Date Night Dresses & Outfits
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- Easy fit, short caftan with a stand collar and bracelet-length sleeves.
- 36" from top of shoulder to hem (based on a size small/4).
- Skims the body. Roomier fit.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- Fit-and-flare maxi dress with a crew neckline, empire waist, 3/4 length sleeves, and border details.
- 56" from top of shoulder to hem (based on a size small/4).
- Fits against body at chest and waist and is full at bottom hem.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- Fitted, notch neck, maxi shift dress with side slits, contrast piping, and a bow at the waistband.
- 56" from top of shoulder to hem (based on a size small/4).
- Fits against body at chest, waist and hip with close-to-body line fit.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- Easy fit, pullover blouse.
- 28" in length (based on a size small/4).
- Skims the body. Roomier fit.
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- Fit-and-flare midi dress with long sleeves, a scoop neck jersey bodice, and a poplin skirt with side seam pockets and a separate elastic belt.
- 51" from top of shoulder to hem (based on a size small/4).
- Fits against body at chest and waist and is full at bottom hem.
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- High rise, pull-on, wide fit palazzo pant.
- 32" Inseam.
- Imported.
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- High rise, straight fit skirt with a side zipper, lining, and waistband.
- 16" in length (based on a size small/4).
- Imported.
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- Straight fit, short sleeve shift dress with a stand collar and gold Lilly lace trim.
- 35" from top of shoulder to hem (based on a size small/4).
- Fits against body at chest and hip with more room at the waist.
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- Straight fit, long sleeve, crew neck pullover with contrast trims, a bow, and flower appliques.
- 22 1/2" in length (based on a size small/4).
- Imported.
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- Fit-and-flare, v-neck maxi dress with an angled waistband and fitted 3/4 length sleeves.
- 56" from top of shoulder to hem (based on a size small/4).
- Fits against body at chest and waist and is full at bottom hem.
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- Straight fit, short sleeve, pullover shift dress.
- 36" from top of shoulder to hem (based on a size small/4).
- Fits against body at chest and hip with more room at the waist.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- Straight-fit, v-neck maxi dress with contrast flower and ruffle detail at the shoulders.
- 57" from top of shoulder to hem (based on a size small/4).
- Fits against body at chest and hip with more room at the waist.
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- Straight fit top with a squared neckline, long sleeves, and branded buttons on the neckline.
- 24" in length (based on a size small/4).
- Fits against body at chest and hip with more room at the waist.
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- Swing fit, tiered shirtdress with a collar, functional buttons, 3/4 length sleeves, and side seam pockets.
- 36" from top of shoulder to hem (based on a size small/4).
- Falls against the body at the chest and is full at bottom hem.
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- High rise, straight fit, crop denim jean.
- 27" Inseam.
- Imported.
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- Fitted maxi dress with a scoop-back neckline, side slits, and custom embellishments with Lilly lace trim and beading.
- 57" from top of shoulder to hem (based on a size small/4).
- Fits against body at chest, waist and hip with close-to-body line fit.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- Straight fit, 3/4 sleeve, pullover dress.
- 36" from top of shoulder to hem (based on a size small/4).
- Fits against body at chest and hip with more room at the waist.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- High neck shift romper with lace flowers and an engineered print.
- 33" From top of shoulder to hem (based on a size small/4).
- 3" Inseam.
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- High rise crop pant with a relaxed fit.
- 26" Inseam.
- Imported.
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- Straight fit, 3/4 sleeve, pullover dress.
- 36" from top of shoulder to hem (based on a size small/4).
- Fits against body at chest and hip with more room at the waist.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- Easy fit, long sleeve midi dress with a stand collar, notch neckline, smocked waistband, and tall hem ruffle.
- 51" from top of shoulder to hem (based on a size small/4).
- Skims the body. Roomier fit.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- Easy fit, long sleeve dress with a sheer yoke and sleeves, a front pintuck detail, and 3D Lilly lace applique.
- 36" from top of shoulder to hem (based on a size small/4).
- Skims the body. Roomier fit.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- High rise, straight fit, crop pant with a masterpiece print and a side zipper.
- 27" Inseam.
- Imported.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- Fit-and-flare, mock neck dress with long sleeves, gold buttons at the cuffs, a back keyhole, and front skirt slit.
