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14 Unique Winter Date Ideas in Toronto

14 Unique Winter Date Ideas in Toronto

Although the weather can be miserable, there are tons of cute and romantic winter date ideas in Toronto worth going out in the cold for.

From cozy indoor activities to lit-up outdoor affairs, there’s always something fun going on in the city.

Obviously the easiest winter date idea is watching Netflix shows and cozying up for date night at home, but sometimes you just gotta get out and do something different and fun.

Here are some unique winter date ideas in Toronto to keep you warmed up!

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If you’re looking for more fun stuff to do this winter in Toronto, you might enjoy these posts:

Winter date ideas in Toronto

The annual Toronto Light Festival at the Distillery District

Check out the Toronto Light Festival

The Toronto Light Festival lights up the Distillery District every year from January to March, and it’s always an adorable winter date idea in Toronto.

Take a peek at artwork and installations from Toronto and around the world, and even interact with some of them.

It’s definitely a nice activity to do even when it’s cold outside – just be sure to dress warm!

UNIQLO’s HEATTECH base layers are awesome for extra warmth, and they’re a great gift option if you’re looking for a functional holiday or Valentine’s Day gift.

Toronto Light Festival in Distillery District, Toronto

After you’ve had your fill of exploring, grab a warm and toasty meal and one of the best Distillery District restaurants.

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Of course, the lights only go on after dark, and if you plan on visiting the Distillery District during the day instead, you can also do a fun guided walking tour!

The Toronto Light Festival was supposed to return for winter 2021, but there haven’t been any updates – I’ll update this post when I find out more!

Another fun evening activity you can do in the Distillery District is the Haunted Night Walking Tour, where you can learn about some of the spooky history behind the neighbourhood.

Gooderham Building in St. Lawrence Market, Toronto

Do a tasting tour around the St. Lawrence Market

Spend a whole morning (or afternoon, if you’re not morning people) sampling everything from cheeses, to wines, to mustards.

Then, grab an authentic Montreal bagel at St. Urbain Bagel and fresh perogies at European Delight!

You can either grab tickets to a guided group food tasting tour around St. Lawrence Market, or you can meander around and explore yourselves.

It’s a lot less busy during the week than on the weekends if you’re looking to avoid the crowds!

St. Lawrence Market is open everyday except for Sundays and Mondays, and it’s the perfect spot for a cute winter date.

LOCATION: 95 Front St. East, Toronto, ON

Eataly Toronto

Do an Italian cooking class at Eataly Toronto

If y’all love to cook and y’all love Italian food, try a cooking class at Eataly Toronto.

You can learn to make authentic handmade pasta, pizza, and even tiramisu.

Cooking classes at Eataly range from $60 to $110 per person.

Eataly Toronto is the spot to visit for all things Italian

Afterwards, you can enjoy wine and oysters at Diana’s Seafood inside Eataly! How romantic.

Eataly is actually only doing virtual classes at the moment, but you can peep out their website for deets on when they’ll have in-person classes again.

LOCATION: 55 Bloor St. West, Toronto, ON

All-you-can-play board games at Snakes and Lattes in Toronto

Get competitive at Snakes & Lattes

When in doubt, stop by Snakes & Lattes and do a cute board game date.

Snakes & Lattes is one of the most fun winter date ideas in Toronto, and definitely one of my favourite things to do in the city.

You forget how fun board games are until you play them again!

Settlers of Catan board game at Snakes & Lattes, Toronto

While it’s fun playing games with a group of friends, it’s also fun playing games as a couple – Adam and I have done so quite a few times.

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There are tons of fun games meant for two players, and the employees at Snakes are always happy to suggest and teach you new ones.

Scrabble at Snakes and Lattes Board Game Cafe in Toronto

They’ve raised the prices to $8 per person, which is pretty pricy if you’re planning on getting food and drink as well.

But, it’s still a fun date night activity every so often!

And you have unlimited board game options at Snakes, which you probably don’t have at home.

Scrabble is my fave date board game to play (I always win lolz).

LOCATION: Various locations

Paint Cabin is an art bar in Toronto's Leslieville where you can paint and drink

Do a paint date night at Paint Cabin

Paint Cabin is a cute little art bar located in Leslieville, perfect for a winter date night out.

It’s always fun being able to let loose and be creative, and a paint date night is a great way to show off your artistic side to your partner.

You can choose all sorts of artistic activities like watercolour and acrylic painting, and most classes are in the $50 per person range.

Plus, you can enjoy beer or coffee while you get your art on!

LOCATION: 723 Gerrard St. East, Toronto, ON

Bloor-Yorkville Icefest in Toronto

Wander around Bloor-Yorkville Icefest

Another fun day date activity to do during the winter months: stopping by the annual Bloor-Yorkville Icefest!

Check out some of the ice sculptures around the Yorkville neighbourhood, then grab some hot drinks at Sorry Coffee Co, one of the most Instagrammable cafés in Toronto.

And if you’re in a shopping mood, you can stroll around Yorkville and hit up all the fancy stores together.

Don’t forget to visit one of the best Yorkville restaurants for a delicious and hot meal!

LOCATION: Bloor-Yorkville, Toronto, ON

Art Gallery of Ontario in Toronto, Canada

Pay a visit to the AGO and take a look at some art for a couple of hours.

There’s so much to see at the gallery, and they usually have some cool special exhibitions going on.

It’s such a cute place to take your S/O all year-round, and you can get some ~aesthetic~ couple photos.

There's plenty of cool works to see at the Art Gallery of Ontario

Entrance to the AGO is free for everyone 25 and under, and everyone on Wednesday evenings (though you have to book a time slot on Monday mornings).

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Otherwise, you can snag tickets to the AGO online!

LOCATION: 317 Dundas St. West, Toronto, ON

The Power Plant Gallery is located along Toronto's Harbourfront

The Power Plant Contemporary Art Gallery is a really underrated spot to visit in Toronto.

They always have cool and unique exhibitions going on, and it’s rarely very busy.

It’s also completely free to visit, so it’s the perfect excuse to visit!

The gallery is right by the Harbourfront, so you can skate at the rink here or even do a romantic walk along the docks after.

If it’s too cold, grab a hot cup of joe at Boxcar Social, one of my favourite Toronto coffee shops, or hit up one of the best Harbourfront restaurants!

LOCATION: 231 Queens Quay West, Toronto, ON

Core Restaurant is an incredible Canadian restaurant in Toronto's Leslieville

Have a romantic dinner at one of Toronto’s many fancy spots

Warm up with a nice and romantic dinner if you’re feelin’ fancy.

Go out for a romantic tasting menu dinner at one of Toronto’s many amazing restaurants during Winterlicious, or just visit one of the best restaurants in Toronto.

Winterlicious gives you prix fixe menus at dozens of amazing restaurants across the city, and they’re great because you get to sample a bunch of different dishes for a set price.

Outside of Winterlicious, a lot of other Toronto restaurants have tasting menus on the regular, and they switch up the menus every now and then.

Canoe is a romantic spot, but it’s severely overpriced for okay food, and it really is just worth going for the CN Tower views.

Hotel X Toronto by Library Hotel Collection

Have a staycation at a Toronto boutique hotel

Get cozy and book a winter staycation for the night or weekend at a local boutique hotel in Toronto.

The Drake Hotel is a trendy and artsy West Queen West hotel, and they’ve got a super cool rooftop patio (for summer) and restaurant on the main floor (perfect for brunch).

If you’re looking for something a lil’ more minimal and modern, The Annex Hotel is a cool 3-star hotel in a century-old building with rooms filled with art by local artists.

There’s no front desk, so check-in is done online – it’s kinda like an upscale Airbnb!

You can hit up the best Annex restaurants while you’re in the neighbourhood.

The Broadview Hotel is a chic 4-star boutique hotel in a historic Victorian building with a stunning, light-filled bistro on the main floor.

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And if you’re looking for somewhere ~fancier~ for a staycation, Hotel X Toronto is a stunning 5-star boutique hotel near Ontario Place.

Ripley's Aquarium of Canada is a fun Valentine's Day date idea

Wander around Ripley’s Aquarium

I know many Torontonians who never get around to doing touristy activities, probably because they can be pricy and potentially overrated.

I’ve been to Ripley’s Aquarium several times since they opened, and every single time has been fun.

It’s huge and there are so many unique sea creatures to see!

Grab your tickets online and spend a couple of hours exploring with your beau!

LOCATION: 288 Bremner Blvd, Toronto, ON

The Rec Room is a fun spot to play arcade games and experience virtual reality in Toronto

Play games at the Rec Room Toronto

You can’t not have fun while at the Rec Room.

It’s warm, there’s an arcade full of games, and the food and drinks are pretty good.

You can also find the Rec Room in Mississauga, Barrie, and London.

LOCATION: 255 Bremner Blvd, Toronto, ON

Boxcar Social is one of the best coffee shops to visit in Toronto

Go ice skating at the Harbourfront

Missed out on skating during the holidays? You can still go as long as it’s cold out!

Nathan Phillips Square is overrated – check out the Harbourfront for skating instead.

Afterwards, you can warm up with some drinks (either coffee or booze) at Boxcar Social, one of the cutest and most Instagram-worthy coffee shops in Toronto.

Then, grab lunch or dinner at one of the best Harbourfront restaurants!

LOCATION: 235 Queens Quay West, Toronto, ON

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Go through obstacles together at Pursuit OCR

Are you both more into fitness activities?

Try going through the massive obstacle course and jumping into the ball pit together at Pursuit OCR.

Warning: not for the faint of heart (or people who get tired easily from being out of shape AKA me).

Their location used to be at Queen and Dufferin, but they’ve moved to a ginormous space in Etobicoke!

LOCATION: 75 Westmore Dr, Etobicoke, ON

Best winter date ideas in Toronto:

  1. Check out the Toronto Light Festival
  2. Do a tasting tour around the St. Lawrence Market
  3. Do an Italian cooking class at Eataly Toronto
  4. Do a paint date night at Paint Cabin
  5. Get competitive at Snakes & Lattes
  6. Wander around Bloor-Yorkville Icefest
  7. Explore the Art Gallery of Ontario
  8. Wander around the Power Plant Gallery
  9. Have a romantic dinner at one of Toronto’s many fancy spots
  10. Stop by an event at the Gladstone Hotel
  11. Wander around Ripley’s Aquarium
  12. Play games at the Rec Room Toronto
  13. Go ice skating at the Harbourfront
  14. Go through obstacles together at Pursuit OCR
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There are plenty of fun and romantic date ideas you can do in Toronto during the winter to make the cold weather a little less miserable.

These winter date ideas are totally different than your classic dinner and movie or Netflix and chill dates, and they’ll surely impress your S/O.

Have you done any of these winter date ideas? What are the best dates you’ve gone on in Toronto? Let me know on Twitter or Instagram!

If you’re planning a trip to Toronto, be sure to check out my posts on the most fun things to do in Toronto (including free things), the best time to visit Toronto, and what to wear in Toronto.

If you’re looking for fun tours and activities to try in Toronto, check out this Kensington Market food tour!

More winter activities in Toronto

If you’re looking for more fun stuff to do this winter in Toronto, you might enjoy these posts:

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Jessica Lam | Toronto lifestyle, fashion, beauty, and travel blogger | Diary of a Toronto Girl, a Canadian lifestyle blog

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Cute, fun, and unique winter date ideas to go on in Toronto, Canada! The cold doesn't mean you have to stay in all the time.