@mitso When it comes to a question of ‘should’ it really depends on what kind of site your wanting to build. There’s no real right or wrong answer when it comes to a CMS, it’s mainly down to preference.
Wordpress is probably one of the widest used CMS’s out there. It’s got a bunch of support and resources to help you build the site you need.
If you are interested in WordPress then here’s some good places to start.
Perch is totes awesome, we have about 20 customer sites, including our own, running on it.
It’s super straight forward to convert a static site into it, much moreso than wordpress.
That being said, WordPress is more powerful as a blog platform and is more extensible, but if your site is more “informational” with simple pages and a straight forward site structure then Perch is perfect for that.
This probably won’t be exactly what you’re after, because you did say “easiest way”… but the hint at maybe learning some PHP might have you considering teaching yourself how to do the conversion.
I’d still say WordPress is the way to go. There’s just so much support out there for it (including our host, Chris!)
A few of CSS Tricks own video podcasts (#71, #72 and #73 for starters) have some really neat tips of how to go about it. They might be a few years old now, but those videos are totally what got me into HTML/WP conversion in the first place.
If you haven’t already, I’d also look into Digging into WordPress if you haven’t already. The eBook is brilliant, and delves a lot further into whats possible.