Keila Church is the biggest medieval country church in Harju county, which was obviously established shortly after the North Estonia was occupied by Danes. In 1280 a spacious square chapel was established at "Keila hill", where today there is the chancel of the church. Fragments of the paintings at the chancel walls date possibly from this period already. The main body of the church remained unbuilt at the beginning and was obviously established at the first half of the 14th century. As the influence of the Dominican order, the main body of the church was simple unvaulted box-like building.
The church was expanded in the 15th century. First the massive west-tower was built. Three-sided ending was added to the chancel, it was re-vaulted and altar table of stone was made. In 1480 southern portal was established. In 1489 the church was vaulted and it became two-aisled, which is rather seldom in Estonian churches. The church of Keila was destroyed at the Livonian War in 1558 and the interior was stolen. It was restored in 1596.
There are several chapels in the graveyard, which have been built after 1772 due it was no longer allowed to bury inside churches.
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.