This occurs in
Part III, Chapter 3: The Plan. This is the chapter where you can play as Harry, Kurt and the cat in the German village near Kurt's home.
Select Harry and you will start at a long pathway with stalls on the left in front of you. Go forward, past the stalls, and continue into a large town square. The old ladies are playing cards at a table on the left hand side. You will have to interact with them twice before you can play.
By this stage of the game you should be familiar with the card game but just in case, you need to press
when two cards of the same suit are put on the table. It shouldn't be too difficult to win. Just quit and continue if you lose. The achievement will unlock when you win the game.
If you have won the previous 4 card games, you will also unlock: