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.

  • Hit List One-Shoulder Midi Dress

    This sleeveless midi dress is sure to make your list of sultry fits! The club dress features a one-shoulder neckline with a cutout bust, a bodycon silhouette, front side ruched seam to accentuate your curves along the asymmetrical slit hem. Complete the look with statement hoop earrings. 

    Fit & Features

    • Sleeveless, one-shoulder neckline
    • Cutout bust
    • Bodycon silhouette
    • Front ruched seam, slit accent
    • Asymmetrical midi hem
    • Double-lined knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4682

    Category Name: Midi Dresses

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Francine Satin Halter Slit Midi Formal Dress

    Special Occasion

    Effortlessly sleek and made to mesmerize, the Francine is your RSVP-ready statement. With a halter V-neckline and bodycon fit in glossy satin, its side slit adds just the right touch of drama.

    Fit & Features

    • Stretch satin fabric
    • Halter V-neckline
    • Open back, lower zipper and hook-eye closure
    • Side slit
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, rehearsal dinners, engagement parties, birthdays, cocktail soirees, date night, rooftop hotel bars, formal milestone celebrations

    Style Number/Barcode: 05001-000291

    Category Name: Midi Dresses

    Price: $64.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

  • Robin Formal Satin Lace-Up Midi Dress

    Special Occasion

    Perfect for parties and bridesmaids, the Robin formal satin dress brings the allure this season! She features a sleeveless cowl neckline, sleek spaghetti straps that create the lace-up back design, side ruching to accentuate your curves along her bodycon, midi-length hem with a sultry slit. The formal dress is crafted from silky smooth satin fabric with minimal stretch. Complete your dressy look in a necklace and bracelet set!

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Sticky bra recommended
    • Lace-up back design, zipper closure
    • Side ruching, bodycon silhouette
    • Midi-length hem with slit
    • Silky satin fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05001-1236

    Category Name: Midi Dresses

    Price: $19.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Color Me Pretty Ombre Midi Dress

    Give your closet some pretty color with this ombre knit midi dress perfect for dressing up! The dress features a sleeveless scoop neck, sleek spaghetti straps, an open lace-up back with tie closure, a bodycon silhouette, and an asymmetrical side slit cutout to showcase some chic strappy heels.

    Fit & Features

    • Sleeveless scoop neck, spaghetti straps
    • Open lace-up back, tie closure
    • Bodycon silhouette
    • Asymmetrical side slit cutout
    • Midi-length hem
    • Ombre lined knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4825

    Category Name: Midi Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Glimpse Floral Tube Midi Dress

    Romantic but make it bodycon. This floral mesh midi dress is the perfect mix of dreamy and daring—made for slow dances, date nights, and second glances. 

    Fit & Features:

    • Sheer floral mesh fabric, stretchy knit lining
    • Strapless tube neckline
    • Curve-hugging bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000206

    Category Name: Midi Dresses

    Price: $32.90

    Availability: In Stock

    Available Color: RUST

    Available Size: XS, S, M, L

  • Act The Part Sequin Midi Dress

    You're the real star of the show in this sequin midi dress featuring a sleeveless square neck, adjustable spaghetti straps, side and back cutouts, a form-hugging silhouette, and a sultry side slit. Complete your dazzling look in stiletto mules.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Back hook and eye closures
    • Side and back cutouts
    • Form-hugging, side slit, midi-length hem
    • Sequin-knit mesh fabric, lined, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2146

    Category Name: Midi Dresses

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Draw Attention One-Shoulder Midi Dress

    You'll draw all the attention to you in this one-shoulder midi dress perfect for a casual lunch with friends! The dress features a single long sleeve, an adjustable drawstring waist cutout, a side ruched seam, and a form-hugging fit. Complete the look in chic lattice booties.

    Fit & Features

    • One-shoulder neckline
    • Single long sleeve
    • Adjustable drawstring waist cutout
    • Side ruched seam
    • Form-hugging, midi-length hem
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4803

    Category Name: Midi Dresses

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Made Your Mark X-Back Midi Dress

    Make your mark in this stylish basic midi dress featuring a sleeveless crew neckline, wide shoulder straps that cross along the open back, and a form-hugging fit with a side slit detail. Complete the look in pointed-toe heels for a dinner with friends!

