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

4.58 star rating

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

Best Seller

$38.90

4.464286 star rating

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

$44.90

4.933333 star rating

A red floral print mesh maxi dress with a sleeveless sweetheart neckline and bodycon silhouette.

$64.90

4.153846 star rating

A white woven skater dress featuring a lace-trimmed sweetheart neckline and an alluring lace-up back.

$38.90

4.909091 star rating

An elegant natural lace A-line dress with a square neckline and flattering short-length hem.

$48.90

4.5 star rating

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

$35.90

5 star rating

A natural-colored sleeveless wrap mini dress in stretchy knit fabric with a form-hugging fit.

$69.90

3.666667 star rating

A floral ivory skater dress with a lace-up corset bodice and V-shaped drop waist.

$44.90

4.666667 star rating

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

$69.90

5 star rating

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

$59.90

5 star rating

A white woven maxi dress featuring a floral print, open tie back, and ruffled silhouette.

Sale

$19.97 $42.90 53% off

3.5 star rating

A pink sleeveless skater dress with a ruffled silhouette and square neckline, perfect for brunch.

$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.

$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

4.666667 star rating

A natural floral skater dress with a strapless lace-trimmed sweetheart neckline and charming bow accent.

Sale

$28.97 $64.90 55% off

4 star rating

A pink skater dress with a lace-trim corset bodice and flattering short-length hem.

$44.90

4.5 star rating

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

$52.90

5 star rating

A white lace skater dress featuring a scoop neckline, ruffle trim, and adjustable spaghetti straps.

Sale

$28 $39.90 30% off

4.5 star rating

A khaki woven midi dress featuring a smocked bodice, ruffled hem, and dual spaghetti straps.

Sale

$24.97 $54.90 55% off

5 star rating

A floral ivory skater dress featuring a halter V-neckline and voluminous silhouette in poplin fabric.

$29.90

5 star rating

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

$52.90

3 star rating

A white floral skater dress with a corset bodice and lace-up back for a feminine touch.

$30.90

5 star rating

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

$46.90

5 star rating

A charming floral babydoll mini dress in natural with a flowy ruffled silhouette and smocked bust.

Sale

$19.97 $59.90 67% off

5 star rating

A dreamy white floral skater dress featuring a corset bodice and romantic lace-up back.

Sale

$19.97 $42.90 53% off

5 star rating

An ivory halter skater dress with dainty floral print and charming faux button accents.

Sale

$19.97 $42.90 53% off

3 star rating

A charming ivory midi dress with a ditsy floral print and lace-trimmed sweetheart neckline.

$44.90

5 star rating

A yellow skater dress featuring eyelet lace embroidery and a stretchy smocked bodice.

Sale

$19.97 $44.90 56% off

A pink floral maxi dress with a form-hugging bodice and flowy hem, perfect for special occasions.

$49.90

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

$59.90

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

$49.90

A cute ivory floral skater dress with a corset bodice and flared short-length hem.

$84.90

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

$59.90

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

$56.90

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

$52.90

2 star rating

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

$59.90

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

$52.90

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

Sale

$24.97 $54.90 55% off

An ivory cotton-blend skater dress featuring a ditsy floral print and tiered ruffled silhouette.

Sale

$21.97 $48.90 55% off

An off-white chiffon skater dress featuring a sheer corset bodice and cold-shoulder design.

Sale

$21.97 $48.90 55% off

A natural bow print skater dress with puff sleeves and a stretchy smocked bodice.

$34.90

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

$46.90

A black floral halter midi dress with a flowy A-line silhouette and tie-back design.

$42.90

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

Sale

$21.97 $47.90 54% off

4.547619 star rating

A lustrous green satin skater dress with a sleeveless cowl neckline and spaghetti straps.

Best Seller

$32.90

4.3 star rating

A sage satin off-the-shoulder mini dress with a flattering A-line silhouette for special occasions.

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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
(42) 4.547619 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: M | Satin Fabric

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: XS | Knit Fabric

Windsor Flirt It Up Floral Jacquard Satin Corset Skater Dress in Ivory
(19) 4.631579 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 Ivory | Size: S | Satin Fabric

Sunset Happy Hour Ruffled Skater Dress in Yellow
(18) 4.7222223 star rating

This skater dress was made for sunset happy hours this season! It features a sleeveless V-neckline, halter tie-back straps, an open back, a stretchy smocked high waist, a short skater skirt with a tiered ruffled design, and a fit and flare silhouette. The lightweight twill fabric includes a woven lining. Style this short dress with espadrille sandals and a mini handbag. Fit & FeaturesSleeveless V-neckline, Halter tie-back straps, open back, Stretchy smocked high waist, Short skater skirt, tiered ruffled design, Fit and flare silhouette, Twill fabric, woven lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sunset Happy Hour Ruffled Skater Dress in Yellow | Size: M

Windsor 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: L | 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 Adorable Muse Ruffled Lace Skater Dress in White
(10) 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 White | Size: L | Lace Fabric/Knit Fabric/Sheer Lace Fabric

Windsor Sweet Look Eyelet Knit Skater Dress in White
(10) 4.3 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

Spring Forward Strappy Back Skater Dress in Yellow
(6) 4.6666665 star rating

Spring forward in the cutest skater dress showcasing a head-turning strappy tie-back and a flattering ruffled mini-length hem that'll swoon everyone! Fit & FeaturesWoven fabric with woven lining, Square neckline with bust tie, Spaghetti straps, Strappy tie-back design, Skater silhouette, Ruffled mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Spring Forward Strappy Back Skater Dress in Yellow | Size: L | Woven Fabric

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