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