The Painted Lady

The Painted Lady A RockNRoll FunkNSoul BartopBurlesque DANCEHALL-SALOON! CraftBeer & Special Cocktails. Nachos & more OPEN MIC EVERY MONDAY! See Ya Soon!
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A Sexxed-Up Rock'n'Roll'n'Soul & Bartop Burlesque DANCEHALL-SALOON! AwardWinning Imported beers & WordClass, Locally-Crafted Microbrews. Mixologist-designed cocktails, fine wines, top-shelf Bourbon, Irish Whiskey, Scottish Whisky, Rum, Tequila, Vodka, Wine, and Absinthe... the real stuff. Hearty, homemade, delicious food... Gotta try our famous 'South of the Mason-Dixon Line Pulled Pork Sandwich',

and our legendary 'White Trash Nachos'...

LIVE MUSIC and/or DJs 7 nights/week! Our Signature BARTOP BURLESQUE every Weekend Fridays & Saturdays! We feature RockNRoll, Motown, Stax, Philly Soul, Funk, Disco, Glam, 70's Punk, Irish Punk, Grunge, Delta Blues, Chicago Blues, Classic Rock, Post-Punk, Heavy Metal, Hard Rock, Swing Jazz, Bebop, Big Band Jazz, Bluegrass, JazzGrass, JumpBlues, Rockabilly, Outlaw Country, Alt-Country, America/Roots, Ska, Reggae and more...

We open at 5pm every day for HAPPY HOUR(s)(5pm-9pm)!

08/21/2026

🔥 FRIDAY NIGHT AT THE PAINTED LADY 🔥

Join us at 10PM for bartop burlesque, DJs, dancing, & just the right amount of trouble. 🍸🔥featuring
🎧 DJ A-Money
💃🏼 Rubie Magnitude

🎟 $10 cover
🕙 10PM

✨ THIS WEEK AT THE LADY ✨Seven nights. One legendary little room. Absolutely no reason to behave predictably. Live music...
08/19/2026

✨ THIS WEEK AT THE LADY ✨

Seven nights. One legendary little room. Absolutely no reason to behave predictably. Live music, DJs, karaoke, cabaret, patio hangs, $5 wine, happy hour and the kind of nights that have a habit of going later than planned. 🍸🎶

Pick your night. Or pick several. We strongly support repeat visits.

☀️ HAPPY HOUR EVERY DAY
Good people. Great music. Happy prices.

📍 SUMMER HOURS
Unless otherwise stated:
Mon–Thu • 6PM–2AM+
Fri • 5PM–2AM+
Sat + Sun • 2PM–2AM+

MONDAY • AUGUST 17
🎙 Open Mic Monday • 8PM
Kunlé

TUESDAY • AUGUST 18
🎧 The Aftershow: Bartop + Beats • 11PM
sarah Kimora Koi TyrusTheVirus

WEDNESDAY • AUGUST 19
🍷 Winesday Happy Hour • 6PM
Jesse Whiteley
⚡ KINETIC • 9PM
kinetic.to Brent (D.Mo)sher Shazami Rami ZEPHA Keith Mustachi Andrew Agnew-Iler Dwayne P Venus V Kimora Koi Corey T

THURSDAY • AUGUST 20
💙 Night Circus: Cabaret Bleu
TheNightCircus🌙 Chella Bella The Frank Adriano Quartet Lina Sol BB Bang Bang Stacie Noël Melissa Nicole Mather

FRIDAY • AUGUST 21
🍾 A Painted Lady Friday Night • 10PM
DJ A-Money Rubie Magnitude

SATURDAY • AUGUST 22
🎹 Afternoon Piano Jam • 3PM
Adam Dilouya
🎶 Live Music • 6:30PM
Danger!! Death Ray Flash Bangs
🪩 A Painted Lady Saturday Night • 10PM
Pull Up Brian Domingues Adverb / MymanVam Força

SUNDAY • AUGUST 23
🌱 Sunday Country Round Up • 2:30PM

☀️ Live Music • 7PM
The Mansion mindyourlanguageband
🖤 Sing-Along Karaoke • 10PM
Svetlana Konswallow

🎟 Tickets + full details at the link in bio.

