The Painted Lady

rock ‘n’ roll burlesque bar

218 Ossington Ave • Toronto Ontario

Open 8 days a week

12 noon to 2am … or later

Fully Stocked Bar

Live Music every single day

A circular logo for The Painted Lady in Toronto, established in 2008, featuring a vintage pin-up style woman sitting among flowers, with text indicating offerings such as burgers, ques, live music, great food, and bar.

☕️🍸 OPEN FROM NOON TILL THE WEE HOURS

*** DAILY HAPPY HOUR @ THE LADY 🍸☕️ NOON–6PM • Every. Single. Day. Sip, snack, and stay awhile — with organic coffee, craft cocktails, and high-speed internet day or night. Whether you’re working, vibing, or just unwinding, The Painted Lady’s the perfect spot to plug in or chill out. ✨

EVENTS

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EVENTS *

Featured
The After Show
Jan 6
The After Show

11pm til LATE

WINESDAY Happy Hour with Jesse Whiteley
Jan 7
WINESDAY Happy Hour with Jesse Whiteley

6pm-9pm

$5 Glasses of wine

Scone Age Thursdays
Jan 8
Scone Age Thursdays

$10 / 10pm

Noise Hotel & Redhed
Jan 9
Noise Hotel & Redhed

6:30pm

$10 +FEES or $15 ATD TICKETS HERE

Community Piano Jam
Jan 10
Community Piano Jam

3PM-5PM
FREE EVENT

Grey Swans Saturdays
Jan 10
Grey Swans Saturdays

⏰ DOORS: 6:30 PM


🎟 $20 ATD / PWYC


Jukebox Jordo
Jan 11
Jukebox Jordo

7:30 PM • Pay What You Can ($15 suggested)

Sing-a-long w/ Svetty Karaoke
Jan 11
Sing-a-long w/ Svetty Karaoke

10PM till LATE

FREE EVENT

Open Mic Mondays w/Kunle
Jan 12
Open Mic Mondays w/Kunle

8pm SIGN UP

Everyone Welcome!

The After Show
Jan 13
The After Show

11pm til LATE

WINESDAY Happy Hour with Heidi Savoie
Jan 14
WINESDAY Happy Hour with Heidi Savoie
Paul Blackman and the Youngest Sons, and international touring act Alex Flett
Jan 16
Paul Blackman and the Youngest Sons, and international touring act Alex Flett

$15 | 6:30pm

Community Piano Jam
Jan 17
Community Piano Jam

3PM-5PM
FREE EVENT

Back To My Roots
Jan 18
Back To My Roots

$10 ADV | $15 ATD

TICKETS HERE

2:30pm

Sing-a-long w/ Svetty Karaoke
Jan 18
Sing-a-long w/ Svetty Karaoke

10PM till LATE

FREE EVENT

SOCIALS

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SOCIALS *

View fullsize ✨ THIS WEEK AT THE LADY JANUARY 5–11 ✨ Check back daily for surprises 👀🎁 🎟️ Tickets & full details — link in bio 🍸 Happy Hour daily • 3–7PM MONDAY • JANUARY 5 🎤 Open Mic • 8PM @openmicmonday Hosted by @ku
View fullsize 🎤 10:00 PM till LATE — Sing•A•Long with Svetlana Konswallow Karaoke @theladykonswallow is back to turn the mic into magic. You don’t have to sing well to SLAY karaoke — just bring the chaos, the laughter, and your best (
View fullsize The floor comes alive at 10PM — and it doesn’t stop till late 🎶 🎧 @_tdesu on decks spinning feel-good beats all night long ✨ @starlottesatine brings the spark from the bartop 🍸 Vibe, move, and make your Saturday count! $10 | $10
View fullsize 🎹  3–5 PM — Community Piano Jam ✨ Hosted by Windsor Johnson @windsor_johnson ✨ All skill levels welcome ✨ Gorgeous Yamaha U3 waiting in the window ✨ Good vibes + live energy Come play, sing, or just hang — Let’s t
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View fullsize ✨🎉 NEW YEAR’S EVE • DANCE INTO 2025 🎉✨ 🖤 FREE EVENT • OPEN TO DANCE 🖤 Incredibly, NYE falls on a Wednesday this year… and you know what that means 👀 The Future Underground presents a SPECIAL EDITION of: @kinetic.to 🔥 KI
View fullsize Hey friends 💛 January’s got room — let’s build something great together ✨ Limited availability for shows & events 🎸🎧🎤 Submit via our website — link in bio 🔗
View fullsize ✨ THIS WEEK AT THE LADY December 29 – January 4 ✨ Check back daily for surprises 👀🎁 🎟️ Tickets & full details — link in bio 🍸 Happy Hour daily • 3–7PM MONDAY • DEC 29 🎤 Open Mic • 8PM @openmicmonday Hoste
View fullsize SOUL Sunday Party w/ DJ Amoney + Rubie Magnitude — @rubiemagnitude @djamoney Tap your foot, roll your shoulders, an’ shake ya head to sweet soul, deep funk, rare grooves, and smooth mixes by guest DJs Fill your tummies with FREE soul FO
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View fullsize 🎹 TODAY! 3–5 PM — Community Piano Jam ✨ Hosted by Meher Steingberg @mehersteinberg ✨ All skill levels welcome ✨ Gorgeous Yamaha U3 waiting in the window ✨ Good vibes + live energy Come play, sing, or just hang — Let’s turn S
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View fullsize Celebrate Christmas Eve with us tonight at 8 PM! 🎄✨ Whether you’re toasting the holiday 🥂, winding down 🍸, or just looking for good company 🧑‍🎄, our bar is the perfect place to add some festive cheer 🎅. Enjoy holiday drinks 🍹, great
View fullsize ✨🎄 THIS WEEK AT THE LADY • December 22–28 🎄✨ Check back daily — new surprises & updates 👀🎁 🎟️ Advance tickets & full details on our website — link in bio 🍸 Happy Hour • Daily • 3–7PM 🥂 MONDAY &
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View fullsize Jack Walker is a folk singer/songwriter whose music blends thoughtful lyrics with warm catchy melodies. Known for his intimate performances and community-minded shows, Jack has spent years building a reputation for honest songs and a quietly engaging
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View fullsize 🦢 Grey Swan Saturdays • 7PM — @kateymorley @greyswansmusic @lex_thirteen
View fullsize 🎹 3–5 PM — Community Piano Jam ✨ Hosted by Adam Dilouya @adam_dilouya ✨ All skill levels welcome ✨ Gorgeous Yamaha U3 waiting in the window ✨ Good vibes + live energy Come play, sing, or just hang — Let’s turn Saturday afte
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OUT AND ABOUT AT THE PAINTED LADY

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OUT AND ABOUT AT THE PAINTED LADY *

Our Community!

Two women singing into microphones on a dark stage, illuminated by colorful stage lights.
Nicky Potter with Gordon Lightfoot
A woman dressed in a feathered costume and feathered headpiece inside a dimly lit bar or nightclub, with framed artwork on a brick wall behind her and a chandelier hanging from the ceiling.
A promotional poster for an open mic night featuring a painted lady butterfly and text details including date, host, location, and sign-up time.
People dancing and socializing in a nightclub with colorful lighting, alongside a DJ using a laptop and equipment.
Kiefer Sutherland and his band
Sam with Lady Gaga's Band
Flyer for a community piano jam event with a background of a piano keyboard and sheet music. The event is open to all and takes place on Saturdays from 3 pm to 5 pm at The Painted Lady, 218 Ossington.
A detailed illustration of a red rose with green leaves and a bud, with the words 'LOVE' in the top left and 'JOIN THE REVOLUTION' in bold text at the bottom.
A woman in a bar dressed in a burlesque style costume with a large red feathered headdress, fishnet stockings, and pasties, smiling at the camera. The bar is lit with warm orange and yellow lights, with shelves of liquor bottles and a couple of peopl
Promotional poster for Grey Swans, Second Saturdays at The Painted Lady, 7-9 PM, featuring illustrated black swallows on snow-covered branches with a pink circle background and black and white trees.
A performer singing into a microphone while playing an electric guitar on stage. The performer has short hair and is wearing a sleeveless patterned top and jewelry. Behind them, a sign reads "The Painted Lady" in red and orange letters, and colorful
A black and white photo of a music performance in a dimly lit venue. There are two people on stage, one holding a guitar, with bright lights shining behind them. In the foreground, a drum set is visible.
Davide DiRenzo with Mark Lalama and Rick Moore
A person dancing on a stage with a digital backdrop that displays the word 'Kinetic' and various geometric patterns, with a DJ performing in the background.
Alysha Brilla and Lisa
Event poster for Free Range music showcase, featuring a performer on stage with a colorful costume and an audience, with the background sign reading "The Painted Lady."
Four smiling adults, three women and one man, pose closely together in a bar with colorful neon lighting, brick walls, framed pictures, and a chalkboard menu in the background.
A collage of nine black and white photos of a woman singing into a microphone, wearing a patterned dress, with colorful paint strokes and the words "sing along with Shetana Kongsawall" and "karaoke".
Two women singing and playing guitar on stage with warm orange lighting.
A black and white collage featuring five women in various poses, with the words 'BART BURETQUE' vertically aligned along the right and bottom. There is a circular logo at the bottom center reading 'FRI & SAT NIGHT' and 'The Painted Lady'.
Logo with the word 'KINETIC' and a stylized globe or sphere in the background, featuring geometric shapes and abstract lines.
Woman taking a selfie in a mirror, wearing red and black lace lingerie, with red hair and a red feathered headpiece, holding a phone in her right hand, touching her face with her left hand.
PA%2Band%2BBubba.jpg
A woman with long brown hair playing a grand piano decorated with colorful lights, singing into a microphone, in an indoor venue with neon lighting.
A woman in a red and black outfit performing a split on a stage with musical instruments in the background, neon pink lights, and a sign that reads 'Tainted Lady'.
A group of people gathered in a dimly lit room, smiling and celebrating, with some holding drinks. The atmosphere appears festive and joyful.
neon signs reading "Friday Night," "Saturday Night," and "Dance Party" with black and white photos of people dancing and playing drums at a party, and a circular logo with "The Painted Lady," "10:30 PM," and event details.
Retro-style poster advertising Soul Sunday music event with vinyl records and a skillet, promoting soulful grooves and sound sets at 218 Ossington Ave.
A woman with dark hair and bangs playing an acoustic guitar on stage with red curtains behind her.
Black and white photo of person playing piano, with hands on keys, reflection of sky and trees on the piano's surface.