[citation needed] During the Middle Ages, the town, then a seat of the Princes of Kholm, withstood innumerable sieges by Lithuanians, Poles, and Swedes.

[3] In August 1927, the uyezds were abolished and, effective October 1, 1927, Kholmsky District was established, with the administrative center in Kholm.

[11] Pskov Governorate was abolished as well and the district became a part of Velikiye Luki Okrug of Leningrad Oblast.

[16] Seven of them are graves of and monuments to soldiers fallen in World War II, while the eighth one is an archaeological site.

In the dense woods and impracticable swamps to the west of Kholm lies the deserted Rdeysky Monastery.