Skater Dresses

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STYLE SPOTLIGHT

Explore 2025 Homecoming Looks

Trendy Denim Jackets

Women's Jumpsuits & Rompers

Skater Dresses That Serve Twirls, Trends & Summer Feels

Windsor’s skater dresses bring all the vibes—whether you’re headed to brunch, a beach vacay, or a semi-formal summer soirée. These fit 'n' flare favorites are your answer to feeling cute and confident with minimal effort. Designed for movement, comfort, and style, our skater dresses flatter every figure and flex for any event—yes, even 2025 homecoming is covered.

From casual days to big party plans, this collection has it all: babydoll dresses, milkmaid necklines, corset bodices, and vacation-ready styles made to catch a breeze. Want soft and feminine? Try ruffled sleeves, lace trims, or a floral skater dress. Craving a little edge? Explore lace-up details, tie straps, and backless styles that keep things flirty. You'll love adjustable fits with molded bra cups for that secure, wear-all-day feel.

Necklines like halter, square, and sweetheart show off your fave accessories, while chiffon fabrics and cute prints keep things light and airy. These skater dresses are just as at home at a sorority event or garden party as they are dressed down with sneakers for an everyday look.

Need a dress that multitasks? Enter the skater romper dress. It gives you that same playful silhouette with the ease of built-in shorts—perfect for spontaneous days that turn into unforgettable nights.

Make room in your closet for the go-to piece that always delivers. Shop Windsor’s skater dresses online, in-store, or in-app to find your next fave fit.

What Is a Skater Dress?

A skater dress is a fit-and-flare style that hugs your bodice and flares out at the waist—perfect for twirling into any occasion. Inspired by figure skaters, this design brings both movement and flattering shape. Whether you’re styling a lace skater dress for a date night or picking a floral style for brunch, this dress hits that sweet spot between dressed-up and effortless.

From homecoming dances to spontaneous summer hangs, the skater dress works wherever your plans take you. Want help picking your look? Check out our blog post Flowy vs. Fitted Homecoming Dresses for some styling tips.

What Makes Skater Dresses So Iconic?

Skater dresses are all about versatility and timeless appeal. They give you that cinched waist moment with a comfy, breezy feel that works for every body type. From tiered hems to floral lace backs, these details make each dress feel fresh while still staying classic. Whether you're styling one for a 2025 homecoming or just want a go-to casual dress, this silhouette is always in style and ready to serve.

  • Darling Drama V-Neck Ruffled Tulle Skater Dress

    Set your aura to darling drama in this tulle skater dress for graduation parties and rehearsal dinners! The charming V-neckline and delicate adjustable spaghetti straps add a touch of romance, while the tiered ruffled skater silhouette and short-length hem create a playful vibe. Complete the look with a sparkly rhinestone handbag.

    This dress brings the drama. Want more? Turn up the volume in a showstopping ruffle prom dress or make a statement in our sleek party dresses.

    Fit & Features

    • Tulle fabric lined with stretchy knit
    • Adjustable spaghetti straps, back zipper and hook-eye closure
    • V-Neckline
    • Tiered ruffled skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3228

    Category Name: Skater Dresses

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Butterfly Princess Square Neck Babydoll Dress

    Charm everyone with this butterfly babydoll dress to bring the whimsical flare! Crafted with sheer tulle and adorned with delicate butterflies and sparkling sequins, this dress features a flattering square neckline,  half length sheer sleeves for an elegant look, and a babydoll fit and flare silhouette with a short-length hem. Complete the look with earrings and heels for a dressy celebration!

    Fit & Features

    • Half length sheer sleeves, square neckline
    • Back zipper and hook-eye closure
    • Babydoll fit and flare silhouette
    • Short-length hem
    • Delicate butterflies, sequin embellishments
    • Sheer tulle fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-3212

    Category Name: Skater Dresses

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Gorgeous Mood Lace Up Floral Chiffon Skater Dress

    Let your style bloom in this gorgeous floral chiffon skater dress for showers or graduation parties! Perfect for any occasion, the sheer peasant sleeves and lace-up bodice add a touch of feminine charm. The stretchy smocked back and skater silhouette create a flattering look, and the short-length hem is ideal for showing off your legs. Complete the look in strappy sandals.

    Fit & Features

    • Floral print, chiffon fabric lined with woven
    • Lace up
    • Back zipper and hook-eye closure
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3210

    Category Name: Skater Dresses

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropical Blooms Floral Ruffle Chiffon Skater Dress

    Let this tropical floral skater dress bloom into your summer lineup! With a sweetheart neckline featuring delicate ruffle trim, adjustable spaghetti straps and padded bra cups, this skater silhouette will flatter your figure. The mini-length hem adds a flirty touch to this tropical floral printed chiffon dress. Complete the look with a crossbody purse and sandals!

