10 Things to Wear to Stay Warm, Cozy, and Fashionable while transitioning from the fall to winter season

I don't know about you, but I totally forget what to wear when a new season comes upon us. I just look into my closet, wondering what in the world I wore last year! The struggle is real. If you have the same problem as me, this post is for you! To help make your transition from fall to winter easier, we've put together a list of 10 things that you need when you want to be warm, cozy and fashionable while transitioning from the fall season into the winter season! No worries, we've got you.

Here are 10 things to wear to embrace the season when winter creeps up! No affiliate links here, just links to where you can find what's pictured.

1. Sweater Dresses

I'm not sure if there is anything more perfect for transitioning from fall to winter than a sweater dress. It is warm and snuggly on its own. You can wear it with or without tights depending on what the weather is like and you can pair it with lots of boot combinations. Closer to fall, shades of green, rust, and orange are perfect. Moving into winter, blues and purples are excellent transition colors. Or you could opt for a neutral like cream, tan, or black to move through the season effortlessly. 

Sweater dress | tights | chelsea boots

2. Tights with skirts

No need to put those summer skirts away just yet. Paired with leggings or tights, you've got yourself a warm outfit that's fallish and warmish!

ballet flats

3. Shorts with Fleece Lined Tights

Whoever came up with fleece lined tights that look like skin was totally on point. The versatility and warmth of these tights are what I've needed my whole life! I used to give up on skirts and dresses when the weather started to get colder because I just couldn't stay warm with my legs exposed. In the picture below, Ceesa's matched them with a sweater, shorts, and boots for warmth and comfort!

tights | boots

4. Cardigans

A tiny confession here...I have a cardigan in every single color in my closet. I can't help myself. I get pretty cold starting about this time of year and have to keep bundled up to stay warm. Cardigans are the quickest and easiest way for me to be comfortable. You can dress them up or down, wear them over dresses or shirts.

cardigan | jeans | booties 

5. Scarves

Scarves provide endless possibilities. You can go monochromatic and neutral or all out and wild with prints. That extra layer of warmth around your neck can make a big difference in how warm you feel. So experiment with lots of types!

boots

6. Tall boots

Tall boots are so much fun and provide an extra layer of warmth when you need it. They pair wonderfully over jeans, leggings, and tights!

jeans | boots

7. Layers, layers, layers

Snuggly layers are top priority on the colder days. Try Sweaters under sweaters for added warmth and leave the jacket at home.

boots

8. Pea Jacket

The classic pea jacket is one of the most versatile of all the things in my wardrobe and really is a must have for your capsule. It instantly upgrades any outfit you own, keeps you warm, and if in a neutral color will go with everything else you own! 

pea coat / tights / chelsea boots

9. Cozy slippers, robes, and fluffy socks

Slippers and robes are for around the house of course, but really transitioning from fall to winter is the perfect time to pick up these warm essentials! And fluffy socks are perfect for under boots to keep your toes warm.

Fluffy Socks

10. Blazers

Blazers are a wonderful addition to any wardrobe. We recommend having a couple neutral blazers and one with extra flair like a moto jacket or one with patterns, a bright color or animal print. I love this picture of Jo-Jo. She received an award for a fertilizer plant project she worked on. While we were waiting for the ceremony to start, I snapped a few pictures of her! The blazer kept her warm in the chilly conference room and was perfect for the professionalism of the occasion.

What essentials do you turn to when it is time for the seasons to change? Tell us about it in the comments. 

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