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.

  • Poppy High Slit Satin Formal Corset Midi Dress

    Special Occasion

    Slip into the Poppy high-slit satin formal corset midi dress for an alluring vibe at dances, parties, or weddings! Designed with a smooth satin-knit fabric, this formal dress offers plenty of stretch and a gorgeously chic sheen. She is shaped with a sleeveless sweetheart neckline with a pleated cowl neck overlay, padded bra cups for support, and features adjustable spaghetti straps so you can find your perfect fit. Her corset-style bodice has flexible boning inserts for structure and an angled high waist seam for that snatched silhouette. The asymmetric mid-length hem creates a sultry high side slit along the figure-flaunting bodycon fit. Complete the look with metallic heels for a pop of glam!

    Fit & Features

    • Satin-lined fabric with stretch
    • Sleeveless sweetheart neckline, cowl neck overlay
    • Corset bodice with flexible boning, padded bra cups
    • Adjustable spaghetti straps, back zipper closure
    • Asymmetric hem with high-side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05001-2064

    Category Name: Midi Dresses

    Price: $29.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Blossom In Style Mesh Floral Midi Dress

    Watch your style blossom in this mesh floral midi dress perfect for dates to Galentine's and parties! This bodycon midi dress features a flattering square neckline, adjustable spaghetti straps, and ruched side seams for a perfect fit. The midi-length hem and bold floral print on a lightweight mesh fabric add a touch of fresh charm. Complete the look with dainty jewelry and strappy heels.

    Fit & Features

    • Sleeveless square neckline, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Side ruched seams, bodycon silhouette
    • Side slit, midi-length hem
    • Blooming floral print
    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-3090

    Category Name: Midi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Leave An Impression Twist Cutout Knit Midi Dress

    Leaving an impression will be easy with this sleeveless knit midi dress! Perfect for vacation or a weekend spent at the beach, this dress features a flattering scoop neckline, spaghetti straps, a head-turning twist cutout back design, a bodycon fit, and a sultry side slit along the midi-length hem. Complete the look in strappy espadrille wedges.

    Fit & Features

    • Knit fabric, moderate stretch
    • Scoop neckline
    • Spaghetti straps
    • Twist back cutout
    • Side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06005-1950

    Category Name: Midi Dresses

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classy Gal Flocked Floral Velvet Midi Dress

    Class it up in this chic midi dress for upcoming cocktail soirees! It features a sleeveless square neckline, adjustable spaghetti straps, a bodycon silhouette, and a front slit accent on mesh fabric with a lovely flocked floral velvet pattern.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Bodycon silhouette, front slit accent, midi-length hem
    • Flocked floral velvet pattern
    • Mesh fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2569

    Category Name: Midi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Autumn Evenings Mock Neck Midi Dress

    A season staple with edge, this ruched midi mixes sleek sophistication with sultry details. Perfect for pairing with gold accessories and a bold lip for your next night out.

    Fit & Features

    • Mesh-lined stretch fabric
    • Mock neck
    • Open back design
    • Side slit accent
    • Bodycon silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000666

    Category Name: Midi Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

  • Cute And Casual Everyday Ribbed Knit Midi Dress

    This ribbed knit midi dress is cute, casual, and perf for everyday styling! It features a sleeveless V-neckline, spaghetti straps, a midi-length hem with a side slit accent, and a form-hugging silhouette. The ribbed knit fabric offers plenty of stretch. Pair with a cropped denim jacket and strappy mules.

    Fit & Features

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

    Style Number/Barcode: 05102-4934

    Category Name: Midi Dresses

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Emmy Formal Corset Bodycon Midi Dress

    Special Occasion

    Chic with a stylish allure, the Emmy formal corset bodycon midi dress will put your gorgeous curves on display! She features a sleeveless sweetheart neckline, a corset-style bodice with a padded bust and structured underwire, adjustable spaghetti straps for a customized fit, a midi-length hem with a back slit accent for a sultry flair, and a bodycon silhouette to flaunt your figure. The lined crepe fabric offers a moderate stretch. Pair this mid-length dress with strappy stilettos for a cocktail party!

    Fit & Features

    • Sleeveless sweetheart neckline
    • Corset-style bodice, padded bust, structured underwire, high waist seam
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Midi-length hem, back slit, bodycon silhouette
    • Crepe fabric, knit lining, moderate stretch
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05001-2059

    Category Name: Midi Dresses

    Price: $14.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Enchanted Floral Slit A-Line Midi Dress

    Turn heads in this enchanting floral midi dress boasting a flattering A-line silhouette and a front slit for effortless sashays all day! 

    Fit & Features

    • Ditsy floral print, knit fabric lined with stretchy knit
    • V-neckline, bust tie
    • Spaghetti straps
    • Front slit
    • A-line silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-6048

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Evening Of Bliss Ruched Bodycon Midi Dress

    Experience an evening of bliss in this chic midi dress! Featuring a folded square neckline and spaghetti straps, and a bodycon silhouette that flatters your figure while the side ruched seam accentuates your curves. The asymmetrical midi length hem adds a stylish touch to this midi dress, perfect for any dressy occasion! Complete the look in block heels.

    Fit & Features

    • Sleeveless folded square neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Side ruched seam
    • Asymmetrical midi-length hem
    • Smooth knit fabric, subtle sheen, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2757

    Category Name: Midi Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mesmerizing Glam Abstract Ruched Midi Dress

    Step out and mesmerize in a midi dress that features a sleeveless square neckline, ruching throughout to enhance curves, and an abstract marble print. Complete look with strappy heels for a look that's ready for date night!

    Fit & Features

    • Lined mesh fabrication
    • Sleeveless square neckline
    • Ruching
    • Abstract marble print
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05102-5937

    Category Name: Midi Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chantel Formal Satin Corset Lace-Up Midi Dress

    Special Occasion

    The Chantel formal satin midi dress is the showstopper you're after to make a memorable entrance at fancy soirees! She features a sultry sweetheart neckline, a corset-style bodice with a padded bust and flexible boning, adjustable spaghetti straps, an open lace-up back with a lower ruched seam, and a flattering bodycon midi-length silhouette that’s tailor-made for elegant occasions. The formal knee-length dress is crafted from a silky smooth satin knit fabric with a luxe sheen. Complete the look with a statement rhinestone necklace for a banquet dinner or dressy celebration!

    Fit & Features

    • Sweetheart neckline, adjustable spaghetti straps
    • Corset bodice, padded bust, flexible boning
    • Lace-up, open back, lower ruched seam
    • Bodycon silhouette
    • Midi-length hem
    • Satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-1976

    Category Name: Midi Dresses

    Price: $14.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Timeless Mood Ruched Midi Dress

    Level up your style in this bodycon dress. With a sleek midi length, flattering ruching, and delicate straps, this dress is made for every RSVP on your calendar.

    Fit & Features

    • Mesh-lined stretchy fabric
    • Cowl neckline
    • Adjustable spaghetti straps
    • Ruched bodycon fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000665

    Category Name: Midi Dresses

    Price: $45.90

    Availability: In Stock

    Available Color: NAVY, BLACK

    Available Size: M, L, S

  • Glitzy Era Ruffled Slit Ruched Glitter Midi Dress

    This stunning ruffled slit ruched glitter midi dress will have you in your glitzy era! Designed with a stretchy lined glitter knit fabric, this mid-length dress features a sleeveless V-neckline, spaghetti straps, a ruched side seam to accentuate your gorgeous curves, and an asymmetric ruffled hem creating a stylish side slit on the bodycon silhouette. Complete your dressy party look with rhinestone heels!

    Fit & Features

    • Stretchy lined glitter knit fabric
    • Sleeveless V-neckline, dart seams
    • Spaghetti straps
    • High waist seam, ruched side seam
    • Asymmetric ruffled hem, side slit
    • Bodycon fit
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05101-2964

    Category Name: Midi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Truly Chic High Slit Bodycon Midi Dress

    Create a truly chic look for dinner and drinks in this high slit bodycon midi dress! It features a sleeveless square neckline, adjustable spaghetti straps for a customized fit, ruching down the side seams, an asymmetric midi-length hem creating a thigh-high side slit, and a bodycon fit to showcase your stunning silhouette. The lined smooth knit fabric offers plenty of stretch. Style with rhinestone fringe earrings to add a touch of glam!

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Ruched side seams
    • Asymmetric midi-length hem, thigh-high side slit
    • Bodycon silhouette
    • Smooth knit fabric, mini-length knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5521

    Category Name: Midi Dresses

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Heidi Corset Slit Satin Midi Dress

    Special Occasion

    The Heidi satin midi dress flaunts your figure with an alluring corset bodice, form-hugging fit, and a flirty slit detail. Complete the look with block heels and earrings.

    Dripping in satin and pure sophistication, this dress turns heads effortlessly. Love that silky shine? Browse our luxe satin prom dresses or opt for a sleek silhouette with our formal dresses.>

    Fit & Features

    • Silky satin fabric, sewn-in knit lining
    • Pleated V-neckline
    • Spaghetti straps
    • Lace-up back, lower zipper and hook-eye closure
    • Corset bodice, flexible boning
    • Form-hugging fit, front slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05001-2713

    Category Name: Midi Dresses

    Price: $29.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wine And Dine Glitter Knit Midi Dress

    This glitzy glitter midi dress is the perfect elevated style for a wedding or cocktail party! It features a sleeveless sweetheart neckline with a ruched bust, spaghetti straps, a ruched side seam leading to a chic thigh-high side slit, an asymmetric midi-length hem, and a slim-fit silhouette. The glitter knit fabric offers plenty of stretch. Style this mid-length dress with rhinestone heels.

    Fit & Features

    • Sleeveless sweetheart neckline, ruched bust
    • Spaghetti straps
    • Ruched side seam, high side slit
    • Asymmetric midi-length hem
    • Slim-fit silhouette
    • Textured glitter knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-3101

    Category Name: Midi Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

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

    This glitzy glitter knit midi dress will catch the lights gorgeously! It features a sleeveless square neckline, spaghetti straps, a pleated side seam, a midi-length hem with a chic thigh-high side slit, and a bodycon silhouette. The glitter knit fabric offers plenty of stretch. Style this midi dress with lace-up heels for a glam party look.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Pleated side seam
    • Midi-length hem, thigh-high side slit
    • Bodycon silhouette
    • Glitter knit fabric, knit lining at the bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2422

    Category Name: Midi Dresses

    Price: $5.97 $43.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Scarlet Soirée Jacquard Midi Dress

    Romantic with a bold edge—this midi dress hugs your curves with sleek straps and a timeless square neckline. The rich floral pattern makes it perfect for seasonal soirées and candlelit dinners.

    Fit & Features

    • Jacquard floral pattern, knit stretch fabric
    • Pleated square neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000290

    Category Name: Midi Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: BURGUNDY

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

  • Effortless Romance Lace Off-The-Shoulder Midi Dress

    Showcase a romantic aura in this effortlessly pretty midi dress designed with floral lace fabric for that soft feminine look. It features an off-the-shoulder straight-across neckline with a ruched popover design, an open lower back for an alluring detail, and a midi-length column silhouette with a form-hugging fit.

    Fit & Features

    • Sheer floral lace fabric with knit lining
    • Off-the-shoulder straight neckline, ruched popover design
    • Open lower back
    • Midi-length column silhouette
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-3789

    Category Name: Midi Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Many Admirers Open Back Bodycon Midi Dress

    Crafted in a smooth knit fabric that hugs every curve, this cap sleeve midi dress will leave your admirers speechless! The dress boasts a showstopping open back while the bodycon silhouette flaunts your figure along the slit midi-length hem. Pair with stiletto heels.

    Fit & Features

    • Smooth knit stretchy fabric
    • Cap sleeves
    • Scoop neckline
    • Open back
    • Bodycon silhouette
    • Midi-length hem, side slit
    • Runs true to size

    Style Number/Barcode: 05102-5984

    Category Name: Midi Dresses

    Price: $14.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Christina Glitter Velvet Formal Midi Dress

    Special Occasion

    Formal midi dresses are a chic iconic staple for weddings, parties, or dances! The luxe glitter velvet fabric of the Christina formal midi dress elevates this silhouette even more. She features a sleeveless cowl neckline with pleated detailing, spaghetti straps, a midi-length hem with an alluring high-cut side slit to showcase some leg, and a slim-fit silhouette. The glitter velvet fabric includes a bust lining and has a moderate stretch. Style this mid-length dress with a gemstone necklace and earrings set and stiletto heels for a cocktail party.

    Fit & Features

    • Sleeveless pleated cowl neckline
    • Spaghetti straps
    • Midi-length hem, high side slit
    • Slim-fit silhouette
    • Glitter velvet fabric, knit lining at the bust, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1929

    Category Name: Midi Dresses

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chrysta Formal Satin Corset Midi Dress

    Special Occasion

    Love your curves in the Chrysta formal satin dress for a stunning bridesmaid dress or cocktail soiree! She features a sleeveless cowl neckline adorned with adjustable spaghetti straps, a padded bust, flexible boning along the bodice to help snatch your figure, and a flattering bodycon silhouette, center back slit, and midi-length hem. The formal dress is composed of a silky luxe satin fabric that brings chic allure and offers minimal stretch. Complete the look in classy block heels and a necklace.

    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, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Padded bust, flexible boning
    • Bodycon silhouette, center back slit, midi-length hem
    • Satin fabric, minimal stretch
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1953

    Category Name: Midi Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic And Seamless Midi Sweater Dress

    Chic and seamless, this sweater dress is perf for creating a simple yet elevated look. It features a sleeveless scoop neckline, adjustable spaghetti straps, a mid-length, curve-hugging silhouette, and a sultry thigh-high side slit. Style this dress with clear mules.

    Fit & Features

    • Sleeveless scoop neckline
    • Adjustable spaghetti straps
    • Mid-length, form-fitting silhouette
    • High side slit
    • Sweater knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1085

    Category Name: Midi Dresses

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • After Dark Sparkle Glitter Midi Dress

    The kind of dress that speaks before you do—sleek, sparkly, and made to stun. With its curve-hugging ruching and barely-there straps, it’s a guaranteed win for nights that call for a little drama.

    Fit & Features

    • Glitter knit fabric with stretch
    • Cowl neckline
    • Spaghetti straps
    • Bodycon silhouette with side ruching
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000619

    Category Name: Midi Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: HUNTER

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