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.

  • Glam Up Foiled Floral Velvet Midi Dress

    Glam up your rooftop party look in this velvet midi dress with a metallic foiled floral pattern for a gorgeous sheen. It features a sleeveless mock neckline, a partially open back for a chic allure, a high-cut side slit to showcase some leg, and a mid-length bodycon silhouette to flaunt your curves.

    Fit & Features

    • Velvet fabric
    • Floral metallic foiled pattern
    • Mock neckline
    • Partially open back, zipper closure
    • Thigh-high side slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3677

    Category Name: Midi Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Love The Way Lace-Up Midi Dress

    You'll love the way you look in this head-turning midi dress featuring a sleeveless cowl neckline, spaghetti straps, an open lace-up back design, a pleated side seam, and an asymmetrical hem with a side cutout. The dress is composed of a stretchy knit fabric with a subtle sheen. Complete the look in platform block heels.

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Open-back, lace-up design
    • Pleated side seam
    • Bodycon silhouette
    • Asymmetrical midi-length hem, side cutout
    • Knit fabric, subtle sheen, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1944

    Category Name: Midi Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Flair High Slit Ditsy Floral Knit Midi Dress

    Bring the sweet flair to date night in this high slit ditsy floral midi dress! The all-over ditsy floral print on the stretchy knit fabric is the perfect amount of sweetness with the sultry details of the mid-length dress. The sleeveless scoop neckline features a tie-front at the bust for a cute touch, spaghetti straps, an alluring thigh-high side slit to showcase some leg, and a slim-fit silhouette to showcase your figure. Style this midi dress with a faux leather jacket and heels!

    Fit & Features

    • Ditsy floral print, stretchy knit fabric
    • Sleeveless scoop neckline with bust tie
    • Spaghetti straps
    • Thigh-high side slit
    • Slim-fit silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5485

    Category Name: Midi Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Coraline Satin Corset Wrap Formal Dress

    Special Occasion

    Leave the room breathless in the sweet Coraline formal dress at your next fancy affair! She stuns in an off-the-shoulder neckline with pleated sleeve cuffs and a sultry corset bodice with flexible boning. Her empire waist effortlessly shapes the wrap midi skirt designed to give you a curvy look. The dress is composed of silky smooth satin fabric with minimal stretch. Complete your look in a glam necklace set and heels.

    Fit & Features

    • Off-the-shoulder, pleated sleeve cuffs
    • Corset bodice, flexible boning
    • Empire waist, wrap midi skirt
    • Back zipper and hook-eye closure
    • Lined silky satin fabric, minimal stretch
    • Strapless bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1996

    Category Name: Midi Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Krissy Formal Sequin Scroll Corset Midi Dress

    Special Occasion

    Captivating sequins lend endless sparkle while the scroll pattern elevates the Krissy formal midi dress sure to make a lasting impression! She features a sleeveless sweetheart neckline,  a padded bust, adjustable spaghetti straps, a corset-style bodice with flexible boning to give you a snatched appearance, a flattering bodycon silhouette, a front slit, and a midi-length hem. The formal dress is designed with a shimmering sequin scroll pattern with a chic lace effect. Complete your look for a rehearsal dinner or banquet in strappy rhinestone heels.

    This dazzling dress was made for the spotlight! Love the shimmer? Discover more sequin prom dresses or find a sophisticated look in our wedding guest dresses.

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust
    • Adjustable spaghetti straps, back zipper and hook-eye closure
    • Corset-style bodice, flexible boning
    • Bodycon silhouette, front slit, midi-length hem
    • Sequin-scroll pattern, lace effect
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1668

    Category Name: Midi Dresses

    Price: $9.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Love Ruffled Floral Chiffon Midi Dress

    Create an effortlessly pretty look you'll adore for day dates in this ruffled floral chiffon midi dress! The breezy chiffon fabric is detailed with a dainty floral bouquet print for a simply beautiful vibe. The mid-length dress features a sleeveless square neckline, a smocked bodice for added stretch with smocked adjustable tank shoulder straps, a fitted empire waist, and a tiered ruffled design with a flowy A-line silhouette. Complete your look with espadrille wedges.

    Fit & Features

    • Floral bouquet print, chiffon fabric and lining
    • Square neckline, smocked bodice
    • Smocked adjustable tank straps
    • Empire waist
    • Tiered ruffled design
    • A-line fit
    • Runs true to size

    Style Number/Barcode: 05101-3879

    Category Name: Midi Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sultry Sophistication Halter Bodycon Midi Dress

    Effortless glam never looked so good—this halter bodycon midi dress brings sleek sophistication with a hint of allure. Designed to sculpt and flatter, it’s your go-to for nights that call for chic style.

    Fit & Features

    • Smooth knit fabric, high stretch
    • Sleeveless square neckline
    • Tie-back halter straps, partially open back
    • Ruching
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000637

    Category Name: Midi Dresses

    Price: $38.90

    Availability: In Stock

    Available Color: MAUVE

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

  • Roxanne Formal Sequin Lace-Up Midi Dress

    Special Occasion

    The main event will be you in the Roxanne formal dress to serve up sparkle at engagement parties, birthdays, and major events! She features a sleeveless square neck, adjustable spaghetti straps, a lace-up back design, a bodycon silhouette, and a sultry slit along the midi-length hem. The formal dress is composed of a sequin-pattern mesh fabric with a knit lining and minimal stretch. Style with a metallic clutch.

    Fit & Features

    • Sleeveless square neck, adjustable spaghetti straps
    • Lace-up back design
    • Back zipper and hook-eye closure
    • Bodycon silhouette, front slit, midi-length hem
    • Sequin-pattern mesh fabric, knit lining, minimal stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1346

    Category Name: Midi Dresses

    Price: $14.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Charm Crepe One Shoulder Dress

    Bring major charm in this one-shoulder midi dress showcasing a sleek and sultry silhouette perfect for flaunting curves! It features a sleeveless bodice with a single spaghetti strap, a tie-front waist belt, and a front-side slit accent on crepe fabric. Complete the look in simple nubuck block heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Single spaghetti strap
    • TIe-front waist belt
    • Bodycon silhouette
    • Front side slit. midi-length hem
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1699

    Category Name: Midi Dresses

    Price: $19.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Luxe Cowl Neck Slit Midi Dress

    This luxe midi dress is effortlessly chic and perfect for a classy night out! It features a sleeveless cowl neckline, spaghetti straps, a cross-back strap design, a midi-length hem with a high-cut front slit, and a curve-hugging silhouette. The smooth knit fabric offers a moderate stretch. Complete the look in this mid-length dress with rhinestone heels and a clutch.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Cross-back strap design
    • Midi-length hem, high front slit
    • Form-hugging silhouette
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1607

    Category Name: Midi Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Perfect Pairing Tie Back Color Block Satin Midi Dress

    Nothing goes together perfectly than you in this color block satin midi dress at showers, rehearsal dinners, or date nights! The square neckline and adjustable spaghetti straps offer a flattering fit, while the tie-back design adds elegance. Made with a form-hugging fit and luxurious satin fabric, this dress is perfect for any occasion. Complete the look with hoop earrings, a bracelet, and block heels.

    Fit & Features

    • Colorblock pattern, satin fabric lined with woven
    • Adjustable spaghetti straps
    • Square neckline
    • Tie-back design, zipper and hook-eye closure
    • Form-hugging midi silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3385

    Category Name: Midi Dresses

    Price: $6.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shape Of You Crepe Cowl Midi Dress

    Strut in confidence in this sultry-sophisticated crepe midi dress featuring a sleeveless cowl neckline with sleek spaghetti straps, a form-fitting silhouette, a front slit, and a low-cut back to showcase some skin! Complete the look with a glam necklace and heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Form-fitting silhouette
    • Front slit, midi hem
    • Low-cut back
    • Crepe fabric, knit lining at the bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1602

    Category Name: Midi Dresses

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreamy Luxe Satin Strappy Back Midi Dress

    Soft, sleek, and endlessly romantic—this satin midi dress drapes with a cowl neckline and delicate strappy open back. Perfect for weddings, date nights, or any occasion that calls for subtle elegance with a flirty allure.

    Fit & Features

    • Silky woven satin fabric
    • Cowl neckline
    • Adjustable spaghetti straps
    • Strappy tie-back design
    • Curve-hugging silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000586

    Category Name: Midi Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: PINK, SAGE

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

  • Absolute Dream Velvet Midi Dress

    Make your entrance in this velvet midi dress designed to stun! It features a sleeveless square neck, spaghetti straps, fitted bodice with side pleats leading to the form-hugging asymmetrical wrap hem. Complete your dreamy look with a chic clutch and heels.

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Fitted bodice, side pleats
    • Form-hugging silhouette
    • Asymmetrical wrap midi hem
    • Lined velvet fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1886

    Category Name: Midi Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Garden Of Roses Chiffon Midi Dress

    Frolic through the garden or your next soiree in this rose print chiffon midi dress! It features a sleeveless sweetheart neck, spaghetti straps, a ruched bust with a tie, and a slim A-line silhouette with a flirty front slit. Complete the look in strappy block heels.

    Fit & Features

    • Sleeveless sweetheart neck, spaghetti straps
    • Ruched bust with tie
    • Back zipper and hook-eye closure
    • Slim A-line silhouette
    • Front slit, midi-length hem
    • Rose print, airy chiffon fabric, stretch knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2081

    Category Name: Midi Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning Sleek Style Midi Dress

    Showcase a stunning sleek style in this alluring midi dress! It features a sleeveless V-neckline with a twist-front design, spaghetti straps, a sultry waist cutout, and a midi-length, curve-hugging silhouette with a high front slit. Complete the look with strappy stilettos.

    Fit & Features

    • Sleeveless V-neckline, twist-front design
    • Spaghetti straps
    • Waist cutout 
    • Form-fitting, front slit
    • Midi-length hem
    • Smooth satin lined fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4330

    Category Name: Midi Dresses

    Price: $9.97 $43.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Moment Cowl Neck Ruffle Midi Dress

    Whether you're in the city for a soiree or at a dinner party, this midi dress makes every moment feel perfect! Designed with a smooth lined knit fabric, it features a sleeveless cowl neckline, spaghetti straps that crisscross along the back, a form-hugging silhouette, and a ruffle trim hem with a slit design. Complete the look in strappy block heels and a choker.

     Fit & Features

    • Smooth knit fabric with lining, minimal stretch
    • Sleeveless cowl neckline
    • Spaghetti straps
    • Form-hugging silhouette
    • Midi-length, ruffle trim hem, slit design
    • Runs true to size

    Style Number/Barcode: 05101-2781

    Category Name: Midi Dresses

    Price: $19.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Serving Up Style High Slit Midi Dress

    Serve up some serious style with a midi dress that elevates your style! The dress features a sleeveless cowl neckline, spaghetti straps, and a midi-length silhouette with a high side slit. The dress is composed of a stretchy knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with clear mules.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Midi-length silhouette
    • High side slit
    • Satin-knit fabric 
    • Form-hugging fit, moderate stretch
    • Runs true to size 

    Style Number/Barcode: 05101-1073

    Category Name: Midi Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Night Garden Floral Midi Dress

    A statement without saying a word—this floral print midi dress stuns with a sleek cowl neckline, curve-hugging fit, and striking oversized blooms. Equal parts romantic and dramatic, it’s perfect for dinner dates or semi-formal events.

    Fit & Features

    • Floral print, mesh knit-lined stretch fabric
    • Cowl neckline
    • Adjustable spaghetti straps
    • Curve-hugging silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000552

    Category Name: Midi Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BLUE

    Available Size: XS, S, M, L

  • Zadie Formal High-Slit Midi Dress

    Special Occasion 

    Impress in an elegant midi dress that is simply sophisticated! Zadie features a strapless square neckline, flexible boning, a draped accent at the bodice, and a midi-length silhouette accented with a high side slit. The midi dress is composed of a crepe fabric that offers a form-hugging fit with a moderate stretch. Complete the look with rhinestone heels and an anklet.

    Fit & Features

    • Strapless square neckline
    • Draped accent on bodice, flexible boning
    • Back zipper closure 
    • Form-hugging fit, midi-length silhouette, high side slit
    • Crepe fabric with moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1266

    Category Name: Midi Dresses

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Maui Nights Strapless Tropical Midi Dress

    Booked a vacation? This tropical midi dress is here to make you look stylish for your getaway! Designed with a flattering bodycon silhouette and side slit for effortless sultriness.

    Fit & Features

    • Tropical print, mesh knit-lined fabric
    • Strapless neckline
    • Bodycon silhouette
    • Side slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-6120

    Category Name: Midi Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Marissa One-Shoulder Asymmetric Midi Dress

    Special Occasion

    Have a major chic moment in our simply stunning Marissa midi dress! She features a one-shoulder neckline, a back zipper and hook and eye closure, a high waist, and a wrap front with a mid-length asymmetrical hem and a curve-hugging fit. Pair this dress with rhinestone statement earrings and a rhinestone cuff bracelet.

    Fit & Features

    • One-shoulder strap neckline
    • Empire waist, back zipper closure
    • Asymmetrical wrap silhouette
    • Form-fitting midi hem
    • Crepe fabric, knit lining, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-0583

    Category Name: Midi Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Enchanting A-Line Floral Chiffon Midi Dress

    Have everyone under your spell in this floral chiffon midi dress as a stunning wedding guest or to attend a garden party! Featuring a square neckline with a bust tie, elasticized shoulder straps, and an A-line silhouette, this dress flatters any figure. The front slit and midi-length hem add a touch of sophistication. Complete the look in block heels and earrings!

    Fit & Features

    • Floral print, chiffon fabric, stretchy knit lining
    • Elasticized shoulder straps
    • Square neckline, bust tie
    • Back zipper and hook-eye closure
    • Front slit
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3304

    Category Name: Midi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Blissful Cutie Floral Bodycon Midi Dress

    Enter a state of blissful cuteness in this floral midi dress boasting a flattering bodycon fit perfect for layering with denim jacket.

    Fit & Features

    • Eyelet knit stretchy fabric, sewn-in knit lining
    • Strapless neckline
    • Bodycon fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-6044

    Category Name: Midi Dresses

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free