2021 Trimont FunFest Medallion Hunt

There once was a man from Trimont,
Who had all its public land in eyeshot.
When hiding his treasure,
He exclaimed with pleasure:
"Are you ready for adventure? Why not!"

Take a walk down the streets, arborical.
Asking many a question, rhetorical.
Triumph or Monterey,
It's hard which to say.
Keep following these clues, metaphorical.

Ready to give up? Not yet, no quitsie.
Think hard of spiders, itsy-bitsy.
Your quarry's down low,
Under a silver shadow.
Look where your hand is a tight fitsy.