correct spell mistake.
correct spell mistake(Java)

corrent -> correct
make question.category as enumeration
add constructor to question class
Add player class.
move some fields and methods to Player

+ isWin
+ position
+ purse
dedust

+ remove all commented codes
+ extract method for currentPlayer() in game class.
reduce duplication

extract methods
+ award()
+ round()
move penalty to Player class
separate award/penalty and nextplayer to clearify flow.
remove middle methods

The methods just forward calling.
move answer behavior to player class
change negative expression of 'notAWiner'

that caused the win check clause ridiculous.
make questions to be a Map.
move currentCategory() to player class

This seems not to be player's responsibility, but the question the
player currently holding has its category.
move roll dice to be player's responsibility

It is!
move currentCategory from player to an added class : Host
add a new class : QuestionSet

+ Host.ask(player) seems more readable.
+ QuestionSet manage its own responsiblity

----
btw, use isPlayable of Game class.
tiny change

+ extracted method : playerCount (More readable than howManyPlayer)
+ GameRunner. loop change to be while(){}
+ remove find method in Category
tiny change

make methods as private as possible.
remove isInPenalyBox()