West Ridge Academy states that it's just natural for kids to be shy up to a certain age. But after reaching a particular age, he should have already overcome his shyness otherwise you may have a cause to be alarmed.
Very young kids, around the ages of two or three, are usually shy when they are faced with a social gathering. However, they often overcome this initial shyness once they are introduced to other children and become comfortable with their surroundings. You may have to keep a close eye on your child however if he still remains awkwardly shy even after reaching three or four years old.
Although there will always be predominantly shy people, they are still considered healthy however if they do not let their shyness get the better of them and they still participate in discussions if and when the situation calls for it. Shyness can become a burden however once a person allows it to win and he retreats in fear when faced with a social situation, thus effectively stifling your creativity or your chance at making acquaintances.
According to West Ridge Academy, in order for your child not to be a victim of this crippling social barrier and make the most of his life, you must do the following: Accept him for who he is: Never push him to change into what he is inherently not. As already mentioned above, shyness should not really be taken as a negative especially if it's a person's natural characteristic, but he must be able to control this and conquer it if and when necessary. If you consider his shyness as a shortcoming then he may lose his self-esteem and will react by withdrawing even further. It is better to just concentrate on his good characteristics and encourage him to articulate his opinions in certain situations.
Stay away from labels: Never attach labels. This has a self-fulfilling effect in the sense that if you repeatedly call a child “shy” then he will ultimately buy into this and accept it as true, even if he may have had the capability of overcoming it initially. What's worse is that he may even learn to use this label as a crutch and opt out from awkward situations that he doesn't feel like taking on.
Try encouraging him: Don't try and force him to go to social gatherings. Rather, be creative in trying to come up with ways to cajole him into joining the group with his own intention. You can help him conquer his shyness by holding his hand while you try and approach a group of children. It is not good to compare him with the other children because he might feel inferior and he will lose his self-esteem even more.
Practice: West Ridge Academy shares that you can actually shore up his confidence by resorting to role-play games, especially if you use his favorite characters in it. It will give him ideas on how to approach a play group on his own, essentially solving the problem on his own. For example, you may ask your child how his favorite superhero would approach a group of kids in order to make friends with them. Subconsciously, he will be able to absorb these strategies himself and apply it to actual situations.