upcoming events
There’s always something spinning at Cassette. From live sets and DJ nights to drag dinners and karaoke takeovers, our stage never sits still for long.
Catch a local artist before they blow up, sing your heart out after one too many martinis, or settle in for a night that turns dinner into a dance floor. We’re adding new events all the time. Check back often.
Happy Hour
4 PM – 7 PM | Tuesday – Saturday
$5 Off Martinis
Every Thursday
Half-Priced Wine
Select bottles | Every Wednesday
Weekend Brunch Sessions
Brunch served 7AM - 3PM | Saturday & Sunday (Live music Sundays only)
Bollywood Trivia
Join Quizmaster Jess alongside guest host Rohan for a special Bollywood Trivia: Khan Edition, featuring questions inspired by the legendary films of the “Big 3 Khans” from 2000–2010.
Grab Your Ticket — $11 per person
Davie Studios Presents: Blues
Enjoy an intimate and sentimental evening of live jazz. Blues is Davie Studios' 5th project featuring a small quartet with Toronto's best jazz musicians, playing some of your favourite moody and romantic sounds.
Cassette Karaoke
Step up to the mic at our karaoke night. 9pm-12am. No cover.
Expect late nights, crowd favourites, and a room that knows every word. Whether you're here to perform or just sing along, this is your excuse to stay out a little longer.
Reservations available, walk-ins welcome.
Brunch Sessions at Cassette
Join us for a special brunch experience every Sunday, featuring live music and all your favourite brunch classics. Sip on coffee or cocktails, gather with friends, and settle into a lively, feel-good atmosphere.
10am-3pm. Reserve your spot on OpenTable.
RuPaul's Drag Race Trivia
Shantay you stay! The time has come to Trivia For… Your… LIFE. Join us for a night of fierce competition, iconic moments, and all things RuPaul's Drag Race featuring drag performances and lip sync battles hosted by Lucinda Myness.
Rewind with Tynomi Banks
Pride in the West End has never been bigger. Tynomi Banks takeovers Cassette with three nights of celebration.
Kick off the weekend with an all-out dinner & drag show experience, featuring iconic tracks, feel-good energy, and a healthy dose of nostalgia.
🎟️ Choose from 2 seatings: 6:30pm or 9:00pm
No Shade Dance Party
Join us at NO SHADE 🪭 the hottest dance party powered by Mix Signal Music. Come dance with Tynomi, and don't forget to bring your fan. 10PM-2AM
Queen West Idol
Do you think you have what it takes to be QUEEN West Idol? Tynomi and special guests will judge the best karaoke singer Cassette has to offer with amazing prizes up for grabs. Get dolled up and claim your crown. 9PM-LATE.
Brunch Sessions at Cassette
Join us for a special brunch experience every Sunday, featuring live music and all your favourite brunch classics. Sip on coffee or cocktails, gather with friends, and settle into a lively, feel-good atmosphere.
10am-3pm. Reserve your spot on OpenTable.
2000s Movies Trivia: For The Girls
Cue the low-rise jeans, dramatic movie monologues, and iconic soundtrack moments. Join us for a themed trivia night celebrating the best 2000s movies, hosted by Becca aka The Film Tripper.
Grab Your Ticket — $11 per person
Brunch Sessions at Cassette
Join us for a special brunch experience every Sunday, featuring live music and all your favourite brunch classics. Sip on coffee or cocktails, gather with friends, and settle into a lively, feel-good atmosphere.
10am-3pm. Reserve your spot on OpenTable.
NXNE Live Show - NIGHT 4
Enjoy an evening of live music, discovery, and late-night energy for our final show of the NXNE x Cassette line up.
NXNE Live Show - NIGHT 3
Enjoy an evening of live music, discovery, and late-night energy for our third show of the NXNE x Cassette line up.
NXNE Live Show - NIGHT 2
Enjoy an evening of live music, discovery, and late-night energy for our second show of the NXNE x Cassette line up.
NXNE Live Show - NIGHT 1
Cassette is proud to be part of the North by Northeast festival, where thousands of emerging Canadian artists take the stage just before their breakout moment.
Join us for a night of live music, discovery, and late-night energy — the first of four nights of programming.
Summer House Trivia
Summer should be fun. So should trivia.
Join Quizmaster Jess for a night dedicated to all things Summer House — from unforgettable one-liners to chaotic weekends in the Hamptons. Questions will cover all 10 seasons, so come ready to prove you know who sent it, who started the drama, and who definitely should’ve stayed home that weekend.
Grab Your Ticket — $8 per person
Brunch Sessions at Cassette
Join us for a special brunch experience every Sunday, featuring live music and all your favourite brunch classics. Sip on coffee or cocktails, gather with friends, and savour every bite as you settle into a lively, feel-good atmosphere.
10am-3pm. Reserve your spot on OpenTable.
Cassette Karaoke
Step up to the mic at our karaoke night. 9pm-12am. No cover.
Expect late nights, crowd favourites, and a room that knows every word. Whether you're here to perform or just sing along, this is your excuse to stay out a little longer.
Reservations available, walk-ins welcome.
Stuart Brignell's Unspoken Souls
Get ready for a night of moody jazz and neo soul with Stuart Brignell's Unspoken Souls.
Free entry. Reservations available & walks in welcome.
Hobby Hub Presents: Embroidery
Join us for a beginner friendly embroidery workshop hosted by Hobby Hub.
