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.

  • Laced With Drama Sweetheart Ruched Midi Dress

    Soft lace, snatched fit, and a neckline that knows what it’s doing. This midi dress was made for candlelit plans, chic arrivals, and unforgettable exits.

    Fit & Features

    • Lined lace fabric
    • Sweetheart neckline
    • Sheer fitted long sleeves
    • Bodycon silhouette
    • Center back slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000560

    Category Name: Midi Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S

  • First Impression Lace-Up Midi Dress

    Make a chic first impression in this sleek curve-hugging midi dress! It features a sleeveless square neckline, spaghetti straps that lead to a cross-back, lace-up strappy design, a midi-length hem, and a fitted bodycon silhouette that will accentuate your gorgeous figure. The smooth knit fabric offers plenty of stretch. Style with hoop earrings.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Cross-back, lace-up strappy design, tie closure
    • High waist seam, midi-length hem
    • Fitted bodycon silhouette
    • Knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-1939

    Category Name: Midi Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Style Color Block Midi Dress

    This chic color block midi dress will give you an elevated style for your next dressy dinner date. It features a sleeveless asymmetrical one-shoulder neckline, a single spaghetti strap, a two-tone color block design, a high waist seam, and a midi-length, curve-hugging silhouette with a high side slit to showcase some leg. The crepe fabric offers a moderate stretch. Complete the look with strappy stilettos.

    Fit & Features

    • Sleeveless asymmetrical one-shoulder neckline
    • Single spaghetti strap
    • Two-tone color block design
    • High waist seam
    • Midi-length hem, high side slit
    • Fitted bodycon silhouette
    • Crepe fabric, lined bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2152

    Category Name: Midi Dresses

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Iconic Style Ruched Mesh Midi Dress

    Show off your iconic style in this alluring and chic mesh midi dress. It features a sleeveless square neckline, adjustable spaghetti straps for a customized fit, a ruched overlay at the waist, ruching down the side seams, and a midi-length, curve-hugging silhouette. The sheer mesh fabric includes a full knit lining. Complete the look with clear lucite heels.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Ruched overlay at the waist
    • Ruching down the side seams
    • Midi-length hem, fitted bodycon silhouette
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1681

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Sheen Satin Midi Dress

    Showcase a sleek sheen in this gorgeous satin midi dress! The knee-length dress features a sleeveless cowl square neckline with pleating, adjustable spaghetti straps for a customized fit, and ruched detailing. A sparkly rhinestone trim cascades from the side to the front leading to a midi-length, asymmetrical hem creating a chic side slit to show off your legs. Style this curve-hugging dress with metallic heels for your next fancy date night.

    Fit & Features

    • Sleeveless cowl square neckline, pleating
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Ruching, rhinestone trim accent
    • Midi-length, asymmetrical hem, high side slit
    • Form-fitting silhouette
    • Stretch satin fabric
    • Runs true to size

    Style Number/Barcode: 05101-2254

    Category Name: Midi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chain Effect Midi Dress With Belt

    You'll make a chain reaction by stepping out in this rib knit tank midi dress featuring a sleeveless square neck, tank shoulder straps, a detachable chain belt with lobster clasp closure, and a form-hugging silhouette. Complete the look in a chic blazer for happy hour!

    Fit & Features

    • Sleeveless square neck
    • Tank shoulder straps
    • Detachable chain belt with lobster clasp closure
    • Form-hugging silhouette
    • Midi-length hem
    • Double-lined rib knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4882

    Category Name: Midi Dresses

    Price: $19.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vibe In Velvet Strappy Midi Dress

    Vibe in this vivacious velvet midi dress for your next semi-dressy affair! It features a sleeveless halter cross-style neckline, sleek bungee spaghetti straps, a strappy open-back, and a side ruched seam to accentuate your curves along the asymmetrical slit hem. Complete the look in sparkly heels

    Fit & Features

    • Sleeveless halter cross-style neckline
    • Bungee spaghetti straps
    • Strappy open-back
    • Side ruched seam
    • Asymmetrical slit midi-length hem
    • Lined velvet fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1937

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Violeta Chiffon Sleeve Crepe Midi Dress

    Special Occasion

    Style up the chic and stunning Violeta formal midi dress for a luxe cocktail party look. She features a square neckline, sheer chiffon long peasant sleeves, a partially open back with a strappy lace-up design, front ruching leading to a thigh-high slit to showcase some leg, and a midi-length, form-hugging silhouette to accentuate your gorgeous figure. The crepe fabric offers a moderate stretch. Complete the look with strappy stilettos.

