I play Scrabble for blood. I also liked Boggle. The early Trivial Pursuit editions I liked a lot...the Genus version, the Silver Screen, the Vintage years (1920's-50's), the Boomer edition. Had 'em all. I somehow suspect I would not enjoy many of the later editions that would include stuff from the eighties, nineties, and up till now.
I also like Yahtzee, Wise and Otherwise ( a variation of Dictionary where players finish some obscure "wise saying" and everyone tries to guess the real one), and Cranium has been fun the few times I've played it.
I used to like some military re-enactment board games of the Avalon-Hill variation like Gettysburg and one about the War of the Roses called Kingmaker, but I haven't played them for years.
There was also a baseball game called Strat-o-matic Baseball which was very detailed and based on actual percentages of actual players. Every year, you ordered new cards of all the players on all the teams with their latest stats. You managed, made up your line-up, pulled your pitchers, picked pinch-hitters...all very complicated based on statistics and odds and rolling the dice. Larry Drake and I used to play all the time.
There was also a Sherlock Holmes game that had a booklet of mystery scenarios which you had to figure out. It could take all afternoon.
As a kid I liked Clue.
I used to like Poker until it became all about one game...Texas Hold'em.