Just because the temperatures have taken a dip, that’s no reason to let your style sense slide during the cold winter months. We’ve got you covered with every must-have dress for the season, in styles that will keep you warm — without burning a hole through your wallet (because, bonus, many are on sale!).

Zara
1 / 11
Zara’s corduroy comfy mini dress
Worn alone or over some leggings, this dress is both cozy and stylish. The deep olive green is a great colour option for the cooler winter months, and the stretchy waistband makes the dress a comfy one too.
Corduroy Mini Dress, Zara, $26 (on sale now).
Corduroy Mini Dress, Zara, $26 (on sale now).

Oak + Fort
2 / 11
Oak + Fort’s perfect turtleneck dress
Because nothing says “seasonal” like a cozy, oversized turtleneck — and what could be more versatile to wear over stockings, tucked into jeans, paired with funky leather leggings — or, if you’re willing to bare those legs and brave the cold, dressed up with some killer knee-high boots?
Sweater Dress, Oak + Fort Dress, $52.
Sweater Dress, Oak + Fort Dress, $52.

Aritzia
3 / 11
Aritzia’s super-flattering sweater dress
Whether you wear Aritzia’s insanely flattering Henley sweater dress with tall boots, stockings, layered with a contrasting mock-neck top or simply bare legs and strappy heels, you just can’t go wrong with this one. The ultimate transitional dress, this style in lightweight, stretch fabric works year-round, and is the easiest answer to the question: what can I wear tonight that I know I’ll feel great in?
Henley Sweater Dress, Aritzia, $95.
Henley Sweater Dress, Aritzia, $95.

Frank and Oak
4 / 11
Frank and Oak’s enchanting midi forest green dress
This loose-fit, V-neck beautiful garment is not only soft and comfortable (it's made with a blend of non-mulesed merino wool and LENZING™ ECOVERO™ Viscose), it's also better for the planet. You'll be coming back to it again and again this season.
The Mid Length Sweater Dress in Muted Green, Frank and Oak, $139.
The Mid Length Sweater Dress in Muted Green, Frank and Oak, $139.

Zara
5 / 11
Zara’s cut-out trendi midi dress
We know cut-out everything is a huge 2022 style trend, and we're leaning in. Zara's answer snips this green beauty in all the right places, making it enough of a statement piece, without screaming for attention.
Cut Out Midi Dress, Zara, $30 (on sale now).
Cut Out Midi Dress, Zara, $30 (on sale now).

Le Chateau
6 / 11
Le Chateau’s perfect winter formal dress
No, this isn’t some designer gown that’s going cost a fortune — this Zara floor-length sequin gown rings in at well under $200 and is every bit the winter-inspired showstopper you’d want for special occasions like a special winter event.
V-Neck Sequin Floor Length Gown, Le Chateau, $112 (on sale now).
V-Neck Sequin Floor Length Gown, Le Chateau, $112 (on sale now).
You may also like: Miley Cyrus has skunk hair and we’re obsessed.

H&M
7 / 11
H&M’s winter white dress
Who says you can't go light and airy in the colder months? This dress is perfect for layering, and the warm off-white is the perfect tone for any season.
Pleated Dress, H&M, $50.
Pleated Dress, H&M, $50.

Truandtruand
8 / 11
Truandtruand’s oversized lounge dress
Dressed up with heels and statement jewellery, or down with tall, flat boots and a belt cinched in at the waist, this dress is piece you never knew you needed. In the oversized-dress style that’s everywhere this season, this is the style to invest in this winter.
Heather Grey Oversized T-Shirt Dress, Truandtruand, $149.
Heather Grey Oversized T-Shirt Dress, Truandtruand, $149.

Le Chateau
9 / 11
Le Chateau’s answer to the LBD
Not technically a "dress" but rather a fresh take on that Little Black Dress that belongs in any capsule wardrobe, Le Chateau's sequin top wide-leg occasion jumpsuit hits all the notes. Perfect for when you feel like dressing it up, it's also super comfortable and flattering.
Sequin Top Wide Leg Occasion Jumpsuit, Le Chateau, $59 (on sale now).
Sequin Top Wide Leg Occasion Jumpsuit, Le Chateau, $59 (on sale now).
You may also like: 15 best sweaters in Canada under $100.

Aritzia
10 / 11
Aritzia’s any-season slip dress
Just like that Little Black Dress (or jumpsuit), the slip dress belongs in your any-season capsule wardrobe. An investment piece that is versatile, and easy to dress up or down, we like this Aritzia option for this season and all the others.
Only Slit Dress, Aritzia, $64.
Only Slit Dress, Aritzia, $64.

Zara
11 / 11
Zara’s vintage-inspired balloon-sleeve dress
A comfy yet endlessly stylish option, there is something so vintage about the colour and the pattern of this balloon-sleeve dress. Paired with some white boots, and some equally-vintage Nancy Sinatra tunes, this look is a vibe.
Balloon Sleeve Dress, Zara, $26 (on sale now).
Balloon Sleeve Dress, Zara, $26 (on sale now).
Related: Is your thrifting habit problematic?
ADVERTISEMENT
ADVERTISEMENT
ADVERTISEMENT