Dresses

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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.

  • Flirting With Florals Mini Dress

    Cute enough to cause a few double takes. This floral tube mini dress hugs in all the right places with a sleek bodycon fit that’s made for brunch dates, weekend plans, and wineries.

    Fit & Features

    • Dainty floral print, eyelet knit-lined fabric
    • Strapless tube neckline
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000638

    Category Name: Dresses

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: In Stock

    Available Color: LIGHT, BLUE

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Sunlit RSVP Lace Ruffle Romper

    Soft lace, flirty ruffles, and that open-back tie moment make this halter romper perfect for showers, brunch, and vacations. Light, pretty, and impossible to ignore—in the best way.

    Fit & Features

    • Lace-lined fabric
    • Plunge halter neckline, tie straps
    • Strappy open back with tie
    • Form-hugging fit
    • Ruffled tiered mini-length hem
    • Stretchy knit shorts lining
    • Runs true to size

    Style Number/Barcode: 06503-000263

    Category Name: Dresses

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: YELLOW

    Available Size: L

    Product Badge:
    • Sale
  • May Floral Chiffon A-Line Formal Dress

    Special Occasion

    Light, romantic, and made for memorable celebrations, the May dress drifts effortlessly with every step in floral chiffon woven with subtle lurex detail. The plunging V-neckline, delicate straps, and flowing A-line silhouette create an elegant look that feels polished yet wonderfully easy to wear.

    Fit & Features

    • Floral print, subtle metallic thread striped pattern, chiffon fabric, knit lining
    • Plunge V-neckline, adjustable spaghetti straps
    • Open cross-back detail, lower zipper and hook-eye closure
    • Flowy A-line silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Bridal celebrations, weddings, engagement parties, winery weekends, formal milestone celebrations, honeymoons, vacations, resorts, birthday brunches, afternoon tea parties

    Style Number/Barcode: 05002-001705

    Category Name: Dresses

    Price: $64.90

    Availability: In Stock

    Available Color: WHITE, PRINT

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

  • Sunkissed Stunner Halter Maxi Dress

    Vacation mode called, and this maxi dress already answered. With a plunging halter neckline, bold cutout details, and a flowy front slit silhouette, this maxi dress was made for beachside brunches, sunny getaways, and weekend plans.

    Fit & Features

    • Artsy print, woven fabric
    • Halter neckline
    • Strappy cutout bodice, back zipper and hook-eye closure
    • High front slit
    • Flowy maxi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000645

    Category Name: Dresses

    Price: $27.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: TAUPE

    Available Size: XS, S, L

    Product Badge:
    • Sale
  • Sleek Drape Plunge Halter Mini Dress

    This one already knows the dress code. The mini dress pairs a plunging halter neckline with ruched draping that makes heels and statement earrings feel instantly styled. Wear it when the plan needs something sleek, bold, and ready after dark.

    Fit & Features:

    • Soft stretch knit fabrication
    • Plunging halter neckline
    • Open front with ring hardware accent
    • Ruched draped waist detail
    • Body-skimming mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000914

    Category Name: Dresses

    Price: $38.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

  • Nightfall Glow Halter Bodycon Dress

    A daring neckline and shimmering finish make this one impossible to ignore. This ruched mini dress features a plunging cowl halter neckline, an open back with a beaded chain detail, and a figure-hugging fit that highlights your shape from every angle. Perfect for birthdays, cocktail parties, and nights out when making an entrance is part of the plan.

    Fit & Features

    • Shiny stretch knit fabric, sewn-in knit lining
    • Halter neckline with plunging cowl drape, button closures
    • Open-back design with detachable beaded chain detail
    • Lower back hidden zipper and hook-eye closure
    • Ruched sides and back
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000910

    Category Name: Dresses

    Price: $48.90

    Availability: In Stock

    Available Color: PLUM

    Available Size: XS, S, M, L

  • Knot Your Average Halter Mini Dress

    Soft draping, open back, and just enough attitude to keep them looking twice. This halter mini dress hugs in all the right places while still feeling effortless enough for stepping out and staying unforgettable.

    Fit & Features

    • Crinkle knit fabric, high stretch
    • Sleeveless halter neckline, center knot detail, tie-back straps
    • Open back
    • Draped drop waist seam
    • Mini-length form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000906

    Category Name: Dresses

    Price: $36.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Day To Night Skater Mini Dress

    From daytime events to evening celebrations, this skater mini dress keeps it easy and flattering with adjustable straps and dart seams that create a flared look. Just add heels or strappy sandals.

