Events Calendar
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Wine Hour
Wednesday, December 10, 2025, 3:00 PM to 5:00 PM
Drop by for Wine Hour 3-5pm, as Insomnia Restaurant & Lounge serves up wonderful wines at an amazing $7 per glass. Wine Hour is not just one hour, it is two!! AND... Wine Hour is every afternoon Insomnia is open (not just today).
Now is a great time to mention: students get 20% OFF food all the time.
Our wine menu. -
Question Everything Trivia Wednesday
Wednesday, December 10, 2025, 7:00 PM to 9:00 PM
Insomnia delivers the dopest trivia showdown on Bloor, hosted by comedian Ari Issac and an ever-rotating cast of hilariously talented emcees. QE Trivia hosts Trivia nights here at Insomnia, Wednesdays and Sundays.
What to Expect:
- 10 dynamic categories packed with pop culture's hottest topics—celebrities, TV, movies, music, and more!
- Interactive games that keep the energy high and the surprises rolling.
- Themes for everyone: Even if you're walking in clueless, we've got you covered.
- Amazing prizes, including the monthly Grand Prize of TWO tickets to the Toronto Raptors with points accumulated by the end of the month.
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Miz Megs & Friends, Thursdays
Thursday, December 11, 2025, 10:00 PM to 2:00 AM
Miz Megs bring Musically Spoiled Thursdays at Insomnia and invite you to come get warm with some of Toronto’s finest house music DJs, dance, eat, drink (inexpensively) and vibe with us! More about our Thursdays here.
Tonight DJ KVGE will be teaming up with Megs.
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Kids Eat FREE, Friday
Friday, December 12, 2025, 3:00 PM to 5:00 PM
End-of-week celebration with the family...
Bring in the kids and enjoy a well earned dinner together. When you order dinner, the little 'uns 12-and-under can pick from the Kids Menu for FREE. And wait'll you see the Desserts*. Such a treat.
*Desserts not included in promotion.
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Mixology Friday
Friday, December 12, 2025, 10:00 PM to 2:00 AM
Mixology has brought an incredible wave of new artists, new sounds, and new energy to Insomnia Restaurant & Lounge. This month, Mixology is continuing that momentum as we welcome new members to the Mixology family, host a release party, and mark a special birthday celebration with an open decks night. It’s a month of transformation, movement and time to step into something new. Consider this your invitation to come shake it off here at Insomnia Restaurant & Lounge.
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Students Get 20% OFF all Menu Food
Saturday, December 13, 2025, 10:00 AM to 2:00 AM
Calling all Students.*
Insomnia Restaurant & Lounge invites you to eat in and get 20% OFF all food from our menus. We understand student life can be tough, so this is our way of helping you along with all that studying. From 10am brunch through to 2am late night menu, it's a great deal.
Our 20% OFF FOOD deal is Bloor Street's best kept secret. But here's the best part... it is not just today. IT IS EVERY DAY. EVERY MENU. Start with our Always Menu!
*Be sure to bring your photo student card to confirm your student status.
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The Annex Session Saturday
Saturday, December 13, 2025, 10:00 PM to 2:00 AM
CANCELLED FOR THIS NIGHT ONLY.
Insomnia Restaurant and Lounge returns The Annex Sessions on December 20th. It is a Saturday night series curated by local producer / DJ Oreku. Featuring local and touring DJs with tasteful eclectic selections to lounge, dine and dance.
NO COVER.
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Wine Hour
Sunday, December 14, 2025, 3:00 PM to 5:00 PM
Drop by for Wine Hour 3-5pm, as Insomnia Restaurant & Lounge serves up wonderful wines at an amazing $7 per glass. Wine Hour is not just one hour, it is two!! AND... Wine Hour is every afternoon Insomnia is open (not just today).
Now is a great time to mention: students get 20% OFF food all the time.
