explore toronto's winter wonderland

fun things to do during the holidays

Are you searching for fun places to go in Toronto for an unforgettable winter adventure? Toronto never sleeps! So you can find plenty of activities and events to enjoy during the holiday season. Whether you’re planning a romantic date night or a family-friendly outing, we have your itinerary covered. Here’s a few of our favourite activities and events, including dazzling lights, festive markets, and unique cultural experiences!

At the end of this post, you’ll have the ultimate checklist of places and events that will transform your Toronto holiday into an unforgettable season! Grab a cup of hot cocoa, bundle up in your warm scarf, and join us as we guide you through the festivities in Toronto. Let’s make this holiday season a story worth sharing!

Nathan Phillips Square

Nathan Phillips Square ice skating during the holidays is a fun place to go.

Alright, so our first stop is Nathan Phillips Square. Here you can throw on some skates and cruise around the cool reflecting pool by the iconic Toronto City Hall. Picture this: sparkly lights, a giant Christmas tree, and the Toronto sign setting the vibe. It’s like a winter wonderland postcard. Especially if you’re up for a laid-back ice skating sesh! Don’t stress if you don’t own skates – you can grab a rental right there. Whether you’re a skating pro or just starting out, it’s guaranteed to sprinkle some magical holiday feels into your day.

Distillery District - Winter Village

Now, let’s make our way to the Distillery District. The place that goes from historic to winter wonderland during the holidays. 

Take a walk along the cobblestone streets, treat yourself to some yummy hot chocolate or mulled wine, and find unique gifts at the Christmas Market. The twinkling lights here dial up the magic. Seriously, it’s like you’ve stepped into a Hallmark movie. And hey, you can’t leave without grabbing a pic under the giant Christmas tree! It’s practically a holiday rite of passage! Heads up, though, it gets pretty busy, so use public transit if you can. If you are looking for fun places to go in Toronto, this is a definite must visit spot. 

Casa Loma - Christmas at the castle

Casa Loma lights up during the holidays. If you are looking for a fun place to go in Toronto, a visit here will making lasting memories.

Now, if you’re up for a sprinkle of magic, make your way to Casa Loma’s Winter Wonderland.  It’s a total vibe. The grand castle decked out in amazing lights, festive decor everywhere, and also, an outdoor holiday market!  Wander through the snowy gardens, soak in live performances, and just take in the beauty of a castle dressed up for the holidays. I mean, come on, a castle fully decorated for the holidays. If that’s not enchanting, I don’t know what is.

Bloor Street West

When winter hits, Bloor Street is like a holiday dream come true. This fancy shopping spot turns into a total winter wonderland, with high end stores flaunting their fanciest and most festive window setups.

As you casually walk down this famous Toronto Street, it’s like you’re in a magical world of twinkly lights and classy decorations. And hey, whether you’re splurging on holiday gifts or just eyeing the cool stuff from outside, the whole vibe and super-fancy displays make it an experience to remember.

Canada's Wonderland- Winterfest

Canada's Wonderland is open for the holidays. They host amazing activities and events with beautiful lights.

Heading north to Vaughan, let me tell you about the Winter Wonderland magic waiting for you at Canada’s Wonderland. You know, that super cool amusement park with the crazy rides and summer fun? Well, it goes through this awesome makeover in the winter. The decorations must cost big money with the millions of twinkling lights turning the whole place into a whimsical wonderland. There are massive Christmas trees, festive decorations, and you can even run into Santa himself – Your kids will love it! And that’s not all! From ice skating on Snow Flake Lake to catching some holiday-themed live shows, Winter Wonderland has all the seasonal fun you could want. It’s like a festive dream come true, and you absolutely gotta check it out! Remember to dress warm and wear comfortable shoes because there is a lot of walking to be done.

Holiday Magic in Toronto's Festive Tapestry

Alright, people, there you go – a sneak peek into Toronto’s winter wonderland for the holiday season. If you are looking for fun places to go in Toronto and the GTA, here it is. Whether you’re gliding on ice at Nathan Phillips Square, wandering around the magical Distillery District, or soaking in the enchantment at Casa Loma, Toronto’s got a little bit of everything. I’m talking festive markets, outdoor skating, twinkling lights, yummy food and drinks and cultural vibes that scream holiday cheer. So, whether you’ve been around the block in Toronto or you’re new to the city, make sure you dive into all the cool stuff happening this season. Let’s make some memories that stick!

stay tuned

Now that you’re all set with holiday plans for this month, and we totally get that everyone might be feeling a bit holiday poor after the festivities, how about we throw some free ideas your way? Keep an eye out for next month’s video, where we’ll be diving into the top 5 dog parks you absolutely can’t miss!

If you have any questions about Toronto or other areas in the GTA just drop a comment, shoot us an email, or give us a ring. We’re here to guide you every step of the way. See you in the next video! Wishing you a Merry Christmas, Happy Holidays, and Happy House Hunting!

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