Yes, you would need 4 WM+'s in order to play a game that requires a controller for each of those 4 players. To my knowledge, the only game that requires this is Canoing, is it really that worth it? You can just trade around one controller for the other games that have more than two players.
If you want to play with others, you need more than one WM+. I think you're okay with two though, because some of the events you can just use the same controller as someone else when it's your turn.
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