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.
Knock out Strong Bad after he's bought in with his special item.
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 a game on hard.
Win 12 or more hands.
Win a hand with a 6 card and a 9 card of any suit.
Win consecutive all-ins.
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.
Knock out Tycho after he's bought in with his special item.
Check a pat hand.
Win a pot with two or more opponents when you are all in.
Win a hand with a Flush.
Win three straight pots.
Win a full game.
Win a showdown with just a high card.
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 Full House.
Win a hand with a Straight.