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 – 6 PM | Tuesday – Saturday
$5 Off Martinis
Every Thursday
Half-Priced Wine
Select bottles | Every Wednesday
Weekend Brunch
Saturday & Sunday | Served 7AM - 3PM
Closed Sunday & Monday Nights
Join us in The Bistro!
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
Haps Night 01: Cassette
Join us for HAPS NIGHT 01 at Cassette—the first edition of a recurring Toronto nightlife series built around standout drink specials, good music and discovering places worth going to. No Cover.
High School Crush: Live at Cassette
Step into a time capsule featuring early 2000s pop. From iconic anthems to forgotten favourites, High School Crush brings pure millennial nostalgia to the stage.
Doors open 8PM, show starts at 8:30PM. Three sets. No cover.
Book your table, walk-ins welcome.
Cassette Karaoke
Step up to the mic at our karaoke night, hosted by Question Everything. 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.
No cover. Book a table ahead or drop in. We’ll save you a song.
Weekend Brunch
Join us for brunch every Saturday & Sunday. Sip on coffee or cocktails, gather with friends, and savour delicious bites as you ease into the weekend. 10am-3pm.
Note: Brunch is served in either Cassette or the Bistro, same menu, two different vibes. We'll seat you in whichever space is available upon arrival.
Gossip Girl Trivia at Cassette
Hey upper east siders... I hear it's time for Gossip Girl trivia! xoxo
First place team wins a $100 gift card to Cassette. Cassette is the new cocktail bar inside The Gladstone House.
Time: Doors open 6:00pm, first question 7:00pm.
$10 Trivia ticket (+tax & eventbrite fees)
How to register for TRIVIA:
Grab your ticket on eventbrite
After you register & pay, you will be prompted to input your team name
Ensure everyone on your team signs up with the same team name, and you will be sat together
Reserving your ticket secures you a reservation at Cassette a table the size of your trivia team will be waiting for you!
Poured & Bound: Boozy Book Club
The Odyssey is making waves in theatres, so what better time to revisit the classic! Join the last Poured & Bound event of the summer!
At this month's Poured & Bound Boozy Book Club, we're setting sail with one of the greatest stories ever told: The Odyssey by Homer.🏛
In honour of the highly anticipated film adaptation (featuring personal favourite, Zendaya) sparking fresh conversations, there's no better time to revisit (or discover) this timeless epic. Together, we'll unpack Odysseus' long journey home, the monsters and myths that have captivated readers for centuries, and why this ancient story continues to influence modern literature, film, and pop culture.
Whether you've read The Odyssey cover to cover, remember it from school, or are simply curious about the hype surrounding the new movie, you're welcome. As always, no homework is required, join the conversation and make a friend!
What to expect:
📚 A 10% discount at Book People on Queen
📚 A welcome bubbly to spark conversation
📚 A curated themed drink menu for purchase
📚 Insightful & hilarous takes
📚 A lengthy list of book recommendations for your TBR
Limited tickets available now! Don't miss out!
Fele Cett Live At Cassette
Fele Cett, live keyboard and drummer duo brings the energy of UK Garage to life with an upbeat, immersive performance. As the live set wraps, the night flows into a DJ set, keeping the dance floor moving with UK Garage, house, and club favourites.
No cover. Book your table, walk ins welcome.
Cassette Karaoke
Step up to the mic at our karaoke night, hosted by Question Everything. 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.
No cover. Book a table ahead or drop in. We’ll save you a song.
Weekend Brunch
Join us for brunch every Saturday & Sunday. Sip on coffee or cocktails, gather with friends, and savour delicious bites as you ease into the weekend. 10am-3pm.
Note: Brunch is served in either Cassette or the Bistro, same menu, two different vibes. We'll seat you in whichever space is available upon arrival.
Hunger Games Movies Trivia
May the odds be ever in your favour... Let the Hunger games begin! Hosted by Quizmaster Jess from The Book Girls Toronto.
