27 Fabulous Maternity Dresses for Fall and Winter

When the air turns crisp, it’s time to turn to cozy dresses in autumn colors. We’ve rounded up the best wow-worthy pregnancy looks for fall and winter.
ByChristin Perry
October 9, 2020
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If you’ll be sporting a baby bump this fall and winter, you’re probably on the hunt for the best fall and winter maternity dresses. After all, you shouldn’t have to sacrifice style just because the temps are dropping! We’ve curated a list of maternity dresses that incorporate some of the hottest cold-weather colors and fabrics. Whether you pair these looks with sweaters for the fall or maternity coats for the winter, you’ll be ready to go regardless of what Mother Nature throws at you.

Cute Fall and Winter Maternity Dresses

We know you want to look your best during your pregnancy. Shop these fall and winter maternity dresses to amp up your bump-friendly fashion despite the cold. Here, you’ll find longer sleeves, warmer fabrics and a departure from summer’s flirty color pallette.

Image: Courtesy Rent the Runway

Rosie Pope Wrap Maternity Dress

Nothing says fall and winter like jewel tones! You’ll feel wrapped in comfort in this elegant Rosie Pope wrap dress, available in emerald, orchid and navy. The long sleeves and slightly longer skirt length will keep you warm as the days turn crisp. And the festive colors are perfect for the holidays too, making this one of our favorite pregnancy dresses for winter!

Rent it: $30 for 4 days,, or buy it: $178,

Image: Courtesy Everly Grey

Everly Grey Tara Long Sleeve Maternity/Nursing Dress

If you’re on the hunt for trendy fall maternity dresses, go for a plaid. This number from Everly Grey is the perfect work or weekend outfit for chillier weather, thanks to the long sleeves with elastic cuffs and seasonal print. Plus, the half-button front is great for nursing too.

Buy it: $68,

Image: Courtesy Nom Maternity

Nom Maternity Genevieve Velvet Maternity and Nursing Wrap Dress

Searching for winter pregnancy outfits to photograph your growing bump? We love this festive and flattering winter maternity dress from Nom Maternity. With the flattering V-neckline, flutter sleeves and belt that sits just above your bump, you’ll be glowing in all of your holiday photos.

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Buy it: $128,

Image: Courtesy Seraphine

Seraphine Floral Tiered Maternity Dress

Arrive in style with this gorgeous floral print dress from Seraphine. With its button-down front and soft jersey-knit slip, this fall maternity dress can be dressed up or down and can be worn post-pregnancy for easy nursing access. The sheer sleeves are great for the season’s transitional weather and can be easily layered underneath a cardigan or blazer to become a staple item of your winter maternity clothes.

Buy it: $99,

Image: Courtesy Hatch

Hatch Manon Dress

The best winter maternity dresses are warm and comfy—and it doesn’t get any more cozy than this luxurious long-sleeved cashmere sweater dress. Available in two easy-to-coordinate colors (tan and red), this snuggly dress will be part of your new go-to winter maternity clothes for work, the weekend or lounging around the house.

Buy it: $398,

Image: Courtesy Rent the Runway

Leota Perfect Maternity Faux Wrap Maxi

A simple navy top gives way to a fun, fuschia-toned floral design on this faux-wrap maxi. If you’re looking for fall maternity dresses before Mother Nature brings on winter’s freeze, this business-on-top / party-on-the-bottom frock makes a great choice, with its three-quarter-length sleeves and stretchy fit.

Rent it: $30 for four days,

Image: Courtesy Everyly Grey

Everly Grey Melissa Long Sleeve Peplum Maternity/Nursing Dress

No matter what size your bump happens to be, you’ll look and feel like a million bucks in this asymmetrical teal long-sleeve maternity dress. The secret? Stretchy jersey fabric that grows with you, and the ruffle that frames your bump and hides a nursing panel. The versatility makes it one of our favorite fall maternity dresses. It also comes in black.

Buy it: $58,

Image: Courtesy Storq

Storq Maxi Dress

Looking for fall and winter pregnancy outfits that aren’t just neutrals? This slim fit, long sleeve maxi dress in hot pink is the way to go. The wrist-length sleeves and ankle-length skirt are appropriate for cooler temps, making it the perfect fall maternity dress. And the super-soft, ultra-stretchy material is suitable for your entire pregnancy and ideal for layering. (Good news: It also comes in black and camel if you are looking for neutrals).

Buy it: Storq Maxi Dress, $112,

Image: Courtesy Stowaway Collection

Stowaway Collection Maternity Dress with Lace Insert

Wearing this fall maternity dress is like wrapping yourself in a soft blanket. Made in a lightweight cotton sweater material with lace trim going down the arms, this pick will take you through the changing seasons in style.

Buy it: $110,

Cheap Fall and Winter Maternity Dresses

Cheap maternity dresses are key when your body’s constantly growing and changing. (Plus, we know how tempted you are to splurge on all those adorable things for baby!) That’s why you’ll love our selection of affordable fall and winter maternity dresses—all for under $50. Trust us, no one will guess the price tags on these beauties, and they’ll go great with the rest of your budget-friendly maternity wardrobe for fall and winter.

Image: Courtesy Rent the Runway

Ingrid & Isabel Kimono Maternity Maxi

If the forecast says an Indian summer is on the way, we’ve got you covered with one of the most beautiful fall maternity dresses. With kimono-style sleeves and a deep v-neckline, this long dress is a perfect bump-friendly choice for a fall wedding or dinner out.

Rent it: $30 for four days,

Image: Courtesy Motherhood Maternity

Motherhood Maternity Fit and Flare Turtleneck Maternity Dress

Winter maternity dresses have to pull double duty, keeping you warm and fashionable. And this chic turtleneck dress easily pulls off both. The long sleeves will keep you cozy and comfortable, while the empire waist can accommodate your growing bump at every stage of pregnancy. Pair it with tights and boots and you’ll be ready to go.

Buy it: $40,

Image: Courtesy H&M

H&M MAMA Denim Overall Dress

Overalls are a classic pregnancy look, and we love this fall maternity dress version. With stretchy denim and adjustable suspenders, you’ll be able to get months of use out of this fun and easy outfit. Layer a long sleeve shirt or lightweight sweater on top, and add tights or leggings as the weather gets colder. This fall-friendly pick is also a great addition to your wardrobe of winter pregnancy clothes.

Buy it: $40,

Image: Courtesy PinkBlush

PinkBlush Maternity Pocket Front ¾ Sleeve Side Slit Maternity Maxi Dress

Round out your collection of fall and winter maternity dresses with this three-quarter sleeve dress. It’s loose yet flattering, and it has pockets(!). Plus, it comes in three pitch-perfect fall colors: black, burgundy and charcoal.

Image: Courtesy Isabel Maternity by Ingrid & Isabel

Isabel Maternity by Ingrid & Isabel Long Sleeve Chiffon Maternity Dress

We love florals for fall maternity dresses! And with its square neckline and flowy sleeves, this one truly has us swooning. Slip it on for an instant style upgrade, or pair with a chunky cardigan for a more casual look. It’s one of our favorite cool-weather maternity dresses you can snag for under $50.

Buy it: $35,

Image: Courtesy Rent the Runway

Leota Kelsey Maternity Dress

It can be difficult to find affordable, office-appropriate fall maternity dresses. But Rent the Runway has you covered with this eye-catching number. It’s got long sleeves to keep you warm, while the knee-length, slightly flared hem keeps things stylish and fun. Best of all is the price! By renting instead of buying, you can save big bucks on a stylish pregnancy wardrobe.

Rent it: $30 for four days,

Image: Courtesy ASOS

ASOS Mamalicious Maternity Jersey Midi Dress

We’re going to make a bold statement and say that this could be the fall maternity dress you’ll wear most. This extremely versatile, three-quarter sleeve black scoop neck dress is a pregnancy staple, and the budget-friendly price tag makes it even more covetable.

Buy it: $29,

Image: Courtesy GAP

Gap Maternity Tiered Midi Dress

If you’re in love with jewel tones, why not rock this deep wine-colored frock from Gap? Slip it on and let its autumn hue and tiered skirt work their magic. Admirers will never guess you scored this sophisticated number for under $50.