Come early. Stay late. Make questionable decisions responsibly.
See you at The Lady. 🖤

🍷🎹 WINESDAY Happy Hour! 🎹🍷Join us tonight for an evening of smooth piano vibes with Jesse Whiteley 🎶 6–9PM | 🍾$5 Glasses...
08/19/2026

🍷🎹 
WINESDAY Happy Hour! 🎹🍷
Join us tonight for an evening of smooth piano vibes with Jesse Whiteley
🎶 6–9PM | 🍾$5 Glasses of wine

Back To My Roots is a Nashville-style writers round where the artists share their songs & the stories behind them. The A...
08/16/2026

Back To My Roots is a Nashville-style writers round where the artists share their songs & the stories behind them. The August 16th lineup features Denver Bohdal, Natalie Crispo, Tim Ronan, Cole Tin Calder, Grace Barnard & Ruskybabe. Enjoy a mix of country, rock & roots from these dynamic performers who also perform a favourite cover song during the show. This up close & personal view of artists & their inspirations is a must-see show for music fans! The show is hosted by Dave Woods from the online social media brand In The Country with Dave Woods. Dave has been hosting writers rounds for over 10 years & also hosts a country music podcast. In 2023 & 2024, Dave was named Industry Person of the Year by the Country Music Association of Ontario & was nominated again in 2025 & 2026. Make your plans now to attend Back To My Roots at The Painted Lady! In The Country with Dave Woods
2:30PM
$10 ADV / $15 ATD

08/15/2026

Cliff Cardinal • Friday, August 14 🖤

Haŋyétu Šá (Red Night)
a celebration of Indigenous excellence, community, music, movement and connection.

Beautifully curated by our very own Richael. ✨ Richael Nahimana

Missed this one? We’ll see you October 16 for the next Red Night.

Sunny days were made for piano, cold drinks, and soaking up the front-window magic at The Painted Lady. ☀️🎹Join us this ...
08/15/2026

Sunny days were made for piano, cold drinks, and soaking up the front-window magic at The Painted Lady. ☀️🎹

Join us this afternoon for our Saturday Piano Jam — an easygoing afternoon of players, singers, surprises, and a little summer feeling in the room.

Whether you’re a seasoned player or just want to try your hand at the keys, this is your chance to share music, connect with our community of kick-ass musicians, and have some fun in a relaxed setting.

We’ve got a beautiful Yamaha U3 in the front window, so bring your favourite tunes, come play, or simply enjoy the vibe and cheer on your fellow musicians.

Hosted by: Meher Steinberg ✨

All skill levels welcome.
3–5 PM • No cover 🖤

🍷🎹 WINESDAY Happy Hour! 🎹🍷Join us tonight for an evening of smooth piano vibes with Rory Lavelle 🎶 6–9PM | 🍾$5 Glasses o...
08/12/2026

🍷🎹 
WINESDAY Happy Hour! 🎹🍷
Join us tonight for an evening of smooth piano vibes with Rory Lavelle
🎶 6–9PM | 🍾$5 Glasses of wine

08/10/2026

✨ Sunday Funday✨
🎤 10:00 PM till late — Sing•A•Long with Svetlana Konswallow Karaoke Svetlana Konswallow brings the chaos and the charm. You do not have to sing well to slay karaoke — just show up, grab the mic, and let loose. 🤍

08/09/2026

☀️
SUNDAY FUNDAY PATIO SESSIONS ☀️ with Jordo Arnott

Jukebox Jordo is a dynamic local one-man band bringing the patio to life with live looping, percussion, and spontaneous feel-good energy.

Expect playful grooves, good vibes, and a Sunday night that feels fresh, fun, and fully alive.

6:00PM–9:00PM • Pay What You Can / $15 suggested

LATER: 🎤 10:00 PM till late — Sing•A•Long with Svetlana Konswallow Karaoke
Svetlana Konswallow brings the chaos and the charm.
You do not have to sing well to slay karaoke — just show up, grab the mic, and let loose.

08/08/2026

Rainy summer Saturdays were made for piano music, cold drinks, and hiding out at The Painted Lady. 🌧️🎹🍹

Come get cozy with us this afternoon for our Saturday Piano Jam — two easygoing hours of songs, singers, surprises, and whatever little bit of magic happens to wander through the front window.

Our beautiful Yamaha U3 is waiting, so if you’ve got a song in your fingers, come play. If you feel like singing, jump in. If you’d rather grab a drink, tuck yourself into a seat and cheer everyone on, that works too.

No pressure. No pretension. Just good music, lovely people, and a rainy summer afternoon at the Lady.

Hosted by CIARA LEAH || 🔑🔑 || 🎤🎶🎹 ✨

All skill levels welcome.
3–5 PM • No cover 🖤

Come in out of the rain. Stay for a song or two.

Address

218 Ossington Avenue
Toronto, ON
M6J2Z9

Opening Hours

Monday 5pm - 2am
Tuesday 5pm - 2am
Wednesday 5pm - 2am
Thursday 5pm - 2am
Friday 5pm - 2am
Saturday 1pm - 2am
Sunday 1pm - 2am

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