Dressing for the winter in the classroom can be a bit of a challenge. It's freezing outside, but then you get inside and it's sweltering hot (and you may not even have access to control the temperature in your classroom - thank goodness I do!). I find winter to be such a fun season to dress for, but it can definitely test my ability to dress well. There are days where I want to go to school in the closest thing to sweatpants and a sweatshirt simply to stay warm (I, of course, resist that urge). And let me tell you, after moving from Southern California (where it's 50-60 degrees in the winter) to Northern California (where it's 25-45 degrees in the winter) I have been chilled to my core!!
So to help you get dressed and ready through the rest of the winter, I've rounded up some of my favorite winter teacher outfits for the classroom. Many of these looks include pieces that I've reused and am re-wearing. (Does anyone else feel bad buying something and then only wearing it once or twice? Why do that when you could get so much more use out of it simply by layering or adding a different scarf?!)
You'll notice a trend with a lot of these looks - black, grey, and white. Since I had to buy a lot more winter-y clothes (moving from LA, I have basically zero), I decided to stick to a color theme so I could more easily mix and match. To add color, simply throw on a scarf!

This skirt (all the heart eyes). I wish J. Crew still had it in stock, but I purchased it about three years ago. J. Crew is still on the fluted skirt train, and I think they're beautiful. There's just something whimsical and extra girly about this style (and I'm not even super girly-girl at all!).
I love this look simply for the ease of it. Black jeggings, black top, grey sweater. What you can't see in this picture is that this sweater has adorable buttons down the back of it - I love the added detail to make it an especially unique piece! In the mornings, I throw on my warm winter coat, and I'm ready to go!
I love all of the layers in this look. On days that it rains, I dislike wearing jeggings because they tend to get wet or damp and they stay that way for a while. Instead, tights and a skirt (or in this case, a dress), will dry out much faster! This look has many layers to it. I started with a darling Banana Republic Factory dress ($35 - a steal!), added an old chambray, a sweater, and then a vest. The layering is what makes this look stand out, and I just absolutely love it.
I wish Banana Republic still had this pencil skirt in stock because I loved styling it for winter, but you could absolutely wear this skirt any time of year in the classroom - it's incredibly versatile. I got it from Banana's sale rack with an additional 40% off - it came to about $25 (can't pass that up!). Adding black to the rest of the look makes it an easy one to wear over and over again :)
If you follow me on Instagram or you've read this post, you know how much I love this sweater. It is so soft, and while it is kind of a stand-out piece that people notice, I think you could get away with wearing this once a week if your heart desired! Just add different scarves and/or vests to change the look!
Another great Banana Republic Factory investment in this coat (of course, got it on sale!). It's a great coat to wear through winter and the fall and spring - one of those versatile pieces that can be worn again and again. I'm a big believer in purchasing quality, timeless pieces!
I also recently added this jacket to my wardrobe, and I've been wearing it over pretty much every outfit! Keeps me warm outside for yard duty :)
You can find many top winter outfit suppliers and manufacturers on our online b2b marketplace.
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