Events Calendar
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Wine Hour
Wednesday, September 17, 2025, 3:00 PM to 5:00 PM
Wine Hour 3-5pm serves a featured wines and an amazing $7 per glass. Yes yes, Wine Hour is not just one hour, it is two!! AND... Wine Hour is every evening (not just tonight).
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Question Everything Trivia
Wednesday, September 17, 2025, 7:00 PM to 9:00 PM
Looking for the ultimate quiz night with a side of laughs and just the right dose of delightful chaos?! Every Wednesday, Insomnia delivers the dopest trivia showdown on Bloor, hosted by Question Everything's comedian Ari Issac and an ever-rotating cast of hilariously talented emcees.
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Miz Megs & Friends Thursday
Thursday, September 18, 2025, 10:00 PM to 2:00 AM
Miz Megs & Friends every Thursday at Insomnia Restaurant and Lounge. Join resident DJ Miz Megs and her curated lineup of local legends each Thursday. Miz Megs' guests are DJs from the Toronto house and techno scene who you can find bumping beats around the city every weekend.
Music begins at 10pm. Kitchen open til 2am with an amazing late night menu.
Half price martinis. "Good ones, too" 🍸.
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Kids Eat Free
Friday, September 19, 2025, 3:00 PM to 5:00 PM
FRIDAYS 3pm to 5pm at Insomnia Restaurant & Lounge, Kids eat FREE*.
Don’t forget, WINE HOUR is also 3-5pm.Click here to view the Kids menu.
*Kids 13yrs and under eat free with an adult, from 3-5pm. -
Mixology Friday
Friday, September 19, 2025, 10:00 PM to 2:00 AM
Join us for Mixology at Insomnia Restaurant and Lounge. This evening of music is all about celebrating the diverse sounds and creativity that make up our city’s vibrant artistic scene. Each week brings different talent to the decks, curated by resident DJ Sophia Alexandra. Specials at the bar and menu til 2am. NO COVER.
Learn more about about Mixology.
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Saturday Annex Session
Saturday, September 20, 2025, 10:00 PM to 2:00 AM
Insomnia Restaurant & Lounge presents The Annex Sessions, a Saturday night series curated by local producer / DJ Oreku.
Featuring local and touring DJs with tasteful eclectic selections to lounge, dine and dance. Music begins at 10pm, NO cover, and kitchen serving until 2am.
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Wine Hour
Sunday, September 21, 2025, 3:00 PM to 5:00 PM
Wine Hour 3-5pm serves a featured wines and an amazing $7 per glass. Yes yes, Wine Hour is not just one hour, it is two!! AND... Wine Hour is every evening (not just tonight).
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Sunday Supper Club
Sunday, September 21, 2025, 5:00 PM to 10:00 PM
You are Cordially invited to Sunday Supper Club. This is an exclusive chef-curated, 5-course dining event, served only on Sundays from 5pm to 10pm. It's an intimate dining experience which serves two for only $49.95. Each month, the choices will be refreshed to delight your palate. See the full September menu.
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Andy Walker Artist Series Exhibition Closing Night
Sunday, September 21, 2025, 6:00 PM to 8:00 PM
Join us as we wish photographer Andy Walker a fond farewell and 'thank you' for sharing his work here at Insomnia Restaurant & Lounge. Meet Andy in this parting evening. View his work on our website. Reserve your table for this event.
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Question Everything Trivia Sundays
Sunday, September 21, 2025, 7:00 PM to 9:00 PM
Insomnia Restaurant & Lounge is doubling down on the brain power! We’re adding a second night of trivia! SUNDAYS FROM 7-9pm
Games will be action-packed, perfect for a quick hit of fun before your work week starts. Plus! We will be crowd sourcing your thoughts on themes: Taylor Swift? Friends? True Crime?! Book your table here.
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Question Everything Trivia
Wednesday, September 24, 2025, 7:00 PM to 9:00 PM
Looking for the ultimate quiz night with a side of laughs and just the right dose of delightful chaos?! Every Wednesday, Insomnia delivers the dopest trivia showdown on Bloor, hosted by Question Everything's comedian Ari Issac and an ever-rotating cast of hilariously talented emcees.
-
Wine Hour
Thursday, September 25, 2025, 3:00 PM to 5:00 PM
Wine Hour 3-5pm serves a featured wines and an amazing $7 per glass. Yes yes, Wine Hour is not just one hour, it is two!! AND... Wine Hour is every evening (not just tonight).
-
Miz Megs & Friends Thursday
Thursday, September 25, 2025, 10:00 PM to 2:00 AM
Miz Megs & Friends every Thursday at Insomnia Restaurant and Lounge. Join resident DJ Miz Megs and her curated lineup of local legends each Thursday. Miz Megs' guests are DJs from the Toronto house and techno scene who you can find bumping beats around the city every weekend.
Music begins at 10pm. Kitchen open til 2am with an amazing late night menu.
Half price martinis. "Good ones, too" 🍸.
-
Kids Eat Free
Friday, September 26, 2025, 3:00 PM to 5:00 PM
FRIDAYS 3pm to 5pm at Insomnia Restaurant & Lounge, Kids eat FREE*.
Don’t forget, WINE HOUR is also 3-5pm.Click here to view the Kids menu.
*Kids 13yrs and under eat free with an adult, from 3-5pm. -
Mixology Friday
Friday, September 26, 2025, 10:00 PM to 2:00 AM
Join us for Mixology at Insomnia Restaurant and Lounge. This evening of music is all about celebrating the diverse sounds and creativity that make up our city’s vibrant artistic scene. Each week brings different talent to the decks, curated by resident DJ Sophia Alexandra. Specials at the bar and menu til 2am. NO COVER.
Learn more about about Mixology.
-
Saturday Annex Session
Saturday, September 27, 2025, 10:00 PM to 2:00 AM
Insomnia Restaurant & Lounge presents The Annex Sessions, a Saturday night series curated by local producer / DJ Oreku.
Featuring local and touring DJs with tasteful eclectic selections to lounge, dine and dance. Music begins at 10pm, NO cover, and kitchen serving until 2am.
-
Sunday Supper Club
Sunday, September 28, 2025, 5:00 PM to 10:00 PM
You are Cordially invited to Sunday Supper Club. This is an exclusive chef-curated, 5-course dining event, served only on Sundays from 5pm to 10pm. It's an intimate dining experience which serves two for only $49.95. Each month, the choices will be refreshed to delight your palate. See the full September menu.
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Tanzina Amin - Artist Series closing party
Sunday, September 28, 2025, 5:00 PM to 7:00 PM
We bid a fond farewell to Tanzina Amin as she closes her exhibit at Insomnia. Meet her and enjoy her pieces added to the walls at Insomnia. Be sure to reserve your table.
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Question Everything Trivia Sundays
Sunday, September 28, 2025, 7:00 PM to 9:00 PM
Insomnia Restaurant & Lounge is doubling down on the brain power! We’re adding a second night of trivia! SUNDAYS FROM 7-9pm
Games will be action-packed, perfect for a quick hit of fun before your work week starts. Plus! We will be crowd sourcing your thoughts on themes: Taylor Swift? Friends? True Crime?! Book your table here.
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Question Everything Trivia
Wednesday, October 1, 2025, 7:00 PM to 9:00 PM
Looking for the ultimate quiz night with a side of laughs and just the right dose of delightful chaos?! Every Wednesday, Insomnia delivers the dopest trivia showdown on Bloor, hosted by Question Everything's comedian Ari Issac and an ever-rotating cast of hilariously talented emcees.
-
Kids Eat Free
Friday, October 3, 2025, 3:00 PM to 5:00 PM
FRIDAYS 3pm to 5pm at Insomnia Restaurant & Lounge, Kids eat FREE*.
Don’t forget, WINE HOUR is also 3-5pm.Click here to view the Kids menu.
*Kids 13yrs and under eat free with an adult, from 3-5pm. -
Question Everything Trivia Sundays
Sunday, October 5, 2025, 7:00 PM to 9:00 PM
Insomnia Restaurant & Lounge is doubling down on the brain power! We’re adding a second night of trivia! SUNDAYS FROM 7-9pm
Games will be action-packed, perfect for a quick hit of fun before your work week starts. Plus! We will be crowd sourcing your thoughts on themes: Taylor Swift? Friends? True Crime?! Book your table here.
