Midi Dresses

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Fall & Winter Midi Dresses You’ll Live In

Welcome your cold‑weather glow with midi dresses that bring warmth and wow. Our curated edit of mid-length dresses blends cozy knit, velvet, satin, and stretch crepe to keep you wrapped in chic style all season long. Dress them up or down—this is the collection that proves midi dresses aren’t just for sunshine.

Winter Nights, Office Days, Holiday Evenings

From formal midi dresses for gala nights to midi holiday party dresses that shine under string lights, we’ve got every vibe covered. Think long sleeves, mock necks, and rich jewel tones for upscale events. When you want a touch of edge, reach for a midi club dresses silhouette with cutouts or ruching that plays up bodycon lines while still delivering mid-length elegance.

Styles That Work Overtime

In our fall/winter midi line, expect figure-flattering details like ruching, wrap waists, off-shoulder necklines, and asymmetric hems. Cozy yet sleek ribbed knits, ponte, and sweater fabrics make daytime wear effortless—pair with a moto jacket or trench. For evening, slip into velvet or satin mid-length dresses that catch candlelight and camera flashes alike. With pockets, adjustable straps, and stretch back panels, each piece solves styling hiccups so you look composed from date to dance floor.

Layering is everything this season—add a cropped faux fur, a tailored blazer, or sheer long-sleeve mesh underneath. Pair with knee-high boots or strappy heels depending on the look. Whether you're heading to the office, a holiday soirée, or dinner with friends, our midi dresses adapt to your schedule and mood.

Fall & Winter Midi Dresses You’ll Live In

Welcome your cold‑weather glow with midi dresses that bring warmth and wow. Our curated edit of mid-length dresses blends cozy knit, velvet, satin, and stretch crepe to keep you wrapped in chic style all season long. Dress them up or down—this is the collection that proves midi dresses aren’t just for sunshine.

Winter Nights, Office Days, Holiday Evenings

From formal midi dresses for gala nights to midi holiday party dresses that shine under string lights, we’ve got every vibe covered. Think long sleeves, mock necks, and rich jewel tones for upscale events. When you want a touch of edge, reach for a midi club dresses silhouette with cutouts or ruching that plays up bodycon lines while still delivering mid-length elegance.

Styles That Work Overtime

In our fall/winter midi line, expect figure-flattering details like ruching, wrap waists, off-shoulder necklines, and asymmetric hems. Cozy yet sleek ribbed knits, ponte, and sweater fabrics make daytime wear effortless—pair with a moto jacket or trench. For evening, slip into velvet or satin mid-length dresses that catch candlelight and camera flashes alike. With pockets, adjustable straps, and stretch back panels, each piece solves styling hiccups so you look composed from date to dance floor.

Midi Dresses in Every Shade—With Holiday Styling Tips

Explore our curated midi collections in every hue, with outfit ideas that transition effortlessly from festive dinners to gift swaps and winter weddings:

  • Black Midi Dresses: Pair a sleek black midi with pointed-toe pumps and a structured blazer for an office party look that turns into dinner-ready elegance.
  • Blue Midi Dresses: Go bold with cobalt blue styled under a faux fur jacket and metallic heels for a festive night out with friends.
  • Green Midi Dresses: Elevate your holiday presence in an emerald green midi paired with gold statement earrings and velvet ankle boots.
  • Pink Midi Dresses: A blush pink midi with soft satin finish and nude heels is perfect for a winter bridal shower or holiday brunch.
  • Red Midi Dresses: Command attention in a scarlet red midi, styled with a faux leather moto jacket and black booties for party-season drama.
  • White Midi Dresses: For winter formals or seasonal celebrations, opt for a white midi layered with a crystal-embellished belt and silver heels.

Shop Windsor’s midi dresses online, in-store, or in-app—and fall in love all over again. From cozy daytime looks to ultra-glam formal midi dresses and midi holiday party dresses, your new go-to mid-length dresses await.

  • Chic Twist Long Sleeve Midi Dress

    The twist back on this midi dress is pretty chic! It features long sleeves, a crew neckline, and a form-fitting silhouette. The dress is composed of a ribbed knit fabric with a moderate stretch. Perfect for styling with suede booties and a statement bracelet.

    Fit & Features

    • Long fitted sleeves
    • Crew neckline
    • Twisted open back detail
    • Midi-length hem
    • Form-fitting silhouette
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1075

    Category Name: Midi Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Satin Chic Mesh Asymmetrical Midi Dress

    Get chic for the night in this knit satin asymmetrical dress! It features a sweetheart neckline, spaghetti straps, and a sheer mesh bodice on a midi-length hem with a side slit detail. Complete your night-out look with sexy platform heels.

    Fit & Features

    • Sleeveless, bungee spaghetti straps
    • Sweetheart neckline
    • Sheer mesh bodice
    • Midi-length hem
    • Asymmetrical skirt, side slit detail
    • Luxe knit satin fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4020

    Category Name: Midi Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Crushing On Velvet Flocked Floral Midi Dress

    This floral velvet midi dress hugs in all the right places with a cutout back that keeps it sultry and a flattering bodycon silhouette that flaunts your curves, perfect for date night or dressy celebrations.

    Fit & Features

    • Flocked velvet floral pattern, mesh-lined fabric
    • Tube neckline
    • Cutout back, stretchy smocked strap
    • Bodycon midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000085

    Category Name: Midi Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: WINE

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

  • Your Moment Halter Midi Dress

    Hey babe, it's your moment to showcase your chic and sultry style! This dress features a halter neckline with twist-front straps, a revealing bust cutout with wired detailing, all-over ruching, and a mid-length, curve-hugging silhouette. Complete your look with radiant rhinestone earrings.

    Fit & Features

    • Sleeveless halter neckline, twist-front straps
    • Bust cutout, structured wired design
    • Ruched detailing
    • Midi-length, form-fitting silhouette
    • Lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4157

    Category Name: Midi Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kristy Off-The-Shoulder Formal Midi Dress

    Special Occasion

    Raise a glass in the chic Kristy formal midi dress designed to flatter your curves! She features an off-the-shoulder sweetheart neckline with a wrap-front design, long fitted sleeves, ruched detailing down one side, a wrap-front skirt with a sultry front slit, and a mid-length form-hugging silhouette. Style this dress with lucite heels.

    Fit & Features

    • Off-the-shoulder, sweetheart wrap neckline
    • Strapless bra friendly
    • Long sleeves, side ruching
    • Form-hugging silhouette
    • Wrap-front midi skirt, slit accent
    • Lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-0873

    Category Name: Midi Dresses

    Price: $14.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Casual Slay Ruched Midi Dress

    You'll casually slay in this basic chic midi dress with elevated details. It features a mock neckline, long fitted sleeves, a curve-hugging silhouette, and a front slit with ruching. Style this dress with trendy clear mules.

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Form-fitting silhouette
    • Front slit, ruching
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4284

    Category Name: Midi Dresses

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Side Slit Ruched Midi Dress

    Showcase some leg with this sleek ruched midi dress! It features a sleeveless V-neckline with a wrap-front design, spaghetti straps that lead to an open back with a cross-back strap design, ruching down one side, and a mid-length, form-hugging silhouette with a sultry side slit. Style this dress with clear heels.

    Fit & Features

    • Sleeveless V-neckline, wrap-front design
    • Spaghetti straps, open back, cross-back strap design
    • Ruching down one side
    • Mid-length, form-fitting silhouette
    • Side slit
    • Lightweight knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1354

    Category Name: Midi Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mckenna Formal Ruched Midi Dress

    Special Occasion 

    Bring the glamour to your event with a formal dress that exudes luxe! Mckenna features a sleeveless V-neckline, adjustable spaghetti straps, a high side slit, a bold open back with back ties, ruching at the lower back, and a midi length silhouette. The dress is composed of a lined satin fabric that offers a form hugging fit with a slight stretch. Complete look with a rhinestone anklet and heels. 

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • High side slit
    • Bold back, back ties
    • Ruching at the lower back
    • Midi length 
    • Form hugging fit, slight stretch, runs true to size

    Style Number/Barcode: 05001-0739

    Category Name: Midi Dresses

    Price: $14.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Romance Rewritten Off Shoulder Floral Midi Dress

    This off-shoulder floral dress hugs your curves with ruched seams and a bodycon fit made for garden parties or shower celebrations!

    Fit & Features

    • Floral print, mesh-lined fabric, moderate stretch
    • Off-the-shoulder sweetheart neckline
    • Padded bra cups
    • Short-sleeve cuffs, back zipper and hook-eye closure
    • Ruched bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000077

    Category Name: Midi Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: TAUPE

    Available Size: XS, S, M

  • Feelin' Luxe Velvet Midi Dress

    You'll be feelin' luxe and chic in this elevated velvet midi dress. It features a sleeveless V-neckline with a wrap-front design, spaghetti straps, and a midi-length, fitted bodycon silhouette. Style this dress with rhinestone statement earrings and strappy stilettos.

    Fit & Features

    • Sleeveless V-neckline, wrap-front
    • Spaghetti straps
    • Midi-length, curve-hugging fit
    • Velvet fabric
    • Runs true to size

    Style Number/Barcode: 05101-1196

    Category Name: Midi Dresses

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Basic Ribbed Knit High Slit Midi Dress

    Channel effortless style while looking chic in a knit dress! The dress features a mock neck, long sleeves, an asymmetrical high side slit, and a midi-length silhouette. The dress is composed of a knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with ankle booties and a moto jacket.

    Fit & Features

    • Mock neck 
    • Long fitted sleeves
    • Asymmetrical high side slit
    • Midi-length silhouette
    • Ribbed knit fabric
    • Form-hugging fit, moderate stretch 
    • Runs true to size 

    Style Number/Barcode: 06005-1174

    Category Name: Midi Dresses

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Morgan Lace-Up Slit Midi Formal Dress

    Special Occasion

    Striking from every angle, the sultry Morgan formal midi dress is your RSVP-ready secret weapon. With a sculpting bodycon fit, statement lace-up back, and thigh-high front slit, it’s built for champagne toasts and double takes.

    Fit & Features

    • Smooth knit stretchy fabric
    • Halter neckline, spaghetti strap tie
    • Lace-up open back
    • Front slit
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Homecoming, weddings, rehearsal dinners, engagement parties, fancy brunches, date night, cocktail soirees, dinner parties, red carpet occasions, charity dinners, glam events

    Style Number/Barcode: 05001-000413

    Category Name: Midi Dresses

    Price: $59.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Angelina Sleeveless Wrap-Front Midi Dress

    Special Occasion

    The chic Angelina sleeveless midi dress is the perf option to look sleek and stylish for cocktail parties or semi-formal weddings. She features an on-trend cowl neckline, spaghetti straps, a high waist seam to elongate your silhouette, a wrap-front skirt with ruched detailing, and a mid-length, form-hugging fit. Complete the look with strappy stilettos.

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Strapless bra recommended
    • High waist seam, wrap-front skirt, ruching
    • Form-fitting, midi-hem
    • Sleek satin knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-0732

    Category Name: Midi Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Violette Formal Velvet Midi Dress

    Special Occasion

    Wrap yourself in a luxe velvet dress that elevates your special occasion outfit. Violette features a sleeveless cowl neckline, adjustable spaghetti straps, a corset-like bodice with flexible boning, a midi length silhouette with wrap hem. The dress is composed of a lined velvet fabric that offers a form hugging fit with a moderate stretch. Complete look with rhinestone heels and a sphere clutch

    Fit & Features

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps
    • Corset bodice with flexible boning
    • Midi length silhouette, wrap hem 
    • Lined velvet fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size 

    Style Number/Barcode: 05001-0646

    Category Name: Midi Dresses

    Price: $14.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Curves Ahead Ruched Midi Dress

    Show off curves in this midi dress that is made for your next date night! The dress features an off-the-shoulder neckline, a sweetheart bust, long sleeves, a ruched body, and a midi-length silhouette. The dress is composed of a lined mesh fabric that offers a form-hugging fit with a moderate stretch. Complete look with stilettos and a rhinestone clutch.

    Fit & Features

    • Off-the-shoulder neckline 
    • Sweetheart bust
    • Long fitted sleeves
    • Ruched body
    • Midi-length silhouette
    • Lined mesh fabric, form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4235

    Category Name: Midi Dresses

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Daring Button Up Midi Dress

    Dare to button up in a midi dress that showcases your curves. The dress features a collared neckline, a button-down front, long sleeves, dual waist cutouts, and a midi-length silhouette. The dress is composed of a slinky lurex knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mules and sleek hoops. 

