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.

  • Chic In Chiffon Tiered Dress
    Dynamite details make this midi truly must-have. Dress features delicate floral print flecked with metallic, adjustable spaghetti straps leading to a wrap-style, V neck bodice with a back zip and attached string ties, and a mid-rise skirt with three tiers of cascading ruffles at hem. Dress is lined and made from a lightweight chiffon-like material with minimal stretch.

    Style Number/Barcode: 05101-0261

    Category Name: Midi Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Nobody's Lady Mini Dress

    You're nobody's lady - but that doesn't mean you don't like to catch a few eyes. This sleeveless mini dress with adjustable straps features a deep v-neckline for a sexy amount of cleavage. A leg slit alludes to an old school kind of sultry. Made of a synthetic textile fabric with plenty of stretch. Dress is partially lined.

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05103-0238

    Category Name: Midi Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Samantha Formal Satin Midi Dress

    Special Occasion

    Shine like a vision in the silky satin Samantha formal dress in a striking bodycon silhouette with a corset bodice that enhances your natural curves!

    With a sleek finish and effortless shine, this dress is pure luxe. Want more? Browse our stunning satin prom dresses or find a celebration-ready style in our party dresses.

    Fit & Features

    • Lined satin knit fabric, moderate stretch
    • Sleeveless square neckline, tank-style straps
    • Corset seam bodice, pleated side seam
    • Form-hugging silhouette
    • Faux wrap midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, bridesmaids, cocktail parties, date nights, engagement parties, rehearsal dinner, graduations

    Style Number/Barcode: 05001-1213

    Category Name: Midi Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: IVORY, HUNTER, WINE

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

  • Knit Your Basic Midi Dress

    This adorable casual midi is not your basic knit dress. It features a sleeveless bodice, adjustable spaghetti straps, a scoop neckline, a square back, and a curve hugging, mid-length fit. The dress is composed of a wide ribbed sweater knit fabric that offers plenty of stretch.

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0023

    Category Name: Midi Dresses

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faith Formal Midi Lace Dress

    Special Occasion 

    Make a graceful entrance in captivating lace! Faith features a bright yellow hue, an off the shoulder neckline with a scalloped lace trim, padded cups, a cinching ribbon belt and a midi length. Dress is composed of a lined fabric that offers a relaxed fit with a minimal stretch. 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0193

    Category Name: Midi Dresses

    Price: $29.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lit In Lurex Midi Dress

    Light it up in this gorgeous Lurex midi! Dress has a body con cut and features multi-color, vertical Lurex striping, an off-the-shoulder neckline, a deep V with wire boning at bust, and long sleeves. Dress fully lined, slips on, and is made from a woven nylon blend with moderate stretch.

    Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size 

    Style Number/Barcode: 05101-0217

    Category Name: Midi Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Outfit On Ponte Midi Dress

    Your party look is on point with this midi dress! It has a off the shoulder neckline with a ruffle popover, a V wire front, an exposed back zipper, and a body-hugging fit. Dress is composed of a flattering ponte knit fabric with a moderate stretch. 

    Style Number/Barcode: 05101-0211

    Category Name: Midi Dresses

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tie It All Together Midi Dress

    Tie your look all together with this adorable knit midi dress!

    Fits & Features

    • Long Fitted Sleeves
    • V Neckline
    • Tie Front Detail
    • Mid-Length I Form-Hugging Fit
    • Wide, Ribbed Knit 
    • Ample Stretch 

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

    Style Number/Barcode: 06005-0188

    Category Name: Midi Dresses

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Live It Up In Linen Midi Dress
    Live it up in this absolutely adorable ditsy floral printed midi! The dress features a sleeveless bodice, tie shoulder spaghetti straps, a sweetheart neckline with pleated detailing and a tie front, and a hidden back zipper and hook and eye closure. The dress is composed of a linen fabric with a shorter woven lining and has no stretch.

    Style Number/Barcode: 05102-0305

    Category Name: Midi Dresses

    Price: $18.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Curves Ahead Bandage Midi Dress

    Showcase curves in this showstopping dress! The dress features a sweetheart neckline, adjustable narrow straps, a narrow waist band accent and a trumpet midi silhouette. Dress is composed of a stretchy bandage ponte fabric that offers a curve hugging fit. 

    Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0138

    Category Name: Midi Dresses

    Price: $18.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Everly Lace Front Slit Midi Dress

    Special Occasion

    Create a classically beautiful look in our stunning Everly dress! She features a sheer lace mock neckline, long sheer fitted lace sleeves, a front and back cut out above the the bust, a sweetheart neckline with padded cups, flattering vertical seams that run down the bust, and a square back with a zipper and hook and eye closure. Her high waist seam leads to a form hugging, fitted mid-length skirt with a front slit and side sheer lace detail. The dress is composed of a crepe fabric that offers moderate stretch.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0053

    Category Name: Midi Dresses

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Kristen Formal Satin Cowl Neck Midi Dress

    Special Occasion

    Trend right and look timeless in the body-skimming Kristen formal satin midi dress at cocktail parties, graduations, and dressy birthdays! She features a sleeveless cowl neckline, spaghetti straps, a front ruched seam that accentuates your curves, a bodycon silhouette, and a sultry slit along her hem. The formal dress is composed of a luxurious silky satin-lined fabric with minimal stretch. Complete the look in rhinestone strappy heels.

    With a smooth, luminous finish, this dress was made to shine. Keep the luxe look going with breathtaking satin prom dresses or go for a sophisticated statement with our wedding guest dresses.

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Front ruched seam, slit accent
    • Bodycon silhouette
    • Midi-length hem
    • Lined silky satin fabric, minimal stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-2249

    Category Name: Midi Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: WHITE, BLACK

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

  • Celeste Deep V Sequined Dress

    Special Occasion

    Make a sultry statement when you say it with sequins in our Celeste dress! She features all-over sequin embellishment, long sleeves, a bodice with deep Vs at front and rear, a back zip, hook-and-eye closure, and a midi-length, wrap-style skirt. Celeste is fully lined and made from a poly material with minimal stretch. 

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-4062

    Category Name: Midi Dresses

    Price: $22.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek And Fab Asymmetrical Midi Dress

    Keep it fab in this sleek midi dress that shows off a hint of leg! It features a sleeveless bodice, a V neckline with a mini lattice strap accent, spaghetti straps and a midi length silhouette with an asymmetrical high slit. Dress is composed of a lined smooth knit fabric that offers a form hugging fit with a moderate stretch. Zipper not included.

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0218

    Category Name: Midi Dresses

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Such A Babe Button Down Midi Dress

    Yes babe, you'll totally work it in this chic button down midi dress! It features a sleeveless bodice, adjustable spaghetti straps, a square neck and back, lined and padded cups, flattering horizontal seam detailing along the bust, a hidden back zipper closure, a high rise paper bag waist with a tie front belt, faux button detailing, and a mid-length skirt that offers a form hugging fit. The top is composed of a ribbed linen fabric and the skirt is made from a stretchy knit.

    Model is 5'9" with a 32" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0245

    Category Name: Midi Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Owning Knit Midi Dress

    Own it with so much style in this sultry knit midi! The dress features a sleeveless bodice, a mock neckline, tank-like shoulder straps, a rounded open back, and a mid-length, curve hugging fit. The dress is composed of a ribbed knit fabric that offers plenty of stretch.

    Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0110

    Category Name: Midi Dresses

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Susan Formal Sleeveless Midi Dress

    Special Occasion 

    Keep it sleek and sophisticated in our timelessly elegant Susan dress! She features a strapless sweetheart neckline, a built in no slip strip, padded cups, pleating accents along the bust, an empire waist accent and trendy side pockets. She is composed of a lined crepe fabric that offers a form hugging fit and a moderate stretch. Includes a back zipper closure with a hook and eye closure.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0027

    Category Name: Midi Dresses

    Price: $29.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Night Moves Cowl Neck Dress

    Show off your moves in this slinky, sultry midi!

    Fits & Features

    • Spaghetti Straps With Cross Back Design
    • Flattering Cowl Neckline 
    • Slim, Midi Length Skirt 
    • Slip-On Design
    • Smooth Jersey Knit Fabric 
    • Plenty Of Stretch
    • Zipper Not Included

     

    Burgundy: Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Hunter: Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05103-0449

    Category Name: Midi Dresses

    Price: $14.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweetheart Status Tube Midi Dress

    She’s sculpted, strapless, and made to serve. This textured midi dress brings the heat with a sweetheart neckline, front cutout, and curve-hugging fit—perfect for date nights, rooftop vibes, or that one party everyone’s posting about.

    Fit & Features

    • Texture knit fabric, smooth knit stretchy lining
    • Strapless sweetheart tube neckline with notch cutout
    • Mini bust cutout
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000047

    Category Name: Midi Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Miss Midi Striped Dress

    Hey there miss midi, we see you! and we are on the same page too, filling our closet with midi dresses this season. This piece features a  v-neckline, attached dark neutral marbled buttons, and adjustable spaghetti straps that lead to a square back. This red toned midi dress has a skinny stripe pattern and is composed of a soft knit material that offers maximum stretch. 

    Style Number/Barcode: 05102-3994

    Category Name: Midi Dresses

    Price: $9.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual Chic Midi Dress

    Get a total casual chic vibe with this adorable daytime LBD! It features a V neckline, short sleeves, and a mid-length, curve hugging fit. The dress is composed of a ribbed knit fabric that offers plenty of stretch.

    Style Number/Barcode: 05102-0197

    Category Name: Midi Dresses

    Price: $11.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Perfectly Stylish Sleeveless Ribbed Knit Midi Dress

    Achieve a perfectly stylish everyday look with this sleeveless ribbed knit midi dress! Designed with a comfortable ribbed knit fabric offering plenty of stretch, it features a V-neckline, spaghetti straps, a midi-length hem with a chic high front slit, and a form-hugging silhouette. Pair with a cropped denim jacket and clear mules.

    Fit & Features

    • Stretchy ribbed knit fabric
    • V-neckline
    • Spaghetti straps
    • High front slit
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06005-1645

    Category Name: Midi Dresses

    Price: $38.90

    Availability: In Stock

    Available Color: WHITE, BLACK

    Available Size: M, L, S

  • Brynn Formal Sleeveless Knot Dress

    Special Occasion 

    Create a look that they will never forget in our breathtaking Brynn dress! She features a sleeveless bodice, a plunging V neckline, padded cups for support, adjustable spaghetti straps that cross at the back and a twisted knot accent at the center of the bodice. Her slim fit bodice leads to a curve hugging midi length silhouette with an asymmetrical high slit. Dress is composed of a lined stretchy satin-like fabric that offers a moderate stretch. Includes a lower back zipper closure.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0163

    Category Name: Midi Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Linley Sequined Surplice Midi Dress
    Special Occasion

    Lend your sparkle a distinctly sophisticated aura in our lovely Linley dress! She features all-over sequin embellishment, a surplice bodice with deep V neckline and back zip, long sleeves, and a curve-hugging midi-length pencil skirt with side slit at front. Linley is fully lined and made from a woven material with little to no stretch. 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0030

    Category Name: Midi Dresses

    Price: $29.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale