Summer Dresses

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Summer Dress Edit: Breezy Styles For Sun-Soaked Plans

Slide into the season with lightweight summer dresses built for endless sunshine. Breezy casual dresses and flirty sundresses in linen, cotton, and chiffon pack easily for beach days and weekend getaways.

Pick playful summer bridesmaid dresses and elegant summer formal dresses in midi and maxi lengths, featuring ruffle trims, tie‑front bodices, and exclusive prints in coral, sage, and pastel palettes. Fun minis and romper dresses add a pop of color for after‑dark plans or brunch dates.

Embrace vacation vibes with flowy beach dresses and vacation dresses sporting mesh panels, peek‑a‑boo cutouts, and high slits. Opt for breezy maxi dresses with tiered layers or chic wrap silhouettes that move with you from poolside to sunset cocktails.

Need some outfit inspo? Check out our Fashion Blog highlighting sultry summer looks styled head-to-toe in Windsor: Sexy Summer Dresses or the 10 Best Midis for Summer.

Ready to refresh your warm‑weather wardrobe? Explore Windsor’s full edit of summer dresses—online, in‑app, or at your nearest Windsor store. Your new sunny‑day staple awaits!

  • Jet Set For Sun Strapless Tropical Midi Dress

    Jet set for fun under the sun in this tropical midi dress for endless compliments while on vacation! The midi-length dress features a strapless neckline, a form-hugging silhouette, a flirty side slit and asymmetrical hem, and an adjustable side drawstring so you customize the style. Complete the look in sandals for a sunset dinner!

    Fit & Features

    • Strapless neckline
    • Form-hugging silhouette
    • Adjustable side drawstring, side slit
    • Asymmetrical midi-length hem
    • Tropical print, mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5486

    Category Name: Summer Dresses

    Price: $19.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunny Days Floral Chiffon Skater Dress

    Swing into the sunnier days ahead in this floral chiffon dress! It features a sleeveless square neck, adjustable spaghetti straps, a stretchy smocked bodice, and a tiered ruffle short-length skater silhouette. Complete the look in cute espadrille wedges for a family picnic!

    Fit & Features

    • Sleeveless square neck, adjustable spaghetti straps
    • Stretchy smocked bodice
    • Skater silhouette, tiered ruffles
    • Short-length hem
    • Floral print, airy chiffon, knit lining
    • Runs true to size

    Style Number/Barcode: 05102-4936

    Category Name: Summer Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gorgeous Muse Asymmetrical Midi Dress

    Catch all the glances like the gorgeous muse you are in this printed midi dress! It features a sleeveless V-neckline, adjustable spaghetti straps, a midi-length, asymmetrical hem, a curve-hugging silhouette, and an all-over geometric multi-print pattern. Complete the look with sleek hoop earrings.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Midi-length, asymmetrical hem, ruching down one side
    • Form-fitting silhouette
    • Geometric multi-print pattern
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5302

    Category Name: Summer Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Style In Check Gingham Skater Dress

    Keep your style in check in this flirty gingham skater dress! It features a sleeveless square neck, spaghetti straps, a flattering skater silhouette, and a short-length hem. The dress is designed with an adorable gingham print on brushed knit fabric with a stretchy lining. Complete your look with a statement choker necklace and heels for a party!

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Skater silhouette
    • Short-length hem
    • Gingham print
    • Brushed knit fabric, stretchy lining
    • Runs true to size

      Style Number/Barcode: 05102-5349

      Category Name: Summer Dresses

      Price: $9.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Stunning Standout Marble Print Satin Midi Dress

      You'll be a stunning standout in this silky-satin marble print midi dress! It features a sleeveless sweetheart neckline with a sultry bust seam outline, adjustable spaghetti straps, waist cutouts on each side that lead to an open lower back, and a midi-length hem with a flowy A-line silhouette. The sleek satin-woven fabric features a multi-colored marble print pattern for an eye-catching vibe. Complete your look for happy hour with stilettos.

      Fit & Features

      • Sleeveless sweetheart neckline, bust seam outline
      • Adjustable spaghetti straps, stretchy smocked back panel
      • Dual waist cutouts, lead to an open lower back
      • High waist, hidden side zipper, hook and eye closure
      • Midi-length hem, flowy A-line silhouette
      • Marble print, silky satin-woven fabric, top knit lining, minimal stretch
      • Runs true to size

      Style Number/Barcode: 05101-2892

      Category Name: Summer Dresses

      Price: $44.90

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Ray Of Beauty Ruffled Short Skater Dress

      You'll be a bright ray of beauty in this adorable ruffled short skater dress! It features a V-neckline with a cute tie-front design, a front keyhole cutout, short puff sleeves with a ruffled trim, a high-rise stretchy smocked waist, a short skater skirt with a tiered ruffled design, and a fit and flare silhouette. The lightweight sheer chiffon fabric includes a partial woven lining. Style with hoop earrings and clear mules for a day date!

      Fit & Features

      • V-neckline, tie-front design, front keyhole cutout 
      • Short puff sleeves, ruffled trim
      • High-rise stretchy smocked waist
      • Short skater skirt, tiered ruffled design
      • Fit and flare silhouette
      • Sheer chiffon fabric, partial woven lining, no stretch
      • Runs true to size

      Style Number/Barcode: 05102-5392

      Category Name: Summer Dresses

      Price: $9.97 $52.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Momemt To Marvel Chiffon A-Line Short Dress

      Everyone will take a moment to marvel at you in this breezy chiffon short dress perfect for an afternoon lunch date! Featuring a sleeveless cowl neckline adorned with self-tie spaghetti straps, a flirty low back design, a tie-waist belt, an A-line silhouette, and a short-length hem. The dress is designed with a dreamy marble print on airy chiffon fabric with a woven lining. Complete the look with a chic mini handbag and sandals.

      Fit & Features

      • Sleeveless cowl neckline
      • Self-tie spaghetti stra[s
      • Low-back design, hidden zipper and hook-eye closure
      • Tie-waist belt
      • A-line silhouette, short-length hem
      • Marble printed chiffon fabric, woven lining
      • Runs true to size

      Style Number/Barcode: 05102-5393

      Category Name: Summer Dresses

      Price: $6.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Kiss The Sky Floral Paisley A-Line Dress

      Look sky-high in this adorable floral paisley short dress! This stylish little number features a sleeveless, cowl neckline, crisscross open back, self-tie spaghetti straps that cross along the open back, a flattering A-line silhouette, and a ruffled hem. Complete the look with sassy stiletto heels for a dressy brunch or birthday!

      Fit & Features

      • Sleeveless cowl neckline
      • Self-tie spaghetti straps
      • Crisscross open back, hidden zipper and hook-eye closure
      • A-Line silhouette, short-length ruffle hem
      • Floral paisley print
      • Lined woven fabric, no stretch
      • Runs true to size

      Style Number/Barcode: 05102-5386

      Category Name: Summer Dresses

      Price: $5.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Picking Daisies Chiffon Strappy Skater Dress

      The perfect dress you'll want to pluck from the garden! This dreamy skater dress features adorable puff short sleeves, a square neckline, and pleated bust, a cutout strappy front and back with ties, and a short-length hem on daisy printed chiffon fabric. Complete the look in cute sandals for a family party!

      Fit & Features

      • Puff short sleeves
      • Square neckline, pleated bust
      • Cutout strappy front and back, tie closure
      • Back hidden zipper and hook-eye closure
      • Skater-silhouette, short-length hem
      • Dainty printed chiffon fabric, woven lining, no stretch
      • Runs true to size

      Style Number/Barcode: 05102-5389

      Category Name: Summer Dresses

      Price: $9.97 $52.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Enchanting Romance Floral Chiffon Short Dress

      This airy floral chiffon short dress will make an enchanting entrance on your next date! It features a sleeveless sweetheart neckline with a built-in padded bust, a tie-front design with a small front keyhole cutout, tie-shoulder spaghetti straps, ruffled accents cascading down the dress, a short-length hem, and a flowy A-line silhouette. The blooming floral print chiffon fabric includes a full-length woven lining. Style with clear mules!

      Fit & Features

      • Sleeveless sweetheart neckline, padded bust
      • Tie-front design, small keyhole cutout
      • Tie-shoulder spaghetti straps, gold metal accents
      • High waist seam, hidden back zipper, hook and eye closure
      • Ruffled accents, short-length hem, A-line silhouette
      • Floral print, sheer chiffon fabric, woven lining, no stretch
      • Runs true to size

      Style Number/Barcode: 05102-5390

      Category Name: Summer Dresses

      Price: $9.97 $52.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Work Or Play Ruffle Strap Button Skater Dress

      Work or play, this cotton skater dress is a charming choice for a stroll downtown or a coffee date! It features a sleeveless V-neckline, adorable ruffled straps, a stretchy smocked bodice, a button-down front, and a flattering short-length hem. Complete the look in strappy heels.

