This post contains affiliate links. That means that if you click through and make purchases through those links, I can earn a commission. For more information, feel free to see our full disclosure.
An important thing to consider when you add anything new to your closet is versatility. Does it compliment things that are already in your closet? Will you be able to wear it for multiple purposes and events? Does it transition well between multiple seasons?
Back in September, I shared this dress with you all. In that post, I mentioned that one of the reasons I chose this specific dress was because not only did it scream fall to me, but it was also so versatile so I knew I would be able to transition it into winter when the weather started to cool down even more.
Today, I’m sharing it again, but styled for cooler weather. Fall is pretty mild here in NC – so before, you’ll remember I styled it really simply with a long necklace and ankle boots.
It’s still pretty mild here in NC, but the temperatures are definitely starting to fall. So today, I’ve added some of my favorite cooler weather staples to make this dress work for this time of year, too.
I actually wore this on our trip to Boston, and spent the whole day exploring the city in it. It was the perfect, casual, no-fuss outfit.
To make this dress transition to the winter, I simply added some of my favorite pieces – a puffer vest, lined tights, classic Chuck Taylors, and a cozy infinity scarf.
Another thing I LOVE about this dress, is that I am able to wear it so far into my pregnancy. We are talking about versatility today, right?!
Loosely fitted dresses like this have been perfect to wear as my body continues to grow during this pregnancy. Not to mention, great budget savers since they aren’t ONLY for this maternity season.
So, how can you transition your wardrobe from fall to winter more easily? I actually think there are a few simple things to keep in mind that will make it easier.
Transitioning Your Closet from Fall to Winter
Look for versatile pieces that can be worn different ways.
Shift dresses are a great example of something like this. I picked long sleeves for this example, because I think they transition easier, but you can easily use a jacket if you’re working with short sleeves. Some other great pieces include versatile sweaters and a great pair of jeans and leggings.
Pick Cooler Weather Gear Wisely
A simple denim jacket, cardigan, or puffer vest is perfect to help transition in the in between part of fall/winter when you need a little something extra, but aren’t ready for the full on winter jacket.
Lined tights
Ok, I can’t really emphasize how much I love lined tights and leggings. I usually pick up a few pairs each season at TJ Maxx when I stop in. They’re usually less than $10 and while they should NOT be worn as pants like leggings sometimes can be, they are perfect to wear under dresses when it gets cooler.
So, what do you think? What are your favorite pieces to transition from fall to winter? Tell me below in the comments!
– – – – – – – – –
For more of What Mama Wore, be sure to see here.
You did a great job transitioning this dress into cooler weather! It’s so cute!
~Jessica
Jeans and a Teacup
Thank you so much! I have enjoyed continuing to wear it in the cooler weather!
Love these options, and congrats on your pregnancy!
Thank you so much! I have really enjoyed how versatile this dress has been both with the different seasons and pregnancy!
How cute! The scarf and tights instantly transform it into another dress – looks so cozy! And perfect “bump” fashion (;
Thank you! It is the perfect non-maternity dress to still get through maternity season. We’re at 34 weeks now and I just wore it again yesterday!
That’s why I love shift dresses so much, they transition into winter so you can wear them all year long. Very cute!
Same. I actually wore this same dress again yesterday!
I’m always asking myself now if items I buy will go with multiple things. It makes life so much easier. You look great in red girl! #theswaylife
Amanda @ Cupcake N Dreams
It really does make things so much easier to have versatile pieces in your closet!
I really like this!! It must be especially comfortable during pregnancy, because it will always fit during and after! I need to get more shift dresses… 🙂
They really are great to have in your closet! They have been getting me through this pregnancy without having to buy a ton of maternity clothes. Now that we’re less than 6 weeks away from our due date, I am especially trying to not have to buy too many clothes that are only for this season!
I love adding my tall boots to transition a dress to winter!
Oh, that is a great idea! I do love my riding boots, also!
Thanks for linking up to Top of the World Style. this dress works also great for the holiday season.
Absolutely; you have a great link up! I have really enjoyed this dress this season, too!
What a cute dress! Looks great on you both ways!
Thank you so much! It was a fun dress to transition between the seasons!
What a cute dress!
Thank you; I have really enjoyed it!
Love the color of this dress!
Thank you so much! It is a really fun color to wear!
I am all about buying pieces that I can transition between different seasons! I have a dress similar to yours (different color) and it’s so darn comfortable!
Right?! It’s nice to be able to have fewer pieces that are more versatile! And shift dresses are so comfortable to me, too!