    Fit & Features

    • Tropical floral print
    • Chiffon fabric with woven lining, no stretch
    • Sweetheart ruffle trim neckline
    • Padded bra cups
    • Adjustable spaghetti straps
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3204

    Category Name: Skater Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Crush On You Sleeveless V-Neck Skater Dress

    Everyone will end up with a crush on you in this sleeveless skater dress perfect for beach days or backyard parties! This playful dress features adjustable drawstring shoulder straps and a flattering V-neckline and back design. The fitted waist and skater silhouette create a feminine and flirty look along the short-length hem. Complete the look in heeled sandals.

    Fit & Features

    • Gauze woven fabric lined with stretchy knit
    • Adjustable drawstring shoulder straps
    • V-Neckline and back
    • Fitted waist, skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5500

    Category Name: Skater Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • A Sweet Look Sleeveless Ruffled Skater Dress

    A sweet skater dress for showers or brunch! With its romantic sweetheart neckline and bust tie, you'll feel so flirty. The adjustable spaghetti straps allow for a perfect fit while the ruffled skater silhouette and short-length hem add a touch of playful charm. The partially smocked back offers added stretch. Complete the look with a heart necklace and sandals.

    Fit & Features

    • Gauze woven fabric with stretchy knit lining
    • Sweetheart neckline, bust tie
    • Adjustable spaghetti straps
    • Stretchy smocked back
    • Ruffled skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5499

    Category Name: Skater Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All About Floral Sweetheart Crepe Skater Dress

    Sweet and sassy, this floral skater dress is a must-have for your wardrobe! Featuring a trendy sweetheart neckline and adjustable spaghetti straps, this dress is perfect for any spring or summer occasion. Its skater silhouette and short-length hem will have you twirling all day, while the playful floral print will make you stand out in style! Complete the look with hoop earrings.

    Fit & Features

    • Floral print
    • Stretchy crepe fabric, knit lining at the bust
    • Sweetheart neckline
    • Adjustable spaghetti straps
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3196

    Category Name: Skater Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Day Dream Lace Up Eyelet Skater Dress

    Make your garden party daydream come true in this floral eyelet skater dress! This playful skater dress features a sweetheart neckline, spaghetti straps, and a lace-up back for a flirty touch. Its skater silhouette and short-length hem make it perfect for twirling! Complete the look with teardrop earrings and a bracelet.

    Fit & Features

    • Floral print, eyelet woven lined fabric, no stretch
    • Sweetheart neckline
    • Spaghetti straps
    • Lace-up back
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3197

    Category Name: Skater Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Graceful Presence Sweetheart Floral Skater Dress

    Have a graceful presence in this floral skater dress at showers or graduations! A charming dress with a sweetheart neckline and tie spaghetti straps, the skater silhouette flatters your figure, while the short-length hem adds a playful touch. Complete the look in wedge sandals.

    Fit & Features

    • Floral print, woven fabric lined with stretchy knit
    • Tie spaghetti straps
    • Sweetheart neckline
    • Back zipper and hook-eye closure
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3194

    Category Name: Skater Dresses

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Spring Has Sprung Floral Woven Skater Dress

    Let your beauty bloom in this adorable floral woven skater dress! The lightweight lined woven fabric is accented with a dainty floral print for the sweetest allure. The short dress features a sleeveless sweetheart neckline with a padded bust and structured underwire for support. The corset-style bodice will snatch your waist and highlight your bust with a tie-front detail. The thin smocked shoulder straps lead to a smocked back design for added stretch with a zipper closure. The high waist flows out to a short skater skirt with a trendy bubble hem and a fit and flare silhouette. Pair with platform heels for the cutest party look!

    Fit & Features

    • Floral woven fabric with knit lining, minimal stretch
    • Sleeveless sweetheart neckline, padded bust with underwire
    • Thin tank shoulder straps
    • Smocked back design, zipper and hook and eye closure
    • Corset bodice, tie-front detail, high waist seam
    • Short skater skirt with bubble hem, fit and flare silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3187

    Category Name: Skater Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Radiant Vacay V-Neck Floral Chiffon Skater Dress

    Twirl your problems away on vacay in this radiant floral chiffon skater dress! The sheer peasant long sleeves, V-neckline, and corset-inspired bodice add a touch of romance, while the skater silhouette and ruffled hem bring a playful charm. Perfect for any occasion, from vacation to brunch! Complete the look in cute wedge sandals and sunnies.

