Midi Dresses

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Fall & Winter Midi Dresses You’ll Live In

Welcome your cold‑weather glow with midi dresses that bring warmth and wow. Our curated edit of mid-length dresses blends cozy knit, velvet, satin, and stretch crepe to keep you wrapped in chic style all season long. Dress them up or down—this is the collection that proves midi dresses aren’t just for sunshine.

Winter Nights, Office Days, Holiday Evenings

From formal midi dresses for gala nights to midi holiday party dresses that shine under string lights, we’ve got every vibe covered. Think long sleeves, mock necks, and rich jewel tones for upscale events. When you want a touch of edge, reach for a midi club dresses silhouette with cutouts or ruching that plays up bodycon lines while still delivering mid-length elegance.

Styles That Work Overtime

In our fall/winter midi line, expect figure-flattering details like ruching, wrap waists, off-shoulder necklines, and asymmetric hems. Cozy yet sleek ribbed knits, ponte, and sweater fabrics make daytime wear effortless—pair with a moto jacket or trench. For evening, slip into velvet or satin mid-length dresses that catch candlelight and camera flashes alike. With pockets, adjustable straps, and stretch back panels, each piece solves styling hiccups so you look composed from date to dance floor.

Layering is everything this season—add a cropped faux fur, a tailored blazer, or sheer long-sleeve mesh underneath. Pair with knee-high boots or strappy heels depending on the look. Whether you're heading to the office, a holiday soirée, or dinner with friends, our midi dresses adapt to your schedule and mood.

Fall & Winter Midi Dresses You’ll Live In

Welcome your cold‑weather glow with midi dresses that bring warmth and wow. Our curated edit of mid-length dresses blends cozy knit, velvet, satin, and stretch crepe to keep you wrapped in chic style all season long. Dress them up or down—this is the collection that proves midi dresses aren’t just for sunshine.

Winter Nights, Office Days, Holiday Evenings

From formal midi dresses for gala nights to midi holiday party dresses that shine under string lights, we’ve got every vibe covered. Think long sleeves, mock necks, and rich jewel tones for upscale events. When you want a touch of edge, reach for a midi club dresses silhouette with cutouts or ruching that plays up bodycon lines while still delivering mid-length elegance.

Styles That Work Overtime

In our fall/winter midi line, expect figure-flattering details like ruching, wrap waists, off-shoulder necklines, and asymmetric hems. Cozy yet sleek ribbed knits, ponte, and sweater fabrics make daytime wear effortless—pair with a moto jacket or trench. For evening, slip into velvet or satin mid-length dresses that catch candlelight and camera flashes alike. With pockets, adjustable straps, and stretch back panels, each piece solves styling hiccups so you look composed from date to dance floor.

Midi Dresses in Every Shade—With Holiday Styling Tips

Explore our curated midi collections in every hue, with outfit ideas that transition effortlessly from festive dinners to gift swaps and winter weddings:

  • Black Midi Dresses: Pair a sleek black midi with pointed-toe pumps and a structured blazer for an office party look that turns into dinner-ready elegance.
  • Blue Midi Dresses: Go bold with cobalt blue styled under a faux fur jacket and metallic heels for a festive night out with friends.
  • Green Midi Dresses: Elevate your holiday presence in an emerald green midi paired with gold statement earrings and velvet ankle boots.
  • Pink Midi Dresses: A blush pink midi with soft satin finish and nude heels is perfect for a winter bridal shower or holiday brunch.
  • Red Midi Dresses: Command attention in a scarlet red midi, styled with a faux leather moto jacket and black booties for party-season drama.
  • White Midi Dresses: For winter formals or seasonal celebrations, opt for a white midi layered with a crystal-embellished belt and silver heels.

Shop Windsor’s midi dresses online, in-store, or in-app—and fall in love all over again. From cozy daytime looks to ultra-glam formal midi dresses and midi holiday party dresses, your new go-to mid-length dresses await.

  • Floral Allure Strapless Lace Midi Dress

    Bring the allure to your next date night in this figure-flaunting floral lace midi dress! Showcasing a gorgeous blooming floral print, the lightweight lace fabric includes a sewn-in knit lining for coverage. The mid-length dress features a strapless sweetheart neckline with a dainty eyelash lace trim and a small center bow detail, a secure back zipper closure, a back slit for a chic touch, and a bodycon silhouette to hug your curves. Complete the look with espadrille wedges.

    Fit & Features

    • Floral print
    • Sheer lace fabric with knit lining, moderate stretch
    • Strapless sweetheart neckline, eyelash lace trim, bow detail
    • Back zipper with hook and eye closure
    • Back slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3458

    Category Name: Midi Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Christy Satin Lace-Up Bustier Midi Formal Dress

    Special Occasion

    Satin sophistication with a sultry twist—the Christy bustier midi dress stuns with a strapless neckline detailed in beaded applique lace, a bodycon silhouette, and a lace-up back for an unforgettable exit.

