Stressing is probably the wrong word.<br/><br/>As a resident, you know that the town is run by Governor Tarbaw Nighthill, a human male of roughly 60 years of age.  His vibrant spirit burns even when his aged flesh fails him, and no doubt he's organizing things from the keep even now.<br/><br/>Knowing the area would help you to stealth through if you so chose, but I don't think you'd have enough info to get Advantage on the checks.  I will, however, let you stealth while keeping up with Leena, at least to a reasonable degree.  (As in, you won't lose sight of her for more than a few rounds at a time.)