First place team wins a $100 gift card to Cassette. Cassette is the cocktail bar inside The Gladstone House.
Time: Doors open 6:00pm, first question 7:00pm.
$10 Trivia ticket (+tax & eventbrite fees)
How to register for TRIVIA:
Grab your ticket on eventbrite
After you register & pay, you will be prompted to input your team name
Ensure everyone on your team signs up with the same team name, and you will be sat together
Reserving your ticket secures you a reservation at Cassette a table the size of your trivia team will be waiting for you!
How to register for the Community Table or attend solo:
If you are looking to meet new people and join a new team, please put "Community" under the team name prompt
You will be sat at our Community Table, where other individuals or smaller groups signed up happy to meet new people!
You can sign up for a community table with a friend or two or solo
Trivia details:
Team size is recommended 1-6 people. If you'd like to play with a larger team, 1 point per additional player over 6 will be deducted from your score (to a max of 8)
First place team wins a $100 Cassette gift card
Open Ended: A Storytelling Night
OPEN ENDED is a live storytelling night about the moments in life that never wrapped up neatly.
Writers and first-time storytellers are invited to take the stage to share real or imagined stories without closure — the job interview that went silent, the summer romance that vanished, the friendship that ended without explanation. The moments that linger.
Each storyteller has 10–12 minutes to pull us into their world… & leave us hanging. Then the night opens up.
In the second half of the evening, the audience becomes part of the story. Guests are invited to step up to the mic and freestyle an ending to a story they heard — what could have happened, what should have happened, or what still might.
Tickets On Sale Soon
Santi Forget & Den Sessions: Live at Cassette
Santi Forget is a Canadian and Peruvian artist known for her smooth 90’s style vocals. Her approach to song writing and singing combines Spanish and English into Indie pop, Neo Soul, Alternative and R&B genres. Santi’s first project “Dear New Love” received much love in her home city Toronto bringing her to perform live in the Soho House, Kellogg’s Factory, Sneaky Dee’s and The Drake Underground. Her recent EP, Raquel, marks a new creative direction, embracing live instrumentation and collaborations with local musicians - an artistic path she plans to continue exploring.
Doors at 8pm. No Cover.
Cassette Karaoke
Step up to the mic at our karaoke night, hosted by Question Everything. 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.
No cover. Book a table ahead or drop in. We’ll save you a song.
Weekend Brunch
Join us for brunch every Saturday & Sunday. Sip on coffee or cocktails, gather with friends, and savour delicious bites as you ease into the weekend. 10am-3pm.
Note: Brunch is served in either Cassette or the Bistro, same menu, two different vibes. We'll seat you in whichever space is available upon arrival.
Gladstone Neighbourhood Appreciation Party!
An afternoon dedicated to our local community. Stop by and enjoy complimentary food and refreshing drinks, and good company as we celebrate the neighbours who make Queen West feel like home.
Bring your pups! Some special treats in store for our four-legged friends.
Taylor Swift Trivia
Shake it off at Cassette for Taylor Swift trivia!! Hosted by Quizmaster Jess. Who's afraid of little old trivia?
First place team wins a $100 gift card to Cassette. Cassette is the new cocktail bar inside The Gladstone House.
Time: Doors open 6:00pm, first question 7:00pm.
$10 Trivia ticket (+tax & eventbrite fees)
How to register for TRIVIA:
Grab your ticket on eventbrite
After you register & pay, you will be prompted to input your team name
Ensure everyone on your team signs up with the same team name, and you will be sat together
Reserving your ticket secures you a reservation at Cassette a table the size of your trivia team will be waiting for you!
How to register for the Community Table or attend solo:
If you are looking to meet new people and join a new team, please put "Community" under the team name prompt
You will be sat at our Community Table, where other individuals or smaller groups signed up happy to meet new people!
You can sign up for a community table with a friend or two or solo
Trivia details:
Team size is recommended 1-6 people. If you'd like to play with a larger team, 1 point per additional player over 6 will be deducted from your score (to a max of 8)
First place team wins a $100 Cassette gift card
Davie Studios presents: Blues VOL.9
Enjoy an intimate and sentimental evening of live jazz at Cassette. Blues is Davie Studios' 5th project featuring Toronto's best jazz musicians, playing some of your favourite moody and romantic sounds.
Eventbrite coming soon.
Cassette Karaoke: Live Band Edition
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.
Book your table, walk-ins welcome.
Weekend Brunch
Join us for brunch every Saturday & Sunday. Sip on coffee or cocktails, gather with friends, and savour delicious bites as you ease into the weekend. 10am-3pm.
Note: Brunch is served in either Cassette or the Bistro, same menu, two different vibes. We'll seat you in whichever space is available upon arrival.
Weekend Brunch
Join us for brunch every Saturday & Sunday. Sip on coffee or cocktails, gather with friends, and savour delicious bites as you ease into the weekend. 10am-3pm.
Note: Brunch is served in either Cassette or the Bistro, same menu, two different vibes. We'll seat you in whichever space is available upon arrival.
Cassette Karaoke
Step up to the mic at our karaoke night, hosted by Question Everything. 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.
No cover. Book a table ahead or drop in. We’ll save you a song.
Davie Studios presents: Blues VOL.8
Enjoy an intimate and sentimental evening of live jazz at Cassette. Blues is Davie Studios' 5th project featuring Toronto's best jazz musicians, playing some of your favourite moody and romantic sounds.
Learn the Art of Kinusaiga
Back by popular demand, discover the art of Kinusaiga, a traditional Japanese textile craft. Join Hobby Hub for a hands-on workshop where you'll learn how to carve and layer fabric into intricate designs, creating a unique piece worthy of displaying at home.
Golden Girls Trivia
Thank you for being a friend! From cheesecake chats to unforgettable one-liners, prove you have what it takes to be crowned the ultimate Golden Girls fan.
🏆 First-place team wins a $100 gift card to Cassette
🎟 Tickets available on Eventbrite
Weekend Brunch
Join us for brunch at Gladstone House, where all your favourite classics are served in a vibrant and welcoming setting. Sip on coffee or cocktails, gather with friends, and savour every bite as you ease into the weekend. 10am-3pm.
Note: Brunch is served in either Cassette or the Bistro, same menu, two different vibes. We'll seat you in whichever space is available upon arrival.
Cassette Karaoke: Live Band Edition
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.
Book your table, walk-ins welcome.
Weekend Brunch
Join us for brunch at Gladstone House, where all your favourite classics are served in a vibrant and welcoming setting. Sip on coffee or cocktails, gather with friends, and savour every bite as you ease into the weekend. 10am-3pm.
Note: Brunch is served in either Cassette or the Bistro, same menu, two different vibes. We'll seat you in whichever space is available upon arrival.
Gruve Collective: Live At Cassette
Experience an evening of immersive sound by trip hop duo Gruve Collective, followed by a post-show DJ set from Sean Savage. Join us as the night unfolds from live rhythms into deep beats designed to carry you until late.
Book your table, walk-ins welcome.
The Collective: Live at Cassette
Join us for an evening of live R&B and soul as The Collective takes the stage for the first time at Cassette. Featuring Liam Myrie, Jelani Watson, Nathan Scott, and Emeron Rodgers. Enjoy smooth vocals, timeless grooves, and a laid-back atmosphere. No cover.
Book your table, walk-ins welcome.
Off Campus Trivia
Iconic moments, deep cuts, and all the lore—put your Off Campus knowledge to the test. Do you have what it takes to win it all?
🏆 First-place team wins a $100 gift card to Cassette
🎟 Tickets available on Eventbrite
Weekend Brunch
Join us for brunch at Gladstone House, where all your favourite classics are served in a vibrant and welcoming setting. Sip on coffee or cocktails, gather with friends, and savour every bite as you ease into the weekend. 10am-3pm.
