The Pühtitsa convent is located on a site known as Pühitsetud ("blessed" in Estonian) since ancient times. According to a 16th century legend, near the local village, Kuremäe, a shepherd witnessed a divine revelation near a spring of water to this day venerated as holy. Later, locals found an ancient icon of Dormition of the Mother of God under a huge oak tree. The icon still belongs to the convent.
A small Orthodox church was built in Pühtitsa in the 16th century. In 1888, the Russian Orthodox Church sent a nun from Kostroma Ipatiev Monastery to establish a convent in Pühtitsa. The convent was founded in 1891. The main Cathedral of the convent was built to a design by Mikhail Preobrazhensky in a Russian Revival style and was fully completed in 1910.
There are six churches in the convent dedicated to a number of Orthodox Christian Saints such as St. Sergius of Radonezh, St. Simeon the Receiver of God, St. Nicholas, St. Anna the Prophetess and others. Prince Sergei Shakhovskoy governor-general of Estonia was convent's patron and protected it from local nobles, mostly German Lutherans, who tried to resist its construction. The convent was first Orthodox monastery built in Estonia to the delight of mostly Orthodox local Estonian and Russian peasants of Jõhvi county.
In 1919, after Estonia became independent from Russia, the new government confiscated most of the convent's land and transferred the convent to the Estonian Apostolic Orthodox Church, independent of Moscow. During the Second World War the battlefront was at times only a few kilometres away from the convent and Germans organized a concentration camp for Russian prisoners of war inside the monastery compound.
Following the second invasion and occupation of Estonia by the Soviet Union in 1944, the convent managed to survive despite the uneasy co-existence with the Communist authorities. Patriarch Alexius II who was the bishop (later the archbishop) of Tallinn and Estonia in the 1960s was instrumental in the fight to keep the convent from closure. In 1990 the Pühtitsa Convent was placed under the direct authority of the Patriarch of Moscow and All Russia, Alexius II. By 1991, the Pühtitsa monastic community consisted of 161 nuns.
German crusaders known as the Livonian Brothers of the Sword began construction of the Cēsis castle (Wenden) near the hill fort in 1209. When the castle was enlarged and fortified, it served as the residence for the Order's Master from 1237 till 1561, with periodic interruptions. Its ruins are some of the most majestic castle ruins in the Baltic states. Once the most important castle of the Livonian Order, it was the official residence for the masters of the order.
In 1577, during the Livonian War, the garrison destroyed the castle to prevent it from falling into the control of Ivan the Terrible, who was decisively defeated in the Battle of Wenden (1578).
In 1598 it was incorporated into the Polish-Lithuanian Commonwealth and Wenden Voivodship was created here. In 1620 Wenden was conquered by Sweden. It was rebuilt afterwards, but was destroyed again in 1703 during the Great Northern War by the Russian army and left in a ruined state. Already from the end of the 16th century, the premises of the Order's castle were adjusted to the requirements of the Cēsis Castle estate. When in 1777 the Cēsis Castle estate was obtained by Count Carl Sievers, he had his new residence house built on the site of the eastern block of the castle, joining its end wall with the fortification tower.
Since 1949, the Cēsis History Museum has been located in this New Castle of the Cēsis Castle estate. The front yard of the New Castle is enclosed by a granary and a stable-coach house, which now houses the Exhibition Hall of the Museum. Beside the granary there is the oldest brewery in Latvia, Cēsu alus darītava, which was built in 1878 during the later Count Sievers' time, but its origins date back to the period of the Livonian Order. Further on, the Cēsis Castle park is situated, which was laid out in 1812. The park has the romantic characteristic of that time, with its winding footpaths, exotic plants, and the waters of the pond reflecting the castle's ruins. Nowadays also one of the towers is open for tourists.