17 Maternity and Bump-friendly Winter Fashion Finds

By A Mystery Man Writer

Last updated 30 May 2024

17 Maternity and Bump-friendly Winter Fashion Finds

Leggings, dresses, sweaters, and a ton of other bump-friendly staples you'll want to add to your wardrobe.
These straight-leg pants are super comfortable if you work in an office all day, and the best part is they don’t scream ‘maternity wear’. They have a full-panel waistband that’ll stretch as you grow and the legs have a ton of room to keep you from feeling suffocated. Available in two colours.
This is my favourite maternity dress to wear this season, as it’s basically a long sweater with short sleeves. You get the best of both worlds — it’s super cozy and will keep you warm, but not too warm where you feel like you’re having hot flashes. Available in four colours and sizes XXS—XXL.
This is another cute sweater dress that will keep you comfortable and warm in the chilly months. The half-zipped neckline makes this item a little trendier, but it’s the perfect in-between of not too tight and not too loose. Available in three colours and sizes XXS—XXL.
This bump-friendly find is super cute if you have a dressier event, but want to stay comfortable. The material is super stretchy and soft, and the tie belt is the perfect accessory. I wore this dress to my baby shower and I love it! Available in 16 colours/styles and sizes S—XXL.
This other bump-friendly dress is perfect if you have any weddings coming up on your calendar. It has lots of stretch, meaning you won’t need to worry about needing more room after you eat. It’s form-fitting without being uncomfortable, so you can show off that baby bump! Available in 20 colours and sizes S—XL.
These Old Navy pants are a staple in my wardrobe. You can wear them paired with a loose button-down for a chic I’m-killing-this-pregnancy-thing look and still feel comfortable with the full-panel elasticized waistband for belly support. Available in three colours and sizes 0—20.
Who says you need to give up on cropped sweaters when you’re pregnant? This relaxed-fit option looks great with skirts (not just the matching one from Reitmans) and isn’t too heavy, so you’ll be warm but not overheated. Available in two colours and sizes XXS—XXL.
If you’re looking for a longer sweater to cover your growing bump, this oversized option is a great find! The fabric is lightweight to keep you from overheating and you can wear this sweater well into the spring months. It also looks super cute with leggings and maternity pants! Available in 10 colours and sizes S—XL.
Speaking of leggings, they are a must for a mom-to-be. Whether you’re planning on wearing them to work out or hang out, these won’t compress your belly too much (but will give you that well-needed support). They also have side pockets to keep your items in a handy spot! Available in two colours and sizes XXS—XXL.
I never thought I would have faux leather maternity leggings, but I’m so happy they exist! I feel very stylish in them and they’re super warm for when the weather dips below zero. Even though they’re faux leather, they have a lot of stretch and an added belly band to keep you supported throughout the day. Available in sizes XXS—XXL.
Nursing bras aren’t only for when the baby arrives! This wireless, seamless bra is perfect to wear under any of your maternity fashion finds and is comfortable enough to wear all day. Available in five colours and sizes S—3X.
These are my absolute favourite maternity pants. I actually love wearing them so much that my husband bought me a couple more in different colours! They are perfect for lounging around the house or running errands, as they’re casual, but not as casual as sweatpants or PJ bottoms. Available in four colours and sizes S—XXL.
For those days when you need to dress up a little, this bump-friendly dress will give you lots of room to stay comfy, but still look cute! The lightweight material makes it a great transition dress from fall to winter or winter to spring. Available in nine colours and sizes S—XL
This winter, I really wanted to get some knee-high boots that would actually keep me warm and didn’t have too much of a heel, so I could comfortably trudge through the snow in them. Enter these boots from Comfy Moda! They have a faux fur lining, a rubber sole, and they’re waterproof. Now you’ll have the best of the best when it’s cooler out. Available in sizes 7—11.
Penny loafers are my go-to indoor shoes for the office right now. They look great with socks and the platform heel will give you some height, without making you feel the pain of wearing higher-heeled shoes. Available in sizes 36—40.
Tights are a necessity if you want to wear dresses in winter - and these ones have lots of stretch to go over your belly! They’re super comfortable and I haven’t snagged them after wearing them a bunch of times (fingers crossed I didn’t just jinx myself).
If you’re heading to any weddings or fancier events this winter, getting shapewear that supports your bump is a must. I’ve worn this pair from a couple of times so far and they were super comfortable to wear all night (and don’t make you feel compressed at all) while giving you a smoother silhouette. Available individually, in multipacks, and sizes S—XL.