How to wear your maxi dresses through the fall
Just because the temperatures are starting to cool down doesn’t mean you have to shove your summer dresses into the back of your closet.
While the season for mini dresses and skirts may be—sadly—drawing to a close, we firmly believe you can wear your long summer dresses until the snow comes (and even then, with the right boots). The secret? Accessories and layering.
Of course, all-in-one dresses are appropriate for every season, but maxi dresses are particularly chic options that streamline getting dressed for autumnal transitional weather. They work well as the base for other fall wardrobe basics, such as a lightweight jumper or an over-the-knee boot, and they are fuss-free too.
To get more life out of your maxi dresses, here’s how to wear them on chillier days.
When it comes to styling summer clothes for fall, layering is the name of the game. One of the many ways you can layer a maxi dress for fall is to style it with a cozy, chunky sweater. The sweater will provide the needed warmth to make it through a chilly autumnal day and add the perfect fall vibes to your outfit. Fall is all about sweater weather for a reason! The cherry on top of this fall-ready look is using a belt to cinch your sweater at the waist: this will give you a more defined silhouette and add some visual interest to the overall look.
Anne Klein
Cable Knit Sweater White
$69.99
Rue La La
Fate
Mock Neck Cable Knit Sweater Brown
$49.99
Rue La La
Gucci
Black Leather Belt
$216.11
HEWI
Anthropologie
Bistro Tile Stoneware Mug: Monogram Edition
$14.00
Anthropologie
-40%
Costume National
Black Leather Silver Buckle Waist Womens Belt
$176.00
$292.00
LUX LAIR
Anthropologie
Bistro Tile Stoneware Mug: Monogram Edition
$14.00
Anthropologie
Tip #2: Layering with a jacket or blazer
Fall is synonymous with sweater weather, but in many temperate countries, it’s that time of the year when outright cold mornings are followed by balmy afternoons, making getting ready for the day much more difficult. Warmer fall days call for other types of layers—like a blazer or a jacket that you can take on or off as needed and even wear draped over your shoulders. A monochromatic black look composed of a blazer, a sleek maxi dress, leather flats, and statement accessories will take you from desk to drinks with ease, while a leather jacket can be styled with a brightly-hued, long summer dress for casual days out.
HUGO BOSS
Jabinalah Wool Blazer Black
$148.99
Rue La La
Maeve
Rue Oversized Blazer by Maeve Jacket White
$168.00
Anthropologie
Theory
Gabrielle Wool-Blend Blazer Pink
$218.99
Rue La La
Cole Haan
Womens Wing Collar Leather Jacket - Black Size Medium
$498.00
Cole Haan
Walter Baker
Santana Asymmetrical Leather Moto Jacket Black
$289.99
Rue La La
Andrew Marc
Leather Trucker Jacket Brown
$160.99
Rue La La
Tip #3: Knee-high boots
Knee-high boots are a quintessential fall staple which comes in handy when styling a long summer dress: the added coverage of a tall boot—with some tall socks to match—will keep your lower half warm, and even allow you to get away with wearing light and sheer materials well into September. Cowboy boots are still a trending style along with biker boots: the former being more slim and ironic, and the latter being chunkier and edgier. The other boot styles to check out for Fall 2024 are square-toed, slouchy, and micro-heeled boots.
Stuart Weitzman
Maverick Leather Knee-High Boot Brown
$275.99
Rue La La
BA&SH
black suede long western heeled boots Size 37
$160.73
HEWI
Stuart Weitzman
Genna 25 Suede Over-The-Knee Boot Black
$201.99
Rue La La
Tip #4: Lightweight trench coat
Nothing screams transitional weather like a good ol’ trench coat, and it just so happens that trench coats pair extremely well with summer maxi dresses. Classic trench coats by Burberry have been an integral part of the preppy fashion canon for decades now, making them investment pieces and bonafide staples for spring and fall alike. A floor-length summer dress can be styled with a long trench coat, sleek heels, and statement jewellery for an elegant evening out, while a flowy floral print dress will look great with a trench coat for casual Fridays at the office or Saturday morning brunch.
Cole Haan
Insulated Twill Raglan Trench Coat Black
$109.99
Rue La La
Avec Les Filles
Funnel-Neck Mid-Length Trench Coat Jacket Green
$188.00
Anthropologie
-31%
Nike
Womens 24.7 PerfectStretch Dri-FIT Oversized Trench Coat in Black | HV3627-010
$137.97
$200.00
Nike
Nanushka
Sand Alex Trench Coat Size L Beige
$303.91
HEWI
Tip #5: Accessories to wear with your summer maxi dresses
Maxi dresses can serve as a blank slate for your accessories. When styling an “off-season” maxi dress for fall it is especially important to use your choice of accessories to lean into more season-appropriate vibes. Leather and suede belts, shoes, or bags are all great ways to achieve the right balance between summery and autumnal pieces. Statement jewellery is always a must, and knitwear like chunky socks, gloves, and hats will also infuse some warmth into your look.
Terrain
Crochet Raffia Bucket Hat Brown
$88.00
Anthropologie
Eugenia Kim
Sabrina Wool Hat
$88.99
Rue La La
Lisa Yang
Stockholm Ribbed Cashmere Beanie
$185.00
Bergdorf Goodman
Australia Luxe
Australia Lux Raf Hat Gray
$84.99
Rue La La
Guest In Residence
Cloud Wool Ribbed Beanie
$145.00
Bergdorf Goodman
Wyeth Nyc
Staw Beret Beige
$54.00
Anthropologie
Gorski
Select Cashmere Beanie with Lamb Shearling Pom
$250.00
Bergdorf Goodman
MARCUS ADLER
Knit Wool-Blend Beanie Pink
$19.99
Rue La La
-29%
Mare Mare
Emmy Corset Jacquard Maxi Dress Pink
$209.95
$295.00
Anthropologie
Splendid
Sutton Floral Maxi Dress Pink
$42.99
Rue La La
AFRM
McCall Off-the-Shoulder Stretch Mesh Maxi Dress Green
$188.00
Anthropologie
Exquise
Tobie Maxi Dress
$198.00
Anthropologie
Marimekko
Helea Pioni Maxi Dress Purple
$161.99
Rue La La
AFRM
Paisleigh Maxi Dress
$118.00
Anthropologie
Area Stars
Dreia Maxi Dress Blue
$57.99
Rue La La
Original text: Kayla Kuefler and Zeinab Saidoun
Updated text and content: Emma Trimboli