Buy it: $50,

Image: Courtesy H&M

H&M MAMA Hooded Nursing Dress

If you’re looking for a winter maternity dress on the cheap, this soft, knee-length, jersey-knit navy dress with a built-in nursing panel makes the perfect choice. It’s as warm and cozy as your favorite sweatshirt (it even has a hood!), and can be dressed up or down depending on your footwear and accessories. It’ll be a welcome comfy addition to your rotation of winter maternity clothes.

Buy it: $50,

Plus-Size Fall and Winter Maternity Dresses

Our favorite plus-size fall and winter maternity dresses incorporate beautiful jewel tones with bump-friendly fabrics. Check out some of our favorite dresses for pregnant women in sizes 1X and beyond.

Image: Courtesy Old Navy

Old Navy Maternity Jersey-Knit Bodycon Dress

Every mom-to-be needs a little black dress in their collection of winter maternity clothes, and we’re loving this bump-flattering classic from Old Navy. With soft jersey fabric, it’ll slip on easily to keep you comfy (and fashionable) day or night.

Buy it: $35,

Image: Courtesy Motherhood Maternity

Motherhood Maternity Jessica Simpson Plus Size Printed Maxi Dress

With its earthy color palette and floor-length skirt, this one from Motherhood Maternity makes for a beautiful fall maternity dress that can be worn well into winter. The V neckline and wrap-style silhouette add to the feminine look. Available in sizes up to 3X.

Buy it: $70,

Image: Courtesy PinkBlush

PinkBlush Maternity Black Animal Print Ruffle Plus Maternity Dress

Take a walk on the wild side in one of our top-pick fall maternity dresses! The three-quarter ruffle sleeves and ruffle hem are stylish details, while the overall print is perfect for autumn’s cooler weather. Toss on a pair of ankle boots and you’re ready for the season’s change.

Image: Courtesy Gap

Gap Maternity Modern Boatneck Dress

Sporting classic black and white stripes and a modern boat neckline, this is one of the cutest fall maternity dresses we’ve found. The shirred detailing at the sides offer a flattering fit throughout your pregnancy, and the super-soft jersey knit fabric will feel heavenly against your skin. When the weather turns cool, pair with boots and a denim jacket. Available in sizes up to XXL.

Buy it: $70,

Image: Courtesy Isabel Maternity by Ingrid & Isabel

Isabel Maternity by Ingrid & Isabel Maternity T-Shirt Dress

Chic maternity dresses that double as nursing dresses will have your wallet thanking you! You won’t want to pass up this adorable, affordable shirtdress from Target. The sleeves can be rolled up or down, which is perfect for unpredictable fall weather, and the button-front goes halfway down, so it’ll be an ideal breastfeeding dress for spring too. It’s a great bet if you’re looking for fall maternity dresses you can wear to work or on the weekend. Available in sizes up to XXL.

Buy it: $30,

Image: Courtesy Torrid

Torrid Teal Floral Chiffon Wrap Dress

Torrid is totally nailing it when it comes to plus-size dresses, and even though this floral wrap dress isn’t a maternity dress, it will flatter your growing bump. The ruffle trim and flutter sleeves add just the right amount of flirty fun.

Buy it: $80,

Image: Courtesy PinkBlush

PinkBlush Maternity Camo Print Maternity Plus Maxi Dress

There’s no disguising your bump in this ankle-length camo dress! With an elastic waistline and convenient pockets, this three-quarter sleeve number makes for an ideal fall maternity dress. Not to mention, it will look super-cute (and feel comfortable) with sneakers—always a plus, especially during pregnancy. Available in 1X to 3X.

Image: Courtesy Longyuan

Longyuan Casual Plus Size Maxi Dress with Pockets

When the outside chill calls for winter maternity dresses with more coverage, this affordable, best-selling Amazon maxi dress is ideal. Available in a variety of colors and patterns, this stretchy dress will keep you warm and comfortable and makes for one cute winter pregnancy outfit. Available in 1X to 6X.

Buy it: starting at $22,

Image: Courtesy Motherhood Maternity

Motherhood Maternity Nursing Plus Size Plaid Dress

This short-sleeve, knee-length dress from Motherhood Maternity is perfect for transitioning from summer into fall, or winter to spring. It features an additional zip opening for easy, discrete nursing and will be winter-ready when paired with a chic, black blazer. Available in 1X to 3X.

Buy it: $55,

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