Comfy and Cosy Holiday Outfit Ideas

Sometimes it’s nice to skip the hustle and bustle of the holidays by staying home to sip hot cocoa and bake cookies. It’s quieter, familiar, and you can (mostly) wear whatever you darn well please which is why this post will be focusing on the more relaxing side of the holidays. From the warmest flannel T-shirt, to the softest hoodie, we want to bring you some of our favourite comfy and cosy holiday outfit ideas that will keep you toasty all winter long.

Dubbed “the season of plaid,” by Vogue magazine, you can bet that this print is back in a big way. This time around the checked design is more widely accepted as part of a preppy, sophisticated wardrobe like the “boyfriend” fit red plaid shirt with gingham lining by Hydraulic. Nicely fitted, but still loose, this tunic shaped top is slightly cinched in the waist to give the appearance of an hourglass figure. And the convertible sleeves with coordinating gingham check are such an adorable detail. Wear this with your favourite distressed jeans and fleece boots for a cute casual look.

Puffer vests are back in a big way and are great for contributing another layer to your winter casual wear. As seen on Woman Within, the red vest with quilted texture pictured above would look great over a variety of sweaters and long sleeve tees. This style can lend a sporty or preppy edge, depending on what you pair it with. Try this vest over a plain long sleeve tee, with leggings, and trainers for a sporty look. Or wear this vest over a plaid button down shirt, tan pants, and brown knee-high riding boots for a preppy vibe.

Leggings are such a comfy article of clothing – they stretch in all the right places and look great with a variety of tunic style tops and the tall boots that are so popular during the fall and winter seasons. The grey plaid knit leggings by Ellos pictured above are different from the regular solid leggings we so often wear, thanks to the trendy little pattern. Pair this with a grey, white, cream, black, or red tunic top and complete it with a contrasting puffer vest and ankle booties for an adorable take on casual chic.

The Jovi sock slipper by Comfortview has taken warm fluffy house socks to the next level. Perfect for lounging, these adorable cable-knit boots with their padded memory foam insoles and knee high height should keep your toes toasty all winter long. Whether you’re having your bestie over for a movie night, or curling up with a book, you can pair these shoes with your most snuggly leggings or pyjama bottoms for an evening of cosy comfort.

The basic beanie made Cosmopolitan magazine’s winter essentials list and here’s why it made ours: they’re cute, warm, great for bad hair days, and can add an extra layer of interest to an otherwise plain outfit. The red and gray cable-knit hat with pom-pom beanie pictured above does exactly that, plus it incorporates the other popular textural trend – faux fur. From around the house to your grandmother’s holiday dinner, wear this during all of your casual gatherings this year.

What are you looking forward to wearing this winter?

*guest post, image license for all photographs in this post are held by the client

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  1. Ashlyn Eliza
    December 17, 2015 / 12:54 am

    Omg you're reminding me that I need to go shopping. I actually just purchased quite a few cropped sweaters (I only really wear high waisted jeans). I totally thought those boots were actual boots!!!

  2. Jess | Just Jesss
    December 17, 2015 / 12:24 pm

    I love that hat, it looks so cosy! I'm living in leggings and big jumpers at the moment, being comfy is my #1 priority when it's cold haha.Jess xo

  3. StyleOnTheSide
    December 17, 2015 / 3:25 pm

    I love it! Those plaid leggings are super cute. I don't really have stressful holidays since I don't live anywhere near family so I'm all about being as comfy as possible!

  4. beautyqueenuk
    December 17, 2015 / 10:04 pm

    Loving those leggings they look absolutely amazing x

  5. Esha
    December 18, 2015 / 8:05 am

    I love a good beanie and this one looks perfect!

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