Vyshgorodok (; or Augšpils) is a selo ('village') in Gavry volost, Pytalovsky District of Pskov Oblast, Russia, founded in the 15th century as a borderline fortress.
The inhabitants of the Kokshiono parish, however, requested the veche (council) and the Prince of Pskov to secure the border through military means to save them from Livonian raids. In 1476 a wooden fortress was founded on the Lada river by two of Pskov – Alexey Vassilievich and Moisey Fyodorovich. Construction was completed in 1478. It had a limestone basement, two wooden watchtowers and gates on the edges facing Pskov and Livonia. The Germans, in turn, maintained their border castle of Marienhausen (now Viļaka) some to the west (since 1294).
In 1479 Livonian knights attacked Vyshgorodok, burning down the fortress and the church and killing the villagers. The next year, 1480, Livonians repeated their raid. Pskov called Muscovy for help and in 1482 joint forces responded with intrusion into the Livonian lands.
The fortress of Vyshgorodok was never restored, but the settlement developed and expanded into a town of Vyshgorodok, hosting the Pskovian garrison that watched the border. The town was ruled by the vicegerent appointed from Pskov and was an administrative center of the county consisting of eight parishes: Borisoglebskaya, Grivskaya, Kokshinskaya, Lebetskaya, Korovskaya Ovsitskaya, Yolkinskaya and Kukhovskaya.
In 1581 Polonian units led by King Stephen Báthory passed through Vyshdorodok to besiege Pskov.
In the late 17th century Vyshgorodok hosted two annual trade fairs.
In 1690 the settlement suffered a fire which destroyed much of the housing along the Kaunas road.
In 1708 Vyshgorodok was listed in the newly established Saint Petersburg Governorate.
In 1719 Vyshgorodok was transferred to the Pskov Governorate.
Despite Vyshgorodok's name (literally 'town on the hill'), maps and plans of the 18th century list Vyshgorodok as a village. Памятная книжка Псковской губернии 1913—1914 гг. (1914psk.pdf)
In 1844 the first municipal school was opened in Vyshgorodok.
In 1897 another school opened by the church.
In 1846 a hospital was founded by the Ministry of the Interior.
In 1860 the Saint Petersburg–Warsaw Railway was built, passing north-west of Vyshgorodok, where a station was built in the village of Pytalovo. As result, Pytalovo gradually became the principal settlement of the county at the expense of Vyshgorodok.
In 1911 a library run by the local teacher Olga Levkovich was opened.
Shortly after the October Revolution, the seized control over most of the Pskovian municipalities, including Vyshgorodok. Peasants seized plots of land from local landlords.
In the autumn of 1918 Vyshgorodok was recaptured by the Red Army.
In January 1920 Vyshgorodok was attacked by advancing Latvian republican units and the frontline as of noon 1 February 1920 was stipulated as the border demarcation line by the Latvian–Soviet Peace Treaty between the Latvia and Russian Soviet Federative Socialist Republic, which left Vyshgorodok with Latvia. Latgales partizāņus pieminot "Latgales vēstnesis" nr. 87 (432), 1938. gada 10. augustā (in Latvian)
In 1927 the municipal school of Vyshgorodok was reconstructed to accommodate two schools for Russian and Latvian speakers.
In 1940 the Soviet Union annexed the Latvian Republic and established the Latvian Soviet Socialist Republic (LSSR) within its existing borders as of 1920, so Vyshgorodok belonged to Soviet Latvia.
From July 1941 until June 1944, Vyshgorodok was part of the Nazi Germany occupation zone covered by the Reichskommissariat Ostland, Generalbezirk Lettland, Gebietskommissariat Daugavpils.
Collectivization carried out during the late 1940s and 1950s converted local private farming into a state-owned collective farm (sovkhoz Leninskiy) headquartered in Vyshgorodok. It leased the required machinery from the MTS in Pytalovo up to the 1960s, as the MTS system was abandoned and machines were distributed among local Kolkhoz.
Soon after the USSR collapsed in 1991, the collective farm was privatized and later closed.
According to the 1911 statistical reference book for the Ostrov county of the Pskov Governorate, Vysgorodok parish accommodated 1,800 immigrants who either purchased (pustoshniki) or leased plots of land, 300 of whom were from Livonia and Estonia.
Vyshgorodok is located at the intersection of the 58K-306 road connecting Ostrov to the border with Latvia and roads to Pytalovo and Kokshino. Regular bus service to Ostrov, Pytalovo and Pskov is available.
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