The charges stem from a report by a New Canaan High School football player claiming someone urinated on team equipment and took a backpack containing $20 during the game. New Canaan's players were using the DHS girls' locker room during the game.
Police arrested Michael Klein, 21, of 19 Salt Box Lane; Gregory Klein, 21, of 19 Salt Box Lane; Kevin Green, 22, of 30 Lynn Court; William Canning, 21, of 12 Edgehill Road; and Rocco Colandro, 21, of 66 Hoyclo Road, Stamford, on charges of third-degree conspiracy to commit criminal mischief, third-degree criminal mischief and second-degree criminal trespass.
Michael Klein was also arrested on a charge of sixth-degree larceny.
Evonne Klein's husband, Randy, is the chairman of the Darien Democratic Town Committee.
DHS Athletic Director Mike Sullivan said as soon as school officials learned of the incident, they conducted an investigation, which included reviewing surveillance tapes from throughout the day. He said once they determined that current DHS students were not involved, the surveillance tapes were turned over to the Darien Police Department.
"Considering the severity of the incident we felt it was appropriate to turn the investigation over to the police," Sullivan said in November.
Sullivan called the incident "an unfortunate and despicable event."
"Beyond that event it was a great game played by both teams, we had a big crowed, and it was a great day," Sullivan said. "It was unfortunate that an incident like that took away from the day."
Last year, a fight at an underage drinking party the Friday before the annual game hospitalized one Darien student and resulted in criminal charges against another. That student and a teammate were suspended from playing in the 2011 Turkey Bowl.
In 2010, the entrance way to New Canaan's Dunning Stadium was defaced with royal blue graffiti that read "D." The door handles to the school were also defaced in an oil-based blue paint.
The Darien Police worked with school officials in reviewing surveillance tapes and identified five former Darien High School students entering the female locker room.
The five men were released on promises to appear in court on Jan. 7.