    Fit & Features

    • Sleeveless crew neckline
    • Wide shoulder straps cross along the open back
    • Form-hugging silhouette
    • Side slit detail
    • Midi-length hem
    • Rib-knit fabric, sewn-in lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4621

    Category Name: Midi Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vivienne Formal Sequin Midi Dress

    Special Occasion

    Gorgeous sequins make the Vivienne formal midi dress shimmer and shine for your next banquet or fancy soiree! She features an off-the-shoulder, sweetheart neckline, three-quarter-length bishop sleeves, a lightly padded bust, and a form-hugging silhouette with a back-slit accent. The formal dress is composed of sequin fabric with a knit lining and minimal stretch. Complete the look in strappy heels

    Fit & Features

    • Off-the-shoulder, sweetheart neckline
    • Three-quarter-length bishop sleeves
    • Lightly padded bust, strapless or adhesive bra optional
    • Back zipper and hook-eye closure
    • Form-hugging, back slit accent, midi-length hem
    • Sequin fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-1415

    Category Name: Midi Dresses

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Double Your Pleasure Midi Dress

    Double the parties, double the pleasure! This crowd-pleasing crepe midi dress will have all eyes on you everywhere you go. It features a one-shoulder strap neckline with a diagonal slit, high waist seam, bodycon fit, and an asymmetrical faux wrap hem. Complete the look in a statement bracelet and heels.

    Fit & Features

    • Sleeveless one-shoulder strap neckline
    • Diagonal slit accent
    • High waist seam, back zipper closure
    • Bodycon fit
    • Asymmetrical faux wrap midi hem
    • Lined crepe fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4633

    Category Name: Midi Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mellie Formal Sequin Midi Dress

    Special Occasion

    For your upcoming parties and events, bring the glow in the Mellie formal sequin midi dress that shines from every angle! She's designed in a sophisticated one-shoulder neckline with a front draped accent, a single long sleeve, high waist seam, form-fitting silhouette, and a front sultry slit. The formal dress is composed of a sequin-knit fabric with a knit lining and a minimal stretch and back zipper closure. Complete your dressy look in stiletto heels and a sleek bracelet.

    Fit & Features

    • One-shoulder neckline, draped accent
    • Adhesive or strapless bra recommended
    • Long sleeve, back zipper closure
    • High waist seam
    • Form-fitting, front slit, midi hem
    • Sequin-knit fabric, knit lining, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05001-1030

    Category Name: Midi Dresses

    Price: $29.97 $62.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kacie Formal Velvet Midi Dress

    Special Occasion

    Prepare for all the jaws to drop when you're seen in the Kacie formal velvet dress at the annual holiday party! She features an elegant one-shoulder neckline, a long sleeve, a cutout bust, and a form-hugging, midi-length slit hem. The formal dress is composed of a luxuriously soft velvet fabric with a sewn-in lining and moderate stretch. Complete your dressy look in glitzy heels and a clutch.

    Fit & Features

    • One-shoulder neckline, long sleeve, cutout bust
    • Strapless or sticky bra recommended
    • Form-hugging silhouette
    • Midi-length slit hem
    • Velvet fabric, sewn-in lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-1265

    Category Name: Midi Dresses

    Price: $29.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Step It Up Henley Knit Midi Dress

    Step up your basics with this rib knit midi dress with subtle detail for a cute, everyday style! The dress features long sleeves, a V-neck, a button-down front with a slit, and a form-hugging silhouette. Complete the look in strappy mules for weekend plans!

    Fit & Features

    • Long sleeves, V-neck
    • Front button-down
    • Slit accent
    • Form-hugging silhouette
    • Midi-length hem
    • Rib knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4726

    Category Name: Midi Dresses

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glow for It Tube Glitter Midi Dress

    She’s sleek, she’s sparkly, she’s definitely getting compliments. This tube midi dress hugs just right and glows under the light—made for birthday dinners, weddings, or any moment that deserves a little dazzle.

    Fit & Features

    • Glitter knit fabric, stretchy knit lining
    • Tube neckline
    • Mermaid silhouette
    • Midi-length hem
    • Runs true to size
    • Extra glitter for maximum sparkle - may have some natural fallout

    Style Number/Barcode: 05101-000170

    Category Name: Midi Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: PINK

    Available Size: S, M, L, XL

  • Sweet Love Velvet Midi Slip Dress

    Lovely and luxe, slip into this velvet midi dress for a night of celebration! It features a sleeveless cowl neckline with tank-style straps, a low-cut back, and a form-hugging silhouette. Complete your ravishing look in statement earrings.

    Fit & Features

    • Sleeveless, cowl neckline
    • Tank-style straps
    • Low-cut back
    • Form-hugging silhouette
    • Midi-length hem
    • Velvet knit fabric, sewn-in lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-2153

    Category Name: Midi Dresses

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gabriel Formal Satin Midi Dress

    Special Occasion

     Keep it sleek and chic in the Gabriel formal satin dress sure to sweep the crowd off their feet! She stuns in a sleeveless one-shoulder neckline with a tank-style strap, a high waist seam, side pleating, and an asymmetrical slit midi hem. The formal dress is composed of silky satin fabric with sewn-in lining and minimal stretch. Complete your dressy look in strappy mules.

    Fit & Features

    • Sleeveless one-shoulder neckline, tank-style strap
    • Strapless or adhesive bra recommended
    • High waist seam
    • Form-hugging, side pleats
    • Asymmetrical slit midi hem
    • Satin fabric, sewn-in lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-1228

    Category Name: Midi Dresses

    Price: $14.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Riveting Satin Slit Midi Dress

    Everyone will be riveted by you in this satin midi dress featuring a sleeveless v-neckline with bungee spaghetti straps, a curve-hugging silhouette, side ruched seam to accentuate your curves along the asymmetrical slit hem. Complete your dressy look with pointed-toe heels.

    Fit & Features

    • Sleeveless v-neckline
    • Bungee spaghetti straps
    • Curve-hugging silhouette
    • Side ruched seam and slit
    • Asymmetrical midi hem
    • Smooth satin fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1340

    Category Name: Midi Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ruche To The Scene Cowl Midi Dress

    Arrive fashionable late to capture all the attention strolling in this sultry cowl neck midi dress! It features a sleek and sleeveless bodice with adjustable spaghetti straps, a form-hugging silhouette, and a front side ruched seam atop the slit hem. Complete the look in this midi-length dress with stiletto mules.

    Fit & Features

    • Sleeveless cowl neck
    • Adjustable spaghetti straps
    • Form-hugging silhouette
    • Front side ruched seam, slit accent
    • Midi-length hem
    • Slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1910

    Category Name: Midi Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Galactic Girl Holographic Slip Midi Dress

    Enter into a galaxy far, far away in this holographic slip midi dress featuring a sleeveless boat neckline, adjustable spaghetti straps, a curve-hugging silhouette, and a midi-length hem with a slit. Complete your chic look in a layered choker.

    Fit & Features

    • Sleeveless boat neckline
    • Adjustable spaghetti straps
    • Curve-hugging silhouette
    • Midi-length hem with slit
    • Holographic woven fabric, knit lining, no stretch
    • Fits true to size

    Style Number/Barcode: 05101-2133

    Category Name: Midi Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Knot Pleasure Crew Neck Midi Dress

    This crew neck midi dress will be pleased to be added to your fashion closet! It features long fitted sleeves, a form-hugging silhouette, and a front knot accent at the waist. The slinky knit fabric offers a moderate stretch. Complete the look with strappy heels.

    Fit & Features

    • Long fitted sleeves
    • Crew neckline
    • Form-hugging silhouette
    • Front knot accent at the waist
    • Midi-length hem
    • Slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4807

    Category Name: Midi Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek Wonders Square Neck Midi Dress

    This sleek midi dress will do wonders for your curves! It features a sleeveless square neckline with bungee spaghetti straps, and a side ruched seam to accentuate your figure along the asymmetrical slit hem. Complete the look in strappy mules for a brunch!

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Side ruched seams
    • Bodycon silhouette
    • Asymmetrical midi slit hem
    • Slinky knit double-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4805

    Category Name: Midi Dresses

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Gimme the Glitz Sequin Midi Dress

    If you're looking to sparkle this glitzy sequin midi dress is the perfect shimmery option! The short dress features a sleeveless V-neckline, bungee spaghetti straps, a form-hugging silhouette, and a front-slit accent. Complete the look with a glam hair accessory for a flawless updo!

    Fit & Features

    • Sleeveless V-neckline
    • Bungee spaghetti straps
    • Form-hugging silhouette
    • Front slit accent
    • Midi-length hem
    • Sequin-knit fabric, lined, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1688

    Category Name: Midi Dresses

    Price: $9.97 $55.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle Plans Glitter Knit Midi Tube Dress

    She’s sparkly, she’s sleek, and she didn’t come to play. This glitter knit midi tube dress serves major bombshell vibes—perfect for nights when subtle just won’t cut it.

    Fit & Features

    • Glitter knit fabric, high stretch, knit lining
    • Strapless straight-across neckline
    • High-cut side slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000133

    Category Name: Midi Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: NAVY

    Available Size: S, M, L, XL

  • Flawless Look One Shoulder Midi Dress

    Covet a flawless look in this one-shoulder midi dress featuring a single tank-style strap with a cutout accent and a bodycon silhouette. Complete the look in strappy stiletto mules.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Single tank-style strap
    • Cutout accent
    • Bodycon silhouette
    • Midi-length hem
    • Double-lined slinky knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-2096

    Category Name: Midi Dresses

    Price: $5.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free