Shows

~ SHOWS ~

 

Apr
12
Sat
Community Piano Jam
Apr 12 @ 3:00 pm – 5:00 pm
Happy Hour: Trashy Sangria $10 // Bucket of Sol $30
Apr 12 @ 3:00 pm – 5:00 pm
GREY SWANS with Zoe Thiessen and Jessica Stuart
Apr 12 @ 6:30 pm – 9:00 pm

🦢🦢🦢🦢 GREY SWANS SATURDAYS!

Start your Saturday right with Grey Swans (@greyswansmusic), an indie-folk duo featuring Katey Morley & Steve York, joined by honorary Swan Zoe Theissen for a night of intimate harmonies and timeless tunes.

⏰ DOORS: 6:30 PM
🎟 $10 ATD / PWYC
📍 The Painted Lady

Don’t miss this magical night of music on the Ossington strip! ✨

PULL UP w/ Adverb & special guest w/ Starlotte Satine
Apr 12 @ 10:00 pm
Apr
13
Sun
Happy Hour: Trashy Sangria $10 // Bucket of Sol $30
Apr 13 @ 3:00 pm – 6:00 pm
Departure DISCOVERY SERIES Propter Hawk, Janiah Hines Brown, Flo Olavarria, Natasha Fisher
Apr 13 @ 8:00 pm

The 2025 Discovery Series, presented in partnership with The Departure Festival, features two exclusive showcases—April 6 and April 13! Showcasing the hottest emerging talents from the GTA and beyond, this series offers a platform for rising artists to shine and make their mark ahead of Departures 2025.

April 13 Lineup: Propter Hawk, Janiah, Natasha Fisher and Flo Olavarria.

Don’t miss an unforgettable night of live music, community, and pure entertainment. Tickets are just $10 in advance or $15 at the door. Doors open at 8:00 PM, with music starting at 8:30 PM. Be part of something special—join us for The Discovery Series and experience the future of music!

https://www.eventbrite.ca/e/1279895484849?aff=oddtdtcreator

Flo Olavarria is a pop-rock artist, songwriter and producer who brings sharp pop sensibility and captivating performances to every stage. Praised by Rolling Stone for her “Avril Lavigne punkish sneer,” she blends vulnerability with attitude. She’s performed with David Foster, at the Festival of Friends, and frequently performs around the GTA. @flo_olavarria

Janiah Hines Brown is a 22-year-old Canadian/Jamaican pop-alternative artist from Mississauga. Known for her angelic yet powerful voice, she blends raw emotion with infectious melodies. A passionate mental health advocate, she captivates audiences at major events and local venues, steadily making her mark in the Toronto music scene. @janiahhinesbrown

Apr
14
Mon
Happy Hour OSP tall can with a Shot of Jamo $10
Apr 14 @ 5:00 pm – 7:00 pm
OPEN MIC MONDAYS!
Apr 14 @ 8:00 pm – Apr 15 @ 1:00 am

Join us every Monday for our Open Mic!

Hosted by the one and only ever-so-talented Kunle.

We supply a full back line, a spectacular sounding room with a lush fingerprint and a FOH engineer.

Weekly Showcase! Each week a new feature artist graces the stage at the beginning of the night, dm our Instagram page @openmicmonday if you want to be one of them!

Sign up @ 8pm (no online sign up available)

Feature artist @ 8:15-9

Open Mic @ 9pm

Nearly 17  years strong, we produce one the best Open Mics in all of Canada – thanks to ALL involved!

  • Every Monday like clockwork! Including Holiday Mondays 🙂
  • 2 songs per performerAll Genres.
  • Full backline provided: Sonor drums, Traynor Tube guitar amp, MarkBass cabinet with GK 500W ultralight legacy bass amp head, full 88 semi weighted-key Roland keyboard, Roland cube amp, Fender Stratocaster, and more…
  • Truly great sounding room run by professional F.O.H Engineers.
  • We accommodate single performers to full, multi-piece bands.

OPEN MIC MONDAYS here at ‘THE LADY’ begins with a Feature Performer on stage right at 8:15pm, Open Micers on stage from 9pm ….. we move through the sign up list, also encouraging collaborations and jams to artists open to that, in between, and after …. and, whether playing or listening….. it’s also FUN!

 

 

Apr
15
Tue
Happy Hour Beer Cocktail: Imperial Royale $10
Apr 15 @ 5:00 pm – 7:00 pm
Castle Black, Hysterics, Second Wife
Apr 15 @ 8:00 pm

CastleBlack comes to town for a night of raucous rock with Second Wife and Hysterics at The Painted Lady. 8 pm, $15, three excellent bands whom you don’t want to miss.

Castle Black is an ever-evolving thunderstorm of sound on a backdrop of addictive hooks and edgy soundscapes. Described as drawing from punk, post-punk, grunge, alternative and new wave, Castle Black defies the average rock genre. Castle Black is a “reminder of what dominating guitar riffs,melodic basslines, booming drums, and a powerful singer with rock prowess cando.”  (Subversive Zine)

Second Wife: Second Wife is a Toronto trio playing dirty synth punk with sexy gothic dance beats and riot grrrl vocals.

Hysterics: Raw, relentless, and unapologetically loud, Hysterics is a Newmarket, Ontario based punk rock band delivering high-energy, in-your-face anthems packed with grit and attitude. Blending the urgency of classic punk with a modern edge, the band has carved outa space in the Southern Ontario punk scene with their fierce live shows and hard-hitting sound.

2020 Fall / Winter Hours: Noon – 11pm...
Take away frosty cold beer, booze, popular coolers, organic freshly-squeezed juices, and delicious food to go along with it all! Stop by our new Tiki Hut facade and say “Aloha!”......
The Painted Lady’s NEW YEAR’S EVE PARTY! Tuesday, December 31st 2019 THIS IS 2020! * SEXY-HOT! MUSIC! * * HOT! SEXY! BARTOP BURLESQUE! * * JUNO WINNING DJ + SPECIAL......
Toronto Fringe Festival here at The Painted Lady JULY 3rd to 14th, 2019!...
We’ve shot 20 episodes featuring a new, up+coming musical artist each episode. These artists have performed here as special features during our OPEN MIC MONDAYS. Each of these artists 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......
  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......
  “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......
We’ve been doing a 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......