I'm going against the grain here.
I don't recommend too many layers because that ends up being more clothes to carry around in the parks and to pack.
I know of some people that wear pants, t-shirt, long sleeve shirt, and a jacket in the morning and then pack a pair of shorts and literally change into shorts and shed all the layers and then put them all back on again. Seems excessive to me.
Here's what I do in the winter months.... At home I will set out pants, capris, and shorts and then monitor the weather. The night before I will decide how much of each to bring and which day I will wear which depending on the highs and lows. For tops I stick to t-shirts. I then bring a lighter jacket and a heavier jacket wearing the heavier jacket through the airport since I'm already leaving from a cold area in the winter.
This year I'm going December 7-11 and unless the temps look exceptionally warm or exceptionally cold my plan is leggings/capris, t-shirts, a light jacket and a heavier jacket just in case.