Ossington, 218 Ossington Ave

The Painted Lady

The Painted Lady is a live music bar at 218 Ossington Avenue, open seven days a week. The weekly calendar includes Open Mic Mondays, live bands and showcases, Sunday karaoke and burlesque, with DJ dance parties on Friday and Saturday nights. The bar pours cocktails, whisky, wine and 16 draught taps and serves nachos and bar food. Many weeknight events are free, and show listings are posted on the venue's website.

Live music Hip-hop

Open. Checked Oct 12, 2026.

Website

Photo: The Painted Lady

Photos from The Painted Lady’s own website. Source

Nights at The Painted Lady

All events

No nights listed yet.

When the venue or a promoter publishes a night on Tonightlife it appears here with the price. List one.

Know before you go

Hours: Mon, Tue, Wed and Thu, 6 p.m. to 2 a.m.; Fri, 5 p.m. to 2 a.m.; Sat and Sun, 2 p.m. to 2 a.m.; checked Oct 2026, source: https://www.thepaintedlady.ca/contact-us

Not confirmed with The Painted Lady yet: age, dress code, cover and table minimums. We publish them once the venue confirms.

218 Ossington Ave, Toronto

Directions Uber

Checked by Tonightlife, Oct 12, 2026.

Questions

Where is The Painted Lady?

It is at 218 Ossington Avenue, on the Ossington strip between Queen Street West and Dundas Street West.

What nights have live music?

There is programming every night: Open Mic Mondays, live bands and showcases during the week, karaoke on Sundays, and DJ dance parties on Friday and Saturday.

Where are show listings posted?

On the Shows page of the venue's website. The bar says its Instagram account was shut down in September 2026 and it is posting on X for now.