This is so perfect and flattering for any body type, wow! Love how it can also work for a gorgeous maternity look.
Thank you! I have been really thankful to find pieces that work for maternity also during this season!
So many different looks combined into one! I love it. The dress looks super cute with the vest, and with your bump of course!
Thank you so much! I really do love how versatile it is!
I really love anything I can wear and style in a few different ways, especially across seasons. A multitasking wardrobe is a must as a mom!
I totally agree! And I appreciate that it works with leggings, too – which totally makes it playground appropriate if need be!
Cute! I super love that dress, and the vest too.
Thank you so much!
That color on you is great!! So versatile.
Thank you so much! It is really comfy and versatile!
Such a cute outfit!
Thank you!
Fleece lined tights and leggings are THE BEST!
Right?! I love them so much in the winter! I just stopped wearing any other tights altogether because the fleece lined ones are just so much better!
Don’t you love pieces that are versatile. It just makes it look like we have a bigger wardrobe.
Yes! It definitely helps to expand your wardrobe!
I love when your wardrobe pieces can transition between seasons!
Same! I’m actually wearing a spring shift dress today with leggings and a sweater – it’s almost 70 degrees here!
This is absolutely gorgeous!! And a pretty color
Thank you! I got this color for fall, but I have really ended up enjoying it a lot for winter, too! It’s such a deep, rich color!
Love fleece lined leggings too! Ive been liking long cardigans with jeans or black pants.
I’m hoping to add some long cardigans (and tunic sweaters) to my wardrobe! And I definitely love a good pair of jeans!
I love shift dresses. They provide such comfort and cute style that you can wear them on almost any occassion. You look great in yours!
I totally agree – they are really versatile!
This styling would work perfectly in Texas winter too! This year it’s basically non-existent. 🙂 Love the vest and the sneakers — too cute.
Thank you so much! It really is great for mild winters! It was 70 today in NC! It will definitely be colder throughout the year, but overall, it tends to stay mostly mild here, too!
This color is gorgeous on you! I love how you styled this dress 🙂 So perfect for all year around.
-xo, Azanique | http://www.lotsofsass.com
Thank you! I really do love the color. It’s a great, versatile dress to have in the closet!
I love the shift style dress! And your transition ideas are so well put together- thanks girl!
Thank you so much! <3
That burgundy dress is so cute! So many ways to style it which makes it a great addition to your wardrobe!
http://www.mylittlenest.org
Thanks so much! I definitely like to consider how many different ways I can wear something before it goes in my closet!
Yes! I’ve been wondering how exactly I was going to do my fall to winter wardrobe… ty!
Leggings (specifically fleece lined), scarves, and fun jackets/vests – always my go to! <3
Great tips for transitioning wardrobe! It’s great to find new ways to get through those times of the year!
Thank you very much! I definitely prefer things that are versatile!
I love this dress and how you paired it with the accessories for both seasons! I just bought a shift dress and am going to be trying this style!
Shift dresses are so great for versatility. They can be worn across seasons and easily dressed up or down! I have a few in my closet that I really like!
Such a cute dress, and what great ideas of how to change it up! 🙂
Thank you so much! I have enjoyed this dress a lot and I appreciate it’s versatility across seasons!
Love this post! I am all about versatility and I couldn’t agree with you more. A lot of the times I look at an item to buy I try to picture at how I can make it work for the different seasons. Investing in classic items like your shift dress and vest are really the best way to get the most bang out of our money and purchases. I love at how effortless you transitioned your outfit. It’s simple yet so chic. You look lovely! I hope you are having a great day.
http://www.littlemisscasual.com
Thank you so much, Maureen! It really helps expand your wardrobe when things can be transitioned like this!
Love these options!! Especially love when I can pair stuff with converse because comfort is king!
Oh yes – I have really been wearing my converse a lot this season!
You look so lovely. Loved how you transitioned this look! I think jeans are my favorite to transition. So many kinds and you can wear them so many ways! Happy Holidays to you and your family!
x Mary
http://marymurnane.com
Thank you so much; same to you! I love a good pair of skinny jeans and ankle boots to transition also!
These are great tips! I love using the same things from season to season- makes a smaller more manageable wardrobe stretch so much further! Loving that dress the color is perfect for fall and winter (I love burgundy for Christmas!!). You look adorable mama! Love to see your growing bump!
Thank you so much! I have loved your holiday style series recently, too! I loved the burgundy for fall, but now that it’s Christmas – I’m really liking it now, too!