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.
Polo Ralph Lauren
Wool-Cashmere Blend Knit Jumper - Pink
$205.03
Italist
Polo Ralph Lauren
Cable-Knit Cotton Blend Sweater - Beige
$246.51
Italist
Just Cavalli
Logo-Embossed Leather Belt - Brown
$103.48
Italist
Costume National
Logo Buckle Leather Belt - Black
$108.60
Italist
Dolce & Gabbana
Striped Cotton Belt - Black
$202.27
Italist
Ermanno Scervino
Leather Ratchet Buckle Belt - Blue
$95.81
Italist
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.
endless rose
Cropped Collared Blazer
$69.99
Rue La La
-29%
Maeve
Tailored Blazer Jacket Purple
$119.95
$168.00
Anthropologie
Anne Klein
Plus Notch Collar Blazer Blue
$79.99
Rue La La
Maeve
Velvet Blazer Jacket Purple
$168.00
Anthropologie
Alo
| Socialite Shacket Jacket in Bone, Size: Medium White
$198.00
Alo Yoga
-30%
Cole Haan
Womens Wing Collar Leather Jacket - Beige Size Medium Brown
$349.95
$498.00
Cole Haan
Pilcro
Faux Leather Crop Moto Jacket Black
$158.00
Anthropologie
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.
Ganni
Studded Lug-Sole Boot - Black
$488.56
Italist
Schutz
Maryana Snake-Print Leather Knee Boots Black
$298.00
Neiman Marcus
Jeffrey Campbell
Knee-High Slip-On Boots - Brown
$399.30
Italist
Frye
Sacha Leather Knee-High Boots Black
$428.00
Neiman Marcus
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.
-33%
Cole Haan
Womens Insulated Twill Trench Coat - Beige Size Medium Brown
$219.95
$328.00
Cole Haan
-33%
Cole Haan
Womens Insulated Twill Trench Coat - Black Size Medium
$219.95
$328.00
Cole Haan
Alo
| Oversized Sherpa Trench Jacket in Black, Size: Medium
$298.00
Alo Yoga
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.
Lanvin
LA-8990690902228 Logo-Embroidered Wool Beanie - Red
$202.27
Italist
Sofiacashmere
Leopard Print Cashmere & Faux Fur Pom Beanie Brown
$195.00
Bergdorf Goodman
Ana Hickmann
AH3353 Metal Oval Sunglasses - Silver
$115.00
Italist
Toteme
Alpaca Knit Beanie Gray
$230.00
Bergdorf Goodman
Furla
SFUB31 Cat-Eye Sunglasses - Black
$125.98
Italist
Alo
| Notable Beanie Hat in Candy Heart Pink
$78.00
Alo Yoga
Polo Ralph Lauren
455981442 Cable-Knit Wool Beanie - Beige
$219.42
Italist
Alo
| Notable Beanie Hat in Athletic Heather Grey Gray
$78.00
Alo Yoga
Peixoto
Clementine Smocked Tiered Maxi Dress
$218.00
Anthropologie
CeCe by Cynthia Steffe
Maxi Tiered Shirtdress Blue
$49.99
Rue La La
Peixoto
Audrey Maxi Dress Green
$198.00
Anthropologie
Donna Ricco
Clip Dot Chiffon Maxi Dress Green
$55.99
Rue La La
Peixoto
Audrey Cotton Flower Maxi Dress
$198.00
Neiman Marcus
Anne Klein
Burnout Maxi Dress Blue
$89.99
Rue La La
Peixoto
Clementine Tiered Maxi Dress
$218.00
Neiman Marcus
Splendid
Sutton Floral Maxi Dress Pink
$42.99
Rue La La
Original text: Kayla Kuefler and Zeinab Saidoun
Updated text and content: Emma Trimboli