    Fit & Features

    • Square neckline
    • Sticky bra recommended
    • Sheer chiffon long peasant sleeves, elastic cinched hems
    • Partially open back, strappy lace-up design, tie closure
    • High waist seam, front ruching, thigh-high slit
    • Midi-length hem, form-hugging fit
    • Crepe fabric, bust lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-1231

    Category Name: Midi Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Gorgeous Sparkle Glitter Knit Midi Dress

    Showcase a gorgeous sparkle this holiday season in this glitter knit midi dress. It features a V-neckline with a wrap-front design, long fitted sleeves, ruching down the side, a midi-length asymmetric hem, and a curve-hugging silhouette. The glitter knit fabric offers a moderate stretch. Style with rhinestone heels.

    Fit & Features

    • V-neckline, wrap-front design
    • Long fitted sleeves
    • Side ruching
    • Midi-length asymmetric hem
    • Fitted bodycon silhouette
    • Textured glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1854

    Category Name: Midi Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Loved Tube Bodycon Midi Dress

    Love at first wear...this tube midi dress elevates your everyday look with curve-accentuating side ruched seams, a bodycon fit, and a side slit for movement.

    Fit & Features

    • Stretchy rib knit fabric, knit lining
    • Strapless tube neckline
    • Side ruched seams
    • Bodycon silhouette
    • Side slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000309

    Category Name: Midi Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK

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

  • Vivacious Velvet V-Neck Midi Dress

    You'll be all sorts of va va voom in this velvet midi dress featuring long sleeves, a surplice v-neck, a bodycon silhouette, and a front side ruched seam atop a sultry slit accent. Complete the look in sparkly stiletto heels.

    Fit & Features

    • Long sleeves
    • Surplice v-neck
    • Front side ruched seam, slit accent
    • Bodycon silhouette
    • Midi length hem
    • Lined velvet fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1902

    Category Name: Midi Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Klaire Formal Crepe Midi Dress

    Special Occasion

    Klaire brings the sophistication to your next holiday party or winter soiree! She features a sleeveless one-shoulder neckline with a sexy cutout bust, and a high-waist seam that leads to her form-hugging silhouette with a side slit cutout along the midi hem. The formal dress is composed of a crepe knit fabric with sewn-in lining and moderate stretch. Complete your dressy look in a necklace and earrings set!

    Fit & Features

    • Sleeveless one shoulder neckline
    • Cutout bust, adhesive bra recommended
    • Form-hugging silhouette
    • Side slit cutout
    • Midi-length hem
    • Crepe knit fabric, sewn-in lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05001-1342

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wear Your Art Striped Midi Dress

    Wear this fine work of art and every eye will be on you! This marble striped midi dress features long sleeves, front and back v-necklines, a bodycon silhouette, and a tie-front waist. Complete the look in PVC mules for a casual lunch!

    Fit & Features

    • Long sleeves
    • Front and back v-necklines
    • Bodycon silhouette
    • Tie-front waist
    • Midi-length hem
    • Marble striped print, stretch-knit fabric
    • Fits true to size

    Style Number/Barcode: 05102-4821

    Category Name: Midi Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gorgeous Vibes Glitter Knit Midi Dress

    Bring the sparkle and shine to your dressy look with this gorgeous glitter knit midi dress! It features a sleeveless cowl neckline, spaghetti straps, a low scoop back with a rhinestone embellished bar strap, a high waist seam, a midi-length silhouette, and a curve-hugging fit. The glitter knit fabric offers a moderate stretch. Style with glitzy rhinestone earrings.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Low scoop back, rhinestone embellished bar strap
    • High waist seam, midi-length hem
    • Form-hugging silhouette
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1884

    Category Name: Midi Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Affair Feather Trim Velvet Midi Dress

    Make it a luxe affair in this stunning smooth velvet midi dress! It features a sleeveless square neckline with a chic marabou feather trim, spaghetti straps, a midi-length, curve-hugging silhouette, and a high front slit to showcase some leg. The velvet fabric offers a moderate stretch. Style with platform heels.

    Fit & Features

    • Sleeveless square neckline, marabou feather trim
    • Spaghetti straps
    • High waist seam
    • Midi-length hem, fitted bodycon silhouette
    • Thigh-high front slit
    • Velvet fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2086

    Category Name: Midi Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love The Spotlight Glitter Midi Dress

    Glisten and glow under the spotlight in this glitter crepe midi dress featuring a sleeveless v-neckline, bungee spaghetti straps, a form-hugging silhouette, and a front-slit accent. Complete your dressy look in block heels for a party!

    Fit & Features

    • Sleeveless v-neckline
    • Bungee spaghetti straps
    • Form-hugging silhouette
    • Front slit accent
    • Midi-length hem
    • Glitter crepe fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1892

    Category Name: Midi Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Sleek Asymmetric Midi Dress

    This effortless sleek asymmetric midi dress was made for grabbing drinks with your friends! It features a sleeveless cowl neckline, spaghetti straps that lead to a cross-back strap design, a wrap-front skirt with pleated detailing and an asymmetric hem, and a midi-length, curve-hugging silhouette. The smooth knit fabric offers plenty of stretch. Style with strappy stilettos.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps, cross-back strap design
    • High waist seam
    • Wrap-front skirt, pleating, asymmetric hem
    • Midi-length hem, fitted bodycon silhouette
    • Stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05101-1915

    Category Name: Midi Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Joelle High Slit Satin Midi Dress

    Special Occasion

    Sassy and sleek, the Joelle satin midi dress is perf for styling up for your next cocktail party. She features a sleeveless plunging V-wired neckline that provides structure, spaghetti straps, ruching at the bodice and down the front, a midi-length, curve-hugging silhouette, and a high side slit. The smooth satin-knit fabric offers a moderate stretch. Complete the look with strappy heels.

    Fit & Features

    • Sleeveless deep V-wired neckline
    • Sticky bra recommended
    • Spaghetti straps
    • High waist seam, ruching at the bodice and down the front
    • Midi-length hem, fitted bodycon silhouette, high side slit
    • Stretch satin-knit fabric
    • Runs true to size

    Style Number/Barcode: 05001-1210

    Category Name: Midi Dresses

    Price: $29.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Abigail V-Neck Strappy Satin Midi Dress

    Special Occasion

    Everyone will stop and stun at you in the Abigail satin midi dress! Crafted from silky satin fabric that flaunts your curves in a form-hugging fit, this dress effortlessly captures the attention of the room.

    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

    • Satin fabric, sewn-in knit lining
    • V-neckline, padded bra cups
    • Strappy back
    • Side slit
    • Form-hugging fit
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, rehearsal dinners, engagement parties and photoshoots, bridal showers, birthdays, dinner parties, date night, black tie gala

    Style Number/Barcode: 05001-2635

    Category Name: Midi Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: SAGE, NAVY, WHITE, PINK, BLACK, RED

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

    Product Badge:
    • Sale
  • Kat Formal Velvet Slit Midi Dress

    Special Occasion

    Subtle glamour with head-turning detail, the Kat formal velvet dress is perfect for your upcoming holiday soirees! She features a sleeveless square neck, spaghetti straps, an open lace-up back with tie closure, and a form-hugging midi hem with a slit. The formal dress is composed of luxuriously soft velvet-lined fabric with moderate stretch. Complete your dressy look in chic heels.

    Fit & Features

    • Sleeveless square neck, spaghetti straps
    • Sticky bra recommended
    • Open lace-up back with tie closure
    • Form-hugging, slit accent
    • Midi-length hem
    • Lined velvet fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05001-1247

    Category Name: Midi Dresses

    Price: $29.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dressed Up In Sequins Midi Dress

    Shimmer and shine in this sequin midi dress for the next party or night out! The dress features a sleeveless scoop neck, mesh spaghetti straps that lace up along the open-back design, a bodycon fit, and a side slit hem. Complete your radiant look with a chic ring set and heels! 

    Fit & Features

    • Sleeveless scoop neck
    • Mesh spaghetti straps
    • Lace-up open-back design
    • Hidden back zipper and hook-eye closure
    • Bodycon, midi hem with side slit
    • Sequin fabric, knit lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-2131

    Category Name: Midi Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Posh Party Pleated Velvet Midi Dress

    Keep your party look elevated and posh in this pleated velvet midi dress. It features a sleeveless square neckline, spaghetti straps, pleating at the waist, a wrap-front skirt creating a chic front slit to showcase some leg, and a curve-hugging silhouette. The smooth velvet fabric offers a moderate stretch. Style with stiletto heels.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • High waist seam, pleated detailing
    • Wrap-front skirt, front slit
    • Fitted bodycon silhouette
    • Velvet fabric, sewn-in lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1879

    Category Name: Midi Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Safari Babe Zebra Cowl Midi Dress

    Go on safari looking like a total babe in this zebra midi dress sure to make you in charge of the animal kingdom! It features a sleeveless cowl neckline, dual spaghetti straps, and a form-hugging silhouette. Complete the look in strappy mules for brunch!

    Fit & Features

    • Sleeveless cowl neckline
    • Dual spaghetti straps
    • Form-hugging silhouette
    • Midi-length hem
    • Zebra print
    • Knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-2026

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Eyes For One Shoulder Sweater Dress

    Everyone will only have eyes for you in this one-shoulder sweater dress featuring a long sleeve, flirty choker neck, a side waist cutout, and a form-hugging midi hem with a slit. Pair with strappy stiletto heels to complete the look!

    Fit & Features

    • One-shoulder, long sleeve
    • Choker neck
    • Side waist cutout
    • Form-hugging silhouette
    • Slit midi-length hem
    • Soft sweater-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1495

    Category Name: Midi Dresses

    Price: $6.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance