Here is the full list of all 20 Poker Night at the Inventory achievements. It takes around 20-25 hours to unlock all of the achievements on Windows.
Knock out Tycho after he's bought in with his special item.
Knock out Max after he's bought in with his special item.
Knock out The Heavy after he's bought in with his special item.
Win a full game.
Knock out Strong Bad after he's bought in with his special item.
Win a showdown with just a high card.
Win a hand with a Straight.
Check a pat hand.
Win consecutive all-ins.
Win 12 or more hands.
Win three straight pots.
Win a hand with a 6 card and a 9 card of any suit.
Win a pot with two or more opponents when you are all in.
Win a showdown where you and the opponent have same hand (pair or better) and you have a better kicker.
Win a game on hard.
Win a hand with a Flush.
Win a hand with a Straight Flush.
Win a hand with Four of a Kind.
Win a hand with a Full House.
Win a hand when you have three of a kind comprised of three kings (of any suit).