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