- Awesome Music: The music in this series is very beautiful and sets the mood of the game very well. The Collectors Edition of Dark Flight actually allows you to listen to the soundtrack on its own.
- Funny Moments: In The Painted Tower, when you're helping the magicians set up the play, at one point you have to set up the hero with three items so that the play will be a success. Giving him the wrong items can get frustrating, but at the same time it's quite funny. Have him draw the sword against the princess. Go on, do it.
- Heartwarming Moments:
- In Dark Flight, when Iris asks you to heal Franklin.
- The Kite Boy leaves you a written message on a wall thanking you for repairing his kite.
- Nightmare Fuel: The Kite Boy and the old man who lives in the house in one of the paintings in Drawn: Dark Flight. The characters themselves are very benevolent, but before you realize that, simply seeing them is rather unsettling.
- Tastes Like Diabetes: Several of Iris's and the boy's painted worlds clearly were this, at least until the villains took over. The mural in the children's area of the Library and the Garden world are particularly saccharine.
- Tear Jerker:
- Right after you complete the play in The Painted Tower, the tower's gradual collapsing causes that particular painting to be destroyed, so that you can't visit it again and the delightful characters inside are possibly lost forever.
- Franklin's statue breaking in Dark Flight. He can still be saved and it doesn't affect how helpful he is in the slightest, but it was rather upsetting anyway.