Basically, when you add Pages to a sidebar widget, there is only a list of bullets and plain links (which are the title of the page).
Essentially give the sidebar pages the same look as if they were in the navigation bar. Viewers would be able to hover over the page "buttons" in the side bar and see a change in background color for that single link... or something along the line - just something different than a bullet and a link.
I asked around in the forum and someone nice enough pointed me to a video where they were able to put a small image next to the bullet link of a page as seen towards the end of this video: Watch. Unfortunately, it wasn't what I was looking for.