Build your own wardrobe

How to Wear Your Summer Dresses in the Fall

Fall starts this month, or today in some people’s books (pumpkin spice, anyone 🤣?) So we will begin to shift gears a little and help you transition your summer looks into fall looks—all about keeping the CPW down and getting the most out of YOUR closet. So today to kick off the fall vibes, we will be sharing and talking about how to wear your summer dresses in the fall.

Let’s get straight into it because there is a lot I want to cover. But first, remember- fashion is unique to YOU. This is about building YOUR wardrobe. I hope this series gives you a fresh or new idea on how to style something you already maybe own in your closet, or if you see an item that makes sense to purchase and buy- then I hope to help with that! The tips below or just my suggestions and are not “rules.” At the end of the day- HAVE FUN, and WORK IT, MAMA (even if it is at school pick up or getting groceries). Nothing is holding you back other than YOU.

lso, to focus on the outfit itself, I’m leaving out all the accessories so you can focus on the dresses themselves.😉

Elly Brown shows how to wear a white dress in the fall with knee hight boots a waist belt and blazer

shop: dress / sandals / boots (similar)/ blazer (similar) / belt – use code: elly15 for 15% off!


A classic white button-up dress (except this isn’t entirely) button-up. Don’t be afraid to wear white! White in the winter goes excellent with olive green, brown, black, grey! Why this look works; You can see all the colors I am wearing are being pulled from the blazer itself. I also love the added element of the belted blazer in this look 😍.

Elly Brown shows how to wear a baby doll floral dress in the fall with knee high cowboy boots

shop: dress / sandals (similar) / boots (similar)


What makes a great transitional dress, well transitional? Well, one big thing is the fabric and the weight of it. It’s still light, so you’re not sweating, but enough to keep you warm to transition you into cooler nights. Also, great transitional dresses are some that may have long sleeves but are midi in length. And, If you need more coverage, you can add boots to keep your legs warm. A dress like this can go great with white boots or dark brown boots from the dark brown shade in the dress.

Elly Brown shows how to wear a black midi dress in the fall with a long cardigan and sneakers

shop: dress (similar) / slides / cardigan / sneakers


I know we all have a black knit dress in our closet. This would also be my airport travel look. SO cozy, and I love how “cool” the sneakers look with this look. This cardigan is a splurge, but SO dang comfy. You can also add ankle booties if you don’t like wearing sneakers with dresses.

Elly Brown shows how to wear a slip dress in the fall by layering it with a sweater and boots

shop: dress / slides / sweater (similar) / belt / boots


If this slip skirt doesn’t say I live in Texas, I don’t know what does. Imagine this a black slip skirt, or whatever slip skirt you have. Grab your favorite sweater or cardigan and throw it OVER the dress. You can wear it just like that and throw on your favorite boots, OR you can belt it for more of a fitted silhouette.

Elly Brown shows how to wear a utility dress in the fall by layering with it with jeans and knee high boots

shop: dress / sandals / boots (similar) / jeans / belt – use code: elly15 for 15% off!


Okay, I know this look is out there and different. But I was inspired and went with it, and I kind of love it! You can take the same idea here, and if you have a dress with buttons all the way down, you can make the dress become a duster in a way. I added brown boots, and because I’ve been VERY inspired by BR’s fall look and belts on everything, I did the same 🤪

shop: dress (similar) / sandals / turtleneck / boots


Another example of layering here. One closet item to have for fall and winter is a good layering turtle neck. Again, I would suggest your basic colors- black, white, and brown or grey (depending on your closet color scheme already). They come SO in handy and, again, excellent basics to have.

Elly Brown shows how to wear a spring floral dress in the fall with a leather jacket and platform loafers

shop: dress / sneakers / jacket / shoes


Last but not least, again, I know this look is so different, but I LOVE mixing feminine floral pieces with leather or menswear-inspired items. The one 90’s trend I’m thrilled that made a comeback are platform loafers, and you will see me wearing these all the time. I LOVE them 🤣. But again, don’t be afraid to mix your edgy pieces with feminine pieces!

Thank you so much for stopping by, I hope you enjoyed this BYOW: How to Wear Your Summer Dresses in the Fall post. Make sure to check out the other posts in this series here.

Comment down below, which look is your favorite?




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