Toronto Holiday Events

Rum & Sun | Caribana 2026 Toronto Saturday Day Party | Saturday, Aug 1

627 King St W 1 Aug 2026

Soca Pack | Caribana 2026 Toronto Saturday Night Party | Saturday, Aug 1

627 King St W 1 Aug 2026

Bad Behaviour | Caribana 2026 Friday Night Party Toronto | Friday, Jul 31

TBA 31 Jul 2026

Last Lap | Caribana 2026 Toronto Sunday Night Party | Sunday, Aug 2

TBA 2 Aug 2026

Waistline Weather | Caribana 2026 Sunday Day Party Toronto | Aug 2

TBA 2 Aug 2026

Stacy Marie Stranzl at The One of a Kind Show

Enercare Centre 27 Nov 2026

Get Active | Caribana 2026 Toronto Night Party | Thursday, July 30

TBA 30 Jul 2026

Choir! Choir! Choir! - Un-Silent Night

Massey Hall 19 Dec 2026

Toronto Halloween Party Cruise - The Black Pearl

Northern Spirit Yacht 31 Oct 2026

Day Break | Caribana 2026 Toronto Day Party | Thursday, July 30

627 King St W 30 Jul 2026

Ready for Di Road | Caribana 2026 Friday Day Party Toronto | Friday, Jul 31

TBA 31 Jul 2026

Sunrise Toronto | Caribana Monday Day Party 2026

TBA 3 Aug 2026

In Tha 6ix | Caribana 2026 Monday Day Party Toronto | Monday, Aug 3

TBA 3 Aug 2026

Candlelight: Christmas Classics

Metropolitan Community Church of Toronto 20 Dec 2026

Toronto Halloween Night Boat Party

The empress of canada 31 Oct 2026

Distillery Winter Village

55 Mill St 12 Nov 2026

Tdotclub Halloween Boat Party

The empress of canada 31 Oct 2026

Caribbean Christmas Mixtape Vol. 1

Lula Lounge 17 Dec 2026

Kreate Market — Christmas Market | Stackt Market

STACKT market 12 Dec 2026

Toronto Art Crawl Christmas POP UP

The Great Hall 6 Dec 2026

Kreate Market — Harvest & Scare Market | Stackt Market

STACKT market 31 Oct 2026

Kreate Market — Last Minute Christmas Market | Stackt Market

STACKT market 19 Dec 2026

Jazz at the Columbus Centre: A Very Jazzy Christmas

Joseph D. Carrier Art Gallery, Columbus Centre 3 Dec 2026

CRAFTED & CURATED MARKET

Enercare Centre 21 Aug 2026

Kreate Market — Holiday Market | Stackt Market

STACKT market 21 Nov 2026

Toronto Dating Hub Summer Mixer for Educators, Teachers & Youth Workers

Reid's Distillery 17 Aug 2026

The Big Smoke Maker Expo

Bandshell Park at Exhibition Place 8 Aug 2026

Good Lovelies Holiday Concert

Massey Hall 17 Dec 2026

Designing The Movies: CHARADE (1963) - New Restoration!

Revue Cinema 12 Aug 2026

Toronto Social and Language Exchange (Make New Friends) ✨

The Goodman Pub and Kitchen 10 Apr 2026

Sinfonia Toronto - Holiday Cheer / Reflections at Jane Mallett Theatre

Jane Mallett Theatre 5 Dec 2026

Afro-Caribbean Nutcracker Reimagined

York Woods Library Theatre 19 Nov 2026

The Vampire Lestat - Burlesque & Drag Show

The Wych 16 Aug 2026

Ferragosto

Anthony Fusco Sr. Courtyard, Columbus Centre 16 Aug 2026

NEW WINE – TORONTO 2026 - Aug 14 - 16

Holiday Inn Toronto Airport East 14 Aug 2026

THE HANDMADE MARKET & VENDOR FAIR

Lawrence Park Community Church 21 Aug 2026

THE MODERN MAKERS MARKETPLACE

The Well 21 Aug 2026

Nightmare Before Christmas Market at The Village at Black Creek

The Village At Black Creek Museum 21 Nov 2026

Built to Play Soccer: Girls Soccer Program (East Scarborough)

Woburn Collegiate Institute 29 Jun 2026

Early Bird Christmas Market

The Parkdale Hall 6 Dec 2026

Riverside Holiday Market '26

Ralph Thornton Community Centre 29 Nov 2026

Blooms & Brews ✿ A Date Night Workshop

20 Wagstaff Dr unit 2 3 Dec 2026

Toronto Antique and Vintage Market

Queen Elizabeth Building 26 Jul 2026

YORKGATE MALL COMICON * SANTA'S MINI MARKET!! FREE ADMISSION!

Yorkgate Mall 12 Dec 2026

Christmas Market

The Parkdale Hall 13 Dec 2026

HSMAI Ontario Summer Social 2026

Holiday Inn Toronto Downtown Centre by IHG 29 Jul 2026

International Youth Leadership and mentorship Conference

Holiday Inn Toronto Downtown Centre, an IHG Hotel, Carlton Street, Toronto, ON, Canada 28 Oct 2026

Brunch With Santa

St. Andrew's Presbyterian Church (Scarborough) 12 Dec 2026

The international Afri-Canada Youth Leaders Conference - Ontario 2026

Holiday Inn Toronto Downtown Centre by IHG 18 Nov 2026

2026 Scattergories & Suds: Game night with Literal Change

Left Field Brewery (Leslieville) 16 Nov 2026

International Business And Finance Conference -Canada 2026

Holiday Inn Toronto Downtown Centre, an IHG Hotel, Carlton Street, Toronto, ON, Canada 29 Jul 2026

Marcel le Père Noël et le petit livreur de pizzas (Marcel the Santa Claus)

Alliance Francaise Toronto - Downtown campus 17 Dec 2026

Revival Fest: Renaissance

74 Colville Rd 14 Aug 2026

Last Call Christmas Market

The Parkdale Hall 20 Dec 2026

Winter Warmth

The Parkdale Hall 29 Nov 2026

Needle Felt a Santa Ornament Workshop

The Village at Black Creek 21 Nov 2026

Cold Process Soap Workshop

Big Beer Soap Company 10 Jul 2026

International Youth Leadership Conference

Holiday Inn Toronto Downtown Centre, an IHG Hotel, Carlton Street, Toronto, ON, Canada 23 Sep 2026

DIY Handbag Workshop - Handmade & Happy Hour

7 Mabelle Ave 21 Sep 2025

Free Sahaja Yoga Meditation Class in Scarborough For Beginners

McGregor Park Community Centre 22 Apr 2026

Summer Tenugui Towels: Fireworks, Fireflies, and Yōkai Monsters

The Japan Foundation, Toronto 4 Jun 2026

Comedy Nuggets presents Comedy Night in Leslieville

Reid's Distillery 2 Aug 2026

Choir! Choir! Choir! - Un-Silent Night

Massey Hall 19 Dec 2026

Turkish Courses - Summer 2026

Toronto Yunus Emre Institute 6 Jul 2026

The Wiggles - Tree of Wisdom Spectacular!

TO Live 30 Aug 2026

Hybrid Turkish Courses - Fall Term 2026

Toronto Yunus Emre Institute 4 Dec 2026

Plan Successful Events – 1 Day Interactive Training in Toronto

Regus ON, Toronto - Yonge & Shuter 20 Apr 2026

Meet People Social Toronto Friday | Cultural International Party

The Goodman Pub and Kitchen 8 Aug 2025