An Easy Way to Style a Tweed Skirt

Hey guys. Don’t fall of your chair or anything, but today I’m styling a skirt!

an easy way to style a tweed skirt | black jewel neck sweater, over the knee boots, structured satchel

My biggest struggle with skirts is not finding ones I like, but finding a top to wear with them. I prefer a shorter top with a skirt to balance out the proportions, and shorter tops haven’t been very popular in recent years. I see other girls doing the front tuck with their skirts, but it looks a little off when I try it, so I’ve gone without wearing skirts for a long time. That said, I’ve been wanting to incorporate a few skirt outfits into my winter wardrobe, so I set out to find one that works.

You may remember this tweed skirt from Ann Taylor in my January Wish List post. I immediately fell in love with the gorgeous tweed so I took a chance and ordered it. Now that higher rise jeans are coming back in style, tops are getting shorter, so I was able to find a the perfect sweater to pair with this skirt!

Winter Tweed Skirt Outfit with OTK Boots

An easy way to style a tweed skirt is to wear it with a black top and tall black boots. Tights are optional. 

You really can’t go wrong with this outfit formula as long as each piece fits well so the outfit creates a pleasing proportion. You can see in this look that my body is pretty divided evenly into thirds, with the tweed skirt providing a nice contrast between the black on top and bottom.

I was so pleased to discover this sweater. I really like the quality, and the wrist detail is nice. A jewel neck isn’t my first choice of neckline, but it fits everywhere else and works with the skirt so I can make do. I compensated for the high neckline by wearing a long pendant to visually elongate the upper body and draw the eye in and down towards my waist.

Easy Way to Style A Tweed Skirt: black jewel neck sweater, over the knee boots, structured satchel |

Unfortunately the sweater low inventory but it does come in several nice colors if you can find your size. Other good options include this pointelle turtleneck, this button sleeve sweater, and this lantern sleeve ribbed sweater. They all have a classic fit that works well with skirts and are around the same length as this sweater, which is 23.5″.

SALE ALERT >> 50% off your purchase at Ann Taylor with code GETWARM.

A chunkier sweater could also work with this look, but I feel like this dressier fine gauge knit is more flattering for my body type; my waist seems to get lost when I try to pair a skirt with a chunky sweater.

I really like the color palette in the skirt and the subtle a-line shape. I also like the button detail on the waist and hated to cover it up, but I’m too short waisted to tuck in my tops. For size reference, I have a small in the sweater and a 6 in the skirt.

I went with silver accessories, but gold would certainly work as well.

Ann Taylor Button Cuff Sweater

The over the knee boots work well with this, but knee-high boots work just as well if that’s more your style. With OTK boots, I like to see an inch between the top of the boots and the bottom of the skirt, but in this case mine almost meet in the front, and I guess that’s okay. Sometimes I wish I were one or two inches taller.

Pumps or ankle boots would be a good alternative to the OTK boots if you need more conservative footwear. You can go with a lower heel too; my boots just happen to be heels.

I added my leather jacket on top to give the classic outfit a bit of an edge (and for added warmth.) If you work in an office, you could easily do a blazer (or go without a top layer.) For size reference, I have this jacket in a medium.

Easy Way to Style A Tweed Skirt for Winter: black jewel neck sweater, over the knee boots, structured satchel |

My Rebecca Minkoff Mini Perry Satchel is the perfect accompaniment, with its silver hardware and structured styling, and it’s currently 50% off! The price on this bag fluctuates a lot, but this is the lowest I’ve ever seen it. I think I snagged mine when it was around $215, and today it’s $191 plus it’s Amazon Prime.

Overall I’m really pleased with how this outfit came together. I can definitely see myself wearing this to church or out to dinner with my husband sometime.

Winter Tweed Skirt Outfit with OTK Boots | Rebecca Minkoff Mini Perry Satchel | Ann Taylor Button Cuff Sweater | #fashionover40 #winteroutfit

AT button cuff sweater // AT tweed button tab skirt // leather jacket // similar boots (optionoption) // tights // bag // necklace // link bracelet

photo credit: Alison Cornell

Fashion Friday

Did you like this post?

Subscribe to get updates in your email inbox! You can also connect with me on Instagram and Facebook.

This post contains affiliate links. When you shop through my links, it helps support my business (at no additional cost to you) so thank you!