The Best Winter Dress Trends To Wear On Repeat

.disclaimer{width:90%;margin-bottom:1rem}.disclaimer__lines{width:100%;margin:0 auto;border-bottom:1px solid #999;padding:0;max-width:150px}.disclaimer__copy{width:100%;max-width:355px;font-family:Brown Regular,sans-serif;font-size:.9rem;font-weight:300;line-height:1.3em;color:#333;padding:0 0 .4rem;margin:1rem auto;text-align:center}

All linked products are independently selected by our editors. If you purchase any of these products, we may earn a commission.

Frost is nipping at our noses — which means our faux fur coats and knee-high boots are officially back in rotation. As your winter dresses make their seasonal debut, it’s the perfect time to refresh a few favorites.

This season calls for cozy-luxe long-sleeve sweater dresses, sumptuous velvet styles, and maxi silhouettes that deliver warmth and coverage. Blazer dresses are having a major moment, too — ideal for everything from casual hangs and office hours. We even found styles perfect for date nights and winter weddings. Ahead, shop the best cool-weather picks from reader-favorite retailers like Free People, Nordstrom, and Aritzia.

DashDividers_1_500x100

Sweater Dresses

Whether you’re dressing for the office, a cozy dinner, a log cabin getaway, or a stroll and window shopping, a sweater dress has you covered. From lightweight jersey to plush cashmere and chunky knits, these versatile styles are equal parts warm and comfortable. We found a range of versatile styles, such as a cardigan-hybrid for work and a turtleneck maxi for outdoor winter festivities.

DashDividers_1_500x100

Winter Maxi Dresses

Maxi dresses aren’t just a summer staple — they’re arguably even better for winter (hello, full coverage). On casual days, opt for lounge-worthy styles, but when the vibes skew dressy, go for elevated details like off-the-shoulder necklines or flowy skirts.

DashDividers_1_500x100

Velvet Dresses

When it comes to winter fabrics, velvet is the undisputed favorite. It’s soft, tactile, and undeniably luxe — perfect for cocktail parties and winter events, especially in fitted midi or maxi silhouettes. For other seasonal occasions, like Valentine’s Day, we’ve also spotted darling minis with playful details like fluttery sleeves and lace collars.  

DashDividers_1_500x100

Blazer Dresses

With 2025 fashion trends like bold shoulders and soft suiting on the rise, it’s no wonder blazer dresses are having a moment. The suit alternative lets you bring the business vibes while showing a bit of leg (hey, now). Plus, with thicker fabrics like tweed and wool in the mix, you don’t have to sacrifice warmth. Just add fleece-lined tights and over-the-knee boots to fully winter-proof your look.

DashDividers_1_500x100

Winter Wedding Guest Dresses

If you’ve got weddings on the horizon and no look confirmed — we’ve got you. Go for sequins in rich jewel tones or classic black dresses with a twist (think bows and ruffles). For cocktail attire dress codes, try a mini or midi dress versatile enough to repurpose for other winter festivities. And if it’s black-tie, opt for a gown — bonus points if it’s in a festive color or dripping in sparkle.

Like what you see? How about some more R29 goodness, right here?

4 Ways To Wear Mocha Mousse This Winter

Fashion Must-Haves Editors Are Wearing For Winter

9 Fashion Trends That Will Define 2025

This article was originally published on refinery29.com.

Share
Published by
The Port

Recent Posts

This Amazon Lists Hack Is Saving Me So Much Money

I have vivid childhood memories of my younger brother saving up all of his money… Read More

6 hours ago

‘St. Denis Medical’ Has Been Renewed For Season 2 & Here’s What We Know So Far

I’m not a big “Ooh! New episode tonight of this new show!” TV watcher; I’m… Read More

7 hours ago

Brooke Shields’ Doctor Once ‘Refused’ To Give Her an X-Ray: ‘They Thought I Was Just Being Hysterical’

It’s not always easy to advocate for yourself in the doctor’s office. If you’re someone… Read More

8 hours ago

Has ‘High Potential’ Season 2 Been Confirmed? Here’s The Scoop

As an entertainment editor, I watch a lot of TV. Some of it good, some… Read More

9 hours ago

Study: A Grief App Can Help Parents Who Have Lost A Child

There are few things in this world more heartbreaking than losing a child. It makes… Read More

11 hours ago

On A Cold Wintery Day, This Mom Says IKEA Is The Perfect Place To Bring Kids

Where I live right now, it’s -11 degrees outside — AKA we’re stuck inside! For… Read More

11 hours ago