    Fit & Features

    • Stretch satin fabric
    • Strapless sweetheart neckline, beaded applique lace
    • Bustier-style bodice, flexible boning, knotted front design
    • Lace-up back detail
    • Bodycon silhouette
    • Midi-length hem with center back slit
    • Runs true to size

     

    Where to Wear:

    HOCO, weddings, romantic date nights, glamorous events, bachelorettes, upscale birthdays, red-carpet occasions, big celebration parties

    Style Number/Barcode: 05001-000218

    Category Name: Midi Dresses

    Price: $79.90

    Availability: In Stock

    Available Color: NAVY

    Available Size: XS, S, M, XL

    Product Badge:
    • Ships Free
  • Gigi Formal Sequin One-Shoulder Midi Dress

    Special Occasion

    Made for the most romantic memories, the Gigi formal sequin midi dress best sparkles under the moonlight as the lovely bride, birthday girl, or party guest! She features a one-shoulder neckline adorned with dual adjustable spaghetti straps that go across the back, a padded bust, a flattering curve-hugging silhouette, and a flirty front slit along her midi-length hem. The formal dress is crafted with a regal sequin embellished pattern on lightweight mesh fabric and has a stretchy knit lining. Complete the look in chic block heels.

    Fit & Features

    • Sleeveless one-shoulder neckline, padded bust
    • Dual adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Curve-hugging silhouette, front slit, midi-length hem
    • Sequin embellished pattern, mesh fabric, stretchy knit lining
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05001-1643

    Category Name: Midi Dresses

    Price: $14.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreamy Look Abstract Print Mesh Midi Dress

    Create a dreamy look to catch all the stares in this abstract print mesh midi dress designed with a high front slit on a curve-hugging bodycon silhouette.

    Fit & Features

    • Sheer mesh fabric with full-length brushed knit lining, high stretch
    • Abstract print
    • Sleeveless square neck and back
    • Spaghetti straps
    • Midi-length hem, high front slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5876

    Category Name: Midi Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Zoe Formal Mesh Faux Pearl Midi Dress

    Special Occasion

    The soft romance of faux pearls meets sultriness on the Zoe formal midi dress perfect for modern brides or banquets! She features a sweetheart neckline adorned with a cowl overlay, a padded bust, adjustable spaghetti straps, and side ruched seams that accentuate your curves along her bodycon silhouette down to the midi-length hem. The formal dress is composed of a mesh fabric with delicate faux pearl embellishments and has a sewn-in knit lining. Complete the look with earrings and heels.

    Fit & Features

    • Sleeveless sweetheart cowl neckline
    • Adjustable spaghetti straps, padded bust
    • Back zipper and hook-eye closure
    • Side ruched seams, bodycon silhouette, midi-length hem
    • Faux pearl embellishments, mesh fabric, sewn-in knit lining
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05001-1989

    Category Name: Midi Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mystical Beauty Greek Print Ruffle Midi Dress

    A Greek print midi dress that creates an enchanting look! Its strapless neckline and form-hugging silhouette flatter any figure, while the asymmetrical ruffle trim and midi length hem highlight every curve perfectly on printed mesh fabric. Complete the look in stiletto heels for a day date or party!

    Fit & Features

    • Strapless neckline
    • Form-hugging silhouette
    • Asymmetrical ruffle trim, midi-length hem
    • Mystical Greek print, mesh fabric, sewn-in knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-3049

    Category Name: Midi Dresses

    Price: $5.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Admired Cutie Floral A-Line Midi Dress

    Catch every eye when you breeze by in this floral midi dress with flirty details like a corset-inspired bodice and a flowy A-line silhouette!

    Fit & Features

    • Ditsy floral print, woven fabric lined with tulle and stretchy knit
    • Sweetheart neckline with bust tie
    • Lace trim wide shoulder straps
    • Back zipper and hook-eye closure, stretchy smocked back
    • A-line silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4053

    Category Name: Midi Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Made To Amaze Abstract Slit Midi Dress

    Prepare to turn heads in this abstract midi dress at cocktail soirees or date night! This dress is designed with a flattering crew neck and a sleek bodycon fit that accentuates your silhouette while the side slit adds allure.

    Fit & Features

    • Abstract print, stretchy knit fabric
    • Crew neckline
    • Side slit
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000406

    Category Name: Midi Dresses

    Price: $48.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Season of Sleek Halter Midi Dress

    Effortlessly sultry with a sleek edge—this midi dress is your go-to for nights that call for a little extra allure. With its curve-hugging fit, plunging halter neckline, and open back, it’s a total confidence booster.

    Fit & Features

    • Stretchy knit fabric
    • Halter plunge neckline
    • Cutout back
    • Side slit
    • Bodycon silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000612

    Category Name: Midi Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: NAVY

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

  • Shimmering Beauty Glitter Knit Midi Dress

    In this sparkly glitter knit midi dress, your beauty will shimmer and shine! The knee-length dress features a sleeveless cowl neckline, spaghetti straps, a cross-back strap design, ruching down one side seam, an asymmetric midi-length hem creating a sultry thigh-high side slit, and a bodycon silhouette that will hug your curves. The glitter knit fabric offers plenty of stretch. Style this mid-length dress with rhinestone fringe earrings and clear block heels for a fancy date night with your special someone.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps, cross-back strap design
    • Ruched side seam
    • Asymmetric midi-length hem, high side slit
    • Bodycon fit
    • Glitter knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2273

    Category Name: Midi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simply Chic Strapless Ribbed Knit Midi Dress

    Simply chic, this strapless ribbed knit midi dress is a closet staple. The asymmetric seams and form-hugging silhouette will show off your gorgeous curves.

    Fit & Features

    • Ribbed hacci knit fabric with knit lining, high stretch
    • Strapless straight neckline
    • Asymmetric seams
    • Midi-length hem
    • Form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5956

    Category Name: Midi Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • In The Details Basic Ruched Midi Dress

    The true style of this basic midi dress lies in the detail! Features a sleeveless square neckline, sleek bungee spaghetti straps, ruched seams down the sides to accentuate your curves, and a flattering bodycon silhouette. The dress is composed of a brushed soft knit fabric with a full-length lining. Complete the look with a chic handbag for a dinner date.

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Ruched side seams
    • Bodycon silhouette
    • Midi-length hem
    • Brushed soft knit fabric, lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5146

    Category Name: Midi Dresses

    Price: $19.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Made To Amaze Strapless Marble Bodycon Midi Dress

    Everyone will admire your style in this strapless marble bodycon midi dress at the art show downtown! Made from a mesh fabric boasting a gorgeous marble print, you'll be sure to amaze. With a strapless neckline and side ruched seams, this dress hugs your curves in all the right places for a bodycon fit along the midi-length hem. Complete the look with stiletto heels.

    Fit & Features

    • Marble print, stretchy mesh fabric, sewn-in knit lining
    • Strapless neckline
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5576

    Category Name: Midi Dresses

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kris Strapless Bodycon Beaded Midi Formal Dress

    Special Occasion

    You'll cherish every moment in the Kris beaded formal dress for a picture-perfect look! The formal dress is designed to stun with a sleek strapless neckline, a flirty front slit, and a flattering bodycon fit.

    Flawlessly chic and bold, this dress is a statement. If strapless styles are your go-to, explore our strapless prom dresses or embrace effortless fashion with our formal dresses.

    Fit & Features

    • Beaded embellishments
    • Mesh-lined fabric
    • Strapless neckline, padded bra cups
    • Back zipper and hook-eye closure
    • Front slit
    • Bodycon fit, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05001-2623

    Category Name: Midi Dresses

    Price: $39.97 $84.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Beckie Formal Sequin Lace-Up Midi Dress

    Special Occasion

    You'll be a shimmering beauty in the Beckie formal sequin dress as the stunning bride-to-be, graduate, or banquet guest! She features a sleeveless one-shoulder neckline, a tank shoulder strap, a lace-up back design, and a flattering bodycon silhouette with a side slit accent along the midi-length hem. The formal dress is composed of a sequin-scroll patterned mesh fabric with a stretchy nude knit lining. Complete the look with a glam hair accessory for a flawless style!

    All eyes are on you in this radiant dress. If sparkle is your signature, discover stunning sequin prom dresses or opt for effortless sophistication with our eye-catching formal dresses.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Tank shoulder strap
    • Lace-up back design, hidden zipper and hook-eye closure
    • Bodycon silhouette, side slit, midi-length hem
    • Sequin-scroll pattern, mesh fabric, stretchy nude knit lining
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1282

    Category Name: Midi Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Remarkable Entrance Floral Bodycon Midi Dress

    Make your entrance in this floral bodycon midi dress for an effortless spring allure at parties!

    Fit & Features

    • Sheer mesh fabric with full-length knit lining, high stretch
    • Floral print
    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Ruched seams, back zipper with hook-eye closure
    • Side slit, midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3952

    Category Name: Midi Dresses

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dramatic Exit Off-Shoulder Midi Dress

    Sleek, chic, and a little mysterious—this off-shoulder midi dress was made for statement entrances (and unforgettable exits) at dressy events or parties. The draped sash detail elevates the timeless bodycon silhouette into pure evening elegance.

    Fit & Features

    • Smooth stretch knit fabric
    • Off shoulder neckline with draped sash detail
    • Fitted bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000596

    Category Name: Midi Dresses

    Price: $56.90

    Availability: In Stock

    Available Color: BLACK

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

  • Romantic Charm V-Neck Floral Midi Dress

    A pleated bust and bodycon silhouette add to the charm of this romantic floral mesh midi dress perfect for dressy dates or a party!

    Fit & Features

    • Floral print, mesh fabric lined with stretchy knit
    • Pleated V-neckline
    • Wide shoulder straps, side zipper and hook-eye closure
    • Low-cut back
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4091

    Category Name: Midi Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Not Your Average Pearl Mesh Midi Dress

    This isn't your average dress! Stand out in this chic faux pearl mesh midi dress featuring adjustable spaghetti straps, a square neckline, a bodycon silhouette, and ruched seams to flatter your figure, while the side slit and midi-length hem add a touch of drama. Complete the look with a ring set for a birthday or outdoor cocktail party.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Bodycon silhouette, ruched seams
    • Side slit, midi-length hem
    • Faux pearl-embellished, mesh fabric, sewn-in knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2945

    Category Name: Midi Dresses

    Price: $6.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Darling Vibe Ditsy Floral A-Line Midi Dress

    Look oh-so-darling at weekend brunch in this ditsy floral A-line midi dress! The sleeveless sweetheart neckline is detailed with a dainty lace trim and tie-front design.

    Fit & Features

    • Woven fabric
    • Ditsy floral print
    • Sleeveless sweetheart neckline, dainty lace trim, lace trim spaghetti straps
    • Tie-front detail, underbust seam
    • Midi-length A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5989

    Category Name: Midi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Jaylene Formal Velvet Glitter Midi Dress

    Special Occasion

    For babes looking to sparkle, the Jaylene formal glitter midi dress is the one! She features a cowl neckline, sleek bungee spaghetti straps that cross in the back, a side ruched seam that accentuates your curves along the bodycon silhouette, and a flirty wrap hem. The formal dress is composed of a shimmering glitter velvet knit fabric with plenty of stretch for comfort. Complete the look in rhinestone heels for a banquet, rehearsal dinner, or fancy date!

    Fit & Features

    • Sleeveless cowl neckline
    • Bungee spaghetti straps, cross back
    • Side ruched seam
    • Bodycon silhouette, wrap midi-length hem
    • Glitter velvet knit fabric, plenty of stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1954

    Category Name: Midi Dresses

    Price: $59.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Amy Formal Crepe Faux Pearl Sleeve Midi Dress

    Special Occasion

    The soft romance of faux pearls meets the timeless elegance of the Amanda formal midi dress that'll charm at wedding showers, rehearsals, and beyond! Designed on sleek crepe fabric, she features sheer mesh fitted long sleeves with faux pearls and slit flare cuffs for a modern look, a square neckline, and a flattering bodycon silhouette with a side slit accent. Complete your flawless bridal or birthday look with statement block heels!

    Fit & Features

    • Square neckline
    • Sheer mesh fitted long sleeves, faux pearls, slit flare cuffs
    • Bodycon silhouette, side slit accent
    • Midi-length hem
    • Crepe fabric, sewn-in knit lining, moderate stretch
    • Bra-friendly design
    • Runs true to size

    Style Number/Barcode: 05001-2018

    Category Name: Midi Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Autumn Affair Plunge Halter Midi Dress

    Moody, rich, and perfect for the season, this halter midi dress is the definition of fall elegance. The ruched fit and dramatic plunge bring warmth and sophistication to every night out.

    Fit & Features

    • Smooth, stretchy knit fabric
    • Plunge cut halter neckline
    • Front sash detail
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000550

    Category Name: Midi Dresses

    Price: $52.90

    Availability: In Stock

    Available Color: RAISIN

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

  • Off My Mind Cutout Long Sleeve Ribbed Knit Midi Dress

    Make an unforgettable appearance in this long-sleeved midi dress at brunch or casual parties! The midi dress is designed with an off-the-shoulder neckline, a twisted bust with a sultry cutout, and a bodycon fit on stretchy ribbed knit fabric. Complete the look in strappy heels.

    Fit & Features

    • Ribbed knit fabric with moderate stretch
    • Off-the-shoulder neckline
    • Fitted long sleeves
    • Twisted bust, cutout
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5280

    Category Name: Midi Dresses

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free