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Question Everything Trivia
Wednesday, October 8, 2025, 7:00 PM to 9:00 PM
Looking for the ultimate quiz night with a side of laughs and just the right dose of delightful chaos?! Every Wednesday, Insomnia delivers the dopest trivia showdown on Bloor, hosted by Question Everything's comedian Ari Issac and an ever-rotating cast of hilariously talented emcees.
-
Kids Eat Free
Friday, October 10, 2025, 3:00 PM to 5:00 PM
FRIDAYS 3pm to 5pm at Insomnia Restaurant & Lounge, Kids eat FREE*.
Don’t forget, WINE HOUR is also 3-5pm.Click here to view the Kids menu.
*Kids 13yrs and under eat free with an adult, from 3-5pm. -
Question Everything Trivia Sundays
Sunday, October 12, 2025, 8:00 PM to 9:00 PM
Insomnia Restaurant & Lounge is doubling down on the brain power! We’re adding a second night of trivia! SUNDAYS FROM 8-9pm
Games will be an express style, perfect for a quick hit of fun before your work week starts. Plus! We will be crowd sourcing your thoughts on themes: Taylor Swift? Friends? True Crime?! Book your table here.
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Question Everything Trivia
Wednesday, October 15, 2025, 7:00 PM to 9:00 PM
Looking for the ultimate quiz night with a side of laughs and just the right dose of delightful chaos?! Every Wednesday, Insomnia delivers the dopest trivia showdown on Bloor, hosted by Question Everything's comedian Ari Issac and an ever-rotating cast of hilariously talented emcees.
-
Kids Eat Free
Friday, October 17, 2025, 3:00 PM to 5:00 PM
FRIDAYS 3pm to 5pm at Insomnia Restaurant & Lounge, Kids eat FREE*.
Don’t forget, WINE HOUR is also 3-5pm.Click here to view the Kids menu.
*Kids 13yrs and under eat free with an adult, from 3-5pm. -
Question Everything Trivia Sundays
Sunday, October 19, 2025, 7:00 PM to 9:00 PM
Insomnia Restaurant & Lounge is doubling down on the brain power! We’re adding a second night of trivia! SUNDAYS FROM 7-9pm
Games will be action-packed, perfect for a quick hit of fun before your work week starts. Plus! We will be crowd sourcing your thoughts on themes: Taylor Swift? Friends? True Crime?! Book your table here.
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Question Everything Trivia
Wednesday, October 22, 2025, 7:00 PM to 9:00 PM
Looking for the ultimate quiz night with a side of laughs and just the right dose of delightful chaos?! Every Wednesday, Insomnia delivers the dopest trivia showdown on Bloor, hosted by Question Everything's comedian Ari Issac and an ever-rotating cast of hilariously talented emcees.
-
Kids Eat Free
Friday, October 24, 2025, 3:00 PM to 5:00 PM
FRIDAYS 3pm to 5pm at Insomnia Restaurant & Lounge, Kids eat FREE*.
Don’t forget, WINE HOUR is also 3-5pm.Click here to view the Kids menu.
*Kids 13yrs and under eat free with an adult, from 3-5pm. -
Question Everything Trivia Sundays
Sunday, October 26, 2025, 7:00 PM to 9:00 PM
Insomnia Restaurant & Lounge is doubling down on the brain power! We’re adding a second night of trivia! SUNDAYS FROM 7-9pm
Games will be action-packed, perfect for a quick hit of fun before your work week starts. Plus! We will be crowd sourcing your thoughts on themes: Taylor Swift? Friends? True Crime?! Book your table here.
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Question Everything Trivia
Wednesday, October 29, 2025, 7:00 PM to 9:00 PM
Looking for the ultimate quiz night with a side of laughs and just the right dose of delightful chaos?! Every Wednesday, Insomnia delivers the dopest trivia showdown on Bloor, hosted by Question Everything's comedian Ari Issac and an ever-rotating cast of hilariously talented emcees.