| Hint | Answer |
| The finance minister of Canada, who is also the MP for Whitby | |
| Secret spy training facility used during WWII | |
| The 4th most winningest coach in NHL history | |
| Rapper, with famous songs like 'Crabbukit' and 'Man I Used to Be' | |
| The street name for Highway 12 | |
| Current Mayor | |
| NHL defenceman - Two-time Stanley Cup Champion and Olympic Gold Medalist | |
| Whitby's 6 pad ice rink | |
| Whitby's 24 screen movie theatre | |
| Whitby's biggest baseball fan, usually spotted at Peel Park | |
| Writer of the Hardy Boys novels | |
| Progressive metalcore band with songs 'Bloodmeat' and 'Blindfolds Aside' | |
| Current Dallas Stars General Manager; three-time Stanley Cup champion and Olympic Gold medalist | |
| Deceased WWE wrestler; real name is Andrew Martin | |
| All-female private school | |
| Location of the Billy Talent music video 'Try Honesty' | |
| Dallas Stars forward; former Team Canada World Junior gold medalist | |