Dresses

Dresses for Every Plan, Mood & Moment

Dresses are at the heart of Windsor, with decades of expertise behind an assortment made to answer the question, “What am I wearing?” Find all occasion dresses that move from everyday plans to unforgettable celebrations, alongside cute dresses and trendy dresses that capture what’s new right now. As fall turns to winter, expect fresh silhouettes, rich textures, and party-ready details designed to make finding your dress feel like the fun part.

What Kinds of Dresses Can I Find at Windsor?

Your calendar changes, and your dress can change with it. Keep everyday dressing easy with relaxed minis and midis, then turn up the energy with Party Dresses That Bring the Celebration when the group chat makes plans. When the invite calls for something polished, Cocktail Dresses—remixed for 2026 style bring fresh details to a dress-code favorite. Formal gowns, wedding guest looks, and timeless silhouettes round out an assortment built for both the moments you planned and the ones you didn’t.

How Often Does Windsor Get New Dresses?

New dresses arrive every week, so there’s always another reason to look. Fall brings fresh layers, richer colors, and seasonal textures into rotation, while holiday dressing turns up the shine with velvet, sequins, metallic finishes, and elevated details. By NYE, the mood can go full celebration. Windsor balances those right-now trends with silhouettes you’ll reach for beyond a single season.

What Can I Expect When Shopping for Dresses at a Windsor Store?

Sometimes you need to see the dress on before you know it’s the one. At Windsor stores, you can experience fabrics and details up close and try different lengths, silhouettes, and fits IRL. With more than 350 stores across North America, that makes it easier to explore everything from an everyday favorite to a dress worthy of a major moment.

What If I Want Something Beyond the Classic Dress?

Switch up the one-and-done outfit with Women’s Rompers, or take the dress moment somewhere more elevated with Windsor's Luxe Dress Collection. The Luxe edit brings together sophisticated silhouettes, rich fabrics, and distinctive details hand-picked for Windsor when the occasion—or your mood—calls for something unforgettable.

Your next favorite dress might be the one you wear everywhere or the one you’ve been waiting for an excuse to wear. Either way, Windsor is here for the everyday plans, the big celebrations, and every version of your style still to come.

  • Sunkissed Chic Cutout Crochet Maxi Dress

    Resort plans just got a plot twist. This beaded crochet maxi dress serves sculpted curves with a sweetheart neckline, waist cutout, and chic bead details made for walking in and turning heads.

    Fit & Features

    • Crochet knit fabric with knit lining, moderate stretch
    • Sleeveless sweetheart neckline, U-wired metal insert, beaded fringe design
    • Padded bust, waist cutout
    • Adjustable spaghetti straps
    • Back zipper with hook-eye closure
    • Maxi-length hem, bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001474

    Category Name: Dresses

    Price: $35.96 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Going Out Again Mesh Mini Dress

    No overthinking—this is the one. This ruched mini dress pulls everything in with a sculpted fit, featuring a strapless neckline, underbust cutout, and rhinestone side details that catch every flash.

    Fit & Features

    • Mesh-lined stretchy fabric
    • Strapless sweetheart neckline, underbust cutout
    • Side cutout with rhinestone details
    • Bodycon ruched silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000819

    Category Name: Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Carolyn Crepe Midi Formal Dress

    Special Occasion

    A study in modern romance, the Carolyn crepe midi dress moves with quiet confidence and just the right touch of allure. From the square neckline to the sheer lace cap sleeves and cutout back with delicate button detailing, it’s designed for that effortlessly polished entrance—and the compliments that follow.

    Fit & Features

    • Crepe fabric lined with stretchy knit
    • Square neckline
    • Sheer lace cap sleeves
    • Cutout back, sheer lace panel with button closure
    • Back zipper and hook-eye closure
    • Mermaid silhouette, flared midi-length hem
    • Runs true to size

     

    Where to Wear:

    Bridal celebrations, rehearsal dinners, engagement photoshoots and parties, bachelorettes, weddings, cocktail parties, date nights, graduations, birthdays, wineries, honeymoons, vacations

    Style Number/Barcode: 05001-000746

    Category Name: Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: WHITE, BLACK

    Available Size: XS, S

    Product Badge:
    • Back In Stock
  • Weekend Away Strapless Maxi Dress

    This chevron maxi dress hugs in all the right places with a sleek strapless neckline and leg-baring side slit that was practically made for resort dinners, sunset cocktails, and strolling the beachside town.

    Fit & Features

    • Chevron pattern, crochet fabric, smooth knit lining
    • Strapless neckline
    • Side slit
    • Form-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000595

    Category Name: Dresses

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MULTI

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Vacay Romance Floral Maxi Dress

    This is the dress that turns dinner plans into an occasion. Featuring a draped cowl neckline, open back, and oversized florals, it hugs in all the right places while serving effortless looks on vacations, weekend getaways, or date nights.

    Fit & Features

    • Floral tropical print, knit stretchy fabric with lining
    • Cowl halter neckline, tie straps
    • Open back
    • Curve-hugging maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001148

    Category Name: Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: ORANGE

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

    Product Badge:
    • Sale
  • Island Intentions Satin Mini Dress

    The dress to pack in your suitcase. Designed with a tropical-inspired print, beaded straps, and a lace-up open back, this satin mini dress was made for oceanfront dinners and resort cocktails.

    Fit & Features

    • Silky satin woven fabric, smooth woven lining
    • Subtle tropical print
    • Square neckline
    • Beaded spaghetti straps
    • Lace-up open back
    • Curve-hugging, mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000596

    Category Name: Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Demi Crinkle Satin Strapless Mini Dress

    Special Occasion

    The silhouette is sweet, simple, and made to move. The Demi strapless mini dress uses crinkle satin texture, a ruched bust, and an A-line shape to create a softly structured look. The flowy skirt keeps the finish light and effortless.

    Fit & Features

    • Strapless neckline, non-slip grip lining
    • Back zipper and hook-eye closure
    • Crinkle satin fabric with smooth woven lining
    • Ruched bust detail, scarf included
    • A-line mini silhouette
    • Flowy mini-length hem
    • Runs true to size

     

    Where to Wear:

    Homecoming, birthday parties, fancy brunches, bridal showers, engagement parties, semi-formal events, holidays, cocktail parties

    Style Number/Barcode: 05001-000748

    Category Name: Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: YELLOW

    Available Size: S

  • Simple Charm Gingham Mini Dress

    Feels like a picnic invite just showed up. This gingham mini dress keeps it cute and easy with a collar, cap sleeves, and a button-down front that works from coffee shop hangs to casual plans.

    Fit & Features

    • Gingham pattern, cotton-blend woven fabric, woven lining
    • Collar neckline
    • Cap sleeves
    • Front button-down closures
    • Tie-back strap
    • A-line mini silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000598

    Category Name: Dresses

    Price: $38.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: M

  • Too Good Strapless Mini Dress

    This is the one that changes the plan without asking. A strapless mini dress with side ruched seams and a fitted bodice that keeps everything sculpted and just a little extra.

    Fit & Features

    • Smooth knit-lined stretchy fabric
    • Strapless sweetheart tube neckline
    • Padded bra cups, non-slip grip lining
    • Side ruched seams, fitted bodice
    • Flared shark mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000822

    Category Name: Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Carolina Mermaid Slit Formal Dress

    Special Occasion

    The Carolina slinky mermaid gown skims every curve with effortless elegance. A sculptural shell hardware detail at the halter neckline and a thigh-high slit bring a modern, artful finish that feels equal parts polished and unforgettable.

    Fit & Features

    • Slinky knit fabric, smooth knit lining
    • Halter neckline with floral hardware detail
    • Padded bra cups
    • Open back, lower zipper and hook-eye closure
    • High side slit
    • Mermaid floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Weddings, bridal celebrations, black tie galas, vacations, honeymoons, engagement parties, rehearsal dinners, big birthday events, cocktail parties, red-carpet occasions

    Style Number/Barcode: 05002-001644

    Category Name: Dresses

    Price: $99.90

    Availability: In Stock

    Available Color: WHITE, BLACK

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

    Product Badge:
    • Ships Free
  • Wild Mood Zebra Print Mesh Bodycon Mini Dress

    For the nights when subtle just isn’t on the mood board. This zebra print mesh mini dress hugs in all the right places with a bodycon fit, open back details, and a draped silhouette that was made for late RSVP texts and last-minute plans.

    Fit & Features

    • Zebra-printed mesh fabric with knit lining, high stretch
    • Sleeveless deep V-neckline, wrap-front design
    • Halter tie-back straps
    • Open back, tie-back spaghetti straps, draped lower back
    • Relaxed fit bodice, drop waist design
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000821

    Category Name: Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GRAY

    Available Size: L

    Product Badge:
    • Sale
  • Effortless Confidence Sheer Lace Maxi Dress

    A little sheer, a little bold—exactly how you like it. This lace maxi dress skims your body with a soft stretch feel, made for slipping into when the vibe calls for effortless confidence.

    Fit & Features

    • Textured lace fabric with a mini-length knit lining, moderate stretch
    • Sleeveless V-neckline with O-ring accent at the bust
    • Adjustable spaghetti straps
    • Maxi-length hem
    • Form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000599

    Category Name: Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keep It Cute Halter Mini Dress

    She said keep it lowkey… then wore this. This mesh high-neck mini dress brings soft movement up top with a flirty drop-waist fit that’s made for date nights, parties, and ladies' night.

    Fit & Features

    • Mesh fabric, lined
    • High halter neckline
    • Open back
    • Relaxed blouson bodice
    • Flared mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000820

    Category Name: Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK, WINE

    Available Size: XS, S, M, L

  • Coletta Tie-Back Mermaid Formal Dress

    Special Occasion

    A sleek dress like this does most of the styling for you. The mermaid silhouette and boat neckline keep the look polished up front, while the open tie back adds a sultry little plot twist. Add barely-there heels and minimal jewelry, then let the shape handle the rest.

    Fit & Features

    • Smooth knit fabric with stretch
    • Sleeveless boat neckline
    • Fitted bodice
    • Open back with tie detail
    • Mermaid floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Weddings, black-tie galas, rehearsal dinners, engagement parties, special date nights, red-carpet events, formal occasions

    Style Number/Barcode: 05002-001645

    Category Name: Dresses

    Price: $69.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, M, L, XL

  • Ariella Floral Brocade Mini Dress

    Special Occasion

    A little floral texture makes this mini feel ready for the RSVP list. The Ariella floral brocade mini dress pairs a strapless neckline with an A-line silhouette and lace-up back detail for a polished event-ready look.

    Fit & Features

    • Floral brocade woven fabric, sewn-in woven lining
    • Strapless neckline, non-slip grip lining, padded bra cups
    • A-line mini silhouette
    • Lace-up back detail, lower zipper and hook-eye closure
    • Runs true to size

     

    Where to Wear:

    HOCO, birthday parties, wedding guests, bridal showers, sorority formals, date nights, milestone celebrations, fashion-forward events, semi-formal occasions

    Style Number/Barcode: 05001-000749

    Category Name: Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: PINK

    Available Size: L, XL

  • Flirting With Drama Lace Ruffle Skater Dress

    A little lace, a lot of attitude. This sheer lace skater dress hugs at the top and flares into flirty, ruffled layers that make every step feel like a moment.

    Fit & Features

    • Sheer lace fabric with partial knit lining, moderate stretch
    • Strapless bodice with smooth woven fabric with sheer lace inserts and trim
    • Sweetheart neckline, front hook-eye closures
    • Open lace-up back design with tie closure
    • Drop waist seam, tiered ruffled design
    • Mini-length skater silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000824

    Category Name: Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

    Product Badge:
    • Sale
  • Coconut Coast Cutout Maxi Dress

    Booked the trip and packed this tropical maxi dress that brings vacay vibes with a smocked fit, breezy skirt, and just the right amount of skin-baring detail. Pair with sandals and sunnies.

    Fit & Features

    • Tropical palm print, gauze-woven fabric
    • Strapless sweetheart neckline
    • Ruched drawstring tie-front bodice
    • Cutout accent
    • Flowy maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000601

    Category Name: Dresses

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Adella Velvet Strapless Mermaid Formal Dress

    Special Occasion

    Sleek and unforgettable, the Adella velvet gown is designed for evenings that call for refined drama and confident elegance. A strapless twist neckline, sculpted mermaid silhouette, and subtle cutout back come together in a look that feels timeless yet undeniably striking.

    Fit & Features

    • Plush velvet fabric
    • Strapless twist neckline
    • Cutout back, lower ruched seam
    • Mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, black tie galas, formal dances, rehearsal dinners, engagement parties, milestone celebrations, fancy date nights, award ceremonies, elegant parties, opera nights

    Style Number/Barcode: 05002-001646

    Category Name: Dresses

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cool Confidence Animal Print A-Line Mini Dress

    A little wild, a lot unforgettable. This strappy abstract animal print A-line mini dress skims and sways with every step, giving you that effortless, throw-it-on-and-own-the-night kind of confidence.

    Fit & Features

    • Mesh fabric with knit lining, high stretch
    • Abstract animal print
    • Sleeveless sweetheart neckline, no-slip strip
    • Cross-front spaghetti strap design leading to a tie-back halter design
    • Open back design
    • Mini-length asymmetric hem, flowy A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000823

    Category Name: Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Stunner Lace-Up Bodycon Mini Dress

    Not subtle, not sorry—this one’s doing exactly what it came to do. A sultry sculpting bodycon mini dress with lace-up detail that pulls you in and shows off every curve, made for nights when staying in isn’t an option.

    Fit & Features

    • Sleek double-lined nylon-knit fabric, high stretch
    • Sleeveless sweetheart neckline, dainty lace trim, padded bust with underwire
    • Adjustable spaghetti straps
    • Open lace-up strappy back design, tie closure
    • Ruched side panels
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000825

    Category Name: Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Small Town Stunner Denim Mini Dress

    Giving county fair flirt with a side of sassy. This strapless denim mini dress mixes corset-inspired seam detailing with a tiered poplin hem that makes every head turn. Pair with sandals for any sunny day plans or events.

    Fit & Features

    • Denim fabric, slight stretch
    • Strapless sweetheart neckline, poplin ruffle trim, non-slip grip lining
    • Padded bra cups, back zipper and hook-eye closure
    • Corset-inspired seam detailing
    • Bodycon fit
    • Poplin side ruffle panels, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000603

    Category Name: Dresses

    Price: $69.90

    Availability: In Stock

    Available Color: DENIM

    Available Size: XS, S, M, L

  • Just Add Heels Lace Skater Mini Dress

    Last-minute invite? You’re already dressed. This lace skater mini dress brings that soft, floaty feel with a drop waist fit that’s made for twirling at showers, celebrations, and every dressy plan.

    Fit & Features

    • Eyelash lace fabric, knit lining
    • Sleeveless crew neck
    • Back zipper and hook-eye closure
    • Drop waist seam
    • Skater mini silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001159

    Category Name: Dresses

    Price: $26.96 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

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

    Product Badge:
    • Sale
  • Brown Sugar Breeze Cutout Maxi Dress

    This strapless maxi dress brings the kind of effortless allure that looks good from beach strolls to walks back to the hotel. The smocked fit, soft cutout detail, and flowy skirt keep it stylish with a pair of sandals.

    Fit & Features

    • Gauze woven fabric
    • Strapless sweetheart neckline
    • Stretchy smocked bodice with cutout
    • Flowy maxi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000602

    Category Name: Dresses

    Price: $25.97 $56.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: S

    Product Badge:
    • Sale
  • Sunlit Sway Mesh Ruffle Dress

    Serving sun, skin, and just enough drama to keep them looking twice. This mesh strapless maxi dress sculpts your shape with a bodycon fit and flirty ruffled slit that moves with every step.

    Fit & Features

    • Mesh fabric, knit stretchy lining
    • Strapless sweetheart neckline, padded bra cups, non-slip grip lining
    • Back zipper and hook-eye closure
    • Center front ruffled slit design
    • Ruched bodycon maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001156

    Category Name: Dresses

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: In Stock

    Available Color: YELLOW

    Available Size: L, XL

    Product Badge:
    • Sale