Of the listed games, unless I'm playing with a 5-year old, I'd go with Trivial Pursuit. It can be played in a relatively short amount of time and I enjoy trivia. Plus, I can't draw and I hate monopoly (TAKES FOREVER). If I am playing with a 5-year old, I'm going with checkers (I thought candyland sucked even when I was a kid).
Couple of my current favorites not listed:
Ticket to Ride - fun game, good for kids (not extremely young kids, but 8-9+ age kids). Easy to setup and play quickly. You can buy additional maps (Europe, Asia, India) to vary gameplay.
Pandemic - fun cooperative game for family/gaming groups who tend to get overly competitive. Scaling difficulty is a plus
Dominion - not technically a board game, as there is no board (card game), but I'm putting it here anyway. It seems complicated on first setup, but a round or two into your first game and you'll catch on quickly. Lot of fun and options with expansions that can add to the fun.
These all have one thing in common; they can all be easily played in less than an hour. While I appreciate that some folks love 4hour long marathon games, I just start to lose interest in most games around the two hour mark. In most cases I'd much rather play three 1-hour games than one 3-hour game.