YOU SAID:
The headmaster asked Mr Wilson to tell the students that they would have a day off.
INTO JAPANESE
校長はウィルソン氏に学生に休みをとるように言うように頼みました。
BACK INTO ENGLISH
The principal asked Wilson to tell the students to take a break.
INTO JAPANESE
校長は生徒に休憩を取るように言うようにウィルソンに頼みました。
BACK INTO ENGLISH
The principal asked Wilson to tell the students to take a break.
That didn't even make that much sense in English.