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The Best Winter Dresses (Skip the Legging!)

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January 9, 2023 By Lisa Sharp 8 Comments

Check out the best winter dresses! Feel and look more put together this winter by ditching the leggings and getting dressed each day. This can help you feel better and be more productive! This post is sponsored by Coupons.com.

purple winter clothing and hangers

One of my most popular posts is about ditching leggings and trying house dresses. Women seem to love the idea of ditching the homemaker uniform of leggings and wearing something comfortable but more put together.

People often find they feel better about themselves and are even more productive when they get dressed for the day.

In that original post, I talk about wearing house dresses, the popular uniform of vintage homemakers. This is great for warmer weather but many have asked about what to do during the winter. Here are some of my top tips.

How to Ditch the Leggings this Winter

Wooden clothes hangers and lady's accessories.

Buy Warmer House Dresses

I still suggest house dresses for daily wear during the winter. Look for versions with heavier fabric and long sleeves. You can even find some cute sweater dresses that can work.

Winter Dresses

These are some great dresses that are warmer and great for the winter months when paired with tights or leggings.

Photo Credit: www.unique-vintage.com

Rainbow Floral Velvet Skater Dress

This charming skater dress is crafted in a rainbow floral print that dances over a deep brown metallic velvet.

Photo Credit: www.unique-vintage.com

Emerald Sparkle Plaid Farrah Maxi Dress

This fabulous maxi dress features a chic emerald plaid pattern that sparkles with lurex threading, cast in a woven mesh.

Photo Credit: www.unique-vintage.com

Blue & Pink Floral Patchwork Midi Dress

This sweet midi shirtdress is crafted in a lightweight woven fabric that dances with a charming floral patchwork print in shades of blue, pink, white, and red.

Photo Credit: modcloth.com

Jukebox Jive Time Swing Dress

So superbly 50’s-inspired, this gorgeous yellow and navy tartan print swing dress is coming to you from Hell Bunny London!

Photo Credit: modcloth.com

This Is My Moment Wrap Dress

Claim your moment in this stylish wrap dress from the ModCloth namesake label!

Photo Credit: modcloth.com

Deep Sea Voyage Shirt Dress

Through the pitch black of the deep sea, neon pops of pink, red, blue, and teal green reveal submarines, aquanauts, sleek sting rays, fanciful jellyfish, and mystical octopi peacefully roaming throughout this retro-chic shirt dress from UK brand Sugarhill Brighton!

Photo Credit: modcloth.com

Making the Rounds Houndstooth Shirt Dress

You will be over the moon when you slip on this micro-pleated midi dress thanks to its chic silhouette and out-of-this-world vibes.

Photo Credit: modcloth.com

State Of Grace Fit And Flare Dress

In our elegant and exclusive emerald green plaid print, we bring you this beautiful fit-and-flare dress from the ModCloth namesake label.

Photo Credit: amazon.com

Fit and Flare Plaid Long Sleeve Midi Dress

A cute dress that features long sleeves and a high neck that is perfect for layering during the winter months.

Photo Credit: amazon.com

Plaid A-Line Wool Skirt

While clearly not a dress, wool skirts are a great winter staple.

Learn to Layer

With layering, you can keep the house dresses that are so comfortable and great in the warmer months and continue to wear them.

Throw a pair of tights on under and a cardigan on top and you are often good to go. Some dresses even look cute with leggings. It’s a great time to pull out some of your shorter dresses and pair those with leggings.

Layering is such a great way to stay warm and continue to use your warmer-weather wardrobe so it can save a lot of money.

Find a Good Pair of Pants

Some days are cool enough pants are really the best option. That doesn’t mean you need to pull out sweatpants or yoga pants.

Find some cute leggings to layer with dresses like talked about above. I know it isn’t fun but also be on the hunt for some jeans that are comfortable. It can be tough but it’s worth it once you find some.

Personally, I find jeans with a bit of stretch to be the most comfortable. I also like higher-waisted jeans for my body time. Once you find a pair you love, get a few if you can. Coupons.com has coupon codes that can help make this process more affordable.

Getting dressed for the day is a great way to boost your self-esteem and even during the winter it’s possible to still be comfortable while looking nice.

Don’t forget to check out Coupons.com for ways to save money while still looking great.

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Filed Under: Fashion, Inspiration

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Reader Interactions

Comments

  1. Deborah says

    August 28, 2020 at 7:56 am

    I only wear leggings if my shirt will cover my tail. But I do love them. I also wear my yoga pants with a long tail shirt. Or a tunic type top (short dress).

    Reply
    • Lisa Sharp says

      August 31, 2020 at 1:41 pm

      If you feel put together and comfortable that’s totally fine. 🙂

      Reply
  2. Patricia C says

    January 21, 2021 at 8:13 am

    I am old enough to remember when a woman wouldn’t get out of bed without putting on her stockings (hosiery). I still put on stockings when I leave the house if ANY of my legs will be seen. Oh, for those times again when women weren’t showing all.

    Reply
    • Lisa Sharp says

      January 21, 2021 at 11:36 am

      I love stockings but it’s also nice to live in a time where I can go without. I can’t imagine wearing stockings when it’s 100+ in the summer in Oklahoma.

      Reply
    • Antoinette Haraldson says

      February 17, 2023 at 7:45 am

      That is because you a true lady! We need to spread to word.. There isn’t too many of us around spreading the word to the next generation.

      “Put on stockings when I leave the house if ANY of my legs will be seen.”

      Reply
  3. Sharon says

    December 10, 2022 at 7:08 pm

    I made the commitment to get dressed — well dressed — every day. It has been a resounding success, IMO, and I’m a tough audience.

    Thanks for the reminder why it’s important!

    Reply
  4. Jordan says

    February 17, 2023 at 11:58 am

    Back in the mid-century, it was very obvious the differences between a going-out dress and a house dress, but these images above don’t have that same vibe. They’re clearly good enough for going out. I can’t imagine buying one of these outfits to do housework in, whereas a classic house dress was really just an apron you could wear on its own — patterns to hide stains, easy to care for, comfortable and flexible. I’m curious what the current difference is between a house dress and .. a going-out dress. Is it down to the accessories at this point?

    Reply
    • Lisa Sharp says

      February 21, 2023 at 9:37 am

      There were more dress options before but as we get into spring many are no longer available. I wear these kinds of dresses for housework with an apron over it. Just like now, everyone was different at different times. When winter rolls around again there will be a much wider range of dresses in this post again.

      Reply

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Welcome to my blog! My name is Lisa and I'm the Retro Housewife trying to live a greener life. I share my love of all things vintage, homemaking and green living here on the blog. To read more, click here.

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