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.
Brooks Brothers
Cable Knit Sweater Red
$48.00
Rue La La
Eileen Fisher
Missy Waffle-Knit Funnel-Neck Sweater White
$148.00
Bergdorf Goodman
Brooks Brothers
Cable Knit Sweater Blue
$56.99
Rue La La
-75%
Elisabetta Franchi
Tops White
$76.00
$307.00
Yoox.com
Anthropologie
The Bistro Tile Stoneware Mug: Monogram Edition
$14.00
Anthropologie
Anthropologie
The Bistro Tile Stoneware Mug: Monogram Edition
$14.00
Anthropologie
Persaman New York
Dylan Studded Leather Belt Blue
$59.99
Rue La La
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.
A.L.C.
Mel Jacket
$242.99
Rue La La
-33%
Tahari by ASL
One-Button Blazer in Emerald at Nordstrom, Size 10 Green
$106.53
$159.00
Nordstrom
Tahari by ASL
Petite Blazer Green
$69.99
Rue La La
Avec Les Filles
Faux Fur Trucker Jacket Brown
$129.99
Rue La La
Cole Haan
Wing Collar Leather Jacket Brown
$170.00
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.
-53%
Silent D
Komass Knee-High Boots Gray
$79.95
$170.00
Anthropologie
Stuart Weitzman
Leather Knee-High Riding Boot Black
$364.99
Rue La La
-40%
Franco Sarto
Angeli Over the Knee Boot in Grey at Nordstrom, Size 7.5 Gray
$107.99
$180.00
Nordstrom
Stuart Weitzman
Nola Snake-Embossed Leather Knee-High Boot White
$246.99
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.
Andrew Marc
Palmer Trench Coat
$99.99
Rue La La
Via Spiga
Belted Trench Coat Blue
$45.00
Rue La La
-25%
Kenneth Cole
Wool Blend Double Breasted Coat in Navy at Nordstrom, Size Medium Blue
$199.99
$268.00
Nordstrom
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.
-30%
Stio
| Kids Koa Reversible Beanie Hat in Lavender Haze/Nightfall Purple
$27.30
$39.00
STIO
Missoni
Wool-Blend Hat Blue
$69.99
Rue La La
-30%
Stio
| Kids Koa Reversible Beanie Hat in Pine Forest/Horizon Green
$27.30
$39.00
STIO
Australia Luxe
Foxy Tall Suede Boot Black
$184.00
Rue La La
-35%
Talbots
Snowflake Embellished Soft Knit Beanie - Shadow Heather - 001 Talbots
$44.99
$69.50
Talbots
Missoni
Wool-Blend Hat Gray
$66.00
Rue La La
-30%
Stio
| Kids Bucking Jack Beanie Hat in Pine Forest Green
$27.30
$39.00
STIO
AFRM
Long-Sleeve Off-The-Shoulder Mesh Maxi Dress Brown
$128.00
Anthropologie
Mac Duggal
Embellished Illusion High Neck A-Line Dress Silver
$226.99
Rue La La
-20%
Mare Mare
Long-Sleeve Slim Sweater Maxi Dress Blue
$149.95
$188.00
Anthropologie
London Times
Maxi Dress Blue
$46.99
Rue La La
-18%
Bardot
Yve V-Neck Halter Open-Back Front-Slit Silky Slip Maxi Dress Green
$129.95
$159.00
Anthropologie
Adrianna Papell
Floral Embroidered Godet Gown Brown
$99.99
Rue La La
AFRM
McCall Off-the-Shoulder Stretch Mesh Maxi Dress Green
$188.00
Anthropologie
Shoshanna
Mercer Maxi Dress Green
$249.99
Rue La La
Original text: Kayla Kuefler and Zeinab Saidoun
Updated text and content: Emma Trimboli