Boromir's search for Imladris

[Erendis]

Originally Posted by Inziladun

The only ones there who could reasonably have known the way were the Dúnedain themselves, if one happened to be in Bree at that moment.

Why necessarily meeting them in Bree?

Supposing he continued by following Mitheitheil's stream to the Last Bridge,that brings him rather close to Weathertop.Since it was a Ranger's point of frequent visit
and after the encounter with the Nazgul and news of the flashes coming out from its top,they must have been at least curious about the area.So,it seems quite possible there were some around when Boromir showed up.