    Fit & Features

    • Textured woven fabric with stretch
    • Square neckline, lined bust
    • Adjustable spaghetti straps
    • Flared skater silhouette with godet seams
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001226

    Category Name: Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Palm Springs Bound Satin Mini Dress

    This mini dress is bound for somewhere sunny. The satin finish, open back tie detail, and oversized floral print bring instant vacation drama in the best way possible. Just add sandals to complete the look.

    Fit & Features

    • Statement tropical floral print, satin fabric, knit lining
    • Halter neckline with tie straps
    • Open back with tie strap, zipper and hook-eye closure
    • Form-hugging silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001219

    Category Name: Dresses

    Price: $36.90

    Availability: In Stock

    Available Color: NATURAL

    Available Size: XS, S, M, L

  • Blue Skies And Late Nights Mini Dress

    This is the dress that makes every summer plan feel a little more exciting. Featuring a breezy bandana-inspired print, open-back halter neckline, and flirty skater silhouette, it's made for vacation dinners, sunset strolls, and saying yes to plans that weren't on the calendar.

    Fit & Features

    • Paisley print, chiffon fabric, woven lining
    • Halter neckline, spaghetti straps
    • Open back
    • Stretchy smocked waist panel
    • Skater mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000646

    Category Name: Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLUE

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • City Crush Polka Dot Lace Maxi Dress

    Caught feelings… for this dress. This polka dot slip maxi dress hugs just right with a sleek silhouette that’s made for dinners, drinks, and a little lingering eye contact.

    Fit & Features

    • Lightweight woven knit fabrication
    • Sleeveless v-neckline
    • Contrast lace trim bodice
    • Polka dot pattern
    • Slip silhouette styled fit
    • Maxi length hem
    • Runs true to size

    Style Number/Barcode: 05101-001218

    Category Name: Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: BLUE

    Available Size: L, XL

  • Luminous Open Back Satin A-Line Dress

    The open back turns smooth satin into a statement from every angle. A softly draped neckline and crossover straps give this mini dress an elegant flair with movement. Keep it in rotation for occasions when the details deserve attention.

    Fit & Features

    • Smooth satin woven fabric, non-stretch
    • High draped cowl neckline, dual back button closures
    • Slender crossover straps at the open back, metal O-ring accents
    • A-line mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001217

    Category Name: Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: BURGUNDY, SAGE

    Available Size: XS, S, M, L

  • Midnight Coast Halter Maxi Dress

    This dress makes every head turn. The sleek halter neckline, hardware detail, and curve-skimming silhouette bring allure to weddings, cocktail parties, and dressy date nights.

    Fit & Features

    • Slinky knit fabric, smooth knit lining
    • Halter neckline, tie straps, hardware insert, cutout accent
    • Partial open back
    • Curve-hugging maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001469

    Category Name: Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: NAVY-2

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

  • Simply Sweet Ruffle Skater Dress

    Consider this your excuse to romanticize even the simplest plans. The ruffle skater dress hugs up top with a soft stretch fit, then flows into that twirl-ready skirt made for brunch dates, parties, and everything in between.

    Fit & Features

    • Smooth knit fabric, high stretch
    • Sleeveless V-neckline, ruched bust
    • Adjustable spaghetti straps
    • V-shaped drop waist seam
    • Asymmetric tiered ruffled design
    • Mini-length skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001227

    Category Name: Dresses

    Price: $39.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • RSVP Required Cowl Neck Maxi Dress

    This is the kind of dress that makes every head turn. Featuring a plunging cowl neckline, statement necklace detail, and an open-back silhouette, it's made for dinner dates, vacations, and every RSVP event.

    Fit & Features

    • Slinky knit fabric with stretch
    • Plunge cowl halter neckline, included medallion necklace
    • Open back design, center back hem slit
    • Curve-hugging maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001213

    Category Name: Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

  • Sultry Crush One Shoulder Mini Dress

    The kind of dress that gets a yes before the plans are even finalized. With a sculpting ruched fit and sleek one-shoulder silhouette, this mesh mini dress was made for birthday dinners, rooftop hotel bars, and every RSVP in between.

