Fall Date Night Dresses

These Fall-Friendly Dresses Will Take The Guesswork Out Of What To Wear For Your Next Night Out

Image credits: anthropologie

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Finding the right date outfit can be tough. It usually boils down to what you have planned for the date night, your personal style, and the climate. And the fall season can bring on a slew of seasonal changes that can make choosing a dress even more difficult. Thankfully there are many options to help you brace the dip in temperatures in style with full-length dresses, lightweight and breathable fabrics, and options with long sleeves.

Getting dressed for a date night should be anything but stressful. That’s why ahead, we’re giving you a look at 20 date-night-approved dresses that are trending online for the fall season, including floral print mini dresses, modern iterations of the classic LBD, and figure-hugging maxi dresses. Whether you have a romantic dinner already lined up or simply want to add a few dresses to your wardrobe rotation to avoid last-minute shopping, the following dresses will eliminate the guesswork of getting dressed so you can focus on enjoying a nice evening out with your loved one.

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October 12, 2023

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Image credits: reformation


Reformation Amiah Knit Dress


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Snag this knit dress in brown or green, too.

Maeve The Cecily Fit & Flare Sweetheart Dress


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A sweetheart neckline and midi-length make for the perfect date night dress.

WAYF Slip Dress


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Nothing is quite as effortlessly stylish as the slip dress.

Anthropologie The Maya Ruched Stretch Velvet Dress


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The best-selling Anthropologie 'Maya' dress is now available in stretch velvet. Run, don't walk.

ASTR The Label Madeline Dress


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Your inner romantic is bound to feel free in this flowy number.

Bardot Adoni Lace Midi Dress


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The sheer lace sleeves take this black dress up a notch.

Good American Ribbed Funnel Neck Midi Dress


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Just add a stylish clutch and a pair of heels and you'll be all set for date night. 

Line & Dot Alta Sweater Dress


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Keep it cozy and cute in this stunning sweater dress.

Bardot Adaline Corset Midi Dress


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The corset bodice on this midi dress creates the illusion of a narrow waistline.

ASTR The Label Plissé Maxi Dress


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Cut from a lustrous plissé fabric, this is far from your typical maxi dress.

ASTR The Label Colorblock Long Sleeve Rib Sweater Dress


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This color-blocked knit sweater dress is an excellent option for chilly date nights.

Pixie Market Claudia Ruched Strapless Maxi Dress


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Take the guesswork out of getting dressed with an easy-going strapless maxi dress.

Rails Kathleen Long Sleeve Satin Shirtdress


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The breezy back cutout and slit along the skirt provide the perfect amount of allure to this date night dress.

Susana Monaco Mina Dress


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We wouldn't be surprised if you began wishing for cold weather just to break out this chic turtleneck dress.

LPA Sean Wrap Dress


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This little wrap dress works for daytime and evening outings. Simply it pair with flat boots for day or dressy heels for night.

Steve Madden Wednesday Crinkle Satin Midi Dress


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Made with fluttery cap sleeves and elegant pleats, but more importantly, silky satin fabric. 

Endless Rose Puff Sleeve Drop Waist Dress


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A modern take on the classic LBD.

Open Edit Asymmetrical Neck Satin Dress


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The asymmetric neck provides an effortless flair perfect for a romantic evening out.

NBD Jaya Mini Dress


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Make a statement in this powerful blazer dress that's bound to sell out soon.

Anthropologie Slim Square-Neck Dress


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Dinner date to wedding guest—this little dress does it all.

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