    Fit & Features

    • Floral print, chiffon fabric lined with woven fabric
    • Keyhole back with button closure
    • Skater silhouette
    • Ruffled short-length hem
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05101-3186

    Category Name: Skater Dresses

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Divine Cutie Tie-Back Ruffled Skater Dress

    You'll look positively cute and divine in this short skater dress at brunch or graduations! Designed with a flattering square neckline, adjustable spaghetti straps for the perfect fit, and a tie-back design, this dress is perfect for every girlie. The skater silhouette and ruffled layer add a playful touch, while the short-length hem offers comfort and versatility. Complete the look in strappy mules.

    Fit & Features

    • Airy woven fabric, sewn-in knit lining
    • Adjustable spaghetti straps
    • Ruffled
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5733

    Category Name: Skater Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adorable Confidence Floral Jacquard Skater Dress

    Let everyone know you've got the perfect style in this floral jacquard skater dress! Crafted from a jacquard floral embroidery, this dress exudes chic vibes. The ruffle trim sweetheart neckline and tie spaghetti straps add a touch of femininity, while the flexible boning ensures a perfect fit. The skater silhouette and short-length hem will have you twirling! Complete the look in strappy heels.

    Fit & Features

    • Floral jacquard embroidery, woven fabric, chiffon lining
    • Tie spaghetti straps
    • Ruffle trim sweetheart neckline
    • Back zipper and hook-eye closure
    • Flexible boning
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3166

    Category Name: Skater Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Awaken Beauty A-Line Lace Short Dress

    Transform into a vision of beauty in this lace short dress at every party! This stunning dress boasts a sleeveless square neckline with a tie, enhancing your feminine charm. The A-line silhouette and short-length hem flatter your figure, while the intricate lace fabric adds a touch of elegance. Complete the look in stiletto mules and a purse!

    Fit & Features

    • Lace fabric lined with stretchy knit
    • Square neckline with tie
    • Wide shoulder straps
    • A-Line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5552

    Category Name: Skater Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Captivating Cutie Eyelet Floral Babydoll Dress

    Captivate everyone with your cuteness in this eyelet floral babydoll dress at parties or brunch! Made with delicate eyelet floral chiffon fabric, this dress is perfect for any occasion.  The puff short sleeves and V-neckline add a touch of playfulness, while the babydoll silhouette and tiered ruffled hem offer a flattering fit. Complete the look in edgy booties.

    Fit & Features

    • Eyelet floral print chiffon fabric lined with stretchy knit
    • Back zipper and hook-eye closure
    • Babydoll silhouette
    • Tiered ruffle short length hem
    • Runs true to size

    Style Number/Barcode: 05101-3144

    Category Name: Skater Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charming Floral Chiffon Lace Trim Skater Dress

    Charm them all with your pretty flair in this breezy floral chiffon lace trim skater dress! Designed with an airy sheer floral chiffon fabric with a dainty eyelash lace trim, this short dress is the effortlessly chic style you need for parties. The bodice is shaped with a sweetheart neckline with ruching at the bust and adjustable spaghetti straps with ruffled flutter sleeves for a sweet feminine vibe. The fitted waist is accented with an open tie-back design, leading to a flowy skater skirt with an A-line silhouette. Complete the look with hoop earrings and espadrille wedges.

    Fit & Features

    • Sheer floral chiffon fabric, woven lining with eyelash lace trim, no stretch
    • Ruched sweetheart neckline
    • Adjustable spaghetti straps with ruffled flutter sleeves
    • Open tie-back design
    • Lower zipper with hook and eye closure
    • A-line fit
    • Runs true to size

    Style Number/Barcode: 05101-3154

    Category Name: Skater Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Think About Me Lace-Up Floral Skater Dress

    Captivate everyone's thoughts in this floral skater dress sure to be the prettiest pick anyone has ever seen! With a square neckline and spaghetti straps, it's perfect for warmer days. The lace-up back and bow tie adds a playful touch, while the skater silhouette and mini-length hem flatter any figure. Complete the look with an adorable hair bow and sunglasses!

    Fit & Features

    • Floral print, woven fabric lined, no stretch
    • Spaghetti straps
    • Square neckline, bow tie
    • Lace-up back
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5490

    Category Name: Skater Dresses

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Whimsical Beauty Strappy Back Textured Knit Skater Dress

    Radiate whimsical beauty in this gorgeous textured knit skater dress perfect for graduations or parties! The sheer textured knit fabric includes a full-length knit lining and offers plenty of stretch. The dress is shaped with a sleeveless square neckline and dual spaghetti straps leading to a bold open back with a cross-back strappy design. The high waist flows out to a short skater skirt with an adorable fit and flare silhouette. Style with hoop earrings and espadrille sandals.

    Fit & Features

    • Sheer textured knit fabric, full-length knit lining
    • Plenty of stretch
    • Square neckline, dual spaghetti straps
    • Open back, cross-back strappy design
    • High waist, short skater skirt
    • Fit and flare silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3142

    Category Name: Skater Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreamy Vibes Long Sleeve Chiffon Skater Dress

    This dreamy long sleeve chiffon skater dress has a flowy silhouette to give you that effortlessly ethereal look! The short dress is crafted with an airy sheer chiffon fabric for a lightweight feel, and includes a partial knit lining for coverage. The bodice is shaped with a V-neckline with a chic pleated surplice design, and the sheer long balloon sleeves have cinched hems. The back features a partially smocked design for added stretch. The high waist seam flows out to a short skater skirt with a fit and flare silhouette and a faux wrap-front design. Complete your outfit with block heels for a bridal shower or birthday party!

    Fit & Features

    • Sheer non-stretch chiffon fabric, partial knit lining
    • V-neckline with pleated surplice design
    • Long unlined balloon sleeves, elastic cinched hems
    • Smocked back, zipper with hook and eye closure
    • High waist seam
    • Short skater silhouette, faux wrap-front design
    • Runs true to size

    Style Number/Barcode: 05101-3139

    Category Name: Skater Dresses

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Flirty Strapless Sequin Glitter Denim Skater Dress

    Keep it flirty and adorable in this strapless sequin denim skater dress! Designed with a textured glitter denim fabric, it is accented with all-over sequin embroidery for a glitzy western vibe. The dress is shaped with a strapless sweetheart neckline with a sculpted bust for a lifted look, leading to a fitted corset bodice with boning for that snatched silhouette. The back features a smocked design for added stretch and a zipper closure for a secure fit. The angled high waist flows out to a short skater skirt with the cutest fit-and-flare silhouette. Complete the look with cowboy boots for a concert or heels for a party!

    Fit & Features

    • Textured glitter denim fabric with sequin embroidery, no stretch
    • Strapless sweetheart neckline, padded bust, no-slip strip
    • Corset bodice, boning, angled high waist
    • Smocked back, zipper with hook and eye closure
    • Short skater skirt
    • Fit-and-flare silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3137

    Category Name: Skater Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Favorite Fleur V-Neck Floral Chiffon Skater Dress

    Give them a twirl in this adorable floral chiffon skater dress at birthdays or graduation parties! Featuring puff short sleeves, a tie front bust, and a stretch smocked empire waist, this dress will hug your curves in all the right places. The skater silhouette and ruffled hem add a playful touch to this flowy chiffon dress. Complete the look with teardrop earrings.

    Fit & Features

    • Floral print, chiffon fabric lined with stretchy knit
    • V-Neckline, tie front
    • Skater silhouette
    • Ruffled hem
    • Runs true to size

    Style Number/Barcode: 05101-3135

    Category Name: Skater Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfectly Stunning Bow Eyelet Lace Skater Dress

    Look perfect in this eyelet skater dress as a stunning bride-to-be, birthday girl, or graduate! With its short puff sleeves and sweetheart neckline, this dress is elegant and playful. The bow tie-back design adds a touch of whimsy while the skater silhouette and short-length hem make it a perfect choice for any event. Complete the look in dainty earrings and heels.

    Fit & Features

    • Eyelet lace fabric lined with stretchy knit
    • Bow tie-back design
    • Back zipper closure
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3129

    Category Name: Skater Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Swing Into The Season Tie-Back Eyelet Skater Dress

    Swing into the season in this charming eyelet skater dress perfect for birthday brunch to day dates! The cap sleeves and sweetheart neckline add a touch of romance, while the padded bra cups provide support. The tie-back design and fitted bodice add a playful twist to the skater silhouette and flirty ruffled short-length hem. Complete the look in strappy platform sandals and a purse!

    Fit & Features

    • Eyelet lace fabric with woven lining
    • Padded bra cups
    • Tie-back closure
    • Skater silhouette
    • Ruffled short-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3121

    Category Name: Skater Dresses

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Flair Ruffled Wrap Chiffon Mini Dress

    This adorable floral chiffon mini dress will bring the flirty flair to your spring parties! Designed with a dainty floral print on lightweight lined chiffon fabric. This mini-length dress features a sleeveless sweetheart neckline with a built-in padded bust, spaghetti straps that lead to an open back with a cross-back strappy design, and a corset-style bodice with a fitted high waist. The A-line silhouette has a faux wrap-front creating the cutest asymmetric ruffled hem. Complete your look with strappy sandals.

    Fit & Features

    • Sheer chiffon fabric with knit lining, minimal stretch, dainty floral print
    • Sleeveless sweetheart neckline, padded bust
    • Spaghetti straps
    • Open back, cross-back straps with tie closure, lower zipper, hook and eye closure
    • Corset bodice, high waist seam
    • Faux wrap-front, asymmetric ruffled hem, A-line fit
    • Runs true to size

    Style Number/Barcode: 05101-3113

    Category Name: Skater Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale