Serving The Annex since 1983

It all started in 1983 when Dave and Isabel decided to open a small bar in the basement of 14 Madison Avenue. Then over the years we grew, and grew some more; now we occupy 3 Victorian mansions with several bars and multiple patios, all interconnected. But the main thing that makes The Madison so incredible are our amazing customers who have been coming back to The Maddy for almost 40 years.

More than just a pub—The Maddy is a Toronto tradition.

Housed in a historic Victorian mansion, we’ve been part of the city’s social fabric for decades. Whether you’re here for the live piano, a cold local pint, or just catching up on the patio, The Maddy has always been about good times and real connections.

We keep things simple: laid-back atmosphere, hearty homemade food, and room for everyone at the table. From regulars to first-timers, you’re always welcome here.