Note: Brunch is served in either Cassette or the Bistro, same menu, two different vibes. We'll seat you in whichever space is available upon arrival.
Cassette Karaoke
Step up to the mic at our karaoke night. 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.
Book your table, walk-ins welcome.
Weekend Brunch
Join us for brunch at Gladstone House, where all your favourite classics are served in a vibrant and welcoming setting. Sip on coffee or cocktails, gather with friends, and savour every bite as you ease into the weekend. 10am-3pm.
Note: Brunch is served in either Cassette or the Bistro, same menu, two different vibes. We'll seat you in whichever space is available upon arrival.
Noah Abrahamse & The Mumbo Jumbo Combo
Join Noah Abrahamse & The Mumbo Jumbo Combo as they bring their new album Días Latinos to life—an energizing night of rhythm and movement inspired by Danzón, Salsa, Son, Mambo, and more.
No cover. Reservations available, walk-ins welcome.
Off Campus Trivia
Iconic moments, deep cuts, and all the lore—put your Off Campus knowledge to the test. Do you have what it takes to win it all?
🏆 First-place team wins a $100 gift card to Cassette
🎟 Tickets available on Eventbrite
Weekend Brunch
Join us for brunch at Gladstone House, where all your favourite classics are served in a vibrant and welcoming setting. Sip on coffee or cocktails, gather with friends, and savour every bite as you ease into the weekend. 10am-3pm.
Note: Brunch is served in either Cassette or the Bistro, same menu, two different vibes. We'll seat you in whichever space is available upon arrival.
Cassette Karaoke
Step up to the mic at our karaoke night. 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.
Book your table, walk-ins welcome.
Weekend Brunch
Join us for brunch at Gladstone House, where all your favourite classics are served in a vibrant and welcoming setting. Sip on coffee or cocktails, gather with friends, and savour every bite as you ease into the weekend. 10am-3pm.
Note: Brunch is served in either Cassette or the Bistro, same menu, two different vibes. We'll seat you in whichever space is available upon arrival.
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.
Reservations available, walk-ins welcome.
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
Weekend Brunch
Join us for brunch at Gladstone House, where all your favourite classics are served in a vibrant and welcoming setting. Sip on coffee or cocktails, gather with friends, and savour every bite as you ease into the weekend. 10am-3pm.
Note: Brunch is served in either Cassette or the Bistro, same menu, two different vibes. We'll seat you in whichever space is available upon arrival.
Cassette Karaoke
Step up to the mic at our karaoke night. 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.
Weekend Brunch
Join us for brunch at Gladstone House, where all your favourite classics are served in a vibrant and welcoming setting. Sip on coffee or cocktails, gather with friends, and savour every bite as you ease into the weekend. 10am-3pm.
Note: Brunch is served in either Cassette or the Bistro, same menu, two different vibes. We'll seat you in whichever space is available upon arrival.
All That and a Bag of Chips: LIVE AT CASSETTE
All That and a Bag of Chips blends 90s rock, Latin grooves, blues, and crowd favourites into one high-energy live show. Join us for an evening of nostalgic singalongs and soulful rhythms that will keep you dancing all night long.
No cover. Reservations available, walk-ins welcome.
Mid-Year Vision Board Workshop
We’re halfway through the year and its the perfect time to pause, reflect, and reset your intentions for what’s next. Join HobbyHub for a guided workshop to explore your goals and build a personalized vision board. All materials provided.
Grab Your Ticket — Buy 3, get 1 free.
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.
Queen West Idol
Do you think you have what it takes to be QUEEN West Idol? Tynomi and special guests will judging the best karaoke singer Cassette has to offer with amazing prizes up for grabs. Get dolled up and claim your crown. 9PM-LATE.
No Shade Dance Party
Join us at NO SHADE 🪭 the hottest party powered by Mix Signal Music. Come dance with Tynomi, and don't forget to bring your fan. 10PM-2AM