21 Fall Maxi Dresses Perfect for Crisp Weather

The secret to transitional weather dressing.

maxi dresses
Melodie JengGetty Images

Fall weather ushers in the return of cozy cardigans and sweaters, but comfy can also mean sleek and stylish—we're thinking of knit sweater dresses and billowing long-sleeve maxi dresses. The crisp and cool season lends itself beautifully to an array of maxi dresses, from flowy, floaty dresses perfect for weddings to neutral and work-appropriate maxis. It's hard to know where to begin, but we'll get you started with our favorite 20+ fall maxi dresses to suit your ever-growing social calendar. From brunch to apple picking to the office, you'll find your next favorite maxi on this list.

Advertisement - Continue Reading Below
Edie Dress
Courtesy of Free People
Free People freepeople.com
$168.00

Everyone needs a practical check-print shirtdress in their closet. This one has easy button fastening and a roomy fit, so you can style it, partially unbuttoned, alongside jeans

Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Linen Blend Dress
Aje matchesfashion.com
$695.00

Brides of 2021 (and 2022), this ruffle skirt maxi can serve as your unfussy fall wedding dress. Best of all, this dress can easily and practically be re-worn for other formal events. 

Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Millie Short-Sleeve Belted Shirtdress
Courtesy of Staud
Staud saksfifthavenue.com
$325.00

This button-down maxi dress is sophisticated and ultra versatile. Style it with sneakers on the weekends and leather boots for the office.

Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Floral Print Maxi Dress
Courtesy of HVN
HVN net-a-porter.com
$675.00

This bold floral dress is sophisticated enough to wear for your most buttoned-up occasions, but laid-back enough to pack for a trip to the countryside. 

Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
The Turtleneck Dress
Kamali Kulture Go Turtleneck Maxi Dress
Norma Kamali shopbop.com
$150.00

This simple, slinky black jersey turtleneck dress is begging for your favorite accessories.

Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
The Feather Shirt Dress
Mandevo Shirt Dress
Taibo Bacar industrieafrica.com
$289.00

The silk sateen dress is made by local communities in Mozambique. This is a one-of-a-kind piece you won't find at your nearest retailer. 

Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Long Chiffon Dress
Courtesy of H&M
H&M hm.com
$49.99

Chiffon dresses are warm yet lightweight. This one—with its billowy balloon sleeves and an adjustable back tie—comes in at under $50.

Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
The Square Neckline Dress
Madison Long Sleeve Maxi Dress
Lost + Wander nordstrom.com
$118.00

Not ready to give up your bright florals quite yet? This subdued printed version has sleeves that feel fall-appropriate.  

Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Leopard-Print Satin Dress
Courtesy of Ganni
GANNI net-a-porter.com
$208.00

Pounce on this animal print maxi dress. Pair it with a denim or a black leather moto jacket for an edgier vibe.

Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Floral Cotton Dress
Courtesy of Thierry Colson
Thierry Colson matchesfashion.com
$411.00

This romantic empire waist dress will gather compliments at late summer weddings and will look ultra-cozy layered with a cardigan come fall.

Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Striped Angora Maxi Dress
Courtesy of Frederick Anderson
Frederick Anderson saksfifthavenue.com
$1,800.00

Sport this hand-crocheted angora maxi dress for your day-to-day endeavors, or at your next special event.

Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Patch Pocket Dress in Denim
Courtesy of CO
CO co-collections.com
$625.00

The heavier denim makeup of this dress can easily be incorporated into your autumn wardrobe. Mix and match it with your go-t0 separates, like blazers and loafers.

Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Zebra Print Maxi Dress
Courtesy of Maje
MAJE theoutnet.com
$178.00

Break up your all-black uniform with a zebra print stripe. Pair this dress with your favorite black booties for a statement-making ensemble.

Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Tiered Maxi Dress
Courtesy of COS
Cos cosstores.com
$62.50

When you're ready to stash away your summer florals, this neutral maxi dress can still stand up to fall weather. Crafted from a mid-weight cotton, it'll be suitable for unpredictable weather in between seasons.

Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Vicenta Printed Twill Maxi Dress
Courtesy of Alexis
Alexis modaoperandi.com
$530.00

This breezy printed maxi dress is ideal vacation-wear, but will also look great with a grandpa-style cardigan and cozy shearling lined slides. 

Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
The Stripe Dress
Multi Striped Tiered Maxi Slip
Hope for Flowers hopeforflowers.com
$328.00

This maxi will come in handy for mornings when you're already running 10 minutes behind schedule. To stay warm once the crisp air rolls in, layer a tee or turtleneck underneath.

Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
The Vacation Dress
Awa Kimono Joal
Diarrablu diarrablu.com
$185.00

This dress is handmade in Dakar, Senegal. The length can be customized according to your height. 

Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Drop-Waist Tiered Maxi Dress
Courtesy of SWF
SWF saksfifthavenue.com
$261.75

This dress will come to the rescue for any and all fall wedding affairs. Blend into the fall foliage with this autumnal gold hue.

Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Oversized Shirt Dress
Courtesy of H&M
H&M hm.com
$24.99

This ultra versatile shirt dress is the answer to your wardrobe dilemmas—weekend or weekday. 

Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Floral Print Maxi Dress
Courtesy of Rixo
Rixo farfetch.com
$292.00

Wear this floral print silk dress with heels on Saturday and flats for work on Monday morning. The piece has a pretty twisted front detail and fluttery sleeves that were inspired by the '30s.

Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
The Maxi Slip
Black Silk Dress
Silk Laundry
$230.00

If you're feeling nostalgic for the '90s, scoop up this long, slinky dress. Slip on a casual sandal and top with an extra-long cardigan for those late summer/early fall beachside bonfires. 

Advertisement - Continue Reading Below
This content is created and maintained by a third party, and imported onto this page to help users provide their email addresses. You may be able to find more information about this and similar content at piano.io
Advertisement - Continue Reading Below
More From Fall Fashion 2021