7 Toronto Spots That Just Hit Different in Winter

There’s no doubt about it: Toronto simply does the holiday season well. Spontaneous dates with hot chocolate, icy walks and cozy meals by the fire – there are plenty of little ways to celebrate in this bubbly city.

This year, Destination Toronto wants you and your loved ones to have magical experiences together. And that’s pretty easy to do in a place like 6ix; something about the cold time of year turns Toronto into a wonderland.

You can pack your calendar with lasting memories — and save a little cash — by taking advantage of Pass TO Savings. With this exclusive mobile pass, users get up to 20% off some of Toronto’s top attractions.

This means nightlife, food and a whole host of other amazing experiences are in your future. It’s also available to everyone – just sign up and the pass will be instantly sent to your phone via text or email – then get ready for your next snowy adventure.

Whether you’re visiting a friend in town or need a festive getaway, this is the way to do it in style. Ready to make the most of the season with your crew? Here are seven ways to celebrate the most wonderful time of the year in the city.

Stroll through the Distillery Winter Village

Price: $11 + HST per person (Tickets are required on Friday, Saturday and Sunday evenings after 4 p.m., as well as from December 27 to 31. At all other times, admission is free and tickets are not required.)

Address: 55 Mill Street, Toronto, Ontario

Why you need to go: The charming Distillery District transforms into a winter village, and anyone who’s been to the city knows it’s the perfect vacation stop for those wanting to experience the season in Toronto .

The Distillery’s Winter Village comes to life on November 17 with the Trinity Square Tree Lighting Ceremony. Explore vendor shacks, sample mouth-watering bites, and keep an eye out for Santa and his elves, all under a 50-foot Dior-designed tree.


Discover the magic of Casa Loma

Price: Rates available online

Address: 1 Austin Terr., Toronto, ON

Why you need to go: Casa Loma is magical any time of the year, but come December it’s extravagantly adorned with festive lighting.

The classic Christmas experience at the castle allows visitors to explore the dazzling interior and a variety of trees decorated by Canadian designers. You will also be treated to a live show in the Upper Gardens. It all sounds very enchanting.

Another festive option is the Holiday Lights Tour where you can enjoy a self-guided walk through the twinkling gardens. Bonus: you can get 10% off admission with Pass TO Savings.


Enjoy the Toronto Symphony Orchestra

Price: Rates available online

Address: 500-145 Wellington Street West, Toronto, ON

Why you should go: There’s nothing like heartwarming Christmas carols and holiday hits to get you in the mood.

Here’s your chance to connect with Toronto’s arts and culture scene in the most seasonal way possible. The Toronto Symphony Orchestra offers you the chance to dress up for a magnificent evening you won’t soon forget. It’s kind of the ultimate excuse to celebrate yourself and the people who matter most.

With Pass TO Savings, you’ll get deep discounts on select events. Did you know they are performing Elf in Concert this year?


Let loose in Toronto’s second city

Price: Rates available online

Address: 1 York Street, Toronto, Ontario

Why you need to go: Cozy up to a comedy club where the performers will make sure you have a good laugh all the way (ha, ha, ha).

Cultivate that festive cheer with a night full of serious laughter. December is also very special for the theatre; it’s the month the club opens in its flagship home, and Pass TO Savings is giving you 20% off all performance tickets in December.


Spoil yourself at the Omni King Edward Hotel

Price: Rates available online

Address: 37 King Street East, Toronto, Ontario

Why you should go: It’s the most comfortable place to rest between winter activities. Whether you’re visiting from out of town or planning a staycation, now’s the time to treat yourself to a sumptuous evening.

The Omni King Edward Hotel is known to be one of the city’s most ornate places to stay in the city center.

You can also treat yourself to a festive edition of their afternoon tea service with their Nutcracker Tea between November 25th and January 8th.


Get festive in Yorkville

Price: Varies depending on what you’re shopping for the holidays

Address: Bloor St. to the south, Avenue Rd. to the west, Davenport Rd. to the north and Yonge Street to the east.

Why you have to go: Turn a shopping spree into a whimsical winter experience by visiting the sparkling neighborhood of Bloor-Yorkville.

Why not make your shopping spree for the perfect gift even more fun? Iconic Yorkville becomes a winter wonderland during the holiday season with its lighting displays and holiday vibe.

Choose a cozy atmosphere and browse hundreds of shops (including many designer brands) with your best friends. The food is amazing here too, so add an appetizer or two to make the evening extra special.


Eat through TO Food Tours

Price: Rates available online

Address: various locations

Why you need to go: Satisfy your cravings (and feed your soul) with a heartwarming food tour during the freezing season.

Eating Through TO Food Tours offers small-group food tours featuring dishes that highlight the city’s unique food scene. Led by local guides and curated in a unique way that will satisfy your crew’s appetite, this is an experience you won’t want to miss.

You can get 20% off the Best of TO and Queen West Pastry Crawl tours with the TO Savings Pass.


It’s time to settle into longer evenings, snuggle up with those you love, and rediscover Toronto under a blanket of snow. So take a look at your calendar and plan a serious celebration.

While Toronto makes it easier to get into the spirit of the season every day, the money you save with Pass TO Savings makes every restaurant, store and attraction even better.

Every nook and cranny of the city is a bit more cheerful this time of year. This includes the Stackt Market, a hip spot that turns into a bazaar for the ages for a six-week Holiday Hills event.

It’s also the largest shipping container market in Canada, which is pretty cool.

Complete with exclusive shopping, games, music and other events, it’s a must-see stop on the old seasonal itinerary, running November 18 through December 31.

While you’re visiting Holiday Hills, be sure to stop by Shop the Block, a two-week pop-up boutique hosted by Style Canada between November 29 and December 11. Stackt’s Market retail space features some of Toronto’s favorite local brands and is perfect for gift-giving season.

Warm your heart by visiting these whimsical locations and become part of Toronto’s iconic winter scene.

To learn more about Destination Toronto, check out their website and follow them on Facebook, Twitter, Instagram, Tiktok or Youtube.

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