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.

SHOW FILTER

SORT:

MOST POPULAR
SIZE
COLOR
PRICE
ALL FILTERS
SORT
×
×
×
×



SEE RESULTS
Loading...
×
VALENTINE'S DAY DRESSES & OUTFITS
All Filters
Sort By:
MOST POPULAR
SEE RESULTS

STYLE SPOTLIGHT

Beautiful Blouses

Customers' Favorite Bottom Styles

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.

  • 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, SAGE, PINK, LIGHT, BLUE

    Available Size: XS, S, M, L

  • Smooth And Sleek Block Heels

    Step out in style in these chic low block heels! Create the perfect stylish graduation outfit or gorgeous prom look in these comfortable heels. This open-toe design features a stylish ankle strap detail with a zipper-closed back on a trendy block heel. The lower heel silhouette creates a supportive and comfy fit, perfect to wear with a semi-formal gown or dressy pant outfit.

     Fit & Features

    • Zippered closed back 
    • Ankle strap strap
    • Open almond toe 
    • Single strap over the toe
    • Low block heel 
    • Faux leather and nubuck material 
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-1581

    Category Name: Valentine's Day Dresses & Outfits

    Price: $26.90

    Availability: In Stock

    Available Color: BLACK, IVORY

    Available Size: 5, 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

    Product Badge:
    • Best Seller
  • 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, YELLOW, LAVENDER

    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
    • Extra glitter for maximum sparkle - may have some natural fallout
    • 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
  • 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

  • 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

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

    Product Badge:
    • Best Seller
  • 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: S, M, L

    Product Badge:
    • Best Seller
  • 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

  • Pretty In Pearls Hand Beaded Bustier

    This bustier top is accented with pretty faux pearls to dress up your favorite bottoms! This beautiful bustier features a sweetheart neckline with faux pearls that are hand-beaded and stitched on top of the lace. The strapless corset bodice is designed with underwire padded bra cups and adjustable straps that are removable for styling versatility. Pair this cropped bustier top with a high waist mini skirt and shimmering hoop earrings for a gorgeous going-out look.

    Fit & Features

    • Removable adjustable spaghetti straps
    • Padded cups
    • Multiple back hook and eye closures
    • Mesh inset with lace detailing
    • Cropped hem
    • Mesh fabric with small pearl embellishments on the front
    • Runs true to size

    Style Number/Barcode: 06003-9909

    Category Name: Valentine's Day Dresses & Outfits

    Price: $39.90

    Availability: In Stock

    Available Color: WHITE

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

  • Sultry Strappy Back Satin Mini Dress

    Get a sultry look for your next night out in this sleek satin mini dress. It features a sleeveless bodice, spaghetti straps, a square neckline, a strappy back design, front ruching, and a wrap-front skirt with a mini-length, curve-hugging silhouette. Complete the outfit with clear heels and a chic clutch.

    Fit & Features

    • Satin fabric with moderate stretch
    • Square neckline
    • Spaghetti straps
    • Strappy back design, tie closure
    • Ruched wrap-front, asymmetric hem
    • Mini-length bodycon silhouette
    • Style runs small

    Style Number/Barcode: 05103-4364

    Category Name: Valentine's Day Dresses & Outfits

    Price: $38.90

    Availability: In Stock

    Available Color: FUCHSIA

    Available Size: XS, S, M, L

  • 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: XS, S, M, L

  • 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.

    Fit & Features

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

     

    Where to Wear:

    Prom, black tie weddings, formal parties

    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

    Product Badge:
    • Best Seller
  • Nothing Sweeter Off-The-Shoulder Crop Top

    Nothing's sweeter than you in this off-the-shoulder crop top perfect for sunny days out and about! Crafted from a soft rib knit stretchy fabric, an alluring off-the-shoulder neckline, and fitted long sleeves, the top accentuates your figure. The front ruched drawstring adds a touch of detail while the cropped hem gives you a flirty and playful look. Complete the look in denim jeans and sandals for a trendy vibe!

    Fit & Features

    • Soft rib knit stretchy fabric
    • Front ruched drawstring
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06002-1755

    Category Name: Valentine's Day Dresses & Outfits

    Price: $24.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: S, L, XL

  • 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

  • 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