The health monitoring of old structures is an essential part in Civil Engineering. In Sri Lanka, there are a variety of old structures such as stupas, ancient monumei»Js, buildings, bridges, and dams. Some of these structures (e.g. Stupas) are more than 2000 years old and are national treasures. Other old structures such as buildings, bridges, etc are nearly 100 years old and most of them dates backs to British colonial period. Interestingly, these are still used in social life. Hence, appraisal of these structures considering future existence and use is important at the national level. But this is often difficult owing to the lack of defined methods. This paper describes how health monitoring can be done using analytical and experimental considerations. In this context, three cases studies; namely, an old building, an old reservoir and an old bridge, in relation to load carrying capacity and displacements are used as illustrative examples.