Muscovite–Lithuanian Wars

First border war (1487–1494)

Ivan III considered himself an heir to the fallen Byzantine Empire and defender of the Eastern Orthodox Church. He proclaimed himself sovereign of all Russia, and claimed patrimonial rights to the former lands of Kievan Rus'. Such ambitions led to the steady growth of Muscovite territory and power. The supremacy of the Golden Horde, known as the "Mongol Yoke," ended in 1480 with the defeat of Ahmed Khan bin Küchük in the Great Stand on the Ugra River. Moscow extended its influence to the Principality of Ryazan in 1456, annexed the Novgorod Republic in 1477, and annexed the Principality of Tver in 1483. Further expansionist goals of Ivan III clashed with the Lithuanian interests.

Around 1486–1487, territories along the ill-defined Lithuanian–Muscovite border in the upper reaches of the Oka River were under attack by Moscow and its ally Meñli I Giray, Khan of Crimea. Tensions continued to rise. In August 1492, without declaring war, Ivan III began large military actions: he captured and burned Mtsensk, Lyubutsk, Serpeysk, and Meshchovsk; raided Mosalsk; and attacked the territory of the Dukes of Vyazma. Orthodox nobles began switching sides to Moscow as it promised better protection from military raids and an end to religious discrimination by Catholic Lithuanians. Ivan III officially declared war in 1493, but the conflict soon ended. Grand Duke of Lithuania Alexander Jagiellon sent a delegation to Moscow to negotiate a peace treaty. An "eternal" peace treaty was concluded on February 5, 1494. The agreement marked the first Lithuanian territorial losses to Moscow: the Principality of Vyazma and a sizable region in the upper reaches of the Oka River. The lost area was estimated to be approximately 87,000 km² (34,000 sq mi). A day before the treaty's official confirmation, Alexander Jagiellon was betrothed to Helena, daughter of Ivan III (the role of the groom was performed by Stanislovas Kęsgaila as Alexander was in Poland).

Second war (1500–1503)

Hostilities were renewed in May 1500, when Ivan III took advantage of a planned Polish–Hungarian campaign against the Ottoman Empire: While preoccupied with the Ottomans, Poland and Hungary would not assist Lithuania. The pretext was the alleged religious intolerance toward the Orthodox in the Lithuanian court. Helena was forbidden by her father Ivan III to convert to Catholicism, which provided numerous opportunities for Ivan III, as the defender of all Orthodox, to interfere in Lithuanian affairs and rally Orthodox believers.

The Muscovites promptly overran Lithuanian fortresses in Bryansk, Vyazma, Dorogobuzh, Toropets, and Putivl. Local nobles, particularly the Vorotynskys, often joined the Muscovite cause. Another attack came from the southeast into Kiev Voivodeship, Volhynia, and Podolia. On July 14, 1500, the Lithuanians suffered a great defeat in the Battle of Vedrosha, and the Lithuanian Grand Hetman Konstanty Ostrogski was captured. The defeat was one of the reasons for the proposed Union of Mielnik between Poland and Lithuania. In November 1501, the Lithuanians were defeated again in the Battle of Mstislavl. The Crimean Tatars destroyed the Golden Horde, a Lithuanian ally, when its capital New Sarai was conquered in 1502.

In June 1501, John I Albert, King of Poland, died leaving his brother Alexander Jagiellon, Grand Duke of Lithuania, the strongest candidate for the Polish throne. Alexander became preoccupied with the succession. To counter religious accusations, Alexander attempted to establish a church union between Catholics and Orthodox as it was envisioned at the Council of Florence – the Orthodox would retain their traditions but would accept the pope as their spiritual sovereign. The Metropolitan of Kiev and all Rus' agreed to such an arrangement, but Helena protested. Polish nobles, including Bishop Erazm Ciołek and Cardinal Frederick Jagiellon, discussed the issue of royal divorce.

In the meantime, the war continued, just not as successfully for Moscow. As Lithuanian forces arrived in the region, the Muscovite forces had to move slowly. Additionally, the Livonian Order, led by Wolter von Plettenberg, joined the war as a Lithuanian ally. The Livonian troops won the Battle of the Siritsa River in August 1501, besieged Pskov, and won the Battle of Lake Smolino in September 1502. In 1502, Ivan III organized a campaign to capture Smolensk, but the city withstood the siege as Muscovites chose a poor strategy and had insufficient artillery. Peace negotiations began in mid-1502. Alexander asked Vladislaus II of Hungary to act as the mediator, and a six-year truce was concluded on the Feast of the Annunciation (March 25) in 1503. The Grand Duchy of Lithuania lost approximately 210,000 square kilometres (81,000 sq mi), or a third of its territory: Chernigov, Novgorod-Seversk, Starodub, and lands around the upper Oka River. Russian historian Matvei Kuzmich Liubavskii counted Lithuanian losses at 70 volosts, 22 towns, and 13 villages. The Lithuanians also acknowledged Ivan's title, sovereign of all Russia.