All materials are included so all you need to bring is yourself and your creativity!
Grab Your Ticket —Tickets are $56 each or Buy 3 Get 1 Free
Movie Trivia
Letterboxd has everyone thinking they’re a film buff 🙄
Movie Trivia Night is where you prove it.
Put your movie knowledge to the test, compete for great prizes, and enjoy delicious drinks and bites along the way.
🏆 First-place team wins a $100 gift card to Cassette
🎟 Tickets available on Eventbrite — link coming soon
Scratch Analysis
Three of Canada’s top DJ/turntablists take over Cassette for an afternoon of legendary cuts, scratch breakdowns, and live recreations of iconic tracks. Hosted by DJ Dopey, DJ Grouch, and Hedspin, Scratch Analysis dives into the art of turntablism with stories, skills, and good energy.
Brunch Sessions at Cassette
Join us for a special brunch experience, featuring live music every Sunday and all your favourite brunch classics. Sip on coffee or cocktails, gather with friends, and savour every bite as you settle into a lively, feel-good atmosphere.
10am-3pm. Reserve your spot on OpenTable.
Cassette Karaoke: Live Band Edition with Good Enough Live Karaoke!
Take the stage at our monthly live band karaoke hosted by Good Enough Live Karaoke!
9pm-12am. No cover. Sing your heart out with a full band backing you, where the crowd knows every word, and the night builds into an all-out singalong you won’t want to leave.
Reservations available, walk-ins welcome.
Davie Studios presents: Blues
An intimate evening of live blues from the legendary Davie Studios.
The Boys Trivia
Celebrate the final season of The Boys with a night of trivia at Cassette, hosted by Quizmaster Jess. Expect ruthless questions and zero mercy, just how the Boys would want it.
🏆 1st place team wins a $100 gift card.
Invisible Friends: AI Motion Design Day for Artists & Builders At Toronto Tech Week
A hands-on generative AI workshop and networking night for artists and creatives—explore new tools, build visual concepts, and connect as part of Toronto Tech Week.
Brunch Sessions at Cassette
Join us for a special brunch experience on weekends at Cassette, featuring live music every Sunday and all your favourite brunch classics. Sip on coffee or cocktails, gather with friends, and savour every bite as you settle into a lively, feel-good atmosphere.
10am-3pm. Reserve your spot on OpenTable.
Cassette Karaoke
Step up to the mic at our weekly karaoke night. 9pm-12am. No cover.
Expect late nights, crowd favourites, and a room that knows every word. Whether you're here to perform or just sing along, this is your excuse to stay out a little longer.
Reservations available, walk-ins welcome.
The Canadiana Band
Enjoy Canadian classics live at Cassette.
The Canadiana Band rocks the stage with timeless favourites from Blue Rodeo and Neil Young to The Hip, Bryan Adams, and more.
Free entry. Reservations available, walks in welcome.
Project Hail Mary Trivia
Step into the world of Project Hail Mary for a cosmic trivia night that’s anything but ordinary. Think you’ve got what it takes to save the mission?
🏆 First place team scores a $100 gift card (and ultimate bragging rights)
Brunch Sessions at Cassette
Join us for a special brunch experience on weekends at Cassette, featuring live music every Sunday and all your favourite brunch classics. Sip on coffee or cocktails, gather with friends, and savour every bite as you settle into a lively, feel-good atmosphere.
10am-3pm. Reserve your spot on OpenTable.
Cassette Karaoke
Step up to the mic at our weekly karaoke night. 9pm-12am. No cover.
Expect late nights, crowd favourites, and a room that knows every word. Whether you're here to perform or just sing along, this is your excuse to stay out a little longer.
Reservations available, walk-ins welcome.
Tumako: Live at Cassette
Join us for an electrifying evening of live funk, soul, and a touch of afrobeat, featuring the dynamic sounds of Tumako.
And just like the best things in life, this event is free.
Make a night of it and stop by for dinner beforehand featuring our new menu and curated sips.
Gladstone Art Exhibit & After Party
In partnership with CONTACT Photography Festival, Gladstone House celebrates the launch of new art installations throughout it’s public spaces. View exhibit details here. All are welcome to attend from. Free entry, please RSVP here.
Starting at 8PM, join us for an after party at Cassette featuring live music, drinks, and a vibrant mix of artists, creatives, and community. Walk-ins only from 8PM onward.
Shirley Secretaries Chess Club
Come by for a night of chess, music, and pints. Battle it out or just hang back with friends. No cover, all skill levels welcome.
Shirley Whalen LIVE COMEDY Album Recording - Presented by Howl & Roar!
Shirley Whalen brings her sharp, unfiltered comedy to Cassette for a live album recording—two shows, cold cocktails, and a stacked lineup of local talent.
Brunch Sessions: Mother's Day Edition
Enjoy a special Mother’s Day Brunch at Cassette where great food and thoughtful moments come together.
What to expect:
Live music throughout the afternoon
Family-style mimosas + $10 espresso martinis
Flower market pop-up by Fondly Floral Designs
A vibrant atmosphere
Departure Artist Showcase
Make Cassette part of your Departure lineup and step into a music filled night that hits all the right notes. Join us for a live show on May 9 featuring:
Departure x @indie88toronto
Catch a series of acoustic live performances at Cassette during the Departure festival, in partnership with Indie88 featuring:

