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 White
$39.00
Rue La La
Brooks Brothers
Cable Knit Sweater Pink
$53.99
Rue La La
-21%
Cole Haan
Womens Beveled Edge Modern 3Pc Belt Set - Beige Size Medium Brown
$69.95
$88.00
Cole Haan
-40%
AllSaints
Evelyn Leather Belt Black
$59.40
$99.00
AllSaints
AllSaints
Kylin Skinny Leather Eyelet Belt Black
$59.00
AllSaints
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
Veronica Beard
Ivory Tweed Blazer Size XXS White
$241.62
HEWI
Reiss
Jade Wool-Blend Blazer
$148.99
Rue La La
Cole Haan
Womens Leather Racer Jacket - Black Size Medium
$498.00
Cole Haan
Avec Les Filles
Faux Fur Trucker Jacket Brown
$129.99
Rue La La
-54%
Cole Haan
Womens Wing Collar Leather Jacket - Beige Size Medium Brown
$229.97
$498.00
Cole Haan
Via Spiga
Scuba Jacket Black
$84.99
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.
-40%
AllSaints
Escher Chain Leather Rider Boots Black
$297.90
$495.00
AllSaints
Stuart Weitzman
Nola Snake-Embossed Leather Knee-High Boot White
$246.99
Rue La La
-46%
AllSaints
Odyssey Knee High Suede Boots Brown
$269.10
$499.00
AllSaints
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
$93.00
Rue La La
-55%
AllSaints
Linnie Lightweight Trench Coat
$224.10
$499.00
AllSaints
Cole Haan
Womens Belted Trench Coat - Beige Size Medium Water-Resistant
$328.00
Cole Haan
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.
-50%
Stio
Kids Koa Reversible Beanie Hat in Lavender Haze/Nightfall Purple
$19.50
$39.00
STIO
Alo
| Faux Fur Starstruck Hat in Ivory White
$168.00
Alo Yoga
Portolano
Chunky Wool-Blend Hat Green
$39.99
Rue La La
Alo
| Faux Fur Starstruck Hat in Black
$168.00
Alo Yoga
Vince
Basic Chunky Rib Wool & Cashmere-Blend Beanie Blue
$50.00
Rue La La
Alo
| Marl Beanie Hat in Black Marl
$88.00
Alo Yoga
Portolano
Cables Design Cashmere Beanie Brown
$49.99
Rue La La
Alo
| Faux Fur Starstruck Bucket Hat in Ivory White
$128.00
Alo Yoga
Vince Camuto
Maxi Dress Black
$59.99
Rue La La
-18%
Bardot
Yve V-Neck Halter Open-Back Front-Slit Silky Slip Maxi Dress Green
$129.95
$159.00
Anthropologie
Farm Rio
Farm Rio Maxi Dress White
$69.99
Rue La La
AFRM
McCall Off-the-Shoulder Stretch Mesh Maxi Dress Green
$188.00
Anthropologie
Diane Von Fürstenberg
Elliot Linen-Blend Midi Dress Brown
$170.99
Rue La La
London Times
Maxi Dress Blue
$46.99
Rue La La
-29%
Hutch
Cezza Flutter-Sleeve Ruffled Wrap Maxi Dress Orange
$249.95
$350.00
Anthropologie
Original text: Kayla Kuefler and Zeinab Saidoun
Updated text and content: Emma Trimboli