along Market Street, St. Lawrence Market, Toronto
November 19, 2026 To December 22, 2026
Free
This holiday season, St. Lawrence Market is once again bringing the community together for the 3rd Annual Winter Market. Read more…
along Market Street, St. Lawrence Market, Toronto
November 19, 2026 To December 22, 2026
Free
This holiday season, St. Lawrence Market is once again bringing the community together for the 3rd Annual Winter Market. Read more…
Queen Street South and Main Street, Mississauga
November 20, 2026 To November 21, 2026
Free
The Streetsville BIA is proud to present the 11th annual Christmas in the Village, a beloved holiday tradition in the heart of historic Streetsville. Read more…
Markham Fairgrounds, 10801 McCowan Road, Markham
November 20, 2026 To November 22, 2026
$3 to $14
Join us for a captivating experience at our annual Holiday Market! Dive into a winter wonderland where the spirit of the season comes alive. Read more…
462 Kingston Rd E, Ajax
November 20, 2026 To December 26, 2026
$39.09 per vehicle & up
Experience the magic of more than a million lights illuminating acres of the campground. Read more…
Blue Mountain Resort, 190 Gord Canning Drive, The Blue Mountains
November 20, 2026 To January 3, 2027
833-583-2583
Free
Step into a world where every street sparkles with twinkling lights, every building is wrapped in holiday bows, and the air is filled with festive tunes and… Read more…
Toronto Botanical Garden, 777 Lawrence Avenue East, Toronto
November 20, 2026 To December 20, 2026
Free
Toronto Botanical Garden + For the Love of Markets invite you to kick off the holidays at the Toronto Botanical Garden’s annual Holiday EcoMarket. Read more…
Various locations, Southern Ontario
November 20, 2026 To November 30, 2026
donations to local food bank
The Canadian Pacific Kansas City (CPKC) Holiday Train program is returning to the rails in 2026 to raise money, food, and awareness for food banks and hunger… Read more…
City Hall Civic Square to Memorial Park, 50 Centre St. S., Oshawa
November 20, 2026
Free
The City of Oshawa kicks off the holiday season with the Bright and Merry Market. Read more…
Towne Square, 94 George St. Oakville
November 20, 2026
Free
Kick off the holiday season as Downtown Oakville sparkles with the annual tree lighting, festive holiday cheer, and seasonal activities. Read more…
6240 Main Street Parking lot & Civic Square, Stouffville
November 20, 2026 To November 21, 2026
Free
Celebrate the holidays with our largest winter event of the season!The event will feature a local artisan vendor marketplace, magical lighting displays, food and beverage, Santa Claus,… Read more…
Harbourfront Centre Public Square, 235 Queens Quay W, Toronto
November 20, 2026
(416) 973-4000
Free
Celebrate the magic of the season with the lighting of our spectacular 33-foot holiday tree, the dazzling centerpiece of our Community Square. Read more…
Harbourfront Centre, 235 Queens Quay W, Toronto
November 20, 2026 To December 20, 2026
Free
A Christmas theatre classic, free train rides, spectacular fire performances and a 33-foot holiday tree are coming to Toronto’s waterfront as Harbourfront Centre welcomes back HarbourFrost. Read more…
Wychwood Theatre, 76 Wychwood Ave, Studio 176, Toronto
November 20, 2026
$30.49 & up
This interactive show will have the whole family going “ooh” and “ahh” while they laugh out loud. Read more…
6240 Main Street, Stouffville
November 20, 2026 To November 21, 2026
905-640-9645
Free
Celebrate the holidays with our largest winter event of the season! The event will feature a local artisan vendor marketplace, magical lighting displays, food and beverage, carousel… Read more…
Roy Thomson Hall, 60 Simcoe Street, Toronto
November 20, 2026 To November 21, 2026
$38.00 - $203.00
Spotlight Artist Renaud Capuçon plays and leads a program that begins with the luminous colours of Charlotte Sohy’s rarely heard Thème varié, followed by Robert Schumann’s soulful,… Read more…
Jane Mallett Theatre, 27 Front Street East, Toronto
November 20, 2026 To November 22, 2026
416-368-6161
$45.75 - $55.75
Inspired by his newly released novel The Letters I Never Sent, Davide de Pierro’s new live show blends personal storytelling, humour, and audience conversation. Read more…
Koerner Hall, 273 Bloor Street West, Toronto
November 20, 2026
$60.00 - $95.00
A magical evening of Armenian music direct from Yerevan, and the Canadian premiere of Dear Mountains, a recent work for chorus, solo cello, oud, and percussion, co-composed… Read more…
Danforth Music Hall, 147 Danforth Ave, Toronto
November 20, 2026
$66.25 & up
Blackie and the Rodeo Kings are one of Canada’s most enduring and quietly influential roots supergroups—a band built not on industry calculation but on friendship, deep musical… Read more…
Massey Hall, 178 Victoria Street, Toronto
November 20, 2026
416-872-4255
$54+
DON’T MISS your chance to catch one of the biggest global names in live stand-up, as Scotland’s international comedy superstar Daniel Sloss unleashes his brilliant and devastatingly… Read more…
Backroom Comedy Club, 814 Bloor St West, Toronto
November 20, 2026
4165790940
$20
It started as a joke. Now we’re selling tickets. Read more…
The Rose Brampton, 1 Theatre Lane Brampton
November 20, 2026
$45 - $85
Fans of Monty Python, Mr. Bean, and Dr. Read more…
Aki Studio, 585 Dundas Street East, Toronto
November 20, 2026 To November 29, 2026
$15
Weesageechak Begins to Dance is Native Earth’s annual performing arts festival showcasing new works and works-in-development by Indigenous artists across Turtle Island and beyond. Read more…
Miracle on Bloor, 875 Bloor St. West, Toronto
November 20, 2026 To December 27, 2026
Free
Miracle on Bloor is the ultimate Christmas playground! Expect floor-to-ceiling décor, extravagant holiday-themed cocktails, a delicious snack menu from Fat Rice, Drumming Santa appearances, live DJ sets… Read more…
Miracle on Harbourfront, 235 Queens Quay West, Toronto
November 20, 2026 To January 1, 2027
Free
Miracle on Harbourfront is a must-visit all-ages Christmas destination sets that stage for cheer-filled moments and memories for families, friends, couples and groups. Read more…