Our wine menu. -
Question Everything Trivia Sunday
Sunday, December 14, 2025, 7:00 PM to 9:00 PM
Insomnia delivers the dopest trivia showdown on Bloor, hosted by comedian Ari Issac and an ever-rotating cast of hilariously talented emcees. QE Trivia hosts Trivia nights here at Insomnia, Wednesdays and Sundays.
What to Expect:
- 10 dynamic categories packed with pop culture's hottest topics—celebrities, TV, movies, music, and more!
- Interactive games that keep the energy high and the surprises rolling.
- Themes for everyone: Even if you're walking in clueless, we've got you covered.
- Amazing prizes, including the monthly Grand Prize of TWO tickets to the Toronto Raptors with points accumulated by the end of the month.
-
Question Everything Trivia Wednesday
Wednesday, December 17, 2025, 7:00 PM to 9:00 PM
Insomnia delivers the dopest trivia showdown on Bloor, hosted by comedian Ari Issac and an ever-rotating cast of hilariously talented emcees. QE Trivia hosts Trivia nights here at Insomnia, Wednesdays and Sundays.
What to Expect:
- 10 dynamic categories packed with pop culture's hottest topics—celebrities, TV, movies, music, and more!
- Interactive games that keep the energy high and the surprises rolling.
- Themes for everyone: Even if you're walking in clueless, we've got you covered.
- Amazing prizes, including the monthly Grand Prize of TWO tickets to the Toronto Raptors with points accumulated by the end of the month.
-
Students Get 20% OFF all Menu Food
Thursday, December 18, 2025, 10:00 AM to 2:00 AM
Calling all Students.
Insomnia Restaurant & Lounge invites you to eat in and get 20% OFF all food from our menus. We understand student life can be tough, so this is our way of helping you along with all that studying. From 10am brunch through to 2am late night menu, it's a great deal.
Our 20% OFF FOOD deal is Bloor Street's best kept secret. But here's the best part... it is not just today. IT IS EVERY DAY. EVERY MENU. Start with our Always Menu!
*Be sure to bring your photo student card to confirm your student status.
-
Wine Hour
Thursday, December 18, 2025, 3:00 PM to 5:00 PM
Drop by for Wine Hour 3-5pm, as Insomnia Restaurant & Lounge serves up wonderful wines at an amazing $7 per glass. Wine Hour is not just one hour, it is two!! AND... Wine Hour is every afternoon Insomnia is open (not just today).
Now is a great time to mention: students get 20% OFF food all the time.
Our wine menu. -
Miz Megs & Friends, Christmas Celebration
Thursday, December 18, 2025, 10:00 PM to 2:00 AM
Miz Megs bring Musically Spoiled Thursdays at Insomnia and invite you to come get warm with some of Toronto’s finest house music DJs, dance, eat, drink (inexpensively) and vibe with us! More about our Thursdays here.
Tonight DJ Flipside will be teaming up with Megs.
-
Kids Eat FREE, Friday
Friday, December 19, 2025, 3:00 PM to 5:00 PM
End-of-week celebration with the family...
Bring in the kids and enjoy a well earned dinner together. When you order dinner, the little 'uns 12-and-under can pick from the Kids Menu for FREE. And wait'll you see the Desserts*. Such a treat.
*Desserts not included in promotion.
-
Mixology Friday
Friday, December 19, 2025, 10:00 PM to 2:00 AM
Mixology has brought an incredible wave of new artists, new sounds, and new energy to Insomnia Restaurant & Lounge. This month, Mixology is continuing that momentum as we welcome new members to the Mixology family, host a release party, and mark a special birthday celebration with an open decks night. It’s a month of transformation, movement and time to step into something new. Consider this your invitation to come shake it off here at Insomnia Restaurant & Lounge.
-
Students Get 20% OFF all Menu Food
Saturday, December 20, 2025, 10:00 AM to 2:00 AM
Calling all Students.