    Fit & Features

    • Collared neckline
    • Button-down front
    • Long sleeves
    • Dual waist cutouts
    • Midi length silhouette
    • Lurex-knit fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05102-4268

    Category Name: Midi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • A Stylish Twist Midi Dress

    Bring a stylish twist to your look with a sleek midi dress that slays! The dress features a sleeveless scoop neckline, spaghetti straps, a high side slit with a twist knot accent, and a midi-length silhouette. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with clear PVC heels and a faux leather clutch. 

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • High side slit
    • Twist knot accent
    • Midi length silhouette
    • Smooth knit fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1540

    Category Name: Midi Dresses

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • One For The Books Cold Shoulder Mesh Midi Dress

    You in this mesh midi dress for a GNO will be one for the books! This figure-hugging bodycon dress features trendy cold shoulder cutouts and delicate mesh detailing, creating a perfect allure.

    Fit & Features

    • Mesh-lined fabric
    • Cold shoulder, adjustable spaghetti straps
    • Back zipper closure
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4132

    Category Name: Midi Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: NAVY

    Available Size: XS, S, M

  • Move It In Style Midi Dress

    Move it with style girl in this sleek midi dress! The dress features a sleeveless cowl neckline, spaghetti straps, ruching throughout the body, and a midi-length silhouette. The dress is composed of a lurex-like fabric that offers a form hugging fit with a moderate stretch. Complete look with mules and a sleek clutch. 

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Ruching
    • Midi length silhouette
    • Lurex knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1353

    Category Name: Midi Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bring On Basics Sleeveless Midi Dress

    Bring on those basic vibes with a dress that is perf for every day! The dress features a sleeveless V-neckline, tank shoulder straps, and a midi-length silhouette. The dress is composed of a lined smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with clear mules

    Fit & Features

    • Sleeveless V-neckline 
    • Tank shoulder straps
    • Midi-length silhouette
    • Smooth knit fabric
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05102-4221

    Category Name: Midi Dresses

    Price: $32.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Beauty A-Line Midi Dress

    Bring a sweet style to your everyday look with this adorable flowy midi dress. It features a square neckline, half-length puff sleeves, a partially smocked back, a high waist, and a mid-length, A-line silhouette with a tiered hem. Complete the outfit with sleek hoop earrings and cute mules.

    Fit & Features

    • Square neckline
    • Half-length puff sleeves, elastic cinched hems
    • Partially smocked back
    • High waist
    • Mid-length, A-line flowy silhouette, tiered hem
    • Cotton fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4243

    Category Name: Midi Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Selena Satin Cold Shoulder Corset Formal Dress

    Special Occasion

    The Selena formal dress serves up sultry elegance in lustrous satin. The bodycon midi silhouette stuns with a corset-style bodice, cold shoulder draping, and a dramatic front slit built to turn heads.

    Fit & Features

    • Stretch satin fabric
    • Cold shoulder neckline, adjustable spaghetti straps
    • Corset bodice
    • Back zipper and hook-eye closure
    • Front slit
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, formal dances, rehearsal dinners, engagement parties, birthdays, date nights, cocktail parties, red carpet occasions, black tie galas, anniversaries, fancy celebrations

    Style Number/Barcode: 05001-000148

    Category Name: Midi Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: RED

    Available Size: XS, S

  • Double Take Asymmetrical Midi Dress

    Make them take a double-take with a midi dress that stuns! The dress features a sleeveless square neckline, bungee spaghetti straps, a strappy bar strap back, and a midi-length silhouette with an asymmetrical hem. The dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with rhinestone heels

    Fit & Features

    • Sleeveless, square neckline
    • Bungee spaghetti straps
    • Open back with bungee bar straps
    • Ruching, bodycon silhouette
    • Asymmetrical midi hem
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1118

    Category Name: Midi Dresses

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Stylish Vibes Midi Dress

    Bring on those sleek and stylish vibes with this perfect midi dress! It features a sleeveless one-shoulder asymmetrical neckline with a single spaghetti strap, a high waist seam, and a curve-hugging, mid-length silhouette with a sultry thigh-high front slit. Complete the look with strappy heels.

    Fit & Features

    • Sleeveless one-shoulder asymmetrical neckline
    • Single spaghetti strap
    • High waist seam
    • Mid-length, form-fitting silhouette
    • High front slit
    • Scuba knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1290

    Category Name: Midi Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free