Sweetheart Neckline Cocktail Dresses

Turn heads and steal hearts with our stunning collection of sweetheart neckline cocktail dresses, designed for the Windsor girl who knows how to make an entrance. Whether you're hitting the dance floor or sipping on something bubbly, these dresses are your ticket to unforgettable nights and endless compliments. With a flirty silhouette that highlights your best features, you'll be the star of every soirée. So go ahead, slip into one of these fabulous frocks and let the magic unfold!

Read More
Show Filters
Sort: Recommended
Size
Color
Price
All Filters
27 results
Sort

$119.90

5 star rating

A pink sequin formal dress featuring a corset bodice and mermaid silhouette for glamorous events.

$46.90

5 star rating

A glamorous red satin mini dress with an off-the-shoulder neckline and pleated waist.

$49.90

5 star rating

A pink floral mesh bodycon midi dress featuring off-the-shoulder sleeves, ruching, and a sweetheart neckline.

$59.90

5 star rating

A sultry black strapless midi dress with a velvet mesh design and ruched bodycon fit.

$52.90

4.695652 star rating

A white mini bodycon dress with faux pearl embellishments, featuring a sweetheart neckline and ruched seams.

$46.90

4.023256 star rating

A black glitter crepe knit mini dress with sheer mesh sleeves and a daring bodycon silhouette.

Sale

$9.97 $38.90 74% off

4.411765 star rating

A charming white A-line dress with a sweetheart neckline and adjustable spaghetti straps.

$68.90

4.636364 star rating

An ivory floral jacquard satin skater dress with a corset bodice and lace-up back.

$64.90

4.8125 star rating

A sultry black satin bodycon dress with a corset bodice, cowl neckline, and asymmetrical hem.

$74.90

4.428571 star rating

An exquisite mauve mermaid dress with a glitter knit fabric and off-the-shoulder sweetheart neckline.

$42.90

5 star rating

A navy blue velvet midi dress with a sleeveless sweetheart neckline and pleated bodice.

$45.90

4 star rating

An elegant white satin midi dress with a strapless cowl neckline and form-hugging fit.

$39.90

4.5 star rating

A flirty brown mesh mini dress featuring a floral leopard print, lace underwire bust, and adjustable straps.

$99.90

4.6 star rating

A yellow satin mermaid dress with beaded applique neckline and adjustable spaghetti straps.

$59.90

4.6 star rating

A green satin off-the-shoulder midi dress with a sweetheart neckline and ruched wrap design.

Sale

$9.97 $48.90 80% off

4.2 star rating

A light blue woven A-line dress featuring a corset bodice, lace-up back, and sweetheart neckline.

$59.90

4.6 star rating

A luxurious black velvet gown with a strapless sweetheart neckline and high front wrap slit.

Sale

$19.97 $59.90 67% off

4.75 star rating

A white crepe formal dress featuring adjustable straps, ruffle trim, and a dramatic high front slit.

$129.90

4 star rating

An enchanting black satin A-line dress featuring a sheer corset bodice and high front slit.

$44.90

4.5 star rating

A dazzling blue sequin mini dress with a sweetheart neckline and adjustable spaghetti straps.

$43.90

4.666667 star rating

A black velvet mini dress with a corset bodice, sheer mesh details, and asymmetric hem.

$59.90

4.333334 star rating

A chic navy blue midi dress with glitter knit fabric, sweetheart neckline, and lace-up back.

Sale

$19.97 $79.90 75% off

5 star rating

A black velvet mermaid dress with a sweetheart neckline and glitter detailing for formal occasions.

$32.90

4.666667 star rating

A black mini bodycon dress with a sweetheart neckline and dramatic ruched bell sleeves.

Sale

$19.97 $74.90 73% off

5 star rating

A black crepe mermaid dress with sheer lace panels and a sweetheart neckline for formal events.

$39.90

5 star rating

An eyelet lace mini dress with ruffled straps and a ruched sweetheart neckline in white.

$59.90

4.333334 star rating

A white lace mini dress with faux pearl embellishments and adjustable spaghetti straps for elegant outings.

$38.90

5 star rating

A brown knit mini dress featuring a strapless sweetheart neckline, front cutouts, and a flowy shark bite hem.

Sale

$19.97 $69.90 71% off

4.5 star rating

A black mesh formal dress with a halter neckline, lace sequin cups, and mermaid silhouette.

$69.90

5 star rating

A green satin formal dress featuring a sweetheart neckline and a high front wrap slit.

Sale

$9.97 $59.90 83% off

5 star rating

A chic black lace mini dress with a sweetheart neckline, feather trim, and sheer long sleeves.

$44.90

5 star rating

An elegant black knit midi dress featuring an off-the-shoulder neckline and a pleated wrap-front slit.

$109.90

3 star rating

A light blue satin midi dress featuring a lace-trimmed sweetheart neckline, adjustable straps, and hidden pockets.

Sale

$9.97 $54.90 82% off

4.5 star rating

A raisin-colored bodycon mini dress with rhinestone embellishments and a flattering sweetheart halter neckline.

$42.90

5 star rating

A sleek green knit midi dress featuring a strapless sweetheart neckline, pleated overlay, and back slit.

Sale

$9.97 $59.90 83% off

5 star rating

A striking black floral mesh lace mini dress with a sweetheart neckline and adjustable spaghetti straps.

Sale

$19.97 $69.90 71% off

5 star rating

A wine-colored mesh formal dress featuring a hidden corset bodice and elegant mermaid silhouette.

$42.90

5 star rating

A strapless burgundy midi dress in sleek knit fabric, featuring a pleated bust and sultry back slit.

Sale

$14.97 $59.90 75% off

4 star rating

A chic black taffeta skater dress with a strapless sweetheart neckline and drop waist seam.

$49.90

5 star rating

An alluring black ruched mesh mini dress with a sweetheart neckline and asymmetric waist cutout.

$69.90

5 star rating

A stunning red satin strapless dress with a sweetheart neckline and high side slit.

$38.90

5 star rating

A black mesh-lined bodycon mini dress featuring short puff sleeves, a sweetheart neckline, and side cutouts.

$49.90

5 star rating

A pink knit midi dress featuring a pleated sweetheart neckline, cutout back, and form-hugging silhouette.

Sale

$19.97 $59.90 67% off

3 star rating

A sultry black satin formal dress featuring a sweetheart neckline, lace bodice, and high front slit.

$59.90

5 star rating

A stunning black mermaid dress with a halter neckline, sweetheart bust, and high-side slit.

Sale

$19.97 $79.90 75% off

5 star rating

A navy blue satin dress with a plunging sweetheart neckline and pleated wrap silhouette.

$44.90

An elegant burgundy velvet midi dress with a lace-trimmed sweetheart neckline and corset bodice.

$46.90

A royal blue strapless bodycon midi dress in structured ponte knit with a sweetheart neckline.

Loading...
Filters

Now Trending

Windsor Cheyenne Formal One-Shoulder Velvet Dress in Black-2
(121) 4.8099174 star rating

Lavish yourself with a luxe formal dress that elevates your special occasion outfit! Cheyenne features a one-shoulder neckline, a wired V-neck bust, a fitted long sleeve, a high side slit on the floor-length hem, and a curve-hugging A-line silhouette. The long dress is composed of a lined velvet fabric that offers a moderate stretch. Complete the look with rhinestone heels and a sphere clutch. Fit & FeaturesOne-shoulder neckline, wired V-neck bust, Fitted long sleeve, High side slit, floor-length hem, A-line silhouette, Lined velvet fabric, Form-hugging fit, moderate stretch, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cheyenne Formal One-Shoulder Velvet Dress in Black-2 | Size: S | Rhinestone/Velvet Fabric

Windsor Jamie Lace-Up Satin Formal Column Dress in Red
(70) 4.785714 star rating

Dare to stun in the Jamie satin formal dress crafted with silky satin fabric for a gorgeous sheen. The bold plunge halter neckline and open lace-up back will turn heads while the fitted column silhouette flaunts your curves. Fit & FeaturesSilky satin fabric, short knit stretchy lining, Plunge halter V-neckline, shoulder straps, padded bra cups, Lace-up open back, lower zipper with hook-eye closure, High side slit, Fitted column silhouette, Floor-length hem, Runs true to size, Where to Wear:Prom, weddings, galas, and black-tie soirees. Free Shipping on All Orders Over $75. | Windsor Jamie Lace-Up Satin Formal Column Dress in Red | Size: XS | Knit Fabric/Satin Fabric

Windsor Marjorie Formal Chiffon Sleeve Midi Dress in White
(42) 4.571429 star rating

Sophistication meets sultry on the Marjorie formal dress perfect for cocktail parties and dressy family get-togethers. She features sheer chiffon peasant long sleeves, a square neckline, a bodycon silhouette, and a front ruched seam leading to the skin-flaunting slit along her midi-length hem. The formal dress is composed of a lined crepe fabric with a moderate stretch. Style with a chic clutch and heels to complete the look! Fit & FeaturesSheer chiffon peasant long sleeves, square neckline, Front ruched seam, slit detail, Bodycon silhouette, Midi-length hem, Lined crepe fabric, moderate stretch, Bra-friendly design, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Marjorie Formal Chiffon Sleeve Midi Dress in White | Size: S | Chiffon/Crepe Fabric

Chic Staple Ribbed Knit Skater Dress in Black
(39) 4.6923075 star rating

A chic staple skater dress featuring a flirty off-the-shoulder folded neckline and a short-length perfect for styling with boots or heels. Fit & FeaturesRibbed knit fabric with plenty of stretch, Off-the-shoulder neckline, fold-over accent, Long fitted sleeves, Short-length hem, Skater silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Staple Ribbed Knit Skater Dress in Black | Size: M | Knit Fabric

Gwendolyn Glitter Knit Bow-Back Mermaid Dress in Black
(36) 4.5833335 star rating

The Gwendolyn glitter knit bow-back mermaid dress will have you sparkling up the night with a glamorous allure! Make your entrance in this floor-length gown designed to turn heads with a curve-flaunting mermaid fit and backless design. Fit & FeaturesGlitter knit fabric, moderate stretch, Square neckline, spaghetti straps, Backless design, high waist seam, Bow-back accent, floor-length train, Floor-sweeping hem, mermaid silhouette, Runs true to size, Extra glitter for maximum sparkle - may have some natural fallout, Where to Wear:Weddings, black tie galas, formal dances, big birthday events, rehearsal dinners, engagement parties, red carpet occasions, upscale glam parties Free Shipping on All Orders Over $75. | Windsor Gwendolyn Glitter Knit Bow-Back Mermaid Dress in Black | Size: L | Knit Fabric

Windsor Saige Formal Sequin Lace-Up Mermaid Dress in Lavender
(34) 4.7352943 star rating

A sparkling sequin scroll pattern adds beauty and shine to the glamorous Saige formal long dress! With a lace-up back that turns heads, a curve-hugging mermaid silhouette, and a high slit for a gorgeous look. Fit & FeaturesSequin scroll pattern, mesh fabric, stretchy full knit lining, Sleeveless plunge V-neckline, padded bust, Spaghetti straps, open lace-up back detail, Back zipper and hook-eye closure, Mermaid silhouette, floor-length hem, Runs true to size, Where to Wear:Prom, black-tie events, glam functions, and parties. Free Shipping on All Orders Over $75. | Windsor Saige Formal Sequin Lace-Up Mermaid Dress in Lavender | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric

Lucille Formal Satin Mermaid Dress in Coral
(29) 4.827586 star rating

The Lucille formal satin dress will have you looking and feeling radiant and luxe! The dress captivates with a lace-up back, mermaid silhouette, and high front slit for effortless allure. Fit & FeaturesLined satin knit fabric, minimal stretch, Sleeveless square neckline, padded bust, adjustable spaghetti straps, Open lace-up back design, zipper and hook-eye closure, Fitted bodice, front ruched seam, high-cut slit, Mermaid silhouette, floor-length hem, Runs true to size, Where to Wear:Prom, weddings, bridesmaids, black tie galas, red-carpet events, nights at the opera or theatre, big milestone celebrations Free Shipping on All Orders Over $75. | Windsor Lucille Formal Satin Mermaid Dress in Coral | Size: L | Knit Fabric/Satin Fabric

Marylou Lace Mesh Plunge Neck Formal Dress in Black
(26) 4.8076925 star rating

Bring the romantic allure to the evening affair in the Marylou lace mesh plunge formal dress! She embodies flirtatious style in a sleeveless plunge V-neckline with a built-in padded bust and adjustable spaghetti straps on her empire waist bodice. The sparkly embroidered lace mesh fabric effortlessly flows into a floor-length silhouette with a high-side slit to showcase some legs. She also features a curve-conscious silhouette to flaunt your stunning figure! Complete the look in an elegant hair clip. Fit & FeaturesPlunge V-neckline, adjustable spaghetti straps, Adhesive bra recommended, built-in padded bust, High side slit, back zipper, hook and eye closure, Empire waist, form-fitting silhouette, Floor-length hem, Sparkly embroidered lace mesh fabric, full knit lining, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Marylou Lace Mesh Plunge Neck Formal Dress in Black | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric

Windsor Alicia Off-The-Shoulder Mermaid Formal Dress in Green
(25) 4.84 star rating

Spend an evening in the timeless elegance of the Alicia floor-length formal dress and feel like a work of art! The side ruched seams accentuate your curves along the mermaid silhouette, and the high front slit adds a touch of drama to the floor-length hem. Fit & FeaturesSmooth knit fabric lined with stretchy knit, Padded bra cups, Back zipper and hook-eye closure, High front slit, Mermaid silhouette, Runs true to size, Where to Wear:Prom, galas, black tie parties, weddings, bridesmaids, nights at the theatre and opera, red-carpets Free Shipping on All Orders Over $75. | Windsor Alicia Off-The-Shoulder Mermaid Formal Dress in Green | Size: XS | Knit Fabric

Emmie Lace-Up Mermaid Satin Formal Dress in Brown
(22) 4.590909 star rating

Sleek and sophisticated! The Emmie satin formal dress exudes elegance with a lace-up back and flattering mermaid silhouette that accentuates your figure. Fit & FeaturesStretchy satin-knit fabric, lined bust, Spaghetti straps, V-neckline, Lace-up back, Mermaid silhouette, floor-length hem, Runs true to size, Where to Wear:Prom, black-tie galas, weddings, bridesmaids, formal parties, and red-carpet events. Free Shipping on All Orders Over $75. | Windsor Emmie Lace-Up Mermaid Satin Formal Dress in Brown | Size: L | Satin Fabric

Sweetheart Neckline Cocktail Dresses

Here’s to the girls who know that a cocktail dress sweetheart neckline isn’t just a style—it’s an attitude. When you slip into a sweetheart cocktail dress, you’re not just getting dressed, you’re stepping into your main character energy. That signature heart-shaped neckline? It’s a total confidence booster, framing your collarbones and shoulders like you’re about to star in a rom-com montage. Whether you’re making your entrance at a rooftop soiree, toasting your bestie at her engagement party, or just living your best life at a Friday night dinner, this silhouette is your secret weapon. Think of it as your personal hype squad, engineered in fabric. For the girl who loves a little vintage glam, a women vintage corset dress sweetheart neckline sleeveless lace up side slit swing elegant midi party cocktail dress is basically a love letter to Old Hollywood—cinched, twirly, and ready for the dance floor. Or maybe you’re vibing with something a little more modern, like a customized exquisite elegant jersey pleat feather a-line square neck midi dress—equal parts drama and sophistication, and always ready for a photo op.

When it comes to picking the perfect sweetheart neckline cocktail dress, it’s all about finding that balance between feeling unstoppable and totally comfortable. Pay attention to the little things: the way the fabric moves when you walk, the fit around your waist, and how the neckline frames your favorite necklace (or that bold swipe of highlighter you just can’t get enough of). If you’re shopping for yourself, channel your inner stylist and think about the moments you want to own—dancing until the DJ calls last song, catching someone’s eye across the room, or just feeling like the best-dressed girl in the group chat. And if you’re gifting? These dresses are a total win for birthdays, bridal showers, or just because your bestie deserves to feel like a goddess. The magic of a sweetheart neckline is that it flatters every vibe and body, whether you’re all about that high-shine satin, dreamy tulle, or high quality, matching casual looks that go from cocktails to after-party snacks without missing a beat.

Let’s be real—no matter the occasion, a sweetheart neckline cocktail dress is the ultimate plus-one. It’s the dress that gets compliments from strangers in the bathroom, the one that makes you want to spin around just because. With so many ways to style it—think strappy heels, bold earrings, or a feathered clutch for extra flair—you can make every event feel like it was made for you. Ready to take your look to the next level? Explore even more glam options in our Sweetheart Neckline Evening Dresses collection and find your next obsession. Because every Windsor girl deserves a dress that makes her feel like she’s got the world at her feet—no permission slip required.