      Fit & Features

      • Sleeveless V-neckline
      • Ruffled straps
      • Stretchy smocked bodice
      • Button-down front
      • Skater silhouette, short-length hem
      • Lightweight cotton fabric, woven lining, no stretch
      • Runs true to size

      Style Number/Barcode: 05102-5369

      Category Name: Summer Dresses

      Price: $9.97 $52.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Divine Darling Square Neck Ruffle Mini Dress

      Breeze in looking so darling in this sleeveless mini dress for a day date or dinner party! It features a square neckline, adjustable spaghetti straps, an eye-catching tie-back closure, and a flattering wrap hem with ruffle trim. The dress is composed of an airy woven fabric with a stretchy knit lining. Complete the look with strappy block heels.

      Fit & Features

      • Sleeveless square neckline
      • Adjustable spaghetti straps
      • Tie-back closure
      • Wrap mini-length hem, ruffle trim
      • Airy woven fabric, stretchy knit lining
      • Runs true to size

      Style Number/Barcode: 05101-2860

      Category Name: Summer Dresses

      Price: $9.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Sassy Slit Strapless Midi Sweater Dress

      This comfy midi sweater dress is the perfect blend of cozy and cute! It features a trendy strapless straight-across neckline with an elastic banded hem, ensuring a secure and comfortable fit. The high front slit on the midi-length hem adds a flirty touch to your look. Its form-hugging silhouette enhances your natural curves, while the sweater knit fabric with moderate stretch keeps you snug all day. Complete your look with a pair of sandals for a fabulous and playful outfit.

      Fit & Features

      • Strapless straight-across neckline, elasticized hem
      • Midi-length hem
      • High front slit
      • Form-hugging silhouette
      • Sweater knit fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 06005-1708

      Category Name: Summer Dresses

      Price: $3.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Be Mine Ditsy Floral A-Line Midi Dress

      Make this ditsy floral midi dress be yours for the summer and beyond! It features a sleeveless V-neckline, adjustable spaghetti straps, a trendy tie-back cutout design, and a flattering A-line silhouette, front slit with a frayed trim, and midi-length hem. Complete the look in block heels for a dressy soiree!

      Fit & Features

      • Sleeveless V-neckline, adjustable spaghetti straps
      • Tie-back cutout design
      • Hidden side zipper closure
      • A-line silhouette, front slit, frayed trim
      • Midi-length hem
      • Ditsy floral print, airy woven fabric, short chiffon lining
      • Runs true to size

      Style Number/Barcode: 05102-5320

      Category Name: Summer Dresses

      Price: $26.97 $59.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Isn't She A Beauty Woven Lace Skater Dress

      Let everyone admire your beauty in this woven skater dress! The sassy sweet dress features a sleeveless sweetheart neckline and shoulder straps with delicate sheer lace trim, a front bust tie, and a corset-seam bodice leading to the flowy short-length hem. The airy woven fabric includes a stretchy knit lining. Complete the look with heeled sandals.

      Fit & Features

      • Sleeveless bodice, sheer lace trim
      • Sweetheart neckline, shoulder straps
      • Corset seam bodice, bust tie
      • High waist seam, skater silhouette
      • Flowy short-length hem
      • Airy woven fabric, stretchy knit lining
      • Runs true to size

      Style Number/Barcode: 05102-5439

      Category Name: Summer Dresses

      Price: $9.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Vibrant Getaway Abstract Midi Dress

      This abstract print midi dress was made for your next getaway! It features a sleeveless square neck, spaghetti straps, a bodycon silhouette, side ruched seams, and a flirty asymmetrical side slit along the hem. Complete the look in cute sandals.

      Fit & Features

      • Sleeveless square neck
      • Spaghetti straps
      • Bodycon silhouette, side ruched seams
      • Asymmetrical side slit, midi-length hem
      • Abstract print
      • Smooth knit fabric, bust lining, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05102-5216

      Category Name: Summer Dresses

      Price: $19.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Coastal Vacay Tie-Shoulder Ruffled Short Dress

      This cute and casual ruffled short dress is perfect for a coastal summer vacay! It features a sleeveless scoop neckline, tie-shoulder tank straps, hidden side pockets, a drop waist seam with a ruffled short-length hem, and a relaxed A-line silhouette. The cotton fabric has no stretch. Style with gold hoops and espadrille sandals!

      Fit & Features

      • Sleeveless scoop neckline
      • Tie-shoulder tank straps
      • Hidden side pockets
      • Drop waist seam, ruffled short-length hem
      • Relaxed A-line silhouette
      • Cotton fabric, no stretch
      • Runs true to size

      Style Number/Barcode: 05102-5345

      Category Name: Summer Dresses

      Price: $9.97 $46.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Casually Effortless Smooth Knit Bodycon Mini Dress

      Enjoy an effortless day or night out with this casual smooth knit mini dress! Its strapless neckline and bodycon silhouette are perfect for showing off those curves, while the mini-length hem ensures you get noticed! The dress is composed of a slinky smooth knit fabric with a stretchy knit lining. Complete the look in sassy lace-up sandals.

      Fit & Features

      • Strapless neckline
      • Bodycon silhouette
      • Mini-length hem
      • Slinky smooth knit fabric, stretchy knit lining
      • Moderate stretch
      • Runs true to size

      Style Number/Barcode: 05102-5289

      Category Name: Summer Dresses

      Price: $9.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Time To Refresh Flocked Mesh Mini Dress

      This chic mini dress will refresh your wardrobe for the season! It features a sleeveless V-neckline, adjustable spaghetti straps for a customized fit, all-over ruching for a flattering look, a mini-length hem, a bodycon silhouette that will hug your curves, and a flocked velvet design in a pretty scroll pattern on mesh fabric. Style this mini-length dress with rhinestone fringe earrings and platform heels.

      Fit & Features

      • Sleeveless V-neckline
      • Adjustable spaghetti straps, back zipper, hook and eye closure
      • All-over ruching
      • Mini-length hem, bodycon fit
      • Flocked velvet design, scroll pattern
      • Sheer mesh fabric, sewn-in knit lining, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05101-2384

      Category Name: Summer Dresses

      Price: $5.97 $48.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Trendsetting Cutie Cable Knit Lace-Up Dress

      Step out as a trendsetting cutie in this cable knit midi dress perfect for daytime strolls! It features a sleeveless square neck, thin shoulder straps that create the lace-up back design, a tie-waist belt, a bodycon silhouette, a side slit, and a midi-length hem. Complete the look in flat sandals and sunglasses.

      Fit & Features

      • Sleeveless square neck, thin shoulder straps
      • Lace-up back design
      • Tie-waist belt
      • Bodycon silhouette
      • Side slit, midi-length hem
      • Cable knit fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05102-5155

      Category Name: Summer Dresses

      Price: $9.97 $24.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Taking Care Of Business Collar Tank Mini Dress

      Take care of business in preppy style! This sleeveless mini dress features a trendy collared V-neckline, a bodycon silhouette, and a fitted mini-length hem on stretchy rib knit fabric. Complete the look with a dainty bracelet for a coffee shop hang!

      Fit & Features

      • Sleeveless collared V-neckline
      • Bodycon silhouette
      • Fitted mini-length hem
      • Stretchy rib knit fabric
      • Runs true to size

      Style Number/Barcode: 05102-5139

      Category Name: Summer Dresses

      Price: $13.97 $19.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Flirt With Confidence Strappy Back Midi Dress

      Blow kisses to all of your admirors as you pass by in this chic one-shoulder midi dress! It features a wide shoulder strap and an asymmetrical strappy back design, a bodycon silhouette, and a center back slit accent on stretchy ribbed knit fabric. Complete the look with a sleek bracelet and clutch. 

      Fit & Features

      • Sleeveless one-shoulder neckline
      • Wide shoulder strap, asymmetrical strappy back design
      • Bodycon silhouette
      • Center back slit accent
      • Midi-length hem
      • Stretchy ribbed knit fabric
      • Runs true to size

      Style Number/Barcode: 05102-5054

      Category Name: Summer Dresses

      Price: $9.97 $22.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Flaunt Your Figure Bodycon Mini Dress

      Flaunt your gorgeous figure in this curve-hugging mini dress! Featuring a sleeveless square neckline, bungee spaghetti straps, an alluring open back with a cross-back strap design, a mini-length hem, and a bodycon fit, you'll look amazing from any angle. The textured knit fabric offers plenty of stretch. Style with hoop earrings and clear heels.

      Fit & Features

      • Sleeveless square neckline, dart seam detailing
      • Bungee spaghetti straps
      • Open back, cross-back bungee strap design
      • Mini-length hem
      • Bodycon silhouette
      • Textured knit fabric, smooth knit lining at the bust, plenty of stretch
      • Runs true to size

      Style Number/Barcode: 05102-5205

      Category Name: Summer Dresses

      Price: $9.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Show Up And Stun Geometric Print Midi Dress

      Show up and stun for casual drinks with the girls in this trendy midi dress! It features a sleeveless square neckline, spaghetti straps, a midi-length hem, a form-hugging silhouette, and a color block geometric printed pattern to catch everyone's eye. The buttery-smooth lined knit fabric offers plenty of stretch for comfortable wear. Style with clear mules!

      Fit & Features

      • Sleeveless square neckline
      • Spaghetti straps
      • Midi-length hem
      • Form-hugging silhouette
      • Color block geometric print
      • Smooth and stretchy knit fabric, full knit lining
      • Runs true to size

      Style Number/Barcode: 05102-5260

      Category Name: Summer Dresses

      Price: $9.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale