1- In a dream, to be taking part in a raffle can indicate a need to win or come out on top. “I’his is not necessarily, however, by our own efforts, but more by luck.
To be selling raffle tickets would indicate our need to help others, whereas to be setting up a raffle suggests a group activity in which everyone can gain.
2- Although gambling may not be acceptable in the dreamer’s normal code of behaviour, because a raffle is also a charitable act, it may, in dreams, be representative of quietening the dreamer’s conscience at having taken a risk.
3- Spiritually, a raffle can symbolise our need to be charitable. However, we are also recognising the various risks involved, such as vulnerability and reliance. There is an element of having to rely on fate.... Ten Thousand Dream Dictionary
Dreams of a raffle signify that you are taking your chances in life, perhaps feeling like your good luck is a matter of chance. Your dream is giving you the message to recognize that you are already a winner. See Gamble.... Strangest Dream Explanations