30 Dresses to Buy Now and Wear Well into November
One of the best parts of summer is throwing on a breezy dress and calling it a day. Well, what if we told you that you can continue that feeling right into fall? We’ve rounded up the best dresses that are suitable for summer but will be ready for leather jackets, over-the-knee-boots and slouchy cardigans in just a few months.
Strappy sandals in the summer, chunky booties in the fall.
Free People ($168)
This frock is comfy, cute and under $100.
French Connection ($88)
The colors are perfect for summer, while the length and thickness of the fabric make it great for chillier weather.
A cotton poplin fabric knows no season.
Released Hem Denim Dress
A laid-back shift that’s decidedly on-trend.
Two by Vince Camuto ($79)
Because you still having weddings to go to in October.
Eliza J ($85)
Cotton Crossback Dress
The perfect style to test-drive the whole T-shirt-under-dress thing.
Consider this office attire until at least mid-November.
Looks like wool, feels like crepe, transitions flawlessly.
Stella Jean ($840)
Shimmery Pleated Dress
Styling a dress over denim is still going strong.
The rich shade makes it a surprising, but totally appropriate, fall pick.
Rebecca Taylor ($495)
Boho Cotton Dress
This one’s a no-brainer.
Free People ($110)
The military inspired look never goes out of style.
BB Dakota ($75)
Three cheers for three tiers.
Raglan Tee Dress
The T-shirt dress, reimagined.
A flirty number that will look just as cute with tights as it will with bare legs.
Spell & the Gypsy ($145)
This simple neutral is the perfect transitional color—complimentary with your summer tan but also perfect with tall boots.
Catherine Malandrino ($59)
A super-sunny shade of red that is begging to be paired with a leather jacket.
Cinnamon Shift Dress
We’ll call this color "burned sunset" in August and "toasted cinnamon" in October.
Button Back Ruffle Dress
The beauty of this dress lies in the color mix. Highlight the summery shades of red and orange with colorful jewelry and then tone them down by accessorizing with black pumps and minimal jewelry.
Subtle Cold-Shouldered Dress
One of those wear anytime, with anything options.
Save this guy for your most action-packed summer days—to get the most eyes. Then explore new accessories and jackets later in your social calendar.
Isabel Marant ($535)
Intricate Lace Detailing
Is there ever a time when black doesn’t work? We'll wait.
Lamé Stripes and Florals
Just imagine how cute this will look with your over-the-knee.
Hemant and Nandita ($368)
Sheer Lace Inlay
We can picture it now: Chunky mules for backyard BBQs and oversize denim jackets for chilly date nights.
Alice + Olivia ($395)
Delicate floral embroidery will look fab with velvet ankle booties.
Ulla Johnson ($600)
Can’t go wrong with a versatile tight midi dress.
Karen Kane ($71)
The beauty of this classic fabric: It’s undeniably seasonless.
Fit & Flare Florals
A wedding-ready frock for any time of year.
Adrianna Papell ($130)
The trend is going nowhere fast, so you might as well get double duty wear out of it.