Tomorrow is November 1 and the holiday season will be upon us! This year flew by like a rocket! For holiday enthusiasts, it’s time to start planning for the festivities! Toronto always has a lot of exciting events taking place during November and December! I’ve rounded up several popular Toronto Christmas events for 2026 so you can add them to your calendar. Because these events are so popular, it’s a good idea to book them now. If you’re planning your Christmas shopping, check out these Toronto Christmas Craft Shows and Sales 2026 . Continue reading to learn about Toronto Christmas events 2026:
The Distillery Winter Village 2026
The Distillery Winter Village (formerly The Toronto Christmas Market) at the Distillery District is one of my favourite Christmas markets in Toronto. You’ll feel transported to Christmases of times past when you visit this holiday market. The Christmas market takes place from November 12, 2026 to January 3, 2027. One of the most popular Christmas craft shows in Toronto, this holiday market is based on a European-styled street market with vendors selling artisan gifts and gourmet treats for Christmas.
Be sure to snap a selfie in front of the towering real Christmas tree. Roaming carolers and groups performing holiday classics on the Main Stage will put you in a festive mood. Stop by the beer and mulled wine garden for Christmas spirits, or take the kids to see Rudolph’s Reindeer Zoo, forest maze and gingerbread house. The Distillery District’s Christmas tree will be lit on opening night. Market hours are Tues-Thurs noon to 9 p.m., Fri from noon to 10 p.m., Sat from 10 a.m. to 10 p.m. and Sun 10 a.m. to 9 p.m.
Tickets are required:
- On Opening Night: Thursday, November 12, 2026
- From 4 p.m. every Friday, Saturday and Sunday
- From 4 p.m. every Thursday in December
- From 4 p.m. daily, December 14–31, 2026
Admission is free all day Monday–Wednesday through December 13, 2026 and at all other non-ticketed times.
Tickets are $16 HST and service fee. Entry for selected date and time only; Non-refundable and non-exchangeable. Kids age 9 and under Free
The Distillery Winter Village is located at 55 Mill St, Toronto, ON M5A 3C4

Festive Nights at Black Creek Pioneer Village 2026
Black Creek Pioneer Village is hosting Festive Nights, a family-friendly holiday event in Toronto on December 12, and 19, 2026 from 6 p.m. to 9 p.m. The village will be decorated for Christmas and feature twinkling lights, cozy fires, and rustic oil lamps.
Sample roasted chestnuts, gingerbread cookies and peppermint hot chocolate while listening to a traditional holiday story. Join in a festive country dance accompanied by live music. Don’t forget to meet with Santa at Santa’s Cottage.
Tickets are Adults (18+) $37.20 plus HST (Dec. 12), $39.95 plus HST (Dec. 19); Youth (ages 4-17) $31.45 plus HST (Dec. 12), $34 plus HST (Dec. 19); Member Adult $33.50 plus HST (Dec. 12), $35.95 plus HST (Dec. 19); Member Youth $28.31 plus HST (Dec. 12), $30.60 plus HST (Dec. 19).
Purchase tickets online.
Black Creek Pioneer Village is located at 1000 Murray Ross Parkway, Toronto M3J 2P3
Invasion: Christmas Carol 2026
Produced by Knightfight Theatre in partnership with The Assembly Theatre, Invasion: Christmas Carol is being performed from December 2-20, 2026. This holiday show features actors performing Dickens’s holiday classic until a surprise guest “Invader” from Toronto’s comedy scene crashes the play and forces Scrooge and company to improvise their way through the remainder. Special guest invaders include Colin Mochrie and Andrew Phung.
Tickets start at $33.28 and can be purchased online at Eventbrite.
The Assembly Theatre is located at 1479 Queen Street West, Toronto, ON M6R 1A1

The Santa Claus Parade 2026
One of Toronto’s most beloved holiday traditions returns on Sunday, November 22, 2026 when the Original Santa Claus Parade celebrates its 122nd year! This magical event brings the spirit of Christmas to the streets of downtown Toronto with colourful floats, lively marching bands, cheerful clowns and, of course, the much-anticipated arrival of Santa Claus and Mrs. Claus.
The Santa Claus Parade begin at 12:30 p.m. at Christie Street and Bloor Street West, with the parade winding its way through downtown Toronto before finishing at Front Street and Jarvis Street. Generations of Toronto families have bundled up to enjoy this festive spectacle, which has been spreading Christmas cheer since 1905. Best of all, the parade is free to attend, making it a wonderful way to kick off the holiday season with family and friends. Can’t attend in person? You can watch the festivities live on Citytv or stream them on Citytv+.
Cinderella Panto at The Winter Garden Theatre 2026
Canadian Stage is continuing the Ross Petty panto tradition with its new production of Cinderella, which is being performed from December 5, 2026 to January 3, 2027 at The Winter Garden Theatre. This new take of the classic tale infuses the traditional story with contemporary twists, pop anthems, wicked humour, and incredible stagecraft that will appeal to adults and children alike. Stephanie Sy stars as Cinderella in this musical comedy written by Matt Murray.
Runtime is 2 hours including one intermission. Children must be ages 3 and up.
Tickets are $36.22, $55.22, $66.22, $75.22, $95.22, and $105.22, and can be purchased online or at the Box Office. The Winter Garden Theatre is located at 189 Yonge Street, Toronto, ON M5B 1M4

Holiday Magic at Bloor Yorkville 2026
Enjoy a free holiday concert on Saturday, November 22, 2026 from 5 p.m. to 7 p.m. at the annual Holiday Magic concert and lighting ceremony in Bloor-Yorkville featuring Canada’s jazz icon Molly Johnson! Television personality Melissa Grelo will host the event. Special guest performances by the Rosedale Day School Choir. Enjoy seeing the Village of Yorkville Park and Bloor Street lit up for the holiday season.
Holiday Magic is free and open to all ages and in support of The Common Table.
Village of Yorkville Park is located at Cumberland Street and Bellair Street.
Second City Toronto Rudolph Runs Wild 2026
Second City Toronto is performing a family-friendly holiday show, Rudolph Runs Wild. Suitable for kids, parents and grandparents, the improv comedy show will feature festive songs and sketches in an interactive theatrical experience.
Performances begin Saturday, November 21, 2026 and run to Thursday, December 31, 2026. Small bites and a selection of drinks and craft beer are available for purchase.
Tickets are $30 can be purchased online or at the Box Office. Rudolph Runs Wild is being performed at the Mainstage.
Second City Toronto is located at 1 York Street, Toronto.
We Love Willowdale Christmas 2026
We Love Willowdale Christmas 2026 hosted by NeighbourLink North York takes place at Mel Lastman Square on Saturday, November 28, 2026. This holiday event is free with a $5 suggested donation. Pick up holiday gifts at the artisan marketplace that features 60 local artisans and small businesses, and enjoy food (for purchase) from vendors including Beaver tails, soup and hot chocolate. There will be live entertainment and a Festive tree lighting at 6:30 p.m. A community sing-along will take place from 7 p.m. to 8 p.m. Be sure to get a selfie with Santa.
We Love Willowdale Christmas 2026 takes place from 2 p.m. to 8 p.m.
Mel Lastman Square is located at 5100 Yonge Street.
Breakfast with Santa at Ripley’s Aquarium 2026
Enjoy Breakfast with Santa at Ripley’s Aquarium on November 21, 28 and December 5, 2026. Explore the aquarium, then enjoy a delicious breakfast, and take a photo with Santa. Breakfast includes waffles, bacon, vegan breakfast sausage, scrambled eggs, home fries, toast, mini muffins, muffins, mini croissant, quiche, yogurt, fruit, coffee, tea, juice and hot cocoa. Vegetarian options available upon request.
Breakfast seatings: 1) 8 a.m. to 9:30 a.m.; 2) 10 a.m. to 11:30 a.m.; and 3) 12 p.m. to 1:30 p.m.
Suitable for children 3 and up; adult must be accompanied by a child.
Please note that only online bookings are accepted.
Adult (14+) $85 plus HST; Child (3-13) $85 plus HST. Minimum of two tickets per purchase. Cost includes admission to the aquarium, breakfast buffet, gift for children to take home, ornament for adults to take home, and one printed photo with Santa per adult ticket.
I hope you enjoyed reading about these Toronto Christmas events 2026. Let me know in the comment section if you have any suggestions to add.



