Church Street Caper

Church Street Caper!

…a scavenger hunt through the history, culture and colour of the Church and Wellesley neighbourhood.

Wood street sign

Walk in the footsteps of scandalous public officials, pioneers of the 1790s and the 1970s, artists, dancers, gambling kingpins, hockey legends, and of course queens, fairies and riot grrls. Find hidden places, secret stories, and maybe even a ghost or two on this exciting scavenger hunt through old Molly Wood’s Bush.

You will discover:

  • the birthplace of Canada’s first gay village with history stretching back to Alexander “Molly” Wood who owned the land from the 1790s.
  • one of Toronto’s founding fathers who like to dip into colonial coffers
  • the place where Oscar Wilde lectured in a Toronto garden
  • the venue where Elvis, Winston Churchill, Muhammad Ali and ABBA all took the stage (sadly, not at the same time)
  • locations from the television show Queer as Folk
  • a Moonstruck pooch with a fountain of his own
  • and most outrageous and unbelievable of all, the place where the Toronto Maple Leafs won the Stanley Cup – 11 times.

On an Urban Capers Scavenger Hunt, you are collecting answers to tricky questions rather than physical objects. Teams of two to six people compete over the course of two hours. The questions take you all over the neighbourhood, so bring out your sequin running shoes.


July 2015

Sunday July 26th, 1-3:30 pm


August 2015

Sunday August 2nd, 1-3:30 pm

Sunday August 16th, 1-3:30 pm


Practical Details

Hunts take two hours, with some additional time beforehand for waiver-signing and instructions and afterwards for tallying the scores, for a total of 2 1/2 hours. Bonus points are given for most creative and clever team name, so start thinking!

This hunt takes place entirely outdoors, rain or shine. Please come prepared with a water bottle and comfortable shoes. You’ll be covering a lot of territory.



Are there ID requirements or an age limit to enter the event?

Our scavenger hunts are designed for adults. Some of the clues and references will be over kids’ heads and they can get frustrated. Participants as young as 11 have taken part with their parents and had a great time so at the end of the day, it is up to the parent / grandparent / guardian / cool aunt or uncle.

Where can I contact the organizer with any questions?

If you would like to get in touch, please send an email to or call Jodi Sinden at 416 895-2378.

Do I have to bring my printed ticket to the event?

No, there will be a sign-in sheet for those registered. If you are transferring your ticket to another person, they must bring your ticket.