Casual Winter Fashion Tips

Last Updated on April 4, 2023 by Ellen Christian

Are you looking for winter fashion tips? Check out these tips for looking stylish even during the busiest time of the year.

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Casual winter fashion tips

Casual Winter Fashion Tips

These casual winter fashion tips will let you enjoy your look good and feel good during the holidays. I love being able to dress up a bit for the holidays but I am not sacrificing comfort.

I am always on the move during the holidays running errands and making sure that everything is taken care of. I need my outfit to be stylish and comfortable and to have the ability to be dressed up or down depending on what I’m doing.

I’m following these casual winter fashion tips this year so I can look my best even on my busiest day.

In Vermont, our winters get quite cold so one of the most important things I think about when shopping for winter fashion is how warm an item is. I won’t be wearing anything lightweight, off the shoulder or otherwise intended for warmer weather. If you’re enjoying winter in a warmer climate, you may be making different choices than I am.


Layer it. Cold air seems to blow right through you some days. Creating layers with leggings under a dress or a camisole and shirt under a sweater will help you stay warm.

Wear a scarf

Add a scarf. If you short or dress has a low neckline, adding a scarf is a great way to add warmth and style to your outfit.

Add color with a sweater

Slip on a sweater. Add a sweater to your outfit whether it’s a dress, skirt, trousers or jeans. Be certain it fits well and is nice and bright. You don’t want to look dull during the holidays.

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Fitted not tight

Choose clothes that fit well. Loose clothes will allow the cold air to penetrate more easily. Choose clothes that are fitted to stay warmer. Fitted does not mean so tight you cannot breathe. The goal is style and comfort.

Comfort is key

Wear comfortable shoes. Unless you truly enjoy walking on 3-inch heels, choose flats or boots instead. Plus, it can be challenging to walk on ice and snow in heels.

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Remember the accessories. You may be bundled up in a parka and snow boots, but you can still show off that gorgeous ring or dangling earrings.


Casual winter fashion tips

I’ll be wearing this winter sweater from Monroe and Main during the holiday season as I go shopping, wrap presents and visit my parents. It’s different enough from my more casual jeans and a sweatshirt without being so dressy that I’m uncomfortable.

Monroe and Main offers clothing that fits various body types in size 6-24 or S-3X. I chose the Aztec Stripe Sweater and it was perfect with bootcut jeans, a black long-sleeve shirt and grey clogs. I love that the sweater is both warm and stylish.

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52 thoughts on “Casual Winter Fashion Tips”

  1. I like the Sequin Shark-Bite Sweater. I love the styling, color options and cut. I can see dressing it up or down for any occasion.

  2. I could wear the Midnight Velvet Multistone Wedge all year long. In the winter, they’d be perfect for events when we’re indoors, and I’d wear them daily in the summer.  They’re beautiful! 

  3. I’d like the Sammie Beaded Top. I like the color and the design of the open shoulders. It’d be nice to wear when going out. Thanks.

  4. I would love to win the Beaded Georgette Pant Set! This would be great for a holiday party and you can eat alot!! LOL!! I love the color of this pant set and it looks very comfortable!!

  5. I like the Jewel-Trim Animal Sweater because it’s gorgeous and i like how the crystals and sequins add sparkle to the neckline


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