The Best Christmas Activities and Events in Toronto (2019)

You won’t believe how magical Toronto becomes during the holiday season! We’ve listed some of the best 2019 Christmas activities, shows, and events in Toronto throughout the months of November and December. Get ready for some good ol’ Canadian winter fun and don’t forget to bring your hats, mitts, and scarves!

Christmas tree and skating rink in front of the Toronto skyline

Christmas in the Square and Cavalcade of Lights: November 30th, December 7th to 3rd (Holiday Market)

Each year, Nathan Philip’s Square (Toronto’s City Hall) is transformed into a winter wonderland, complete with an ice skating rink, food trucks and seasonal treats, gift vendors, carnival rides and more! It’s best to visit the square in the evening when visitors can admire the fully-lit 60-foot Christmas tree. Sip on some hot cocoa while you look for the perfect Christmas gifts for your friends and family!


On November 30, Christmas in the Square officially commences with the 53rd annual Cavalcade of Lights event, which includes the Christmas tree lighting ceremony, fireworks, live musical performances, and circus acts.


Christmas at Casa Loma:

If you’ve ever wanted to see a Georgian castle decked out in extravagant Christmas decor, look no further. At Casa Loma, you’ll get everything from live holiday performances to a meet-and-greet with Santa for the kids, and an elaborate Christmas light display. Holiday activities at Casa Loma will be running throughout December, and tickets should be purchased ahead of time on the Casa Loma website.


Craig’s Cookies:

Without a doubt, one of the best parts of the holiday season is enjoying all of the delicious treats! Craig’s Cookies has been whipping up warm, gooey cookies in Toronto’s Parkdale neighbourhood for a few years now, but recently opened a second, more central location in the Church-Wellesley Village. Take a break from touring the city and indulge in a freshly baked cookie with piping hot milk. Our personal favourite flavours are gingerbread, cookies and cream, and peanut butter cup.

Toronto Christmas Market lights at night

Toronto Christmas Market: November 14th to December 22nd

The Toronto Christmas Market in the historic Distillery District is truly a quintessential Canadian Christmas experience. A giant, decorated Christmas tree? Check. Carolers? Check. Beaver Tails, maple syrup on a stick, and poutine? Check, check, and check! The market does get quite busy during the weeks leading up to Christmas, so aim to go in November or early December to avoid the crowds.

Group of ballerinas in white costumes

The National Ballet of Canada – The Nutcracker:

Too cold to spend time outside? Escape the chilly weather and hit up the National Ballet for a seasonal show! The Nutcracker is a Christmas favourite and is a great option for young and old ones alike. Catch it at the Sony Centre, running from December 12th to January 4th.


One of a Kind Show:

You’ll find unique gifts crafted by local artisans at this yearly holiday market. Founded in 1975, the One of a Kind Show serves as the best place for Torontonians to get that special something for everyone on their list. Easily accessible by the City Sightseeing tour bus and the TTC, you can visit the show at the Enercare Centre (Toronto Exhibition) from November 21st to December 1st. 

Hot Chocolate at SOMA:

Make your way over to SOMA in the heart of the Entertainment District (King West) for a cup of the city’s best hot cocoa. If you’ve never had a “fancy” hot chocolate, now is the time! SOMA offers five different renditions of their creamy, thick Mayan “drinking chocolate”. They’ve got a second location in the Distillery District, so it’s the perfect treat for after you’ve spent a few hours exploring the city in the cold.


Each of these locations can be easily accessed via the City Sightseeing Toronto double-decker bus tour. Visit the details page on our website for more information about tour stops.