- Canada's Coffee Culture Festival — Coffee City at 234 Bay Street Toronto, ON M5K 1B2
- Cask Days at 282 Campbell Ave. (Clock Factory Building)
- Pottery and sip Workshop at 250 Sheppard Ave E, 250 Sheppard Avenue East, Toronto, ON M2N 6M9, Toronto, ON
- Friday Improv Class for Stage and Life at The Social Capital Theatre, 154 Danforth Avenue, 2nd Floor, Toronto, ON M4K 1N1, Toronto, ON
- Ohemgee Faaji Toronto at National Event Venue Space
- Bookish Trivia: Sp0o0ky Edition! at Queen Books at Queen Books
- Ballroom & Latin Dancing - Every Friday & Saturday Night at 30-Up Club, 22 Dorchester Avenue, Toronto, ON M8Z 4W3, Toronto, ON
- TORONTO AFTER DARK - FILM FESTIVAL at SCOTIABANK THEATRE & CINECYCLE
- SANCTUARY PARK TOUR: CELEBRATING 40 YEARS OF THE JAYHAWKS at The Danforth Music Hall
- Question Everything Trivia @ GRETA | a better weekend pre does not exist at GRETA Bar YYZ, 590 King Street West, Toronto, ON M5V 1M3, Toronto, ON
- Roses & Thorns — Bad Dog Theatre Company - Toronto's Best Improv at Comedy Bar Bloor
- Swapmeet at The Monarch Tavern, 12 Clinton Street, Toronto, Ontario M6J 2N8, Canada, Toronto
- Not A Phase: Weekend at Ramona’s, Slow Decay, and Triton at The Baby G
- THE AFTER PARTY at Society Clubhouse, 967 College St, Toronto, ON M6H 1A6
- Long Play: Frank Ocean + Extended Session with Aaron Dunkies at 141 Bathurst Street, Toronto, Ontario, M5V 2R2, CANADA
- Sam Casey w/ Solid Body Contact & MEAVE at Rivoli Toronto
- Così fan tutte at Four Seasons Centre for the Performing Arts, 145 Queen Street West Toronto, ON M5H 4G1
- Spy at Hard Luck Bar
- Stevie Wonder Songs in the Key of Life at Hugh's Room
- Velvet Underground Reunion - 31st Anniversary Dance Party w/ 8 DJ's at Ground Control - 1279 Queen St W, 1279 Queen Street West, Toronto, ON M6K 1L6, Toronto, ON
- Jimmy Carr at Scotiabank Theater
- Ancient Circuitry at First Unitarian Church, 473 Oakwood Ave, Toronto, Ontario, M6C 2R5
- Grace 2 - Celebrating the Tragically Hip at Horseshoe Tavern
- Shawn James at Adelaide Hall
- Latin Fridays w 9 del Barrio + Sarita Levya! at Lula Lounge
- Hiphop Vs Reggaeton - Basshall edition @myst at Myst Toronto, 423 College Street, Toronto, ON M5T 1T1, Toronto, ON
- BLOOD SUCKERS at GEARY AVENUE WAREHOUSE PROJECT, 209 Geary Avenue, 165 Geary Ave. Toronto
- QTS: Toronto presents Farius + Solarstone at Bunker, 489 Church Street, Toronto, Ontario M4Y 2C6, Canada, Toronto
- WHINE SLOW - Toronto's Sexiest Dancehall & Soca Party at Mia Toronto
- MASQUERADE @ FICTION | FRI OCT 16 | FREE ENTRY & $5 TEQUILA at Fiction, 180 Pearl Street, Toronto, ON M5J 1L5, Toronto, ON
- BASSIFICATION: HUMAN PLUSHIE, EMRYSLAZULI, FANNDEMM, MS.MYLES, COHEN & ENSIDER at Sound Machine, 178 Bathurst St, Toronto
- That’s what makes you a Belieber- Justin Bieber X One Direction Dance Party at GRETA Bar YYZ, 590 King Street West, Toronto, ON M5V 2N2, Toronto, ON
- Odd Soul featuring Keys N Krates b2b LOSTBOYJAY and Dylan-Thomas at Standard Time
- RITUAL: 2000s-2010s Throwback Party at Bar Cathedral, 54 The Esplanade, Toronto, ON M5E 1A6, Toronto, ON
- BADDEST B*TCHES IN TORONTO: GIRL POP & HYPERPOP DANCE PARTY ★ at 268 Augusta Ave, 268 Augusta Avenue
- Tootard / Live in Toronto at Drake Underground
- Figure Drawing and Illustration Workshop at 250 Sheppard Ave E, 250 Sheppard Avenue East
- Canada's Coffee Culture Festival — Coffee City at 234 Bay Street Toronto, ON M5K 1B2
- Cask Days at 282 Campbell Ave. (Clock Factory Building)
- FAME GAME: BINGO & DRAG BRUNCH @ AGAVE AZUL! at AGAVE AZUL
- TORONTO AFTER DARK - FILM FESTIVAL at SCOTIABANK THEATRE & CINECYCLE
- Toronto Marlies vs Chicago Wolves at Scotiabank Arena
- Make Your Own Silver Jewelry – Saturday Hands-On Workshop at 2515 Yonge St, 2515 Yonge Street
- Big Vinyl Record Swap at Glad Day Lit
- CFNY Video Roadshow with Ivar Hamilton & Scot Turner (5pm-930pm) at Ground Control - 1279 Queen St W, 1279 Queen Street West
- Kanan Gill at Queen Elizabeth Theatre
- Improv for New Friends at The Social Capital Theatre
- Clay Space Beginners Pottery Workshops - October at Clay Space
- DRUNK OBSESSION at Rivoli Toronto
- Exciting dance evening - Hustle lesson with Steven James, show, disco music at 30-Up Club
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