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Fall & Winter Wardrobe Essentials

Purple Star emoji 19 items
Wardrobe essentials you absolutely need in your fall and winter closet, including everything from sweaters, to boots, to outerwear.
Sections
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Tops & Sweaters

 
Jessica Lam profile picture
A basic white tee is an absolute essential in your wardrobe, and I love this one from Canadian brand Franc. It's sustainably made here in Canada! The tee comes in a bunch of other different colours as well, but white is definitely a wardrobe staple. ...
Basic White Tee
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Jessica Lam profile picture
I know not everyone is a turtleneck person, but I personally feel like it's a wardrobe essential for me. You can layer over it or wear it on its own!
Black Fitted Turtleneck
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Jessica Lam profile picture
A crisp white button up is perfect for your year-round capsule wardrobe, and it's great for layering during the fall and winter. Wear it buttoned up over turtlenecks or layer it underneath oversized sweaters!
White Button Up
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Jessica Lam profile picture
Plaid shirts will never go out of style, and you can style them to make them actually cute. I love this unisex plaid shirt from UNIQLO that comes in several different colourways!
Plaid Shirt
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Jessica Lam profile picture
Of course, cold weather season is sweater season. Cable knit sweaters are so cute and cozy to wear during this time of year! If I had to choose one colour for any sweater, I would say to go for a white/cream/ivory because it's so versatile. The Peggy...
Cable Knit Sweater
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Jessica Lam profile picture
I love wearing oversized sweaters during the cold weather months, and the Cocoon Crew from Everlane is one of my all-time favourites. Just be sure to dry clean or hand wash it very carefully – I shrunk my previous one in the laundry!
Oversized Sweater
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Jessica Lam profile picture
Hoodies can actually be stylish if you dress them up properly. And even if you just pair them with matching sweatpants, they can still look cute! You can't go wrong with a grey hoodie, but black hoodies look chic with any outfit as well.
Oversized Hoodie
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Bottoms & Pants

 
Jessica Lam profile picture
A good pair of blue jeans are a must in everyone's closet, and the Levi's 501 is one of my favourite denim styles. You can't go wrong with a high waist and straight leg style!
Blue Denim
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Jessica Lam profile picture
I don't go to an office, but I still love having black trousers in my fall/winter wardrobe. The Aritzia Effortless Pants are one of my favourite pairs of pants in my wardrobe, and I actually have it in both black and white. I would say black is defin...
Black Trousers
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Dresses & Skirts

 
Jessica Lam profile picture
I'm obsessed with slip dresses because they're so versatile. Wear them on their own during the summer months, or layer them up during the cold weather months! You can throw on a fitted turtleneck underneath, or pair it with a chunky cardigan. I actua...
Midi Slip Dress
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Jessica Lam profile picture
I love sweater dresses – they make you look so stylish and put together with such little effort. This one from Aritzia is made with 100% merino wool! Wear it with knee high boots or tights and little black booties.
Sweater Dress
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Jessica Lam profile picture
Of course, if I'm obsessed with slip dresses, why would I not be obsessed with slip skirts as well? Aritzia makes this slip skirt in a mini, midi, and maxi, and I especially love the maxi version for a little variety from the midi slip dress. You can...
Maxi Slip Skirt
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Outerwear & Jackets

 
Jessica Lam profile picture
Leather jackets will never go out of style, and Rudsak is a Montreal brand that makes amazing quality leather jackets. Size up for a more oversized fit!
Black Leather Jacket
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Jessica Lam profile picture
A black wool coat is the perfect way to dress up your fall and winter outfits, and I adore this Slouch Coat from Aritzia.
Oversized Wool Coat
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Jessica Lam profile picture
As a Canadian gal, puffer jackets are a must in my fall and winter wardrobe. Aritzia's Super Puff is the best quality puffer jacket out there for its price, and comes in so many different styles and colours! You can't go wrong with a classic black.
Puffer Jacket
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Footwear & Accessories

 
Jessica Lam profile picture
Black ankle boots are a staple piece of footwear in your fall/winter wardrobe, and you can't go wrong with a Chelsea boot. Poppy Barley is a Canadian brand and B Corp that makes amazing footwear!
Black Ankle Boots
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Jessica Lam profile picture
Knee high boots may be super trendy right now, but they're also a timeless boot that never goes out of style. I love this chunky lug boot!
Knee High Boots
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Jessica Lam profile picture
Of course, beanies are essential for the cold weather, but they can also be part of your outfit. As a beanie lover, I own multiple colours and love pairing them with different outfits.
Beanie
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Jessica Lam profile picture
Blanket scarves are super cozy and warm, and they look great with outfits. I adore this 100% wool blanket scarf from Aritzia, and tt even comes in a bunch of different colours!
Blanket Scarf
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