Historian Edvardas Gudavičius said: "The war of 1492–1494 was a kind of reconnaissance mission conducted by the united Russia. [The terms of] the ceasefire of 1503 showed the planned political aggression of Russia, its undoubted military superiority. The concept of the sovereign of all Russia, put forward by Ivan III, did not leave room for the existence of the Lithuanian state".

During the Muscovite–Lithuanian War of 1503, the Crimean Tatar armies pillaged Lithuania's southern towns of Slutsk, Kletsk, and Nyasvizh and even threatened the capital city of Vilnius. Alexander Jagiellon then ordered the construction of a defensive wall around his capital, which was completed in 1522.

Third war (1507–1508)

In 1506, Alexander died. Vasili III, who succeeded his father Ivan III in 1505, advanced his bid for the Polish throne, but Polish nobles chose Sigismund I the Old, who was crowned both as King of Poland and Grand Duke of Lithuania. In 1507, Sigismund I sent envoys to Moscow to request the return of the territories acquired by the 1503 truce. At the same time, Khan Meñli I Giray broke off his alliance with Moscow due to its campaign against Kazan. Sigismund I received a yarlıq for the Muscovite territories of Novgorod, Pskov, and Ryazan.

The war was intertwined with a rebellion by Michael Glinski, Court Marshal of Lithuania, a favorite of Alexander Jagiellon and a man of opportunity. When Sigismund I the Old succeeded Alexander in 1506, he did not show the same favors to Glinski. Jan Zabrzeziński, Voivode of Trakai and Glinki's old political opponent, accused Glinski of treason – he alleged that Glinski poisoned Grand Duke Alexander and had ambitions of becoming king himself. Glinski then organized a rebellion, murdered Zabrzeziński in February 1508, and declared himself the defender of the Orthodox faith (even though he was a Catholic of Mongol descent). His followers unsuccessfully attacked the Kaunas Castle in an attempt to liberate the prisoner Ahmad, Khan of the Great Horde. Glinski then established himself in Turov and contacted Vasili III. Glinski started retreating towards Moscow and attempted to capture Minsk, Slutsk, Mstsislaw, and Krychaw. He only managed to take Mazyr when his relative opened the gates. Near Orsha, he joined with Muscovite forces but was defeated by Grand Hetman of Lithuania Konstanty Ostrogski. This series of defeats demonstrated the rebellion, despite its claims to protect the rights of the Orthodox, was not supported by the general population and did not spread. The war eventually ended with the inconclusive 'eternal peace treaty' on October 8, 1508, which maintained the territorial accords of the 1503 truce.

Fourth war (1512–1522)

Despite the peace treaty, the relationship between the two countries remained tense. Sigismund I demanded Michael Glinski's extradition for trial, while Vasili III demanded better treatment of his widowed sister Helena. Vasili also discovered that Sigismund was paying Khan Meñli I Giray to attack the Grand Duchy of Moscow. At the same time, Albert of Prussia became the Grand Master of the Teutonic Order and was unwilling to acknowledge Poland's suzerainty as required by the Second Peace of Thorn (1466). The tension eventually resulted in the Polish–Teutonic War (1519–1521) and allied Maximilian I, Holy Roman Emperor with Vasili III.

In December 1512, Moscow invaded the Grand Duchy of Lithuania seeking to capture Smolensk, a major trading center. Their first six- and four-week sieges in 1513 failed, but the city fell in July 1514. Prince Vasily Nemoy Shuysky was left as viceregent in Smolensk. This angered Glinski, who threatened to rejoin Sigismund I but was imprisoned by the Russians.

Russia then suffered a series of defeats in the field. In 1512, Grand Hetman of Lithuania, Konstanty Ostrogski, ravaged Severia and defeated a 6,000-strong Russian force. On 8 September 1514, the Russians suffered a major defeat at the Battle of Orsha. Despite their victory, his army was unable to move quickly enough to recapture Smolensk. Then the Lithuanians and Poles made an unsuccessful attempt to take the Opochka fortress and suffered a serious defeat. In 1518, Russian forces were beaten during the siege of Polotsk, when according to legend the Lithuanian forces were inspired by the sight of their patron saint, Saint Casimir. The Russians invaded Lithuania again in 1519, raiding Orsha, Mogilev, Minsk, Vitebsk, and Polotsk.

By 1521, Sigismund had defeated the Grand Master and allied with the Kazan and Crimean Tatar hordes against Moscow. Khan of Crimea, Mehmed I Giray carried out a ruinous attack on the Moscow principality. The Lithuanian troops led by Dashkovich participated in the attack and tried to take Ryazan.

In 1522, a treaty was signed that called for a five-year truce, no prisoner exchange, and for Russia to retain control of Smolensk. The truce was subsequently extended to 1534.

Fifth or Starodub war (1534–1537)

Upon Vasily's death in 1533, his son and heir, Ivan IV, was only three years old. His mother, Elena Glinskaya, acted as the regent and engaged in power struggles with other relatives and boyars. The Polish–Lithuanian monarch decided to take advantage of the situation and demanded the return of territories conquered by Vasily III. In the summer of 1534, Grand Hetman Jerzy Radziwiłł and the Tatars devastated the area around Chernigov, Novgorod Seversk, Radogoshch, Starodub, and Briansk. In October 1534, a Muscovite army under the command of Prince Ovchina-Telepnev-Obolensky, Prince Nikita Obolensky, and Prince Vasily Shuisky invaded Lithuania, advancing as far as Vilnius and Naugardukas, and built a fortress on Lake Sebezh the following year, before being stopped. The Lithuanian army under Hetman Radziwill, Andrei Nemirovich, Polish Hetman Jan Tarnowski, and Semen Belsky launched a powerful counterattack and took Gomel and Starodub.

In 1536, the fortress Sebezh defeated Nemirovich's Lithuanian forces when they tried to besiege it, and then the Muscovites attacked Liubech, razed Vitebsk, and built fortresses at Velizh and Zavoloche. Lithuania and Russia negotiated a five-year truce, without prisoner exchange, in which Homel stayed under the king's control, while Moscow kept Sebezh and Zavoloche.

Livonian War

In 1547, the Tsardom of Russia was officially proclaimed when Ivan IV was crowned as tsar of all Russia. The tsar sought to gather the ethnically Ruthenian lands of the former Kievan Rus', engaging with other powers around the Baltic Sea in the Livonian War.

During the reign of Sigismund II Augustus in Poland and Lithuania, Tsar Ivan IV invaded Livonia, first in 1558 when the Livonian Knights sought an alliance with Poland and Lithuania; the Poles and Lithuanians were able to defend only southern Livonia. Lithuania and Poland were initially allied with Denmark and fought against the Tsardom of Russia allied with Sweden; after several years the coalitions changed and Poland–Lithuania allied themselves with Sweden against Russia and Denmark. Eventually, the 1570 ceasefire divided Livonia between the participants, with Lithuania controlling Riga and Russians expanding access to the Baltic Sea by taking hold of Narva.

The Lithuanians felt increasingly pressured by the Tsar; furthermore, Lithuanian lesser nobility pressured the Grand Duke and magnates for gaining the same rights as Polish nobility (szlachta), i.e. the Golden Freedoms. Eventually, in 1569, after Sigismund II Augustus transferred significant territories of the Grand Duchy to Poland and after months of hard negotiations, Lithuanians partially accepted Polish demands and entered in alliance with the Union of Lublin, forming the Polish–Lithuanian Commonwealth. In the next phase of the conflict, in 1577, Ivan IV took advantage of the Commonwealth's internal strife (called the war against Danzig in Polish historiography), and, during the reign of Stefan Batory in Polish–Lithuanian Commonwealth, invaded Livonia, quickly taking almost the entire territory, except for Riga and Reval (now Tallinn). That war would last from 1577 to 1582.

Stefan Batory replied with a series of three offensives against Russia, trying to cut off Livonia from the main Russian territories. During his first offensive in 1579 with 22,000 men, he retook Polatsk; Polish–Lithuanian troops also devastated Smolensk region, and Severia up to Starodoub.. During the second, in 1580, with a 29,000-strong army, Stefan Batory took Velizh, Usvyat, Velikiye Luki. In 1581 the Lithuanians burnt down Staraya Russa, and with a 100,000-strong army Stefan Batory started the Siege of Pskov but failed to take the fortress. The prolonged and inconclusive siege led to negotiations, which with the aid of papal legate Antonio Possevino ended in the peace of Jam Zapolski in which the Tsar renounced his claims to Livonia and Polotsk but conceded no core Russian territories. The peace lasted for a quarter of a century, until the Commonwealth's forces invaded Russia in 1605.