Hi Jason,
In your first pair of photos, in the top photo (of your wife?) the skin tone seems a bit pale and washed out. So in general I like the bottom photo a bit better but then the colours of her clothing is more vibrant in the top shot.
In your second pair, I like both. They have a different flavour and mood. I wouldn't say one is better or worse, just different although the skin tone I feel is better on the lower shot for the mum and kids but not on the dad.