Winter Outfits for Work

I’ve been focused on holiday outfits lately so I felt like it was time to go back to a little workwear. I went with a pink and burgundy color palette for a little bit of fresh color. All of these outfits are styled with boots and warm sweaters to keep you warm this winter.

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Winter Outfits for Work

My Sizing: I’m 4’10”, and my bust, waist, and hip measurements are 32″, 24″, and 36″. My inseam is 25″ (the measurement from the inside of my leg to my ankle bone). The clothes shown are unaltered and show how they fit me right from the store. I list my sizing beside each item to help you compare when shopping online. When referencing my true size, that is often the smallest option available at a brand or petite xxs/00/24. I wear a size 5 shoe.

Ann Taylor Petite Perfect Wide-Leg Pants in Flannel

If you’re looking for a pair of wide-leg pants that are on the slim side and are well fitted through the hips and top of the thighs – you’ll love the Perfect Wide-Leg Pants from Ann Taylor. These pants come in other materials and colors as well, but this flannel version is nice and warm for winter. As far as sizing goes, I find them to be true to size overall, but a little bit snug through my hips. Check my proportion measurements above to compare your shape, but for me, I’m not curvy enough for Ann Taylor curvy styles, but a little too curvy for the regular. In petite, this pair has a 28.5″ inseam.

Tucking Sweaters

I tucked in some pretty thick sweaters in this post which always prompts some questions. It will vary by individual and what you’re comfortable with but for me, I just tuck them all the way in and pull them out until just the band of the sweater is tucked in. You can also wear these outfits without tucking in the sweater.

Petite-friendly outfits for work | winter outfits for work | business casual outfits | petite style

Pants Petite 00 | Sweater XS oatmeal | Wrap oatmeal | Similar Boots | Tote cappuccino | Earrings

Petite-friendly winter outfits via pumps and push-ups blog | business casual outfits | petite style | winter outfits

Pants Petite 00 | Sweater Petite XXS | Similar Boots | Belt XXS | Belt Option | Tote cappuccino | Earrings

Abercrombie Harper Pants

The Harper pants have from Abercrombie have a single pleat in the front and a stretch waistband in the back. I find them to be true to size overall. They have an 11.5″ rise and a 28″ inseam in short, which I still need a low heel with. I love the length, it makes them perfect for winter and wearing with boots! Unfortunately the exact color I’m wearing is sold out.

Petite-friendly outfits for work via pumps and push-ups blog | winter workwear | winter business casual outfits

Pants 24 Short | Sweater Petite XXS | Similar Boots | Belt XXS | Belt Option | Tote cappuccino | Earrings

365 Trousers

I’m planning a series of posts for the end of the year with pieces that were top sellers for 2024 and a few more ways to style them. So in preparing for that post I found that the 365 Trousers from Gap were a top seller for the year! The 365 Trousers from Gap often go on sale, making them one of the most affordable pairs of pants I’ve shared. The fabric is drapey and comfortable to wear and bonus points, it doesn’t wrinkle easily. They are overall true to size, but I did find there to be inseam variation with different colors. The burgundy pair I have on here has a 28″ inseam and I also have them in red which has a 29″ inseam.

More ways I styled the 365 Trousers in this post.

Petite-friendly outfits for work via pumps and push-ups blog | winter outfits for work | petite fashion | petite style

Sweater XXS | Pants Petite 00 |Similar Boots | Belt XXS | Belt Option | Tote cappuccino | Earrings

If you’re looking for more winter workwear check out this post. If you’re looking for more wide-leg pants for work, check out my recent review here.

-Brooke

Brooke of Pumps and Push-Ups - petite style blogger

Hello, I'm Brooke!

A petite (4'10") gal on the hunt for the best petite clothes. I show you where to shop for petite finds, and how to style them in my weekly style sessions. I don't alter or hem any of the clothing on my blog - what you see is exactly how the items fit me right from the store.

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