Hello ethArek,
Welcome back to Pascal.
Pascal language is beautiful, so I won't dead. It may not be as popular as previously but there always users to keep it alive.
If you want to build GUI program, you may interested to try Lazarus. Lazarus is powerful IDE to build GUI applications. Basically, Lazarus is IDE + Free Pascal Compiler + GUI framework.
For simple/short programs using the old school procedural approach usually is easier. OOP paradigm is good for huge and complex projects, it requires proper planning. OOP begins harder but easier later when maintaining and improving. OOP or not is more about personal preference. A skilled programmer can use either OOP or traditional approach for the same project.
I recommend you start from here:
https://wiki.freepascal.org/Portal:New_UsersThere you can find some basic things and a lot of tutorials which offers a wide range of topics, very useful for beginners.
Also, this (Free) Pascal reference guide is worth to be bookmarked:
http://freepascal.org/docs-html/current/ref/ref.htmlHave fun.