Fashion Holidays Style

Cozy Casual Outfit Ideas for the Holiday Season

My favourite time of the year to style clothing is during the fall and winter seasons. Give me all of the layers and all of the cozy knits because I have literally never met a denim and sweater combo I didn’t love! When I worked in retail, it was all about layering, not only for the KPI reasons (that’s retail lingo for more layers = high average transactions and units per transaction lol), but because layering really elevates an outfit.  

So, to bring back my love of clothing and styling to the blog, I wanted to share some casual and classic, go-to winter outfits that I’m loving for this upcoming holiday and winter season! 

Christmas Market Outfits

Cozy Work From Home Outfit

Holiday Shopping Outfits

Winter Walks and Adventures

Winter Date Outfits – Day or Night

Festive Holiday Get-Together

I also want to highlight here that you DO NOT need to purchase a new wardrobe every season because it’s trendy. Purchase items (whether on a budget or not) that are good quality and that you truly love. I can’t tell you how many items I’ve donated the next season because I’m over them. And quite frankly, that’s wasteful and I’m really trying to be more mindful about that! Hot Tip: keep an item in your online cart for 24 hours before you purchase (and don’t look at the “you forgot something in your cart” emails they send you to urge you to buy). If you still can’t stop thinking about it and you know that it’s going to be versatile in your wardrobe, then go ahead and splurge.

Instead of being angry that the cold, snowy winter is coming (spoiler alert, it’s my favourite season), think of all the cute outfits you get to create! What are some of your favourite outfit combinations for the cooler winter months?

Fashion Lifestyle Photography

Winter Outfit Idea

This outfit is the perfect shine meets casual look for the winter season. I love pairing blouses with denim – it’s my go-to outfit no matter the occasion! Take a look at the outfit below with our pups, Ace & Koda. You can follow their adventures on Instagram here.

Here we took the pups for a nice little stroll before it got too dark outside. This was a little time ago at the beginning of November when Koda was so much smaller! She is almost 4 months now and a lot more light in the face! She’s growing into her paws and we are so curious if those ears of hers are actually going to stand up! And not pictured here – it was 3 degrees and cold! That scarf kept me nice and toasty, but my nose was chilly by the end of it!

Special thanks to Christina Davis of Magic in Colours Photography for the mini-shoot! Check out her social pages here: Instagram and Facebook link above!


The Outfit:

  • Coat is from Forever21 last season, find a similar one here from the Gap
  • Blouse from Anthropologie
  • Denim from the Gap, similar pair here
  • Chunky Infinity Knit Scarf from the Gap a few seasons ago, similar one here (right now under $12!!)
  • Necklace from Anthropologie, similar one here
  • Shoes from Call it Spring, similar ones here

What are some of your go-to winter outfits? Let me know in the comments below!