For the brave at heart, it's time to start
Searching hill and glen
Pitch a tent if that's your vent
But stay within your ken
This clue sounds decidedly Scottish. Brave at Heart (Braveheart). Hill and Glen (Scottish glens, Glenlivit, etc), and "stay within your ken" sounds like it could have a distinct Shawn Connery-like brogue. Couple this with the previous Pearson Candy clue (Pearson's is located on 7th, just south of Highland Park), and it looks like we're being steered toward Highland Park.
This part isn't my own thought, but it does fit. A "child's proclivities" could be a reference to a circus. The circus theme also fits with the "pitch a tent" line in today's clue. There is a local circus called Circus Juventas (youth in Latin). Juventas was the greek god of youth. And Circus Juventas headquarters is located on 1270 Montreal Ave. And Montreal Ave just happens to be the northern boundary of Highland park. Very interesting.