My Top 5 Casual Winter Outfits

This post may contain affiliate links. See - affiliate disclosure policy for more info.

Today, I will be sharing My Top 5 Casual Winter Outfits. These 5 looks have been on repeat for me. They keep me warm, cute and casual at the same time. During the winter, you want to be comfortable especially because of how cold it is, so wearing casual outfits is super important. I hope these looks give you some inspiration for your own casual winter outfits!

Outfit # 1

Outfit # 1 is great for those colder winter days/nights! I have paired tall black riding boots with black jeans and a black/white/beige stripped sweater. For accessories I am wearing a hat, gloves and a scarf. This outfit can totally be dressed up more. To me stripes are a great way to look fancy when you aren’t really trying. The colors together are a very elegant mix as well.

Similar Stripped Sweater – my sweater is from Forever 21 a few years ago

Black Jeans

Boots – any tall black riding boot would work

North Face Gloves

Similar Beanie

Similar Coat

Black Scarf

Outfit # 2

Outfit # 2 is the most casual out of all 5, it is also the comfiest. You can never go wrong with a simple comfy sweater, some jeans, and black booties. With the right accessories you could make this look a bit more dressy but still remaining casual at the same time! I will probably wear this outfit to school a lot since it is so comfortable. Being in class all day, I like to be stylish, but comfortable.

My booties and sweater are a few years old, sweater is from BCBG, and my booties are from Forever 21. I am wearing the same jeans from outfit #1.

Black Jeans

Similar Sweater

Similar Booties

Outfit # 3

Outfit # 3 is one of my favorite outfits. I am wearing a rose pink sweatshirt from h&m with a rose pink and grey blanket scarf. Blanket scarves are dressier than a regular scarf. The extra fabric lets you wrap the scarf around you like a shawl (like I did). Shawls are known to be a dressy accessory, so whenever I want to make a casual outfit more dressy I will throw on a blanket scarf. This color combo is so beautiful too. I absolutely love rose pinks and the mix with the grey is so elegant.

My blanket scarf was a Christmas gift from one of my friends so I’m not sure where it is from but, every place pretty much sells them. Forever 21, h&m, Charming Charlie’s etc.

Medium Wash Jeans

Grey Boots


Similar Scarf

Outfit # 4

Outfit # 4 incorporates the coziest mock neck sweater! This is a fuzzy sweater from Forever 21. The whole “fuzzy” sweater trend is my fav. It’s so cute and super warm. This outfit is definitely more on the dressy side, due to the black and white color combo and the mock neck. Mock necks, tend to be a dressier style but are still easy to dress down.  The white head piece is great for when it’s cold but not cold enough for a hat and you just want a little coverage on your ears. I love this outfit so much I might wear it for my birthday dinner.

Black Boots

Black Jeans

Similar Headwrap – mine is from a few years ago

Ribbed (instead of fuzzy) White Mock Neck Sweater

Same Sweater but in Vneck – unfortunately my sweater the mock neck version is sold out

Outfit # 5

Outfit #5 is great for errands, going out to eat, school, anything really even a casual party! It’s comfortable and trendy. I paired my grey boots with medium washed jeans, a grey soft sweater and a grey/black/white/red scarf. This sweater is the softest material I have on any sweater. It feels like you’re wearing a cloud. I love pairing grey shirts with classic blue jeans, rather than any other color jean.  You could pair this sweater with the black jeans as well, but I prefer the blue/grey color combo.

Medium Washed Jeans

Grey Boots

Similar Scarf

Similar Grey Sweater – My sweater is from Ruby & Jenna

***My Necklace is from Swarovski***

Hey there!

Theresa Marie Daily is all about easy everyday life and style inspo! ♥♥♥♥

Follow Along

Top Posts



This site uses Akismet to reduce spam. Learn how your comment data is processed.


  1. 1.16.17

    I love all of these outfits! It’s so cute! By the way you’re so pretty!! xx

  2. 1.16.17

    Loved these!

  3. 1.16.17

    Nice outfit! xoxo Sarah

  4. 1.16.17
    Marioness said:

    Love it! They all look so cute! Thanks for sharing those with us!

  5. 1.16.17

    This is a great post, your outfits look lovely <3
    Would you possibly be able to check out my blog? xxx

  6. 1.17.17

    These outfits are super cute 😊😊

  7. 1.21.17

    Love this post! It’s so creative and inspiring!

  8. 1.23.17

    I love outfit #3! I just started my own fashion blog, you should check it out and read some of my posts if you get the chance 🙂

%d bloggers like this: