Valentine's Day Dresses & Outfits

Make a statement this Valentine’s Day with dresses and outfits perfect for any occasion. Whether it’s a romantic date night, a fun Galentine’s celebration, or a GNO, choose from mini, midi, and sleek bodycon dresses in firey red, pink, and classic black. Explore flirty going-out tops, skirts, and dressy pants in the latest on-trend designs to curate your ultimate Valentine’s Day look.

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VALENTINE'S DAY DRESSES & OUTFITS
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Floral Dresses For Valentine's Day

Sultry To Sweet Valentine's Day Dresses & Outfits

Shop 2025 Valentine's Day Dresses and Outfits from Windsor to have a beautiful look and feel confident with sultry dresses in flattering designs, tops in pink, red, white, or black, stylish skirts, cozy sweaters, a sultry variety of lingerie, jackets, booties, jewelry, and outfits for date night or a romantic getaway!

Discover date-night dresses with sultry cutouts, sheer insets, strappy back designs, plunging necklines, slit accents, or ruched detailing. For romantic date nights, explore best-selling dresses with romantic floral prints, modern abstract brush strokes, scroll embroidery designs, or styles with lace accents. Create gorgeous Valentine's Day outfits with dressy jumpsuits, curve-hugging catsuits, or flirty rompers. Style your favorite picks with strappy heels and sleek clutches. Complete your V-day looks with silver or gold hoop earrings, rhinestone dusters, layered necklaces, cascading lariats, and cool ring packs for an attention-grabbing vibe.

Grab your girls and celebrate Galentine's Day at brunch or over dinner in your best outfit of the day! For a girls' night out, create the perfect GNO outfit for Valentine's with matching sets with two to three pieces that you can mix and match to create your unique style. Layer your GNO look with a stylish oversized blazer or a sleek faux leather jacket, perfect to wear for a late-night dinner, fun at the bar, or dancing at the club.

Planning a romantic getaway or evening? Find a fresh variety of sultry lingerie for Valentine's Day. Explore alluring lace accents on pj shorts or lingerie tops. Choose sheer accents or cutouts to capture the right vibe or pick a lingerie set with robes, feather trims, garters, and more to set the mood.

  • Cute Attitude Ponte Slit Mini Skort

    Bring on the cute attitude in this ponte mini skort brings featuring a flattering high-rise waist, and a skirt overlay designed with dual front slits along the form-hugging fit.

    Fit & Features

    • Smooth ponte knit fabric, minimal stretch
    • High-rise waist
    • Skirt overlay, dual front slits
    • Form-hugging silhouette
    • Mini-length hem
    • Shorts lining
    • Runs true to size

    Style Number/Barcode: 06503-1105

    Category Name: Valentine's Day Dresses & Outfits

    Price: $27.90

    Availability: In Stock

    Available Color: BLACK, IVORY, WINE

    Available Size: XS, S, M, L, XL

    Product Badge:
    • Best Seller
  • Sasha Formal High Slit Wrap Dress

    Special Occasion

    Create a captivating entrance in this formal wrap dress for your next soiree. All eyes are on you in this stylishly chic long formal dress with a plunging V-neckline to perfectly display a sparkling rhinestone lariat or delicate layers of dainty necklaces. The wrap-around bodice with side ruching enhances your hourglass shape, while adjustable spaghetti straps provide a customized fit. Complete this stunning semi-formal look with a rhinestone clutch and matching dazzling heels.

    Fit & Features

    • Asymmetrical wrap V-neckline
    • Adjustable spaghetti straps
    • Ruched detailing, slim-fit bodice
    • High front slit, floor-length wrap silhouette
    • Crepe fabric, moderate stretch
    • Sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-6236

    Category Name: Valentine's Day Dresses & Outfits

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L, XL

    Product Badge:
    • Best Seller
  • Sparks Fly Glitter Mesh Long Sleeve Mini Dress

    Embrace your inner spark in this glitter mini dress to make an entrance! The sheer mesh fitted long sleeves with flare cuffs and slits, sweetheart neckline and padded bust add dazzle, while the sheer mesh back panel, bodycon silhouette, and mini-length hem give a daring boost of confidence. Complete the look with a mini handbag and heels for a cocktail party!

    Fit & Features

    • Sheer mesh fitted long sleeves, flare cuffs, slits
    • Sweetheart neckline, padded bust
    • Sheer mesh back panel
    • Bodycon silhouette
    • Mini-length hem
    • Glitter crepe knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2635

    Category Name: Valentine's Day Dresses & Outfits

    Price: $46.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, L

    Product Badge:
    • Best Seller
  • Add Some Flair Ruffle Detail Midi Dress

    Add some flirty flair to your look with this gorgeous ruffle detail midi dress! It features a sleeveless square neckline, spaghetti straps that lead to a cross-back strap design, a sultry ruffled front slit to show some leg, and a midi-length, sleek, curve-hugging silhouette. The dress is composed of a crepe fabric that offers a moderate stretch. Style the look with eye-catching strappy heels for the perfect date night outfit.

    Shop Long Crepe Version: Tiffany Sleeveless High Slit Formal Dress

    Shop Satin Midi Version: Ravishing Ruffles High Slit Midi Dress

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Strapless or adhesive bra recommended
    • Cross-back strap design, front slit, ruffled hem
    • Midi-length silhouette
    • Crepe fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-0885

    Category Name: Valentine's Day Dresses & Outfits

    Price: $35.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S

    Product Badge:
    • Best Seller
  • Cece Formal Velvet Lace Sweetheart Long Dress

    Special Occasion

    Show off your romantic side in the sultry Cece formal velvet dress made to turn heads! She features a sweetheart neckline, wide shoulder straps, delicate lace, and underwire bust, a slim silhouette that beautifully flaunts your curves, and a lace-trim high front slit perfect for showing off your shoes! The formal dress is crafted from a soft velvet knit fabric that brings luxurious allure. Complete the look in strappy stiletto heels for a gala or black tie party.

    Fit & Features

    • Sleeveless sweetheart neckline, wide shoulder straps
    • Back zipper and hook-eye closure
    • Lace and underwire bust
    • Slim silhouette, lace trim high front slit, floor-length hem
    • Soft velvet fabric, moderate stretch
    • Pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-7688

    Category Name: Valentine's Day Dresses & Outfits

    Price: $59.90

    Availability: Out of Stock

  • Gift Card - Digital
      Give her the gift card that she really wants! Gift the fashionista in your life with her next #OOTD or the styling pieces that make her feel beautiful. An eGiftcard from the Windsor Store is what every fashionista needs to follow the latest trends and creating looks for every occasion! Before splurging on chic must-have pieces, here are some details to know. Shop Zodiac Styled Giftcards Here The Details eGiftcard cannot be returned or exchanged Excluded from promos or discounts Delivery via email to your selected recipient Will be delivered immediately once the order is placed (no cancellations possible) eGiftcard can be redeemed at the online store or at any of our 300+ retail locations

    Style Number/Barcode: GIFTCARDYASSCONGRATS

    Category Name: Valentine's Day Dresses & Outfits

    Price: $25.00

    Availability: In Stock

    Available Color: Yasss,, Totally, Nailed, It, Issa, Celebration, Babe, Sweeter, Than, Candy, Lovestruck, XO, Glow, Up, Gorgeous, Make, A, Wish, Gratitude, Attitude, For, The, Bride, Feliz, Navidad, Happy, Holidays, Hanukkah, Merry, Christmas

    Available Size: 25, 50, 75, 100, 200, 300, 500

  • Rowan Formal Glitter Ruched Mermaid Dress

    Special Occasion

    Make a dreamy entrance at your next formal affair in the stunningly glam Rowan formal glitter ruched mermaid dress! Crafted from a glitzy glitter knit fabric for an enchanting sparkle, she features a sleeveless scoop neckline, spaghetti straps, a lower back cutout to add a stylish flair, ruching at the back and down the side seams to accentuate your curves, and a floor-sweeping hem with a mermaid silhouette. Complete your look in this formal long dress with rhinestone fringe earrings.

    Fit & Features

    • Sleeveless scoop neckline, spaghetti straps
    • Hook and bar back closure
    • Lower back cutout, ruching at the back and down the side seams
    • Floor-sweeping hem, mermaid silhouette
    • Glitter knit fabric, stretchy knit lining
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-7918

    Category Name: Valentine's Day Dresses & Outfits

    Price: $89.90

    Availability: In Stock

    Available Color: LAVENDER, WHITE, ROYAL, BURGUNDY, YELLOW, LIGHT, BLUE

    Available Size: XS, S, M, L, XL

  • Smooth Silhouette Long Sleeve Ruched Mini Dress

    Embrace your curves in this must-have mini dress! The short dress features fitted long sleeves and a scoop neckline for a flattering look, while the side ruched seams and bodycon silhouette accentuate your curves. Crafted from a double-lined buttery soft fabric that fits like a glove with plenty of stretch. Layer with a jacket and a trendy shoulder bag to complete the look!

