Looking to start casually cycling, what are the best routes over varying lengths?

Hi Houston, I used to ride my bike everywhere in college until I got hit by a truck, which destroyed my bike and gave me a bit of PTSD from riding. 10 years later, I've really gotten the itch to her back into it so I've ordered a bike and helmet. My neighborhood loop is actually a pretty nice mile but some longer loops would be great. I'm on the west side if that helps.

Appreciate y'all