The scene in which the characters were portrayed as rival sportsmen explores a comic side.
Stan Hallet-Pullen won an award for his role as Mercutio in a new title created by the assessors this year called "Finding New Naughty Bits in Shakespeare."
A Midsummer Nights' Dream - the Mechanicals was judged the winning 15-minute entry from Northland.
Played in the 1980s by a group of aspiring amateur thespians, the interpretation makes clever references to political issues and agendas prevalent in that era.
There was a subtle undertone coupled with a blatant slapstick rendition of a favourite comic scene. Assessor and Brisbane-based director Tama Matheson said it was the best version of that play he had ever seen.
The students received a standing ovation after being awarded the "Best Connection with the Audience" cup.
Year 13 student Tim Aitkins received the Best Individual Comic Role for playing Quince, a transgender director beset by difficulties.
"A lot of hard work has gone into preparing to compete and to actually obtaining these awards," Whangarei Boys' High School drama teacher Fiona Pope said.
The cast for both performances from Whangarei Boys' High School were Aitkins, Mills, Hallet-Pullen, Fletcher Coutts, Darcy Goodison, Jimmy Kay, Jonathan Leftley, Tamati Heke, Thomas Hayman, Robbie Mulligan and Connor McMurchy.