pits. In April 1945, the Soviet ChGK (Extraordinary State Commission) identified five mass graves in the Maliuny Forest.

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At 6 AM on July 29, 1941, a mere two weeks after the first mass murder, the SS rounded up about 350-400 Jews – mainly women, children and elderly individuals, along with some adult males. The assembled people, who had just been snatched away from their homes, were told to take food and clothes and be ready to leave for work in the nearby town of Lubań. In the meantime, the perpetrators subjected the assembled "work force" to brutal beatings. Then, instead of being taken to Lubań, the people were driven in trucks across the railroad tracks west of the town, to the Lipniki Forest, which lay north of the town of Makowie (now part of Vileika). There, they were shot in pits that had been dug for that purpose. Most of the accounts identify this site with the so-called "Maiak" (lit. "beacon"), an observation tower that seems to have been used by the local forester. Other accounts identify the site with Lysaia Gora, a low hill lying between the towns of Makowie and Porsa.

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Throughout the German occupation period, the town prison – specifically, its courtyard – was used by the Germans as an execution site, and hundreds of people, both Jews and non-Jews, were killed there between 1941 and 1944. On March 2, 1942, on the eve of Purim, the Germans carried out the third massacre of Jews. During this operation, the Wilejka SD arrested about 300 Jews on the pretext of transferring them to another ghetto. The arrested were taken to the prison courtyard (which is now used as a cancer ward), where they underwent a selection. A small group of skilled workers were kept alive, while the majority of Jews were shot in the prison. According to German sources, the perpetrators loaded some victims onto trucks and drove them out of town, probably along the Osipowicze Road (southwest of Wilejka), to a place near the Jewish cemetery. There, they shot them and cremated the bodies in an abandoned wooden structure, in an act reflecting the modus operandi of the Wilejka SD.

More information: Yad Vashem