The end of fall is drawing to a close and we’re welcoming winter. We’ve found ourselves at that in-between period where it’s still too warm for a winter coat and scarf, but too cold for a jacketless look. Enter trans-seasonal dressing. Perfect for when you’re not too sure what weather mother nature is going to throw at you. A staple in trans-seasonal dressing? The strategic fall dress. Basically, opting for dresses for the fall that you can layer with a sweater in winter, and style with tights and boots on those chillier days. Or when you get that unexpected sunshine, you can pair with sandals or mules and an umbrella in your purse (just in case).
At Nasty Gal we’ve picked our best fall to winter dresses to help you build your trans-seasonal closet, for whatever occasion and whatever weather it brings.
Fall to Winter Maxi Dresses
The maxi dress has been a staple in recent months, and we’re not letting go of it just yet. With a few minor adjustments, it can transition seamlessly into your winter closet. Whilst a long sleeve fall maxi dress is the obvious choice to keep you warm as the temperatures drop, if you also opt for a lighter fabric such as chiffon or mesh, it will double up for those warmer days. This season we love a fall maxi dress with darker, blown out florals, eye-catching prints, and metallic detailing.
Fall to Winter Cocktail Dresses
For those heavily anticipated social events, a fall cocktail dress will be needed. Although a classic cocktail dress is timeless enough to see you throughout the seasons anyway, with a little styling magic, you can make it winter-appropriate. Pair your LBD with closed toe stilettos rather than heeled sandals, semi sheer tights, and an oversized blazer, and you’re ready for any evening event in your November-January calendar.
Long Sleeve Dresses for Fall and Winter
The failsafe transition from fall to winter is switching up your tank for a long sleeve, and fall dresses are no exception. When choosing a long sleeve fall dress, opt for cut-out detailing, a fitted waistline, ruching, or a thigh split to balance your silhouette, to still give definition to your curves. We love to style these fall dresses with chunky boots, sheer tights, and an oversized leather jacket in winter (if the weather warrants it).
Fall to Winter Midi Dresses
A fall midi dress is a trans-seasonal staple in our closet. Take your midi dress from AM to PM simply by switching up your accessories. Dress down with chunky boots and an oversized leather jacket for work or a shopping trip, and dress up with heels and embellished jewelry for cocktails with girlfriends. When shopping for midi dresses appropriate for fall and winter, opt for florals, ditsy prints, and angel sleeves.
Casual Fall to Winter Dresses
We’ve also got you covered for those more casual occasions. Whether it’s a brunch date with friends, weekend walk, or maybe an after work date – our cute fall dresses will have you looking your best while keeping you cozy and comfortable. Style an oversized hoodie or t-shirt as an alternative for a transeasonal look, which is perfect for an early morning coffee run or college lecture.
Shop all Fall Outfits & Winter Outfits at Nasty Gal.