- 50" from top of shoulder to hem (based on a size small/4).
- Fits against body at chest and waist and is full at bottom hem.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- Long sleeve, crew neck cardigan with a fringe trim and bows.
- 22" in length (based on a size small/4).
- Imported.
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- Straight fit, long sleeve, button front blazer.
- 28" in length (based on a size small/4).
- Fits against body at chest and hip with more room at the waist.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- Easy fit, long sleeve, button-down shirt.
- 26" in length (based on a size small/4).
- Skims the body. Roomier fit.
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- Fitted, short sleeve shift dress with a crew neckline, A-line skirt, and bow details at the back zipper.
- 35" from top of shoulder to hem (based on a size small/4).
- Fits against body at chest, waist and hip with close-to-body line fit.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- Straight fit, crew neck shift dress with 3/4 length sleeves and rhinestone bows at the neckline and sleeves.
- 35 1/2" from top of shoulder to hem (based on a size small/4).
- Fits against body at chest and hip with more room at the waist.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- Straight fit dress with patch pockets and bow details.
- 35 1/2" from top of shoulder to hem (based on a size small/4).
- Fits against body at chest and hip with more room at the waist.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- Swing-fit, boat neck, tiered dress with long sleeves and mini ruffle details.
- 35 1/2" from top of shoulder to hem (based on a size small/4).
- Falls against the body at the chest and is full at bottom hem.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- High rise, straight fit skirt with a side zipper, lining, and back welt pockets.
- 16" in length (based on a size small/4).
- Imported.
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- Fitted skirted romper with short sleeves, bow details, and princess seams.
- 33" From top of shoulder to hem (based on a size small/4).
- 3" Inseam.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- Fit-and-flare maxi dress with a smocked bodice, elastic straps, tiered skirt, and side seam pockets.
- 54" from top of shoulder to hem (based on a size small/4).
- Fits against body at chest and waist and is full at bottom hem.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- Straight fit, crew neck, long sleeve top with a sheer yoke and sleeves, front pintuck detail, and Lilly lace applique.
- 25" in length (based on a size small/4).
- Fits against body at chest and hip with more room at the waist.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- High rise, straight fit midi skirt with a back zipper, back vent, and lining.
- 31" in length (based on a size small/4).
- Imported.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- Straight fit maxi dress with short sleeves and side slits.
- 55" from top of shoulder to hem (based on a size small/4).
- Fits against body at chest and hip with more room at the waist.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- Fitted, long sleeve, button-down shirt with a ruffle detail.
- 26 1/2" in length (based on a size small/4).
- Fits against body at chest, waist and hip with close-to-body line fit.
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- Engineered printed silk scarf.
- Measures 25" x 25".
- Imported.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- Engineered printed silk scarf.
- Measures 25" x 25".
- Imported.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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Club Lilly Icons, spend $5000 or more annually to receive an exclusive gift!
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- Fit-and-flare maxi dress with a smocked bodice, elastic straps, tiered skirt, and side seam pockets.
- 54" from top of shoulder to hem (based on a size small/4).
- Fits against body at chest and waist and is full at bottom hem.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- Fitted, lined top with bow details at the shoulders.
- 24" in length (based on a size small/4).
- Fits against body at chest, waist and hip with close-to-body line fit.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- Straight fit, 3/4 sleeve, pullover top.
- 25" in length (based on a size small/4).
- Fits against body at chest and hip with more room at the waist.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- Straight fit, short sleeve, high crew neck sweater with allover mixed cable stitches, shirred puff sleeves, and pearl embellishments.
- 23 1/2" in length (based on a size small/4).
- Fits against body at chest and hip with more room at the waist.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- Straight fit, short sleeve, high crew neck sweater with allover mixed cable stitches, shirred puff sleeves, and pearl embellishments.
- 23 1/2" in length (based on a size small/4).
- Fits against body at chest and hip with more room at the waist.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- Straight fit, crew neck, long sleeve top with a sheer yoke and sleeves, front pintuck detail, and Lilly lace applique.
- 25" in length (based on a size small/4).
- Fits against body at chest and hip with more room at the waist.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- Swing-fit, boat neck, tiered dress with long sleeves and mini ruffle details.
- 35 1/2" from top of shoulder to hem (based on a size small/4).
- Falls against the body at the chest and is full at bottom hem.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- Relaxed fit, off-the-shoulder top with a pleated neckline, long sleeves, and tall cuffs.
- 24 1/2" in length (based on a size small/4).
- Loose fit throughout the body.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- Engineered printed silk scarf.
- Measures 35" x 35".
- Imported.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
Join now to shop this item & more new styles first.
Club Lilly Icons, spend $5000 or more annually to receive an exclusive gift!
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- Straight fit, crew neck shift dress with 3/4 length sleeves and rhinestone bows at the neckline and sleeves.
- 35 1/2" from top of shoulder to hem (based on a size small/4).
- Fits against body at chest and hip with more room at the waist.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- Easy fit, long sleeve dress with a sheer yoke and sleeves, a front pintuck detail, and 3D Lilly lace applique.
- 36" from top of shoulder to hem (based on a size small/4).
- Skims the body. Roomier fit.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- Easy fit shirtdress with a stand collar, full button placket, and 3/4 length sleeves with tall cuffs. This style also features a hem ruffle and a separate sash.
- 36" from top of shoulder to hem (based on a size small/4).
- Skims the body. Roomier fit.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- Long sleeve, crew neck cardigan with a fringe trim and bows.
- 22" in length (based on a size small/4).
- Imported.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- Easy fit, long sleeve top with tall collar and notch neckline with novelty buttons.
- 26 1/2" in length (based on a size small/4).
- Skims the body. Roomier fit.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- Straight fit, button-front, faux suede stretch jacket.
- 21 1/2" in length (based on a size small/4).
- Fits against body at chest and hip with more room at the waist.
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- High rise, easy fit, pull-on short with a self belt.
- 4" Inseam.
- Imported.
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- Straight fit, sleeveless top with a cutout neckline detail and beads.
- 19" in length (based on a size small/4).
- Fits against body at chest and hip with more room at the waist.
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- Fit-and-flare midi dress with a halter neckline, bodice cups, and a scalloped hem.
- 49" from top of shoulder to hem (based on a size small/4).
- Lined.
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- Fitted maxi dress with bows at the shoulders, side slits, and wide gold Lilly lace trim at the waist.
- 57" from top of shoulder to hem (based on a size small/4).
- Fits against body at chest, waist and hip with close-to-body line fit.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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- Fit-and-flare, short sleeve, midi shirtdress with a pleated waist detail, tiered skirt, and side seam pockets. This style also features eyeleted embroidery at the sleeves and hem.
- 51" from top of shoulder to hem (based on a size small/4).
- Fits against body at chest and waist and is full at bottom hem.
Early Access is an exclusive benefit for members of our loyalty program, Club Lilly.
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Date Night Dresses & Outfits
Date Night Dresses for Romantic Plans and Dream Date Moments
Shop date night dresses and outfits that bring the right amount of romance, polish, and playful Lilly color to your evening. Whether you’re drawn to mini dresses, maxi dresses, or a midi dress, there’s something for every mood, from first date confidence to anniversary allure. Find the perfect dress that makes you feel unforgettable, flirty, and ready to turn heads at dinner, a candlelit dinner, a cocktail occasion, or spontaneous date nights.
Cute Date Night Outfits With Chic Evening Style
Choose a timeless little black dress or a bold statement set, then add a blazer, jacket, and accessories for a sophisticated twist. For breezy weather, Knit Dresses add comfort without losing the vibe. Explore more polished options with Special Occasion Dresses, Casual Dresses for Women, and Elevated Everyday Dresses.
FAQs
What are the best date night dresses to wear to dinner?
The best date night dresses for dinner are midi, mini, or maxi styles that feel comfortable, flattering, and polished.
How do I style date night outfits without overdressing?
Choose one standout piece, like a dress or bold accessory, then keep the rest simple. Sandals, heels, or a sleek jacket can elevate the outfit without feeling too formal.
What colors work well for date night dresses?
Black, blue, pink, pastel, brown, and gold can all work beautifully. Pick the color that matches your mood, the occasion, and the setting, from casual dinner to a dressier evening.
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