Home > Things to Do > Winter Break Holiday Event Guide

Winter Break Holiday Event Guide

Holiday Break Family Events GTA

It’s the season for festive events and holiday outings. This year the GTA has some magical new events, along with annual favourites that you and your family are sure to enjoy. We’ve picked a few of our top picks to share with you, many of these run until the end of the holiday break, so be sure to schedule a family outing or two!

Holiday Events in the GTA

ROM for the Holidays

ROM for the Holidays

Start:
Dec 26, 2019
End:
Jan 5, 2020
Venue:
Royal Ontario Museum
11 Days. 3 Exhibitions. So Much to Explore. Celebrate this festive season at the ROM! From December 26 to January 5, discover over 30,000 species that feed on
Event Details
Happy Holidays from the McMichael

Happy Holidays from the McMichael

Start:
Dec 29, 2019
End:
Dec 29, 2019
Venue:
McMichael Canadian Art Collection
Celebrate the festive season in French, Canadian, and Maritime style with special exhibitions, art workshops and performances for the whole family as the McMichael transforms into a magical
Event Details
Winterfest at canadas wonderlonad

WinterFest at Canada’s Wonderland

Start:
Nov 22, 2019
End:
Dec 31, 2019
Venue:
Canada’s Wonderland
Canada’s Wonderland will be magically transformed into a winter Wonderland full of enchantment and holiday cheer during WinterFest! Become immersed in the season’s spirit with spectacular holiday lights
Event Details
Ross Petty Lil Red Robin Hood

Ross Petty’s Lil Red Robin Hood

Start:
Nov 29, 2019
End:
Jan 4, 2020
Venue:
Winter Garden Theatre
Rich or poor, your whole family will be hood-winked  by Lil’ Red Robin Hood! Our 24th production moves upstairs to the gorgeous forest setting of the Winter Garden
Event Details
Aurora Winter Festival

Aurora Winter Festival

Start:
Nov 22, 2019
End:
Jan 5, 2020
Venue:
Ontario Place
Just in time for the festive season, the Canadian National Exhibition (CNE) is transforming the Ontario Place West Island into a spectacular celebration of light and adventure as
Event Details
Skate On The Square

Skate On The Square

Start:
Nov 23, 2019
End:
Mar 20, 2020
Venue:
Mississauga Celebration Square
Enjoy a holiday skate at Celebration Square's outdoor community rink. Special hours on Christmas Eve, Christmas day and New Years Eve.
Event Details
New at Celebration SquareYears Eve

NYE at Celebration Square

Start:
Dec 31, 2019
End:
Dec 31, 2019
Venue:
Mississauga Celebration Square
Ring in 2020 at MCS with 30,000 of your closest friends. New Year's Eve at Celebration Square is the city's biggest New Year's celebration. We're welcoming 2020 in
Event Details
Glow Gardens

Christmas Glow

Start:
Nov 28, 2019
End:
Jan 4, 2020
Venue:
Toronto Congress Centre
Bring together the people you love to stroll, laugh and play under the twinkle of half a million lights. Explore interactive light sculptures, stroll under 50,000 lights, shop
Event Details
Terra Lumina

Terra Lumina

Start:
Dec 13, 2019
End:
Apr 13, 2020
Venue:
Toronto Zoo
Terra Lumina is the eleventh unique experience created in Moment Factory’s Lumina night walk series. After nightfall at the Toronto Zoo this winter, you are invited to pursue
Event Details
The Christmas Caper Holiday Experience

The Christmas Caper Holiday Experience

Start:
Dec 19, 2019
End:
Jan 31, 2020
Venue:
Looking Glass Adventures
There has been an investigation and Santa needs your help! All the evidence collected narrowing down the culprit at large is missing. The North Pole needs to find
Event Details
The Adventures of Pinocchio

The Adventures of Pinocchio

Start:
Nov 11, 2019
End:
Jan 5, 2020
Venue:
Young People’s Theatre
This rollicking new musical follows the much-loved marionette on his mischievous quest to become a real human being. Multi-award-winning actor Sheila McCarthy returns to YPT after more than
Event Details
Mysterious Minds Christmas Escape Room

The Quest to Save Christmas Family Escape Room

Start:
Nov 8, 2019
End:
Jan 31, 2020
Venue:
Mysterious Minds Escape Rooms
Have you ever wondered how reindeer fly?  Come and experience Toronto's holiday-themed escape room! Available for booking in two different difficulty levels, this 60-minute adventure is guaranteed to
Event Details
Nutcracker at Spadina

Nutcracker at Spadina

Start:
Nov 19, 2019
End:
Jan 5, 2020
Venue:
Spadina Museum
A great chance to experience this stately home dressed to the nines for the holiday season. As a part of the Roaring 20s Christmas tours, participate in The
Event Details
Santa Train

Santa Train

Start:
Dec 14, 2019
End:
Dec 14, 2019
Venue:
York Durham Heritage Railway
All Aboard with Santa! We have received news from the North Pole that Santa will be joining us on our decorated and heated heritage train. This popular train
Event Details
Downtown Markham New Years Eve

New Year’s Eve in Downtown Markham

Start:
Dec 31, 2019
End:
Dec 31, 2019
Venue:
Downtown Markham
Downtown Markham is inviting you to Party in the Square on New Year’s Eve with live music and fireworks as we ring in 2020! Origin Square at 169
Event Details
Flight of the White at Cambridge Butterfly Conservatory

Flight of White: Experience a Snowfall of Butterflies

Start:
Dec 1, 2019
End:
Jan 12, 2020
Venue:
Cambridge Butterfly Conservatory
This truly unique holiday exhibit transforms the tropical butterfly conservatory into a magical oasis featuring 1000's of additional Rice Paper butterflies flying freely through the Conservatory.
Event Details
Happy New Year! from the McMichael

Happy New Year! from the McMichael

Start:
Dec 29, 2019
End:
Dec 29, 2019
Venue:
McMichael Canadian Art Collection
Discover the customs and traditions of New Year observances from around the world with artmaking activities. This event is free with gallery admission.
Event Details

Find more events in our calendars.

Leave a Comment

Your email address will not be published. Required fields are marked *

This site uses Akismet to reduce spam. Learn how your comment data is processed.

Scroll to Top