Skater Dresses

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STYLE SPOTLIGHT

Explore 2025 Homecoming Looks

Trendy Denim Jackets

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 night 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.

  • Spin Me Around Velvet Mini Dress

    Soft velvet, major flirt factor. This halter skater dress features a plunging v-neckline and ruffled mini hem that’s made to twirl you from dinner to the dance floor.

    Fit & Features

    • Velvet-lined fabric, moderate stretch
    • Halter V-neckline, spaghetti strap tie
    • Drop waist seam
    • Skater silhouette
    • Tiered ruffle mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000578

    Category Name: Skater Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: BLACK

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

  • Chic Charm Lace Trim Skater Dress

    Chic but never boring, this skater dress levels up with lace trim that peeks out just enough. The flirty fit-and-flare silhouette makes it a must for every RSVP on your calendar.

    Fit & Features

    • Crepe fabric, moderate stretch
    • Sleeveless scoop neckline, curved underbust seam
    • Adjustable spaghetti straps
    • Back zipper closure
    • Pleating
    • Mini-length skater silhouette, sheer lace trim
    • Runs true to size

    Style Number/Barcode: 05101-000129

    Category Name: Skater Dresses

    Price: $52.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flirty Energy Ruffle Skater Dress

    Playful yet sultry, this ruffle skater dress brings flirty energy with every move. The strappy open back and layered ruffled hem make it the perfect go-to for nights out or weekend plans.

    Fit & Features

    • Knit fabric
    • Sleeveless plunging V-neckline, bar strap detail
    • Tie-back halter spaghetti straps
    • Open back, lower tie-back spaghetti straps
    • Drop waist, tiered ruffled design
    • Mini-length skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000284

    Category Name: Skater Dresses

    Price: $34.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bloom Babe Floral Jacquard Strapless Skater Dress

    All eyes on you—this strapless skater dress is the perfect RSVP-ready look. The luxe floral jacquard fabric adds texture and drama, while the fit keeps it flirty and fun.

    Fit & Features

    • Floral jacquard woven fabric
    • Strapless straight-across neckline, fold-over design
    • Open lace-up back, lower zipper closure
    • Short skater silhouette
    • Pleating
    • Runs true to size

    Style Number/Barcode: 05101-000155

    Category Name: Skater Dresses

    Price: $49.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lilianna Floral Chiffon Ruffle Skater Dress

    Special Occasion

    Light and full of movement, the Lilianna floral chiffon skater dress enchants with a sweetheart neckline with a beaded floral applique, corset-inspired bodice, and layered ruffle skirt. It’s the perfect blend of flirty and chic for an unforgettable evening.

    Fit & Features

    • Sheer chiffon fabric, woven lining with structured skirt, no stretch
    • Floral print
    • Strapless sweetheart neckline, no-slip strip, padded bust
    • Sheer tulle and floral embroidered applique, beaded embellishments
    • Pleated cowl neck overlay, corset bodice, flexible boning, back zipper with hook-eye closure
    • Tiered ruffled design, short skater silhouette
    • Runs true to size

     

    Where to Wear:

    Homecoming, birthday celebrations, dinner parties, graduations, and formal brunch parties.

    Style Number/Barcode: 05001-000286

    Category Name: Skater Dresses

    Price: $119.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: XS, S

    Product Badge:
    • Ships Free
  • Sweet Intentions Ponte Skater Dress

    With a flattering sweetheart neckline and a flirty, flared skirt, this skater mini dress is perfect for date nights, weddings, or a chic celebration.

    Fit & Features

    • Smooth ponte knit fabric, knit lining
    • Sweetheart neckline, padded bra cups
    • Wide shoulder straps
    • Back zipper and hook-eye closure
    • Skater silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000475

    Category Name: Skater Dresses

    Price: $56.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XXS, XS

  • Stylish Charm Strapless Skater Dress

    The kind of mini dress that makes an entrance feel effortless. With a sleek strapless fit and twirl-ready skater silhouette, it’s equal parts chic and playful.

    Fit & Features

    • Scuba knit fabric, moderate stretch
    • Strapless straight-across neckline, fold-over design
    • Back zipper closure
    • Pleating
    • Mini-length skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000345

    Category Name: Skater Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: M

  • Sweetheart Ruffle Lace Up Skater Dress

    Soft, sweet, and a little sultry—this skater dress charms with flirty off-shoulder ruffles and a lace-up back. The fitted bodice flows into a twirl-worthy skirt, making it perfect for date nights or daytime parties.

