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.
Check back often. We’re adding new events all the time, and the best nights are usually the ones you didn’t plan for. Come for the vibe, stay for the daily specials:
Happy Hour | 4PM - 7PM
Late Night Snacks | 9PM - 11PM
Heated Rivalry Trivia
Try to not fall in love with your opponents at the most competitive night in trivia history. Come test you knowledge on the hottest novel and TV series with Quizmaster Jess for a chance to win some great prizes, including a $100 gift card! Don’t forget to try one of our specialty signature cocktails and food only available during Heated Rivalry trivia!
Tickets are sold out, but join the waitlist on Eventbrite for a chance to play!
Movie Trivia
Letterboxd has made everyone think their a film buff 🙄. At movie trivia you can prove you’re not a poser, win some great prizes, and enjoy some delicious drinks and food all at once. Hosted by Quizmaster Jess, come prove why you deserve an afternoon in the Criterion Closet.
First place team wins a $100 gift card to Cassette.
Tickets available at Eventbrite
Mending Night
Join us for Mending Night at Cassette: a community gathering where volunteers fix your clothes, share stories, and spin favourite tunes.
Tdesu Makes Beats
Tdesu is a local legend who’s tunes have been featured across the globe in Boiler Room sets, Soulection playlists, and Rinse FM radio shows. Come join us to hear the man alchemizing your favourite classics with the coolest modern sounds from around the globe live to create a night of unforgettable bops at Cassette!
Get a sneak peak of him on his Soundcloud
Saturday Sound Sommelier: Sayyzon
Our expert sound sommelier’s will undoubtedly find the perfect pairing for all of our tasty bites and delicious cocktails.
No cover, all vibes!
Reserve a seat on OpenTable
Watch The Game 🏈
Join us for the Big Game at Cassette with food features, $5 pints, and a lively crowd from kickoff to the final play. Come early and make a night of it.
Reservations available, walks in welcome.
Heated Rivalry Trivia
Try to not fall in love with your opponents at the most competitive night in trivia history. Come test you knowledge on the hottest novel and TV series with Quizmaster Jess for a chance to win some great prizes, including a $100 gift card! Don’t forget to try one of our specialty signature cocktails and food only available during Heated Rivalry trivia!
Tickets are sold out, but join the waitlist on Eventbrite for a chance to play!
Heated Rivalry Trivia
Try to not fall in love with your opponents at the most competitive night in trivia history. Come test you knowledge on the hottest novel and TV series with Quizmaster Jess for a chance to win some great prizes, including a $100 gift card! Don’t forget to try one of our specialty signature cocktails and food only available during Heated Rivalry trivia!
Tickets are sold out, but join the waitlist on Eventbrite for a chance to play!
Shirley Secretaries Chess Club
Join us at Cassette for a night of chess, music, and pints. Battle it out or just hang back with chicken tenders and enjoy. No cover, all skill levels welcome.
Heated Rivalry Trivia
Try to not fall in love with your opponents at the most competitive night in trivia history. Come test you knowledge on the hottest novel and TV series with Quizmaster Jess for a chance to win some great prizes, including a $100 gift card! Don’t forget to try one of our specialty signature cocktails and food only available during Heated Rivalry trivia!
Tickets are sold out, but join the waitlist on Eventbrite for a chance to play!
Mira Méla
Spend your Friday night with Toronto underground soul singer Mira Méla. The vocalist, songwriter, and keys player with deep jazz roots will beautifully blend the sounds of smoky neo-soul, motown-pop, and late-night R&B for a Valentine’s weekend performance you won’t want to miss.
Her and her band will being pairing reimagined classics (Maxwell, MJ, Roy Ayers) with her own original catalog, including tracks from her forthcoming debut EP for a lush tribute to soul’s golden era with a modern heart.
Cover is $10, with advance tickets available on OpenTable
The Soul Suite - Valentine's Brunch
A space where music connects good food, good music and even better company.
“The Soul Suite” offers an intimate and immersive musical experience, blending timeless classics with modern day grooves. This valentine's edition is for the R&B lovers featuring a curated brunch menu and live music.
Grab your ticket on Eventbrite - two sessions available: 11am & 2pm
Olivia Dean Valentine’s Tribute
Join us for a Valentine's Tribute Show of all Olivia Dean love songs
Whether you come with a partner, a friend, or a solo date, all love is welcome ❤️
Heated Rivalry Trivia
Try to not fall in love with your opponents at the most competitive night in trivia history. Come test you knowledge on the hottest novel and TV series with Quizmaster Jess for a chance to win some great prizes, including a $100 gift card! Don’t forget to try one of our specialty signature cocktails and food only available during Heated Rivalry trivia!
Tickets are available at Eventbrite, but hurry up because the other 10 (!) have sold out.
Bridgerton Trivia
Dearest readers, it is with the utmost pleasure and the most scandalous of intentions that I bid you welcome to an evening of revelry and intrigue, dedicated to none other than the illustrious world of Bridgerton.
Questions will be on seasons 1- 4 Part 1 of the Bridgerton TV show (Part one comes out Jan 29, Part 2 comes out Feb 26 only on Netflix).
First place team wins a $100 gift card to Cassette.
Tickets available at Eventbrite
Heated Rivalry Trivia
Try to not fall in love with your opponents at the most competitive night in trivia history. Come test you knowledge on the hottest novel and TV series with Quizmaster Jess for a chance to win some great prizes, including a $100 gift card! Don’t forget to try one of our specialty signature cocktails and food only available during Heated Rivalry trivia!
Tickets are available at Eventbrite, but hurry up because the other 10 (!) have sold out.
Rewind at Cassette: A Dinner Show with Tynomi Banks
Join legendary drag performer Tynomi Banks for dinner, music, and all the hits from the 80s, 90s, and 2000s. A night of pure fun and feel-good energy.
Tickets available on OpenTable
Saturday Sound Sommelier: Switch B (Vinyl)
Our expert sound sommelier’s will undoubtedly find the perfect pairing for all of our tasty bites and delicious cocktails.
No cover, all vibes!
Reserve a seat on OpenTable
Heated Rivalry Trivia
Try to not fall in love with your opponents at the most competitive night in trivia history. Come test you knowledge on the hottest novel and TV series with Quizmaster Jess for a chance to win some great prizes, including a $100 gift card! Don’t forget to try one of our specialty signature cocktails and food only available during Heated Rivalry trivia!
Tickets are available at Eventbrite, but hurry up because the other 10 (!) have sold out.
Heated Rivalry Trivia
Try to not fall in love with your opponents at the most competitive night in trivia history. Come test you knowledge on the hottest novel and TV series with Quizmaster Jess for a chance to win some great prizes, including a $100 gift card! Don’t forget to try one of our specialty signature cocktails and food only available during Heated Rivalry trivia!
Tickets are available at Eventbrite, but hurry up because the other 10 (!) have sold out.
Saturday Sound Sommelier: DJ h0mie (Vinyl Hybrid Set)
Our expert sound sommelier’s will undoubtedly find the perfect pairing for all of our tasty bites and delicious cocktails.
No cover, all vibes!
Reserve a seat on OpenTable
Saturday Sound Sommelier: Tefrondon
Our expert sound sommelier’s will undoubtedly find the perfect pairing for all of our tasty bites and delicious cocktails.
No cover, all vibes!
Reserve a seat on OpenTable
Davie Studios presents: Blues
An intimate evening of live blues from the legendary Davie Studios
Kansei-less Comedy
A curated night of comedy from the world’s funniest Guest Service Agent. Book a table or walk in to catch the show. No cover, just good food, drinks, and plenty of laughs.
Heated Rivalry Trivia
Try to not fall in love with your opponents at the most competitive night in trivia history. Come test you knowledge on the hottest novel and TV series with Quizmaster Jess for a chance to win some great prizes, including a $100 gift card! Don’t forget to try one of our specialty signature cocktails and food only available during Heated Rivalry trivia!
Tickets are sold out, but join the waitlist on Eventbrite for a chance to play!
Saturday Sound Sommelier
Our expert sound sommelier’s will undoubtedly find the perfect pairing for all of our tasty bites and delicious cocktails.
No cover, all vibes!
Reserve a seat on OpenTable
Ava Marie
Ava Marie is a Toronto-based vocalist with a warm, velvety tone blending R&B, neo-soul, and jazz-leaning pop. Often compared to Sade, her sound moves from soft and intimate to soulful and quietly powerful. Inspired by artists like Cleo Sol, Erykah Badu, and Yebba, Ava moves between reimagined covers and original moments, inviting the audience into an intimate, slow-burn kind of space.
Tickets available on Opentable. $10 cove will also be available at the door.
Heated Rivalry Trivia
Try to not fall in love with your opponents at the most competitive night in trivia history. Come test you knowledge on the hottest novel and TV series with Quizmaster Jess for a chance to win some great prizes, including a $100 gift card! Don’t forget to try one of our specialty signature cocktails and food only available during Heated Rivalry trivia!
Tickets are sold out, but join the waitlist on Eventbrite for a chance to play!
Heated Rivalry Trivia
Try to not fall in love with your opponents at the most competitive night in trivia history. Come test you knowledge on the hottest novel and TV series with Quizmaster Jess for a chance to win some great prizes, including a $100 gift card! Don’t forget to try one of our specialty signature cocktails and food only available during Heated Rivalry trivia!
Tickets are sold out, but join the waitlist on Eventbrite for a chance to play!
Heated Rivalry Trivia
Try to not fall in love with your opponents at the most competitive night in trivia history. Come test you knowledge on the hottest novel and TV series with Quizmaster Jess for a chance to win some great prizes, including a $100 gift card! Don’t forget to try one of our specialty signature cocktails and food only available during Heated Rivalry trivia!
Tickets are sold out, but join the waitlist on Eventbrite for a chance to play!
Saturday Sound Sommelier
Our expert sound sommelier’s will undoubtedly find the perfect pairing for all of our tasty bites and delicious cocktails.
No cover, all vibes!
Reserve a seat on OpenTable
Paul Chin
Producer, label owner, and all around amazing person Paul Chin will be providing the tunes and vibes all evening, interspersing his own bops with a perfectly curated mix of hip hop, R&B, and electronic jawns.
No cover, all vibes (but reserve a spot at Opentable to ensure a spot)
Rewind at Cassette: A Dinner Show with Tynomi Banks
Join legendary drag performer Tynomi Banks for dinner, music, and all the hits from the 80s, 90s, and 2000s. A night of pure fun and feel-good energy.
Tickets available on OpenTable
Shirley Secretaries Chess Club
Join us at Cassette for a night of chess, music, and pints. Battle it out or just hang back with chicken tenders and enjoy. No cover, all skill levels welcome.
Heated Rivalry Trivia
Try to not fall in love with your opponents at the most competitive night in trivia history. Come test you knowledge on the hottest novel and TV series with Quizmaster Jess for a chance to win some great prizes, including a $100 gift card! Don’t forget to try one of our specialty signature cocktails and food only available during Heated Rivalry trivia!
Tickets are sold out, but join the waitlist on Eventbrite for a chance to play!
Heated Rivalry Trivia
Try to not fall in love with your opponents at the most competitive night in trivia history. Come test you knowledge on the hottest novel and TV series with Quizmaster Jess for a chance to win some great prizes, including a $100 gift card! Don’t forget to try one of our specialty signature cocktails and food only available during Heated Rivalry trivia!
Tickets are sold out, but join the waitlist on Eventbrite for a chance to play!
Saturday Sound Sommelier
Our expert sound sommelier’s will undoubtedly find the perfect pairing for all of our tasty bites and delicious cocktails.
No cover, all vibes!
Reserve a seat on OpenTable
Hot Breath Karaoke
Cassette transforms into the House of Hot Breath for an evening of laughs, dancing, and of course karaoke.
Come prepared to belt out all your favourite bangers or guilty pleasures in between sips of a Red Right Hand.
No cover, all vibes.
Kansei Yasuda presents: The RESPECT!! Tour
Kill Tony Golden Ticket winner Kansei Yasuda delivers slow-burn chaos, absurd jokes and kamikaze punchlines in a 40–45 min stand-up blast.
Tickets available on Eventbrite
NEO New Years Eve
Join us for our first New Year’s party, featuring live music from Davie Studios’ legendary house band, NEO. Start your 2026 with some of the best musical talent Toronto has to offer and enjoy a complimentary midnight toast on us.
Early bird tickets are limited. Grab yours on Eventbrite.
The Soul Suite
Enjoy an intimate and immersive musical experience, blending neo-soul, jazz, and R&B, hosted by Soul Suite, where every note and rhythm creates an unforgettable evening of soulful vibes and connection.
Tickets available at Eventbrite
Saturday Sound Sommelier: DJ ΛV
DJ ΛV is your Sound Sommelier for the evening. A staple of Queen West and Ossington brings his talents to Cassette. AV will be serving his favourite open format tracks from new and old disco and house tracks to hip hop and R&B hits that will perfectly complement all our cocktails.
No cover, all vibes!
Davie Studios presents: Blues Vol. 2
An intimate evening of live blues from the legendary Davie Studios
Twilight Trivia: New Moon w/ Quizmaster Jess
Bella, where the hell have you been, loca!?
Every classic has to has a sequel. Come test you knowledge on the classic novel and movie series with Quizmaster Jess for a chance to win $100 gift card! And even if you don’t remember the name of Bella’s high school, you could still walk away with a prize for the best costume!
Book your team on Eventbrite.
Dinner with Onii-sama
Join us for a nice dinner, drinks, and great music provided by one of the city’s finest, Onii-Sama.
Shirley Secretaries Chess Club
Join us at Cassette for a night of chess, music, and pints. Battle it out or just hang back with chicken tenders and enjoy. No cover, all skill levels welcome.
He’s the dj, i’m the guitarist
Come spend and evening with the Cancon don DO NOT PUSH! while he plays some of the best hip hop and R&B throwbacks on vinyl while the man with the golden fingers Adam Kurgatz strums alongside on his guitar.
No cover. All vibes.