    Fit & Features

    • Fitted long sleeves
    • Scoop neckline
    • Side ruched seams
    • Bodycon silhouette
    • Mini-length hem
    • Double-lined buttery soft knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5519

    Category Name: Valentine's Day Dresses & Outfits

    Price: $39.90

    Availability: In Stock

    Available Color: PINK

    Available Size: L

  • Biker Chic Crop Jacket

    Change gears in a cropped jacket and add a little biker chic-ness to your look! Create an edgy look in this biker moto jacket that features an asymmetrical zipper front with a lapel collar, snap button accents, and a chic adjustable waist belt. Complete the look with a crop top and combat boots for major biker babe vibes.

    Fit & Features

    • Asymmetrical zippered front
    • Lapel collar, long sleeves
    • Zipper and snap button accents
    • Adjustable waist belt
    • Faux leather fabric with no stretch
    • Smooth lining
    • Runs true to size

    Style Number/Barcode: 06204-2669

    Category Name: Valentine's Day Dresses & Outfits

    Price: $49.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L, XL

    Product Badge:
    • Best Seller
  • Shine Bright Like A Diamond Rhinestone Mini Dress

    Shine bright like a diamond in this rhinestone mini dress at the club! Featuring a cowl V-neckline, adjustable spaghetti straps, and a form-hugging A-line silhouette, this mini dress will accentuate your figure while the adjustable ruched drawstring and slit provide a customizable fit. Complete the look in platform heels for a night on the town!

    Fit & Features

    • Sleeveless cowl V-neckline
    • Adjustable spaghetti straps
    • Side ruched adjustable drawstring, slit
    • Form-hugging, A-line silhouette
    • Mini-length hem
    • Rhinestone embellished knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5367

    Category Name: Valentine's Day Dresses & Outfits

    Price: $46.90

    Availability: In Stock

    Available Color: PINK, BLACK

    Available Size: M, XS, S, L

    Product Badge:
    • Best Seller
  • Cross Your Mind X-Back Short Dress

    You'll cross their mind once they catch you in this sleeveless short dress featuring a sweetheart neck, wide tank-style straps that cross in the back, a padded bust, and side ruched seams that accentuate your curves. Complete the look with a sparkly bracelet and clutch.

    Fit & Features

    • Sleeveless sweetheart neck
    • Wide-tank style straps, criss-cross back
    • Padded bust
    • Side ruched seam, bodycon fit
    • Short-length hem
    • Lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4762

    Category Name: Valentine's Day Dresses & Outfits

    Price: $35.90

    Availability: In Stock

    Available Color: FUCHSIA, BURGUNDY

    Available Size: M, L, XS, S

  • Kristy Formal Glitter Ruffle Mini Dress

    Special Occasion

    Radiate eye-catching energy in the Kristy formal glitter mini dress perfect for twirling all night out on the dance floor! She features adorable sheer fitted long sleeves with ruffled cuffs, a sweetheart neckline with a padded underwire bust, and a head-turning open back with a tie closure. Flaunt your curves in her bodycon silhouette showcasing side ruched seams and a flirty ruffled mini-length hem. The formal dress is composed of a glitter mesh fabric that sparkles and has a sewn-in knit lining. Complete the look in platform heels for a sweet sixteen or holiday party!

    Fit & Features

    • Sheer fitted long sleeves, ruffled cuffs
    • Sweetheart neckline, padded underwire bust
    • Open back, tie closure, back zipper and hook-eye closure
    • Side ruched seams, bodycon silhouette
    • Ruffled mini-length hem
    • Glitter mesh fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-2007

    Category Name: Valentine's Day Dresses & Outfits

    Price: $59.90

    Availability: In Stock

    Available Color: BLACK, BLUSH

    Available Size: XS, S, M, L, XL

    Product Badge:
    • Best Seller
  • Looking Flawless Smooth Off-The-Shoulder Top

    You'll be looking simply flawless in this smooth knit off-the-shoulder top. It features an asymmetric off-the-shoulder neckline with pleated detailing, long fitted sleeves, ruching down the side seams, a mid-length hem, and a form-hugging fit. The double-lined smooth knit fabric offers a seamless look with plenty of stretch. Style with cargo pants and mules!

    Fit & Features

    • Asymmetric off-the-shoulder neckline, pleating
    • Long fitted sleeves
    • Ruched side seams
    • Mid-length hem, form-hugging fit
    • Double-lined smooth knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-5704

    Category Name: Valentine's Day Dresses & Outfits

    Price: $29.90

    Availability: In Stock

    Available Color: BLACK-2, WHITE, PINK

    Available Size: S, M, L, XL

  • Gabby Formal Mesh Strapless Ruffle Long Dress

    Special Occasion

    The Gabby formal long dress gives an aurora of dreamy romance perfect for bridesmaids, weddings, or banquets, She features a strapless neckline with non-slip grip lining, asymmetrical ruffle trim throughout her flattering slim silhouette, and a sexy high side slit along the floor-length hem. The formal maxi dress is composed of an airy mesh fabric for an elevated style and has a sewn-in knit lining. Complete the look with dainty earrings.

    Fit & Features

    • Strapless neckline, non-slip grip lining
    • Side zipper and hook-eye closure
    • Asymmetrical ruffle trim throughout
    • Slim silhouette, floor-length hem
    • Mesh fabric, sewn-in knit lining
    • Strapless bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7801

    Category Name: Valentine's Day Dresses & Outfits

    Price: $64.90

    Availability: In Stock

    Available Color: PINK

    Available Size: XS, S, M, L, XL

  • Fabulous Fit Side Slit Knit Mini Skirt

    This chic side slit knit mini skirt will give you a fabulous fit and become a favorite in your closet! The ponte knit fabric offers a structured fit with moderate stretch. The high waist features an elasticized waistband for comfortable wear, while the mini-length hem and side slit accent will give that sultry flair. The bodycon silhouette will hug your gorgeous curves. Style this mini skirt with a basic bodysuit and ankle booties for happy hour.

    Fit & Features

    • Ponte knit fabric, moderate stretch
    • High-rise elasticized waist
    • Mini-length hem
    • Asymmetric seam, side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06501-0968

    Category Name: Valentine's Day Dresses & Outfits

    Price: $19.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Best Seller
  • Here To Stun Lace Trim Bodycon Mini Dress

    This stunning ruched mesh mini dress features a lace sweetheart neckline with a ruched draped overlay, dainty lace trim spaghetti straps, and a bodycon silhouette to hug your gorgeous curves. Style with stiletto heels for a formal date night!

    Fit & Features

    • Sheer mesh fabric with knit lining, plenty of stretch
    • Lined lace sweetheart neckline with lace trim, padded bust
    • Lace trim adjustable spaghetti straps
    • Back zipper with hook-eye closure
    • Ruched draped overlay, ruched side seams
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5827

    Category Name: Valentine's Day Dresses & Outfits

    Price: $45.90

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: XS, S, M, L

  • Sensuous Sultry Faux Pearl Rhinestone Mini Dress

    This sensuous mesh cowl mini dress is sure to turn heads with its glamorous faux pearl and colored rhinestone embellishments. Featuring an adjustable spaghetti strap design, bodycon silhouette, and a mini-length hem, this sensational dress is perfect for your next night out! Complete the look in strappy rhinestone heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps
    • Bodycon silhouette, mini-length hem
    • Faux pearl and rhinestone embellishments
    • Sheer mesh fabric, full-length stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05103-5218

    Category Name: Valentine's Day Dresses & Outfits

    Price: $49.90

    Availability: In Stock

    Available Color: RED, PINK

    Available Size: XS, S, M, L

  • Butterfly Kiss Metallic Stiletto Heels

    Wrapped in whimsical inspiration, these metallic stiletto heels are a major showstopper! Showcasing a square toe and rhinestone embellished toe and spiral ankle straps adorned with delicate butterfly decor. Complete the look with a clutch for a birthday party!

    Fit & Features

    • 4" Stiletto heel
    • Metallic material
    • Rhinestone straps, butterfly decor
    • Cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4749

    Category Name: Valentine's Day Dresses & Outfits

    Price: $42.90

    Availability: Out of Stock

  • Loaded With Glam Halter Rhinestone Mesh Mini Dress

    This rhinestone mesh mini dress is a glam style perfect for the school dance or party. The mini-length dress features a halter neckline, a tie-back design, and side ruched seams that effortlessly hug your curves along the bodycon silhouette. The mesh-lined fabric is adorned with countless rhinestones for a glam look. 

    Fit & Features

    • Mesh-lined fabric, moderate stretch
    • Halter neckline with spaghetti strap tie
    • Tie-back design
    • Rhinestone embellishments
    • Ruched side seams
    • Bodycon mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-5704

    Category Name: Valentine's Day Dresses & Outfits

    Price: $39.90

    Availability: In Stock

    Available Color: WINE

    Available Size: XS, S, M, L

  • Party Ready Ruched Mesh Bodycon Mini Dress

    This alluring bodycon mini dress will have you looking on point and party ready! Designed with lined mesh fabric with plenty of stretch, the mini-length dress features a sleeveless sweetheart neckline with a padded bust, adjustable spaghetti straps to find your perfect fit, all-over ruched detailing to accentuate your stunning curves, and a mini-length hem with a bodycon silhouette. Style with sparkly rhinestone heels.

    Fit & Features

    • Stretchy sheer mesh fabric with knit lining
    • Sweetheart neckline, padded bust
    • Adjustable spaghetti straps
    • Back zipper with hook and eye closure
    • Ruching
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5640

    Category Name: Valentine's Day Dresses & Outfits

    Price: $36.90

    Availability: In Stock

    Available Color: PINK

    Available Size: L

  • Sassy But Classy Faux Pearl Bustier Mini Dress

    Dress to impress in this mesh mini dress for a sassy but classy look! Featuring a sweetheart neckline, padded bust, and adjustable spaghetti straps, this mini dress hugs your body with its bodycon silhouette and ruched seams. The sheer bustier-trim bodice and faux pearl embellishments add a touch of class. Complete the look with a collar necklace for a lady's night!

    Fit & Features

    • Sleeveless sweetheart neckline, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Sheer bustier-trim bodice
    • Side ruched seams, bodycon silhouette, mini-length hem
    • Faux pearl embellished
    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5319

    Category Name: Valentine's Day Dresses & Outfits

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: L

    Product Badge:
    • Sale
  • Glittery Impression Strapless Tiered Ruffle Skater Dress

    Leave a glittery impression and radiate glam beauty in this glitter knit skater dress featuring a fitted bodice with a strapless straight neckline and ruched side seams. The on-trend drop waist leads to an adorable tiered ruffled hem with a short skater silhouette. Perfect for homecoming or a dressy party!

    Fit & Features

    • Stretchy glitter knit fabric, top knit lining
    • Strapless straight neckline
    • Fitted bodice, ruched side seams
    • Subtle drop waist
    • Tiered ruffled hem
    • Short skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3496

    Category Name: Valentine's Day Dresses & Outfits

    Price: $39.90

    Availability: In Stock

    Available Color: PINK

    Available Size: XS, S, M, L

  • Daring Diva Ruched Halter Mini Dress

    Dare to be a sultry diva in this sleeveless mini dress designed with a plunge-wired halter neckline and ruched side seams to accentuate your curves. Pair with earrings.

    Fit & Features

    • Lined smooth knit fabric with plenty of stretch
    • Sleeveless halter neckline, plunging wired notched accent
    • Halter strap with hook and bar closure, partially open back
    • Ruched side seams
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5838

    Category Name: Valentine's Day Dresses & Outfits

    Price: $42.90

    Availability: In Stock

    Available Color: RED

    Available Size: XS, S, M, L

  • Jae Formal Mesh Ruched Mermaid Long Dress

    Special Occasion

    Play up your sophisticated side in the Jae formal mesh long dress that'll steal the scene! She features a cowl neckline with tie straps, adjustable spaghetti straps, and side ruched seams that accentuate your curves along the mermaid silhouette that flares out into the floor-length hem. The formal maxi dress is composed of an airy mesh fabric with a full stretchy knit lining. Complete the look in platform heels for a gala or fancy soiree!

    Fit & Features

    • Sleeveless cowl neckline, tie straps
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Side ruched seams, mermaid silhouette, floor-length hem
    • Airy mesh fabric, full stretchy knit lining
    • Sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7822

    Category Name: Valentine's Day Dresses & Outfits

    Price: $59.90

    Availability: In Stock

    Available Color: RED, OLIVE

    Available Size: XS, S, M, L, XL