I know our son likes to connect with me and/or dh just before bed. He likes to talk, talk, talk. But, when he lies down and
stops moving he just instantly falls asleep (5-10 minutes). So, we create the space for the connection and talking while he is lying down, with the lights out. We have a favorite "bedtime" DVD on also. And the myriad of stimulation helps him to focus on the connection and he relaxes and boom, he is asleep. I also have a lullabye which I still sing to him at night. (he turns 9 in two weeks

) That is another way we connect while he is lying in bed. Then he just relaxes into the familiar and the peaceful and the connection with my full attention.
But, *I* have to initiate the routine. If I stay up waiting for ds to wind down, it never seems to happen. Exactly the opposite, in fact. He
winds up to keep himself awake, in spite of being overtired. It all revolves around ME winding myself down for the night, as I start our night-time routine the process unfolds. It seems as if he is waiting for me to wind down!
I often find that my experience is a mirror of our son's experience. When I look for the reason he is "acting" some way, I can often find the trait in myself.

Pat