Insomnia Restaurant & Lounge invites you to eat in and get 20% OFF all food from our menus. We understand student life can be tough, so this is our way of helping you along with all that studying. From 10am brunch through to 2am late night menu, it's a great deal.
Our 20% OFF FOOD deal is Bloor Street's best kept secret. But here's the best part... it is not just today. IT IS EVERY DAY. EVERY MENU. Start with our Always Menu!
*Be sure to bring your photo student card to confirm your student status.
-
The Annex Session Saturday
Saturday, December 20, 2025, 10:00 PM to 2:00 AM
Insomnia Restaurant and 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.
NO COVER.
-
Wine Hour
Sunday, December 21, 2025, 3:00 PM to 5:00 PM
Drop by for Wine Hour 3-5pm, as Insomnia Restaurant & Lounge serves up wonderful wines at an amazing $7 per glass. Wine Hour is not just one hour, it is two!! AND... Wine Hour is every afternoon Insomnia is open (not just today).
Now is a great time to mention: students get 20% OFF food all the time.
Our wine menu. -
Question Everything Trivia Sunday
Sunday, December 21, 2025, 7:00 PM to 9:00 PM
Insomnia delivers the dopest trivia showdown on Bloor, hosted by comedian Ari Issac and an ever-rotating cast of hilariously talented emcees. QE Trivia hosts Trivia nights here at Insomnia, Wednesdays and Sundays.
What to Expect:
- 10 dynamic categories packed with pop culture's hottest topics—celebrities, TV, movies, music, and more!
- Interactive games that keep the energy high and the surprises rolling.
- Themes for everyone: Even if you're walking in clueless, we've got you covered.
- Amazing prizes, including the monthly Grand Prize of TWO tickets to the Toronto Raptors with points accumulated by the end of the month.
-
Wine Hour - Christmas Eve Cheer 🥂
Wednesday, December 24, 2025, 3:00 PM to 5:00 PM
Drop by for Wine Hour 3-5pm, as Insomnia Restaurant & Lounge serves up wonderful wines at an amazing $7 per glass. Wine Hour is not just one hour, it is two!! AND... Wine Hour is every afternoon Insomnia is open (not just today).
Now is a great time to mention: students get 20% OFF food all the time.
Our wine menu. -
Kids Eat FREE, Friday
Friday, December 26, 2025, 3:00 PM to 5:00 PM
End-of-week celebration with the family...
Bring in the kids and enjoy a well earned dinner together. When you order dinner, the little 'uns 12-and-under can pick from the Kids Menu for FREE. And wait'll you see the Desserts*. Such a treat.
*Desserts not included in promotion.
-
Mixology Friday - Boxing Day Edition
Friday, December 26, 2025, 10:00 PM to 2:00 AM
Mixology has brought an incredible wave of new artists, new sounds, and new energy to Insomnia Restaurant & Lounge. This month, Mixology is continuing that momentum as we welcome new members to the Mixology family, host a release party, and mark a special birthday celebration with an open decks night. It’s a month of transformation, movement and time to step into something new. Consider this your invitation to come shake it off here at Insomnia Restaurant & Lounge.
-
Wine Hour
Saturday, December 27, 2025, 3:00 PM to 5:00 PM
Drop by for Wine Hour 3-5pm, as Insomnia Restaurant & Lounge serves up wonderful wines at an amazing $7 per glass. Wine Hour is not just one hour, it is two!! AND... Wine Hour is every afternoon Insomnia is open (not just today).
Now is a great time to mention: students get 20% OFF food all the time.
Our wine menu. -
The Annex Session Saturday
Saturday, December 27, 2025, 10:00 PM to 2:00 AM
Insomnia Restaurant and 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.
NO COVER.
-
Students Get 20% OFF all Menu Food
Sunday, December 28, 2025, 10:00 AM to 2:00 AM
Calling all Students.
Insomnia Restaurant & Lounge invites you to eat in and get 20% OFF all food from our menus. We understand student life can be tough, so this is our way of helping you along with all that studying. From 10am brunch through to 2am late night menu, it's a great deal.
Our 20% OFF FOOD deal is Bloor Street's best kept secret. But here's the best part... it is not just today. IT IS EVERY DAY. EVERY MENU. Start with our Always Menu!
*Be sure to bring your photo student card to confirm your student status.
-
Question Everything Trivia Sunday
Sunday, December 28, 2025, 7:00 PM to 9:00 PM
Insomnia delivers the dopest trivia showdown on Bloor, hosted by comedian Ari Issac and an ever-rotating cast of hilariously talented emcees. QE Trivia hosts Trivia nights here at Insomnia, Wednesdays and Sundays.
What to Expect:
- 10 dynamic categories packed with pop culture's hottest topics—celebrities, TV, movies, music, and more!
- Interactive games that keep the energy high and the surprises rolling.
- Themes for everyone: Even if you're walking in clueless, we've got you covered.
- Amazing prizes, including the monthly Grand Prize of TWO tickets to the Toronto Raptors with points accumulated by the end of the month.
-
Wine Hour - The New Year's Eve Edition 🥂
Wednesday, December 31, 2025, 3:00 PM to 5:00 PM
Get a jump on New Year's Eve Celebrations🥂
Drop by for Wine Hour 3-5pm, as Insomnia Restaurant & Lounge serves up wonderful wines at an amazing $7 per glass. Wine Hour is not just one hour, it is two!! AND... Wine Hour is every afternoon Insomnia is open (not just today).
Now is a great time to mention: students get 20% OFF food all the time.
Our wine menu. -
Students Get 20% OFF all Menu Food
Friday, January 2, 2026, 10:00 AM to 2:00 AM
Calling all Students.
Insomnia Restaurant & Lounge invites you to eat in and get 20% OFF all food from our menus. We understand student life can be tough, so this is our way of helping you along with all that studying. From 10am brunch through to 2am late night menu, it's a great deal.
Our 20% OFF FOOD deal is Bloor Street's best kept secret. But here's the best part... it is not just today. IT IS EVERY DAY. EVERY MENU. Start with our Always Menu!
*Be sure to bring your photo student card to confirm your student status.
-
Kids Eat FREE, Friday
Friday, January 2, 2026, 3:00 PM to 5:00 PM
End-of-week celebration with the family...
Bring in the kids and enjoy a well earned dinner together. When you order dinner, the little 'uns 12-and-under can pick from the Kids Menu for FREE. And wait'll you see the Desserts*. Such a treat.
*Desserts not included in promotion.
-
Wine Hour
Friday, January 2, 2026, 3:00 PM to 5:00 PM
Drop by for Wine Hour 3-5pm, as Insomnia Restaurant & Lounge serves up wonderful wines at an amazing $7 per glass. Wine Hour is not just one hour, it is two!! AND... Wine Hour is every afternoon Insomnia is open (not just today).
Now is a great time to mention: students get 20% OFF food all the time.
Our wine menu. -
Wine Hour
Sunday, January 4, 2026, 3:00 PM to 5:00 PM
Drop by for Wine Hour 3-5pm, as Insomnia Restaurant & Lounge serves up wonderful wines at an amazing $7 per glass. Wine Hour is not just one hour, it is two!! AND... Wine Hour is every afternoon Insomnia is open (not just today).
Now is a great time to mention: students get 20% OFF food all the time.
Our wine menu. -
Wine Hour
Thursday, January 8, 2026, 3:00 PM to 5:00 PM
Drop by for Wine Hour 3-5pm, as Insomnia Restaurant & Lounge serves up wonderful wines at an amazing $7 per glass. Wine Hour is not just one hour, it is two!! AND... Wine Hour is every afternoon Insomnia is open (not just today).
Now is a great time to mention: students get 20% OFF food all the time.
Our wine menu. -
Kids Eat FREE, Friday
Friday, January 9, 2026, 3:00 PM to 5:00 PM
End-of-week celebration with the family...
Bring in the kids and enjoy a well earned dinner together. When you order dinner, the little 'uns 12-and-under can pick from the Kids Menu for FREE. And wait'll you see the Desserts*. Such a treat.
*Desserts not included in promotion.
-
Wine Hour
Wednesday, January 14, 2026, 3:00 PM to 5:00 PM
Drop by for Wine Hour 3-5pm, as Insomnia Restaurant & Lounge serves up wonderful wines at an amazing $7 per glass. Wine Hour is not just one hour, it is two!! AND... Wine Hour is every afternoon Insomnia is open (not just today).
Now is a great time to mention: students get 20% OFF food all the time.
Our wine menu. -
Kids Eat FREE, Friday
Friday, January 16, 2026, 3:00 PM to 5:00 PM
End-of-week celebration with the family...
Bring in the kids and enjoy a well earned dinner together. When you order dinner, the little 'uns 12-and-under can pick from the Kids Menu for FREE. And wait'll you see the Desserts*. Such a treat.
*Desserts not included in promotion.
-
Wine Hour
Saturday, January 17, 2026, 3:00 PM to 5:00 PM
Drop by for Wine Hour 3-5pm, as Insomnia Restaurant & Lounge serves up wonderful wines at an amazing $7 per glass. Wine Hour is not just one hour, it is two!! AND... Wine Hour is every afternoon Insomnia is open (not just today).
Now is a great time to mention: students get 20% OFF food all the time.
Our wine menu. -
Wine Hour
Thursday, January 22, 2026, 3:00 PM to 5:00 PM
Drop by for Wine Hour 3-5pm, as Insomnia Restaurant & Lounge serves up wonderful wines at an amazing $7 per glass. Wine Hour is not just one hour, it is two!! AND... Wine Hour is every afternoon Insomnia is open (not just today).
Now is a great time to mention: students get 20% OFF food all the time.
Our wine menu. -
Kids Eat FREE, Friday
Friday, January 23, 2026, 3:00 PM to 5:00 PM
End-of-week celebration with the family...
Bring in the kids and enjoy a well earned dinner together. When you order dinner, the little 'uns 12-and-under can pick from the Kids Menu for FREE. And wait'll you see the Desserts*. Such a treat.
*Desserts not included in promotion.
-
Wine Hour
Thursday, January 29, 2026, 3:00 PM to 5:00 PM
Drop by for Wine Hour 3-5pm, as Insomnia Restaurant & Lounge serves up wonderful wines at an amazing $7 per glass. Wine Hour is not just one hour, it is two!! AND... Wine Hour is every afternoon Insomnia is open (not just today).
Now is a great time to mention: students get 20% OFF food all the time.
Our wine menu. -
Kids Eat FREE, Friday
Friday, January 30, 2026, 3:00 PM to 5:00 PM
End-of-week celebration with the family...
Bring in the kids and enjoy a well earned dinner together. When you order dinner, the little 'uns 12-and-under can pick from the Kids Menu for FREE. And wait'll you see the Desserts*. Such a treat.
*Desserts not included in promotion.
-
Wine Hour
Sunday, February 1, 2026, 3:00 PM to 5:00 PM
Drop by for Wine Hour 3-5pm, as Insomnia Restaurant & Lounge serves up wonderful wines at an amazing $7 per glass. Wine Hour is not just one hour, it is two!! AND... Wine Hour is every afternoon Insomnia is open (not just today).
Now is a great time to mention: students get 20% OFF food all the time.
Our wine menu. -
Kids Eat FREE, Friday
Friday, February 6, 2026, 3:00 PM to 5:00 PM
End-of-week celebration with the family...
Bring in the kids and enjoy a well earned dinner together. When you order dinner, the little 'uns 12-and-under can pick from the Kids Menu for FREE. And wait'll you see the Desserts*. Such a treat.
*Desserts not included in promotion.