Skater Dresses

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STYLE SPOTLIGHT

Explore 2025 Homecoming Looks

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Women's Jumpsuits & Rompers

Skater Dresses That Flatter, Flirt, and Flow

Fun, flirty, and designed to move with you—Windsor skater dresses are the ultimate go-to for every occasion. With a flattering fit 'n' flare silhouette, these dresses offer all-day comfort, effortless style, and a playful vibe that works from brunch dates to semi-formal nights out. 

Explore an edit of skater dresses featuring standout trends like milkmaid dresses with puff sleeves and sweetheart necklines, corset-inspired bodices, and dainty tie-front details. Looking for something bold? Try backless styles, lace-up accents, or drop waist dresses that bring a little extra edge. You’ll also find dresses with molded cups, smocking, or adjustable straps for the ideal customized fit.

Lightweight chiffon, crepe, and jersey knits give these silhouettes their breezy feel, while prints like florals, plaids, and solids keep things versatile. Mini and midi lengths are both in the mix—perfect for dancing, twirling, or just living your best dressed life. Whether you're styling with sneakers for everyday or pairing with heels and jewelry for something more elevated, Windsor skater dresses have you covered.

Want the look with a little more ease? Try a skater romper dress—same playful energy, but with the comfort of built-in shorts. Ideal for busy days, outdoor events, or spontaneous plans.

Shop Windsor’s full collection of skater dresses online, in-store, or in-app and find fit 'n' flare styles that work every angle, every time.

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.

  • Leia Sleeveless Sequin Party Dress

    Special Occasion

    Showcase a gorgeous shine this Homecoming season in the stunning Leia sleeveless party dress! She features a V-neckline with a padded bust, spaghetti straps, a cross-back lace-up strappy design, a high waist seam, and a short party skirt with a fit and flare silhouette. The lined mesh fabric features all-over iridescent sequin embroidery in a chic scroll pattern. Complete your look with rhinestone statement earrings and embellished heels.

    Fit & Features

    • Sleeveless V-neckline, lightly padded, no bra required
    • Spaghetti straps, cross-back lace-up strappy design, tie closure
    • High waist seam, back zipper and hook-eye closure
    • Short fit and flare silhouette
    • Sheer mesh fabric, full knit lining with moderate stretch
    • Iridescent sequin scroll embroidery
    • Runs true to size

    Style Number/Barcode: 05001-1075

    Category Name: Skater Dresses

    Price: $14.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kendra Lace-Up Sequin Party Dress

    Special Occasion

    Bring the princess vibes to your Homecoming look in the gorgeous Kendra sequin party dress! She features a sleeveless sweetheart neckline with a bustier-style bodice, a padded bust, spaghetti straps, a cross-back lace-up strappy design, a high waist seam, and a short party skirt with a fit and flare silhouette. The lined mesh fabric features all-over sequin embroidery with a stunning iridescent shine in a luxe scroll pattern. Style this dress with rhinestone heels for all the more sparkle.

    Fit & Features

    • Sleeveless sweetheart neckline, bustier-style bodice
    • Padded bust, structured underwire
    • Spaghetti straps
    • Cross-back lace-up strappy design, tie closure
    • Lower back zipper, hook and eye closure
    • High waist seam, short party skirt, fit and flare silhouette
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Iridescent sequin embroidery, scroll pattern
    • Runs true to size

    Style Number/Barcode: 05001-1081

    Category Name: Skater Dresses

    Price: $9.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Isabelle Cutout Sequin Party Dress

    Special Occasion

    Stand out from your squad this Homecoming season in the stunning Isabelle sequin party dress! With her chic details, you'll be sure to catch all the glances. She features a sleeveless V-neckline, adjustable spaghetti straps for a customized fit, and an alluring center cutout at the waist with dual cutouts under the bust. Her high waist flows out to short party skirt with a flowy fit and flare silhouette. The lined mesh fabric features all-over sequin embroidery in a chic scroll pattern. Complete the look with platform heels.

    Fit & Features

    • Sleeveless V-neckline
    • Strapless or adhesive bra recommended
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Center cutout at the waist, dual cutouts under the bust
    • High waist, short party skirt, fit and flare silhouette
    • Sheer mesh fabric, knit lining, moderate stretch
    • Sequin embroidery, scroll pattern
    • Runs true to size

    Style Number/Barcode: 05001-1074

    Category Name: Skater Dresses

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Briar Sleeveless Sequin Party Dress

    Special Occasion

    Effortless and enchanting, showcase your beauty in the Briar sequin party dress this Homecoming season. She features a sleeveless sweetheart neckline with a bustier-style bodice, padded cups, and adjustable spaghetti straps for a customized fit. Her high waist seam flows out to a short party skirt with a fit and flare A-line silhouette. The lined mesh fabric features all-over sequin embroidery in a stunning scroll pattern. Complete the look with gemstone earrings.

    Fit & Features

    • Sleeveless sweetheart neckline, bustier-style bodice
    • Padded cups, no bra required
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • High waist seam, short party skirt
    • Fit and flare A-line silhouette
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Sequin embroidery, scroll pattern
    • Runs true to size

    Style Number/Barcode: 05001-1082

    Category Name: Skater Dresses

    Price: $19.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Julianna Sleeveless Sequin Party Dress

    Special Occasion

    Showcase your sweet side with a pretty sparkle in the Julianna sleeveless party dress! She features a square neckline, spaghetti straps, a cross back lace-up strappy design, a high waist seam, and a short party skirt with a fit and flare silhouette. The lined mesh fabric features all-over sequin embroidery in a chic scroll pattern. Complete the look with rhinestone chandelier earrings and embellished heels.

    Fit & Features

    • Sleeveless square neckline
    • Adhesive bra recommended
    • Spaghetti straps
    • Open back, cross-back lace-up strappy design, tie closure
    • High waist seam, short party skirt, fit and flare silhouette
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Sequin embroidery, scroll pattern
    • Runs true to size

    Style Number/Barcode: 05001-1076

    Category Name: Skater Dresses

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Spring Into Floral Chiffon Skater Dress

    Transition your winter blues into fresh spring florals! This breezy chiffon skater dress is perfect for dressy brunches or engagement parties. It features a surplice V-neckline, sheer peasant sleeves, a tie-back belted waist, and a tiered ruffle short-length hem with an adorable ditsy floral print. Complete the look in lace-up heels.

    Fit & Features

    • Surplice V-neckline
    • Sheer peasant sleeves 
    • Tie-back belted waist, back zipper and hook-eye closure
    • Skater, fit and flare silhouette
    • Tiered ruffle short-length hem
    • Ditsy floral print, chiffon fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-1711

    Category Name: Skater Dresses

    Price: $5.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shayna Lace-Up Skater Party Dress

    Special Occasion

    The charming Shayna short party dress brings that modern 50s-inspired vibe to every dressy banquet or event gala! She features a sleeveless sweetheart neckline, a lightly padded bust, flexible boning inserts along the bodice, and thin shoulder straps that lead to her lace-up back with hidden zipper closure. Her high waist seam gently flares out into the pleated, skater silhouette with hidden side pockets for keeping your hands warm. The formal dress is composed of woven satin fabric with tulle and woven lining with no stretch. Complete your dressy look in strappy heels and a bracelet.

    Fit & Features

    • Sleeveless sweetheart neckline, thin shoulder straps
    • Lightly padded bust, bra optional
    • Lace-up back, hidden zipper closure
    • High waist seam, hidden side pockets
    • Pleated, short skater silhouette
    • Woven satin fabric, tulle, and woven lining, no stretch
    • Fits true to size

    Style Number/Barcode: 05001-1058

    Category Name: Skater Dresses

    Price: $19.97 $139.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sabina Sequin Mesh Party Dress

    Special Occasion

     You'll be the hit of the night in the captivating Sabina party dress decorated with shimmering sequins for a major glow! She features a sleeveless cowl neckline, sleek bungee spaghetti straps that cross in the back, an empire waistband, and a short skater silhouette. The formal dress is composed of a sequin-embroidered mesh fabric with a knit lining and minimal stretch. Complete your dressy look in strappy heels and a clutch.

    Fit & Features

    • Sleeveless cowl neckline, bungee spaghetti straps
    • Strapless or adhesive bra friendly
    • Back zipper closure, empire waistband
    • Skater silhouette
    • Short-length hem
    • Sequin-embroidered mesh, knit lining, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05001-1050

    Category Name: Skater Dresses

    Price: $14.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Gabriella Floral Mesh Party Dress

    Special Occasion

    Whimsical and chic, the Gabriella floral mesh party dress will bring the flirtatious vibes. She features a sleeveless sweetheart neckline with a built-in padded bust, a corset-designed bodice with a sheer waist, adjustable spaghetti straps for a customized fit, a high waist seam, and a short party skirt with a fit and flare silhouette. The dress is composed of a lined sheer mesh fabric with an all-over embroidered floral print design. Style with platform heels.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Built-in padded bust
    • Corset-designed bodice, flexible boning, sheer waist
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • High waist seam, short party skirt, fit and flare silhouette
    • Sheer mesh fabric, partial knit lining, minimal stretch
    • Embroidered floral print design
    • Runs true to size

    Style Number/Barcode: 05001-1042

    Category Name: Skater Dresses

    Price: $19.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stacie Glitter Skater Party Dress

    Special Occasion

    Radiate sparkle with every step on the Stacie glitter party dress made to shine all night! She features an eye-catching, cutout one-shoulder neckline with dual adjustable straps, princess seams along the bodice, a high waist seam, hidden side pockets to keep your hands warm, and a skater-style short-length skirt. The formal dress is composed of a metallic sherri glitter woven fabric with partial lining and no stretch. Complete your dressy look in stiletto mules and a clutch.

    Fit & Features

    • Sleeveless, cutout one-shoulder neckline
    • Dual adjustable straps, back zipper closure
    • Strapless or adhesive bra recommended
    • Princess seam bodice, high waist seam, hidden side pockets
    • Skater-silhouette, short-length hem
    • Sherri glitter woven fabric, partial lining, no stretch
    • Fits true to size

    Style Number/Barcode: 05001-1046

    Category Name: Skater Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mackenzie Floral Satin Party Dress

    Special Occasion

    Sweet and chic, the Mackenzie floral satin party dress is perfect for dancing the night away. She features a strapless square neckline with a built-in padded bust, adjustable spaghetti straps that are included, a high waist seam, hidden side pockets, and a short pleated party skirt with a fab fit and flare silhouette. The smooth satin woven fabric has a pretty metallic floral print. Style this look with platform heels.

    Fit & Features

    • Strapless square neckline, structured flexible boning at the bodice
    • Padded bust, no bra required
    • Adjustable spaghetti straps included
    • Back zipper, hook and eye closure
    • High waist seam, hidden side pockets, pleating
    • Short party skirt, fit and flare silhouette
    • Woven satin fabric, knit lining, minimal stretch, metallic floral print
    • Runs true to size

    Style Number/Barcode: 05001-1041

    Category Name: Skater Dresses

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lisa Sequin V-Neck Party Dress

    Special Occasion

     For a look that glows, reach for the Lisa party dress for homecoming or the next formal event! She features a sleeveless v-neckline with adjustable spaghetti straps, a front v-notch wire insert, a high-waist seam, and a short skater silhouette. The formal dress is composed of a delicate sequin-knit mesh fabric with lining and minimal stretch. Complete your dressy look in a princess tiara and heels.

    Fit & Features

    • Sleeveless v-neckline, adjustable spaghetti straps
    • Strapless or adhesive bra recommended
    • Front v-notch wire insert, back zipper closure
    • High-waist seam
    • Short, skater silhouette
    • Sequin-knit mesh fabric, lining, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05001-1047

    Category Name: Skater Dresses

    Price: $14.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lucia Metallic Lace Party Dress

    Special Occasion

    You'll be the center of attention in the stunning Lucia party dress! She features a sleeveless scoop neckline with a padded bust and a structured bodice, adjustable spaghetti straps, and an alluring open back with a lace-up strappy design for a customized fit. Her high waist seam flows out to a short party skirt with a fit and flare silhouette. The lined lace fabric features a metallic thread woven throughout. Style this dress with glitzy earrings.

    Fit & Features

    • Sleeveless scoop neckline
    • Padded bust, structured bodice, flexible boning
    • Adjustable spaghetti straps, open back, lace-up strappy design, tie closure
    • High waist seam, lower back zipper, hook and eye closure
    • Short party skirt, fit and flare silhouette
    • Sheer lace fabric, metallic thread woven throughout
    • Full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-1043

    Category Name: Skater Dresses

    Price: $19.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Emme Satin Party Dress
    Twirl the night away in the flirty Emme satin party dress! She features a sleeveless V-neckline, adjustable spaghetti straps for a customized fit, a high waist, cute side pockets, and a short skater skirt with a fit and flare silhouette. Complete your look with rhinestone statement earrings and strappy heels.

    Style Number/Barcode: 05001-0152

    Category Name: Skater Dresses

    Price: $29.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Give A Twirl Linen Skater Dress

    Have your twirl-worthy moment in this linen skater dress perfect for casual parties! It features three-quarter-length puff sleeves with ruffled hems, a square neckline, a babydoll-style seam, a flirty open-back with an elasticized lattice strap, and a short-length hem with a flared-out skater silhouette. Complete the look in this skater dress with strappy stiletto heels.

    Fit & Features

    • Three-quarter-length puff sleeves, ruffled elastic cinched hems
    • Square neckline
    • Babydoll style seam
    • Open-back, elasticized lattice strap
    • Short skater silhouette
    • Plaid linen fabric, lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4717

    Category Name: Skater Dresses

    Price: $5.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek And Flirty Satin Skater Dress

    Sleek and flirty, this smooth satin skater dress is a stunning choice. It features a sleeveless cowl neckline with pleated detailing, spaghetti straps, and an open-back lace-up design. The high waist seam flows out to a short skater skirt with hidden side pockets perfect for keeping your hands warm. Style this dress with sparkly rhinestone earrings.

    Fit & Features

    • Sleeveless cowl neckline, pleated detailing
    • Spaghetti straps
    • Open back, lace-up design, tie closure
    • High waist seam, short skater skirt
    • Hidden side pockets
    • Luxe satin knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1724

    Category Name: Skater Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Feels Halter Skater Dress

    Feel flirty in floral! This adorable halter skater dress will add funky freshness to your summer lineup. It features a sleeveless smocked bodice, open-back with elasticized lattice straps, and a flowy short-length hem. Complete the look in strappy heels for a birthday brunch.

    Fit & Features

    • Sleeveless, halter neck, tie closure
    • Smocked bodice
    • Open-back, elasticized lattice straps
    • Skater silhouette
    • Flowy short-length hem
    • Floral print, non-stretch woven fabric, knit lining
    • Fits true to size

    Style Number/Barcode: 05102-4707

    Category Name: Skater Dresses

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Twirl All Day Linen Skater Dress

    You'll be twirling all day in this linen skater dress perfect for a day date or Sunday brunch! It features a sleeveless, square neck, adjustable spaghetti straps, fitted bust, open-back with an elasticized band, and a flowy short hem. Complete the look in PVC strap heels.

    Fit & Features

    • Sleeveless, square neck, adjustable spaghetti straps
    • Fitted bust
    • Open-back, elasticized band
    • Flowy skater silhouette
    • Short length hem
    • Linen woven fabric, knit lining, no stretch
    • Fits true to size

    Style Number/Barcode: 05101-1667

    Category Name: Skater Dresses

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Feels Satin Skater Dress

    Bring the fliratious vibes this Homecoming season in this adorable satin skater dress! It features a sleeveless sweetheart neckline with a padded bust, spaghetti straps, a corset-designed bodice, a high waist seam, and a short party skirt with a fit and flare silhouette you can twirl in all night long. Style with embellished heels and a glitzy clutch.

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust
    • Spaghetti straps
    • Corset-designed bodice
    • Fitted high waist seam
    • Short party skirt, fit and flare silhouette
    • Smooth satin knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1663

    Category Name: Skater Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bright Night Glitter Skater Party Dress

    Your night will be bright in this sparkling glitter party dress perfect for a date night or dinner party! It features a sleeveless V-neckline, spaghetti straps, a flattering skater silhouette, and a short-length hem. Complete the look in dazzling heels and jewelry!

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Skater silhouette
    • Short-length hem
    • Glitter knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1658

    Category Name: Skater Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fine Lines Chambray Skater Dress

    Flirty and fine! Look and feel effortlessly cute in this chambray striped skater dress featuring a sleeveless, v-neck, ruffled trim, and a babydoll-style seam that leads to the flowy short-length hem. Complete the look in braid strap mules.

    Fit & Features

    • Sleeveless, v-neck, ruffled trim
    • Babydoll-style seam
    • Flowy short-length hem
    • Chambray striped fabric, lining, no stretch
    • Back keyhole accent, button closure
    • Fits true to size

    Style Number/Barcode: 05102-4602

    Category Name: Skater Dresses

    Price: $19.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Muse Chiffon Skater Dress

    Showcase your effortless beauty in this airy chiffon skater dress. It features a sweetheart neckline with ruffled trim and a pleated bust, long bishop sleeves, a fitted high waistband, and a tiered skater skirt with a short hem and a fit and flare silhouette. Style this skater dress with your fave mules.

    Fit & Features

    • Sweetheart neckline, ruffled trim, pleated bust
    • Long sheer bishop sleeves, cinched hems
    • Smocked back design, fitted high waistband
    • Fit and flare silhouette
    • Tiered skater short-length skirt
    • Chiffon fabric fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-1650

    Category Name: Skater Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Twirl-Worthy Moment Skater Dress

    Get ready to have a total twirl-worthy moment in this adorable skater dress. It features a sleeveless square neckline, spaghetti straps that lead to a lace-up back design, a high waist seam, and a short skater skirt with a flirty fit and flare silhouette. Style this dress with your fave platform heels.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Cross-back, lace-up design, tie closure
    • High waist
    • Short skater skirt, fit and flare silhouette
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4578

    Category Name: Skater Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Whimsy Charm Swiss Dot Skater Dress

    A little bit whimsy with a whole lot of charm! This swiss dot skater dress was made for a day out. It features long peasant sleeves, a crew neck, a back keyhole with button closure, and a flared short skirt. Complete the look in cute mules.

    Fit & Features

    • Long peasant sleeves
    • Crew neck
    • Back keyhole with button closure
    • Flared short skirt
    • Swiss dot woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-1643

    Category Name: Skater Dresses

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale