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Wondering what to pack for Toronto in fall? Find out what to bring plus five essentials not to leave behind!


What to Pack for Toronto in Fall

Written by: Kelly Ella Maz


Like any big city, Toronto can be tricky to pack for because it’s hard to know exactly what activities you’ll be participating in once you arrive. If you’re traveling mid-season then it just gets a bit more challenging.


Not traveling to Toronto in Autumn? Read:


There are a few versatile pieces I recommend packing this time of year that will easily take you from the CN Tower to a Segway tour of the distillery district.

Above all, these suggested pieces will help you look your best in this trendy city – without overpacking! Here are my five must-have items for an autumn city escape.


Here’s what to pack for Toronto in fall:




SPANX Faux Leather Leggings


Leather leggings are surprisingly versatile


Want a sexy city look that’s both comfortable and easy to pack? Leather (or faux leather) leggings are your new best friend! Paired with heeled boots and a tunic leather leggings are the perfect trend-setting piece to take you from an afternoon at the museum to a sushi dinner, and then to late night cocktails.

Personally, I prefer faux leather because they tend to have more stretch and are just as comfortable as athletic leggings – but of course they can be dressed up much more!


If you prefer regular leggings, these are the best leggings for women that travel.




Blondo Villa Waterproof Ankle Bootie


Heeled bootie to compromise style with comfort


The go-to shoe of choice for fall weather in Toronto seems to be the heeled bootie. Select one with good ankle support and a thick heel to ensure that your feet stay comfortable – even if you are sightseeing for eight hours straight!

The best thing about the heeled bootie is that it looks great with dresses, leggings and jeans. Wear yours with cuffed jeans for an effortlessly chic look that’s oh so Toronto.


Shop the best ankle boots for fall – you can wear them through spring (and beyond)!




Tumi Tyler Crossbody Bag


Go hands-free with a cross body bag


A city escape to Toronto involves a lot of running around – and chances are you’ll be hopping on and off the subway while you bounce from neighborhood to neighborhood.

The best way to safely store all your belongs and keep yourself hands free is to carry a cross body purse! A black leather bag is the perfect look for this busy city, and a surefire way to have you purse match all of your outfits.


Find out why a cross body purses are the best shoulder bags for travel!




Karen Kane Long Sleeve Sweater Dress


A sweater dress is both comfortable and practical


One of the best pieces to pack for a fall city escape to Toronto is a sweater dress. Since the weather is still mild you can get away with wearing a dress, while the sweater style makes it feel most seasonally appropriate. Pair your sweater dress with boots and a scarf to make use of your other key packing pieces!


Find out why a dress is perfect when traveling in changing weather!




J.Crew New Perfect Lightweight Jacket


Layer up with a lightweight jacket


The best way to add a layer of warm on a mild fall day is to add a jacket to your outfit. Leave the windbreakers and denim jackets at home – and instead pack a trendy bomber style jacket that looks equally good with jeans or a dress.

If you choose a thin enough fabric, you can tie it around your waist when you’re not wearing it, which is another effortless look that’s popular in Toronto.

Keep in mind that although it might be a bit chilly outside, it will be warm inside every shopping mall, museum and restaurant! This is where J.Crew New Perfect Lightweight Jacket also becomes  a great option for Toronto. Not only is it lightweight and stylish, but it can also pack up in a day bag for when you walk into heated buildings.


Check out our review on why we love this travel jacket!



What are your tips on what to pack for Toronto in fall? Please share your comment below!


For more North America packing tips, please read: 


Suggested travel resources:






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Author Bio: Kelly Ella Maz is a writer and full-time traveller. Originally from Canada, she left her home to chase summer around the globe. She’s currently living in Sydney, Australia where she spends her days exploring new cafes and hidden beaches. You can follow her travels at