I've heard I should use a thicker oil in the winter months

I also live in VA and so you do not need to use 10W-30 based on our climate. I attached the info below that will show the temperature ranges that you need for each oil.

However, here is a guide that will help with oil changes:

https://www.2carpros.com/articles/how-to-change-engine-oil-and-filter

If you have low oil pressure then you can use thicker oil to help take up that tolerance but it is not required unless this is the case.

https://www.2carpros.com/articles/high-or-low-engine-oil-pressure

Please see the info below for more info on this. Please let us know if you have other questions. Thanks