Audra Santa, Alissa Vox Raw, DJ Valerie Dour
Apr 25 @ 9:00 pm – Apr 26 @ 1:00 am

Audra Santa and live looping artist Alissa Vox Raw come together for one fateful night at The Painted Lady. What better place to play host to these two sultry women stepping into their power. Join them for an evening of live music followed by a DJ set from Valerie Dour. 

Dear Father Tour for Mental Health
Apr 26 @ 6:00 pm – 9:00 pm

Cats Cove Media Presents:
Dear Father’s Tour For Mental Health
All Profits donated to The Canadian Mental Health Association .
Dear Father
Tim Collins
Alex Southey

Apr 26 @ 10:00 pm – Apr 27 @ 2:00 am

Kick off your weekend with our #GetFunkdFriday featuring a rotating cast of fabulous burlesque performers on our bartop to tease and tantalize! Remember lovers, tipping is sexy.

Our very own SOUL SONIC sensation DJ NV or Juno nominated DJ Adverb are on the 1’s and 2’s all night keeping you grooving on the dance floor and screaming for more.

10pm | $5 after 11pm | Last Call 2am

Come Early, Stay Late. Shine On.

Gavin McLeod – The Hollow EP Release
Apr 27 @ 6:00 pm – 9:00 pm

Come celebrate the release of Gavin McLeod’s debut EP at the Painted Lady in Toronto. Recently returned from their performance at the International Blues Challenge in Memphis Tennessee, Gavin and his band will be playing all of the new stuff, old stuff, and everything in between. Come for a night of music, dancing, CD’s, shirts, special guests and all the rest!

A PAINTED LADY Saturday Night!
Apr 27 @ 10:00 pm – Apr 28 @ 2:00 am

Make your weekend sensational with our sexy Saturday night parties! We feature a rotating cast of beautiful burlesque performers who put the ass in ‘Sass’ up on our bartop! Plus! Amazing DJ’s to keep your feet on fire aaalll night.

Shimmy, shake, bump and quake!
Remember rock stars, tipping is sexy!

10pm | $5 after 11pm | Last Call 2am
Come Early, Stay Late.

Hollow Twin, Shawn William Clarke, Claire Coupland
Apr 28 @ 6:00 pm – 9:00 pm

Hollow Twin from BC brings a moody, soulful, poignant and haunting set. Shawn Clarke is a folk singer/ songwriter from Toronto with a goal to simplify music and melodies, bringing the subjects of his lyrics to the foreground. Claire Coupland’s voice can silence a room; or pull audiences into exciting head bobbing, high energy belting and strumming renditions.

BL Monday: Addressing the Elephants
Apr 29 @ 5:00 pm – 7:30 pm

Canadian Artist: Plight, Flight, Fight.
Dissecting the topic of ART from 4 different points of view. Panel details coming soon.

Join us on April 29th 2019 from 5pm-7:30pm at The Painted Lady (218 Ossington), with the panel discussion beginning at 6pm-7pm followed by a Q & A session.

Focused, Ashley Gilmore, Naranie and Nothing Man
May 1 @ 9:00 pm – May 2 @ 1:00 am

Join us for a killer lineup of blues, funk, rap and hip hop jams featuring Focused, Ashley Gilmore, Naranie and Nothing Man.

Bredren with DJ Chocolate
May 2 @ 9:30 pm – 11:30 pm

Join us for a night of classic dub and reggae!


We’ve shot 20 episodes featuring a new, up+coming musical artist each episode. These artists have performed here at our OPEN MIC MONDAYS at The Painted Lady. Each of these artists is unique and deserving of your attention, and each showcases...
  CMW DISCOVERY SERIES 2018: “Our focus with ‘The Discovery Series’ has always been on songs, first and foremost. And second to that would be the spotlight – that is, whether the artist is ready for it… That’s a lot right there in those two things.” ~ Music + Sound, The Painted Lady...
  CMW DISCOVERY SERIES 2018: “Our focus with ‘The Discovery Series’ has always been on songs, first and foremost. And second to that would be the spotlight – that is, whether the artist is ready for it… That’s a lot right there in those two things.”  ~ Music + Sound,...
  “This is will be one f’n INTENSE night of OFF-THE-HOOK live music. Seriously.” ~ Music + Sound, The Painted Lady ~   The Painted Lady and CMW are officially partnered once again to bring you the 2018 Discovery Series....
We’ve been doing full 32 channel multitrack recording for some time now. We have the ability to record every show, every single night to industry standards. As well, we are filming artists and bands verite-style here at “The Lady”, along...
  The HOTTEST ticket in Toronto TONIGHT!  Tuesday, September 5th 2017! LAL // Jonny Goood & The Triple O’s // Dammien Alexander Doors 8:45, Music 9:30   JONNY GOOOD & THE TRIPLE O’s “Bass-Hop” (classic rock & roll/funk meets rap...
We are told over and over that The Painted Lady has an ultra warm, super unique, electrically-charged vibe about her, and that she makes people feel sooooo good! All great things to hear. Thank you all for the kind words. We Rock’n’Roll ...
Started in 2000, N.O.A.H. helps take care of kids who’s parents have died of AIDS. Food, shelter, clothing, toys, books, schooling, community support, and above all, love, are all areas that are addressed. In 2004, Nicky and Sam, the proprietors...
  • Painted Lady Td Jazz Festival
TD JAZZ FESTIVAL With the right time – the late night/early morning magic hours –  and with fine players in the room, often reconnecting after months or years, or meeting for the 1st time, you can bet on conviviality, and...