I would suggest Quiplash as a possible game for Game Night. It's not a free game, but it's only $10 and only the host needs to own a copy. All everyone else needs to play is to enter the room code on Jackbox's website on whatever you're planning to use as your "controller". Pretty much anything with access to the internet(computer, smartphone, tablet, etc.) can be used to play.
It is a 3 to 8 player game, the players have to join before the game starts and everyone who joins after the eighth player(or after the game starts, whichever comes first) is part of the audience, which can contain up to 10000 people.
The game randomly assigns a question to a pair of two random players from the group. Each player answers this question in whatever way they want: funny, true, clever, etc. Then after everyone answers their questions the game asks the other players and the spectators to vote for their favourite answers between the two given to each question. Both the players get points based on what percentage of the total votes they received and the winner gets bonus points.
The third and final round has a twist: every player has to submit an answer to the same question and it is the only question asked.
The player who accumulates the most points by the end of the game is the winner.
The problem with this game is that it's designed to be played either in the same room or on a livestream. When the game asks the players and audience to vote, the only thing that'll show up on their screens will be the answers, the actual question only shows up on the hosts' screen. Either Skype, or a livestreaming site(or whatever alternatives are available), would be required in order to actually play the game.
So, yeah. It'll likely be a pain in the ass to set up, but it's a fun game and I hope we get to play this at some point.