Upon entering the city, Saul makes his way to the gate area, the public center where residents and their leaders naturally gather [ביאור שטיינזלץ]. There, he crosses paths with a distinguished looking man and asks for directions to the seer's house, completely unaware that the man standing right in front of him is Samuel himself.
The nature of this encounter draws attention. The primary approach among commentators is that this was a straightforward meeting, with Saul simply walking up to Samuel [רד״ק, מצודת ציון, ביאור שטיינזלץ]. The act of approaching is understood as a simple coming together or a chance encounter along the way [רש״י, מצודת דוד]. However, another perspective suggests a deeper layer of divine providence at play. According to this view, the meeting was highly intentional. Samuel had specifically changed his route to head toward the gate just to meet Saul. Because of this guided timing, Samuel happened to be the very first person Saul saw upon arriving, prompting Saul to walk right up to him and ask for the seer's location [מלבי״ם].
Saul's innocent question about the seer sets the stage for a significant spiritual lesson. The [אברבנאל] cites a Midrash regarding the continuation of this conversation. When Samuel eventually answers by claiming the title of the seer for himself, God is displeased with him for boasting. This moment of pride carries consequences later in Samuel's life. When he is sent to anoint David and mistakenly assumes David's older brother Eliab is the chosen one based purely on his impressive physical appearance, God rebukes Samuel. God reminds him that he is not truly a seer, because while humans look at outward appearances, God alone truly sees into a person's heart.