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 your tiny person. Like most Millennial moms, we’re obsessed with all things pumpkin spice, Hocus Pocus, and spooky szn. But we have to say it: the best thing about fall is dressing for fall.

In case you’re hesitant to invest in a new maternity wardrobe you’ll only wear for one season—we’ve got great news. Our newest capsule of dresses has it all: cozy fabrics, moody hues, and one major upgrade. They’re fitted to look and feel amazing with AND without a bump. From fall family photoshoots and weekends at the patch to festive holiday parties, welcome cooler temps in these maternity dresses that bridge the gap to ready to wear.

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 mingle dress

And the “best dressed” award goes to… You. In this 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. If you’re looking for a little romance (hello there, poet sleeve) without too much frill, this maternity dress it is.

The TUNIC DRESS

For those days when you want maximum polish and comfort, this tunic dress should be the first thing you reach for. Available in classic black and a fall/winter-friendly check print, it’s made of a lightweight woven fabric with a hint of stretch to keep things comfy. And here’s the thing about the tunic shape: it can be dressed up or down, worn relaxed or belted, and looks great before, during, and after babe. We made this one anti-wrinkle, too, so you can quite literally throw it on and head out the door. Extra bonus: These days, it’s hard to think about buying new clothes without thinking about the planet and the potential environmental impact our purchases may have. It’s why we made this with our fav recycled polyester that helps keep plastic out of landfills. What more to love? Hit that button below.

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.

The breeze dress

This dress is a crowd pleaser at the office. The flowy silhouette has just enough drape to look amazing on so many body shapes, bump or no bump. The smocked bodice also factors into the flattering fit (good stretch/recovery is a must when you’re growing/shrinking this quickly!). To top it off? The open back and cute tie (don’t worry, it’s bra friendly), and let’s take a moment for the fabric: a washable silk-like woven without the traditional shine. In other words: you’ll be lookin fancy whether you’re rockin it at your baby shower or grabbing brunch with the girls.

The henley dress

Henley is to fall 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 (apple picking, anyone?). Either way, you’ll stay warm and comfy until spring rolls around.

Fall's fav maternity dress: the maxi

Fall is where 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 (yet it feels incredibly autumnal!), 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 cocoa color. Both are flawless, and fit the tone of the season. Pair with a pumpkin spice 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. The end of the 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!