The Best Maternity Dresses for Fall and Winter

There’s something magical about the seasons changing, especially when it means you’re inching closer to meeting the tiniest love of your life. In case you’re hesitant to invest in a new maternity wardrobe you’ll only wear for a few months — we’ve got great news. Our newest fall dresses have it all: cozy fabrics, holiday-ready hues, and one major perk you'll only find here at I+I. That's right, our now + forever™ maternity dresses are fitted on preg AND non-preg women so they're made to look and feel amazing with and without a bump. From family photoshoots to festive holiday parties, welcome cooler temps in these maternity dresses that transition seamlessly into your post-bump life.

Maternity dresses, but make it fall

Layering is an art form, and it’s so much fun to play with when the weather starts to chill. That’s why we never rule out a mini dress in the colder months. Throw one on with a cute cardigan or scarf, and add some black tights for a look that’s beyond chic. Keep reading for our favorites…

the spruce dress

And the “best dressed” award goes to… You. In this dress. Our matte sateen fabric is as luxe and silky as ever with this adorable mini maternity dress. The silhouette is one of our new all-time favs. We spruced it up with a plunging v-neck, cinched flirty waist, and tiered mini skirt. Speaking of those gathered waist ties, they’re adjustable so you can cinch up or let out depending on your pregnancy status. If you’re looking for a little romance without too much frill, this dress it is.

The Flare Dress

Holiday warmth and comfort meets *the cutest* silhouette with this maternity sweater dress. We all know squared-off scoop necks look good on everyone, and we accented this one with a little flare on the sleeves and skirt. All woven together in a holiday-ready sweater knit that’ll make you want a mug of warm cider asap. You just found your go-to dress of the season.

the mingle dress

A mock-neck keeps this mini office-appropriate, while the dotted print and silky-sateen fabric makes a statement at any party or event. For a fit that all moms can get behind—pregnant, postpartum, toddler-stage, etc.—there’s a drawcord at the waist, making it easy to cinch in, let out, and customize to your liking. Bring the legs out in this dream of a dress.

The drape shirt dress

Speaking of office-ready, this maternity shirt dress was clearly designed by a werking woman. Not just any woman — a mom. Those poet sleeves, that beautiful drapey silhouette, and all the different ways to wear (buttons all the way down and on the sleeves + an optional sash = endless possibilities). It’s a no-brainer fall wardrobe addition.

The perfect midi maternity dresses

Mini dresses are great and all, but sometimes you want skip the tights and give the bump some breathing room. Enter our favorite maternity midi dresses that are not too long, not too short, ya know *just* right. These styles shine in the fall and winter, and for good reason.

button down sweater dress

Nothing says fall/winter mama like a soft-rib sweater dress. For this one, the beauty is really in the buttons. Those top two buttons are fully functional, giving nursing access to the moms who want it. The rest of the buttons are fixed so your bump is never exposed, even when it’s in full force. Then, just for funsies, we left the last few bottom buttons functional so you can open them up for some leg action when you’re feelin’ it.

The Icon Dress

That bump? Iconic. Show it off with a bodycon silhouette, exposed mesh sleeves and the kinda edgy print that will make your little y2k-loving heart skip a beat. This fall-ready maternity dress carries you from season to season (preg or not!) thanks to that super soft + stretchy mesh fabric and liner. You really can't go wrong with this one.

the henley dress

Henley is to winter what linen is to summer. We think it’s an essential for these colder months, which is why we made a long sleeve maternity dress out of it. Bump hugging without being too restrictive, with an on-trend straight silhouette once the bump is gone. The star of the show? Subtle side slits that reveal just enough leg. Keep it classic with navy blue or amp up the fall vibes with our chestnut shade. Either way, you’ll stay warm and comfy until spring rolls around.


No matter the season, maxi maternity dresses steal the spotlight. Long, flowing, *and* functional, they keep your legs warm, and give just enough drama to feel like you’ve arrived. For those special events, we’d choose one of these:

the dream dress

There’s a reason we named this The Dream Dress. I mean, just look at it. It’s practically begging for a chance to be in the pregnancy photoshoot or brought along to the babymoon. The flowy skirt, the puff sleeves, the cotton gauze…. It simply doesn’t get better than this. The golden brown shade can bridge seasons, while the off the shoulder detail lets you flash some collarbone. Another selling point? We edited the amount of fabric so it won’t swallow you whole after babe’s arrival. Don’t let this dress be the one that got away.

The flutter dress

Stylish and mom-friendly? Sign us up. You wouldn’t know it by looking at it, but this super feminine dress is also super practical. Four buttons at the neckline made for easy nursing access (#newmomlife), and an empire waistline and elongating tiers provide plenty of space for your bump. Approaching the end of your pregnancy? No problem. This dress looks just as good post-bump. Choose between a subtle butterfly print or a sophisticated java color. Both are flawless, and fit the tone of the season. Pair with a warm beverage if you’re feeling it.

the wrap up

These dresses confirm it: fall is a season for some of the best outfits, and winter presents the chance to play some serious adult dress up. This time of year is filled with plenty of occasions to look forward to, and you deserve to look your best during every single one of them. Pregnant or not, we just know your closet needs one (or two! or three!) of these beautiful pieces. Bring on the holiday parties!

Try any of these fall and winter styles? Tag us on Instagram and TikTok so we can see your looks!