Classic Spring Dresses

Spring has officially sprung, and it's time to twirl into the season with classic spring dresses that are as timeless as they are trendy. Whether you're brunching with your besties or frolicking through a field of wildflowers, these dresses are your go-to for embracing those sun-kissed days and breezy nights. Think flirty florals, pastel hues, and silhouettes that flatter every figure—because why not feel like the main character every day? Get ready to bloom in style and let your wardrobe blossom with these must-have classics.

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Best Seller

$36.90

4.621212 star rating

An elegant sage off-the-shoulder midi dress with a bodycon fit and flared hem.

$38.90

4.424243 star rating

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

$68.90

4.631579 star rating

A mauve floral jacquard satin skater dress featuring a corset bodice and lace-up back design.

Best Seller

$32.90

4.142857 star rating

A pink mini A-line dress with a V-neck and flirty bust tie, perfect for special occasions.

$99.90

4.454546 star rating

A light blue floral jacquard skater dress featuring a corset bodice, metallic threading, and hidden pockets.

Sale

$26.97 $59.90 55% off

4.5 star rating

A natural floral skater dress with a strapless sweetheart neckline, lace trim, and charming bow.

$48.90

4.5 star rating

A breezy white mini skater dress featuring eyelet knit fabric and a flirty tie-back detail.

$44.90

4.666667 star rating

A yellow floral skater dress with a strappy tie-back and ruffled mini-length hem.

$119.90

4.333334 star rating

A yellow satin A-line dress featuring a floral print, lace-up back, cowl neckline, and high front slit.

$69.90

5 star rating

A blue floral crepe mermaid dress with a high slit, sweetheart neckline, and corset bodice.

$99.90

4.5 star rating

A romantic blue midi dress with a sweetheart neckline and floral garden print on organza fabric.

Sale

$19.97 $44.90 56% off

4.5 star rating

A black floral skater dress with a corset bodice and bubble hem for a flattering silhouette.

$46.90

5 star rating

A black floral midi dress with a corset bodice, sweetheart neckline, and flirty front slit.

$59.90

5 star rating

A charming red gingham skater dress featuring an open back, ruffled hem, and sweetheart neckline.

Best Seller

$64.90

4.333334 star rating

A natural cotton floral midi dress featuring a structured corset bodice, sweetheart neckline, and voluminous A-line skirt.

$46.90

3.666667 star rating

A pink floral midi dress featuring a corset bodice, lace-up back, and flirty front slit.

$49.90

4 star rating

A light blue satin skater dress with a floral pattern and corset bodice for a coquette vibe.

$59.90

4 star rating

An effortlessly pretty chiffon midi dress with a floral print, ruffled tiers, and smocked details.

$44.90

4.5 star rating

A floral chiffon skater dress in ivory with a strapless smocked bodice and ruffled silhouette.

Sale

$19.97 $30.90 35% off

5 star rating

An ivory eyelet midi dress with a dainty floral print and strapless bodycon fit.

Sale

$19.97 $39.90 50% off

4.5 star rating

A khaki woven midi dress with a smocked bodice, square neckline, and ruffled A-line silhouette.

$44.90

4.5 star rating

A taupe paisley skater dress featuring a halter V-neck and stretchy smocked bodice.

New Arrival

$42.90

5 star rating

A sleeveless black midi dress featuring a crew neck, drop waist, and mixed knit-poplin fabrics.

$29.90

5 star rating

A flirty white skater dress featuring a strapless neckline and tiered eyelet knit design.

$44.90

5 star rating

A chic black knit midi dress featuring an off-the-shoulder neckline, faux wrap front, and thigh-high slit.

Sale

$22.97 $49.90 54% off

5 star rating

A light blue chiffon midi dress with floral print, puff sleeves, and a chic high front slit.

$65.90

5 star rating

A strapless floral skater dress featuring a bustier bodice, sweetheart neckline, and hidden side pockets.

Sale

$26.97 $59.90 55% off

5 star rating

A strapless ivory mini dress featuring a ditsy floral print and a form-hugging bodycon silhouette.

$42.90

5 star rating

A light blue woven midi dress featuring dainty floral print, adjustable straps, smocked back, and front slit.

$99.90

A romantic peach floral chiffon dress featuring a lace-up back, V-neckline, and flattering A-line silhouette.

$46.90

A black floral midi dress with a sweetheart halter neckline and flowy A-line silhouette.

$52.90

2 star rating

A pink skater dress with puff sleeves, lace trim, and a playful bubble hem.

$59.90

An ivory cotton floral midi dress featuring puff sleeves, a V-neckline, and a flattering A-line silhouette.

$52.90

A white floral A-line midi dress featuring puff short sleeves, a square neckline, and a flirty front slit.

$54.90

An ivory floral skater dress featuring a sweetheart neckline, wide straps, and a flirty short hem.

$42.90

A red gingham skater dress with lace trim V-neckline and flattering drop waist seam.

$49.90

An ivory floral corset skater dress with tie shoulder straps and a flirty lace-up back.

$46.90

A taupe plaid strapless skater dress with a sweetheart neckline and pleated mini silhouette.

$52.90

An ivory chiffon babydoll dress featuring a floral print, ruffled shoulder straps, and a square neckline.

$52.90

An ivory woven A-line midi dress featuring a sweetheart neckline, underbust cutout, and adjustable straps.

$59.90

A pink woven mini dress featuring a tie-front design, pleated hem, and spaghetti strap ties.

$84.90

A romantic white lace dress featuring a corset bodice, tie straps, and ruffled A-line silhouette.

$56.90

An ivory floral skater mini dress with a sweetheart neckline and adjustable spaghetti straps.

$34.90

A flirty pink floral mini dress with a strappy open back and A-line silhouette.

$52.90

An ivory chiffon skater dress featuring a strapless sweetheart neckline and playful ruffled silhouette.

New Arrival

$79.90

A playful yellow A-line dress featuring side pleats, square neckline, and comfortable scuba woven fabric.

$19.97

An ivory floral chiffon mini dress featuring a corset bodice, lace-up back, and flattering A-line silhouette.

Best Seller

$42.90

4.669065 star rating

A sleek black knit midi dress with a cowl neckline, high slit, and fitted A-line silhouette.

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Windsor A Moment In Satin Skater Dress in Blue
(69) 4.637681 star rating

Have a twirl-worthy moment in this gorgeous and glam satin skater dress. It features a sleeveless square neckline, adjustable spaghetti straps that lead to a cross-back and lace-up back design, a fitted bodice with a high waist, and a flirty skater silhouette. Style this dress with rhinestone earrings and new heels. Fit & FeaturesSleeveless, square neck, adjustable spaghetti straps, Built-in padded bust, Lace-up back design, Fitted bodice, high waist seam, Skater pleated silhouette, Satin fabric, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor A Moment In Satin Skater Dress in Blue | Size: L | Rhinestone/Satin Fabric

Silky Chic Satin Skater Dress in Blue
(43) 4.5581393 star rating

Lustrous silk for your fancy needs. Show up to the celebration in this satin skater dress designed to fit and flatter every figure in a sleeveless cowl neckline, spaghetti straps, and a form-fitting bodice that leads to a short-length hem. Complete the look in fab block heels. Fit & FeaturesSleeveless cowl neckline, spaghetti straps, Form-fitting bodice, Skater style skirt, Short-length hem, Silky smooth satin fabric, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Silky Chic Satin Skater Dress in Blue | Size: L | Satin Fabric

Windsor Chic Staple Ribbed Knit Skater Dress in Pink
(37) 4.675676 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 Pink | Size: S | Knit Fabric

Windsor Flirt It Up Floral Jacquard Satin Corset Skater Dress in Black
(22) 4.6363635 star rating

Flirt up the room at your next dressy affair in this adorable skater dress designed with a floral jacquard satin fabric for a chic look. It features a sleeveless sweetheart neckline with ruching at the bust and a tie-front detail, a corset bodice with vertical seam detailing, a lace-up back design to create that snatched fit, a V-shaped drop waist, and a short skater skirt with an iconic fit-and-flare silhouette. Fit & FeaturesFloral jacquard satin fabric with lace-trim lining, Sweetheart neckline, ruched underwire bust, tie-front detail, Thin adjustable shoulder straps, lace-up back, Corset bodice with vertical seam detailing, flexible boning, V-shaped drop waist, Short skater skirt, fit-and-flare silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Flirt It Up Floral Jacquard Satin Corset Skater Dress in Black | Size: S | Satin Fabric

Bling Fling Satin Rhinestone Skater Dress in Royal Blue
Sale
(14) 4.214286 star rating

Show off a hint of bling in this satin skater dress for your next dressy soiree! Adorned with detachable rhinestone-embellished straps for a stunning sparkle, this dress will be the night's hit. The smooth satin-knit fabric offers plenty of stretch for comfortable wear. The short dress features a sleeveless square neckline, ruched side seams at the bodice, and a flattering fit-and-flare skater silhouette. Complete your look with rhinestone bow heels. Fit & FeaturesStretchy smooth satin-knit fabric, knit lining at the bust, Sleeveless square neckline, Detachable rhinestone-embellished thin straps, Side ruched seams at the bodice, High waist seam, Fit-and-flare skater silhouette, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Bling Fling Satin Rhinestone Skater Dress in Royal Blue | Size: XS | Knit Fabric/Rhinestone/Satin Fabric

Windsor So Darling Woven Drop-Waist Skater Dress in White
(14) 4.071429 star rating

Create a sweet summer look that is oh-so-darling with this drop-waist skater dress. Designed with a lightweight woven fabric, the bodice is accented with a dainty lace trim for a pretty vibe. The short dress features a sleeveless sweetheart neckline, a ruched bust with a small tie-front adjustable detail, and thin tank straps leading to an alluring lace-up back for a customized fit. The asymmetric drop-waist is detailed with pleated side panels, flowing down to a tiered A-line silhouette for a flirtatious look. Style with hoop earrings and a charm necklace. Fit & FeaturesWoven fabric with lace trim woven lining, Sweetheart neckline, ruched bust, adjustable tie-front, Tank straps, lace-up back design, Back zipper and hook-eye closure, Asymmetric drop-waist, pleated side panels, Tiered A-line silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Darling Woven Drop-Waist Skater Dress in White | Size: XS | Woven Fabric

Windsor Sweet Babe Corset Drop Waist Floral Skater Dress in Ivory
(11) 3.909091 star rating

Short and sweet, this adorable floral skater dress will perfect your spring vibe. The lace-up corset bodice and V-shaped drop waist snatches your waist, while the flared A-line silhouette gives that flirty flair. Fit & FeaturesSmooth woven fabric with woven lining, sheer lace trims, no stretch, Sleeveless sweetheart neckline, underwire, ruched bust, tie-front detail, Thin adjustable shoulder straps, Corset bodice, structured boning, pleating, lace-up back, hidden zipper with hook-eye closure, V-shaped drop waist, Short skater silhouette, floral print, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweet Babe Corset Drop Waist Floral Skater Dress in Ivory | Size: XL | Sheer Lace Fabric/Woven Fabric

Adorable Muse Ruffled Lace Skater Dress in Sage
(11) 5 star rating

Be your own adorable muse in this sleeveless skater dress boasting a V-neckline and a ruffled skater silhouette. Complete the look with heels. Fit & FeaturesSheer lace fabric with knit lining, plenty of stretch, V-neckline with twist-front bust design, Adjustable spaghetti straps, V-shaped drop waist, Mini-length tiered ruffled skater silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Adorable Muse Ruffled Lace Skater Dress in Sage | Size: XS | Lace Fabric/Knit Fabric/Sheer Lace Fabric

Windsor Sweet Look Eyelet Knit Skater Dress in White
(11) 4.3636365 star rating

Capture hearts with your sweet look in this airy eyelet knit skater dress. You'll adore the flowy feel of the fit-and-flare silhouette. Fit & FeaturesEyelet knit fabric with knit lining, Sleeveless square neckline, underbust seam, Adjustable spaghetti straps, Skater silhouette, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweet Look Eyelet Knit Skater Dress in White | Size: S | Knit Fabric

Flirty And Adorable Strapless Lace Bow Floral Skater Dress in Natural
Sale
(8) 4.5 star rating

Flirty and adorable, this floral skater dress makes the sweetest impression at showers or birthdays! Featuring a sweetheart neckline with delicate lace trim and a charming bow, this dress is sure to turn heads. The padded bra cups provide a perfect fit, while the skater silhouette and mini-length hem add a touch of playfulness. Complete the look with earrings and strappy heels. Fit & FeaturesFloral print, chiffon fabric lined with woven, Strapless sweetheart neckline, Lace trim and bow, Padded bra cups, Back zipper and hook-eye closure, Skater silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Flirty And Adorable Strapless Lace Bow Floral Skater Dress in Natural | Size: M | Chiffon

Classic Spring Dresses

There’s something absolutely magical about slipping into a classic spring dress—like the world just feels a little lighter, the air a bit sweeter, and every sidewalk is a runway waiting for your grand entrance. Whether you’re twirling through a garden party, brunching with your besties, or just living your main character moment on a coffee run, classic spring dresses are the ultimate go-to for making memories and turning heads. The best part? With so many styles, colors, and silhouettes, there’s a Windsor spring dress for every vibe, every mood, and every adventure on your calendar. Think of these dresses as your secret weapon for instant confidence—floaty fabrics that move with you, dreamy details that catch the light, and those little touches (hello, ruffles and smocked waists) that make you feel like you’re starring in your own rom-com montage. Whether you’re shopping for yourself or searching for a gift that’ll seriously impress your most stylish friend, you can’t go wrong with a spring dress Windsor is known for—effortlessly chic, totally versatile, and always ready to make an entrance.

When it comes to picking out that perfect Windsor spring dress, it’s all about finding a look that matches your energy and fits your plans—day or night, casual or glam. Picture this: you’re headed to a rooftop hang with your crew, and you want something that’ll keep you cool when the sun’s out but still look fire when the city lights come on. Or maybe you’ve got a family event where you want to keep it cute but still feel like yourself (read: not too extra, but definitely not blending in). Classic spring dresses are your answer. They’re designed to be dressed up with heels and statement earrings, or played down with sneakers and a denim jacket—basically, they’re here for whatever mood you’re in. And if you’re gifting, these dresses are a total win for birthdays, graduations, or just because your BFF deserves to feel like a queen. Trust, there’s nothing better than watching someone light up when they unwrap a spring dress Windsor style and immediately start planning the next place they’ll wear it.

Shopping for Windsor spring dresses isn’t just about finding something cute (though, let’s be real, that’s a major perk). It’s about choosing pieces that make you feel unstoppable, whether you’re stepping out for a spontaneous adventure or just soaking up the good vibes of a sunny day. Look for details that speak to your personal style—think delicate lace, bold florals, or sleek minimalist cuts. And don’t sleep on the power of a classic spring dress to make everyday moments feel special. Maybe it’s the way a midi hemline swishes as you walk, or how a soft pastel instantly brightens your mood. If you’re craving even more inspo, or just want to see what’s hot before everyone else, check out our Early Spring Dresses collection for the freshest takes on timeless favorites. Whatever you choose, remember: you’re not just wearing a dress—you’re owning your moment, making memories, and showing the world exactly who you are. And babe, with Windsor by your side, you’re always that girl.

Top Picks For Classic Spring Dresses