    Fit & Features

    • Mesh fabric, lined
    • One-shoulder neckline
    • Ruched bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000902

    Category Name: Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: LIGHT, BLUE

    Available Size: XS, S, M, L

  • Second Look Polka Dot Mesh Midi Dress

    Absolutely dressed with somewhere to be. This polka dot mesh midi dress serves a sleek bodycon fit with a draped cowl neckline and open tie-back for plans that deserve a second look.

    Fit & Features

    • Mesh fabric with full-length knit lining, high stretch
    • Polka dot print
    • Sleeveless cowl neckline
    • Adjustable spaghetti straps
    • Open back, tie-back spaghetti straps
    • Side zipper and hook-eye closure
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000815

    Category Name: Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

  • Late Night Espresso Halter Mini Dress

    This mini dress is sleek, a little sultry, and made for nights that turn into something more. From the plunging cowl neckline, open back with ring detail, and ruched fit that creates a sculpted, confident silhouette perfect for your next night out.

    Fit & Features

    • Slinky knit fabric with stretch
    • Choker keyhole halter neckline with tie straps
    • Open back with hoop insert
    • Bodycon ruched fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000907

    Category Name: Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, L

    Product Badge:
    • Sale
  • RSVP Season Floral Satin Lace-Up Maxi Dress

    The dress that quietly steals the conversation. With a glossy floral satin finish, beaded straps, and an open lace-up back, this maxi dress is made for weddings, rooftop dinners, and every invite that calls for something unforgettable.

    Fit & Features

    • Satin woven fabric with full-length lining
    • Large floral print
    • Sleeveless cowl neckline, spaghetti straps with front beaded accents
    • Open cross-back and lace-up design
    • Pleated detailing at the waist
    • High-cut side slit, maxi-length fitted A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001228

    Category Name: Dresses

    Price: $24.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Getaway Glam Tropical Floral Maxi Tube Dress

    One dress, endless compliments. This tropical floral maxi tube dress combines a sleek bodycon fit with oversized blooms for a look that feels both getaway and glam.

    Fit & Features

    • Knit fabric with lining, high stretch
    • Large tropical floral print
    • Strapless straight-across neckline
    • Maxi-length hem
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000644

    Category Name: Dresses

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Island Glow Metallic Mini Dress

    Serving vacation plans, nights out, and spontaneous photo ops all in one look. This metallic halter mini dress brings the drama with a plunging cowl neckline, strappy open back, and tiered ruffle skirt that moves with every step.

    Fit & Features

    • Metallic sheen knit fabric, knit lining
    • Cowl halter neckline, hardware insert, tie straps
    • Open strappy back
    • Form-hugging fit
    • Layered ruffle mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000904

    Category Name: Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: MINT, PINK

    Available Size: XS, S, M, L

  • Chasing Sunlight Cutout Maxi Dress

    For the girl who packs the outfit before she books the reservation. With dreamy florals, statement cutouts, and a leg-baring ruffle slit, this maxi dress was made for sunset dinners, oceanfront cocktails, and every vacation photo worth posting.

    Fit & Features

    • Floral pattern, mesh-lined fabric
    • Sweetheart bra top, underbust detail, padded bra cups
    • Bodice cutout
    • Open tie-back design
    • Center ruffled trim and slit accent
    • Curve-hugging maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000917

    Category Name: Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: In Stock

    Available Color: YELLOW

    Available Size: XS, S

    Product Badge:
    • Sale
  • Love At First Off-Shoulder Midi Dress

    The off-shoulder neckline softens it, the cutout keeps it interesting, and that sash detail does just enough. It’s minimal, but not forgettable—and that’s the whole point.

    Fit & Features

    • Smooth knit stretch fabric
    • Off-shoulder neckline
    • Side cutout design
    • Front sash 
    • Bodycon midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001224

    Category Name: Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

    Product Badge:
    • Sale
  • Serving Confidence Cutout Bodycon Mini Dress

    Serving sculpted confidence with a little sparkle where it counts. This bodycon mini dress hugs in all the right places, with a bold cutout and hardware detail that makes every entrance feel intentional.

    Fit & Features

    • Knit fabric, high stretch
    • Halter tie-back spaghetti straps, partially open back
    • Sleeveless plunging V-neckline, front waist cutout
    • Dual asymmetric hardware accents with rhinestone embellishments
    • Front sash detail, ruched detailing
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000916

    Category Name: Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: XS, S, M