    Fit & Features

    • Chiffon-lined fabric
    • Cold shoulder sweetheart neckline, ruffled trim
    • Halter spaghetti strap
    • Lace-up back design
    • Fitted bodice with corset detailing
    • Skater short-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000676

    Category Name: Skater Dresses

    Price: $38.90

    Availability: In Stock

    Available Color: PINK

    Available Size: S, M, L

  • Wrapped Up Cute Off-The-Shoulder Dress

    Serving soft girl vibes with a flirty edge, this off-the-shoulder sweater dress hugs just right. Perfect for latte runs, weekend plans, or anytime you want cozy and cute in one move.

    Fit & Features

    • Soft cable knit fabric with stretch
    • Off-the-shoulder folded neckline
    • Fitted long sleeves
    • Skater silhouette
    • Short-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000153

    Category Name: Skater Dresses

    Price: $42.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flirt Factor Belted Denim Dress

    From brunch to concert nights, this strapless denim dress delivers instant style. The cinched belt and playful skater skirt keep the vibe equal parts sweet and sassy.

    Fit & Features

    • Denim fabric
    • Strapless neckline
    • Back zipper closure
    • Belted waist
    • Form-hugging bodice
    • Skater mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000207

    Category Name: Skater Dresses

    Price: $62.90

    Availability: In Stock

    Available Color: DENIM

    Available Size: XS, S, M, L

  • Can’t Look Away Halter Mini Dress

    From the plunging neckline to the flouncy ruffles, this halter mini dress is designed to turn heads and keep them there.

    Fit & Features

    • Flocked velvet pattern, lined fabric
    • Halter plunge neckline
    • Skater silhouette
    • Tiered ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000396

    Category Name: Skater Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: BLACK

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

  • Flirty Nights Flocked Floral Velvet Skater Dress

    The kind of mini dress that makes you skip the “what should I wear” spiral. Soft velvet florals meet a flirty skater fit that’s ready for every RSVP.

    Fit & Features

    • Sheer mesh fabric with knit lining, high stretch
    • Velvet flocked floral pattern
    • Strapless straight-across neckline
    • Ruching
    • Drop waist
    • Short skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000369

    Category Name: Skater Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: WINE

    Available Size: S, M, L

  • Forever Yours Lace Long Sleeve Skater Dress

    Romance with a little edge—this lace skater dress is pure drama in the best way. Sheer long sleeves and a flirty A-line fit keep it chic and playful, ready for any RSVP.

    Fit & Features

    • Sheer lace fabric with partial knit lining, moderate stretch
    • Sweetheart neckline, twisted bust design
    • Sheer long fitted sleeves
    • V-shaped waist seam
    • Tiered ruffle design
    • Mini-length skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000630

    Category Name: Skater Dresses

    Price: $52.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Best Seller
  • Tie It With a Bow Skater Dress

    All eyes on the back—this mini dress brings the drama with a bold oversized bow. The square neckline and fit-and-flare skater silhouette keep it chic in the front, while the open bow detail makes it unforgettable for date nights to dressy celebrations!

    Fit & Features

    • Poplin woven fabric
    • Square neckline
    • Wide adjustable shoulder straps
    • Back bow tie
    • Skater silhouette
    • Flared mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000476

    Category Name: Skater Dresses

    Price: $52.90

    Availability: In Stock

    Available Color: RED

    Available Size: M

  • Sweet And Flirty Velvet Ruffle Skater Dress

    Your night-out go-to just leveled up. This velvet skater dress hugs at the top, flares at the hem, and brings that flirty halter vibe that always feels on trend.

    Fit & Features

    • Velvet fabric, moderate stretch
    • Sleeveless V-neckline, surplice design
    • Tie-back halter straps, partially open back
    • Ruched waist
    • Tiered ruffle design
    • Short skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000182

    Category Name: Skater Dresses

    Price: $34.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Give A Toast Velvet Bow Skater Dress

    Ring in the night with luxe velvet and a statement bow back. This strapless mini dress was made for raising a toast to how chic you look!

    Fit & Features

    • Velvet fabric
    • Strapless satin neckline
    • Low back with bow
    • Skater silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000439

    Category Name: Skater Dresses

    Price: $52.90

    Availability: In Stock

    Available Color: NAVY

    Available Size: XXS, XS, S, M

  • Winslow Off-The-Shoulder Skater Dress

    Special Occasion

    Romantic, refined, and made to twirl—the Winslow skater dress brings timeless charm to the modern moment. Crafted from jacquard woven fabric with an off-the-shoulder neckline and flared skater silhouette, it’s the definition of effortless elegance in motion.

    Fit & Features

    • Jacquard woven fabric, tulle and woven linings
    • Off-the-shoulder neckline, padded bra cups
    • Back zipper and hook-eye closure
    • Drop waist seam
    • Skater silhouette
    • Short-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, rehearsal dinners, engagement parties, fancy brunches, birthdays, date nights, dressy dinner parties, nights at the theatre

    Style Number/Barcode: 05001-000434

    Category Name: Skater Dresses

    Price: $69.90

    Availability: In Stock

    Available Color: WINE

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

    Product Badge:
    • Best Seller
  • Tracey Velvet Button Skater Dress

    Special Occasion

    Made for your slow-spin moment under the lights, the Tracey velvet dress blends corset-inspired structure with soft velvet movement. The wired sweetheart neckline, covered button front, and flared mini skirt create a look that feels both vintage-glam and effortlessly current—your go-to for any night worth remembering.

    Fit & Features

    • Luxe velvet fabric, sewn-on lining
    • Square neckline, wired notch accent, padded bra cups
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Skater silhouette, hidden side pockets
    • Mini-length hem
    • Runs true to size

     

    Where to Wear:

    Holiday party, cocktail soiree, wedding guest, semi-formal event, birthday dinner, celebratory night out, glam date night, formal dances

    Style Number/Barcode: 05001-000526

    Category Name: Skater Dresses

    Price: $69.90

    Availability: In Stock

    Available Color: NAVY

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

  • Corrine Velvet Bow Strap Skater Dress

    Special Occasion

    Playful yet polished, the Corrine short dress brings a touch of flirtation to your evening lineup. Crafted from luxe velvet with bow-tied shoulder straps and a softly flared mini skirt, this look moves with you—whether you’re toasting at dinner or twirling on the dance floor.

    Fit & Features

    • Luxe velvet fabric lined with tulle and stretchy knit
    • High square neckline
    • Bow accent shoulders
    • Low-cut back detail, zipper and hook-eye closure
    • Skater silhouette
    • Short-length hem
    • Runs true to size

     

    Where to Wear:

    Holiday party, weddings, cocktail soiree, birthday dinners, special date nights, rehearsal dinners, engagement parties, nights at the theatre

    Style Number/Barcode: 05001-000540

    Category Name: Skater Dresses

    Price: $69.90

    Availability: In Stock

    Available Color: ROYAL

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

  • Fierce Edit Leopard Ruffle Mini Dress

    For nights when you’re feeling bold, this one does all the talking. A faux leather, corset-inspired bodycon dress with a flirty leopard ruffle hem—equal parts fierce and flirt. It’s the outfit version of “don’t wait up.”

    Fit & Features

    • Faux leather-lined fabric, minimal stretch
    • Strapless sweetheart neckline, non-slip grip lining
    • Back zipper and hook-eye closure
    • Corset-inspired fitted bodice
    • Drop waist seam
    • Leopard print mesh ruffle mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000480

    Category Name: Skater Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Love Spell Velvet Mini Dress

    Flirty, soft, and ready for the spotlight. This velvet halter mini dress features a ruched bodice and tiered skater skirt that moves effortlessly with you—made for date nights, cocktail parties, and every glam moment in between.

    Fit & Features

    • Luxe stretch velvet fabric
    • Halter neckline with surplice bust
    • Fitted bodice with ruched detail
    • Tiered skater-style mini skirt
    • Runs true to size

    Style Number/Barcode: 05101-000183

    Category Name: Skater Dresses

    Price: $34.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Caught In The Wild Leopard Mini Dress

    Go wild with it. This leopard mesh mini dress serves flirty movement and fierce energy with its ruched bodice, tiered skirt, and curve-hugging fit that’s made to stand out.

    Fit & Features

    • Sheer leopard mesh fabric with stretch lining
    • V-neckline
    • Spaghetti straps
    • Fitted bodice with ruched detailing
    • Tiered ruffle skater silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000318

    Category Name: Skater Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: BROWN

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

  • Love Spell Lace Skater Dress

    Flirty with a touch of vintage romance. This lace corset mini flatters every curve with a sweetheart neckline and flared skater skirt—made for date nights, parties, or whenever you want all eyes on you.

    Fit & Features

    • Lace-lined fabric, flocked velvet trims, attached panty lining
    • Strapless sweetheart neckline, bust lining
    • Corset-inspired sheer bodice, flexible boning
    • Back zipper and hook-eye closure
    • Ruffled skater silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000263

    Category Name: Skater Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

  • Blue Crush Denim Halter Skater Dress

    Meet your new denim obsession. This square neck halter mini dress serves curve-hugging confidence with belted detailing and flirty side cutouts made for catching glances.

    Fit & Features

    • Stretch denim fabric, knit panty lining
    • Adjustable belted halter square neckline, foldover accent
    • Back zipper and hook-eye closure
    • Side waist cutouts
    • Front seam detailing
    • Skater short-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000241

    Category Name: Skater Dresses

    Price: $52.90

    Availability: In Stock

    Available Color: DENIM

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival