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.

  • Melody Satin Slit Midi Formal Dress

    Special Occasion

    Slip into the spotlight with the sleek Melody satin formal dress, where a draped cowl neckline meets curve-hugging ruching and a leg-baring front slit built for your chic entrance into any event or party!

    Fit & Features

    • Stretch satin fabric
    • Cowl neckline
    • Spaghetti straps
    • Ruched curve-hugging silhouette
    • Front slit accent
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, galas, black tie parties, formal celebrations, engagement parties, rehearsal dinners, date night, cocktail soirees, bachelorettes, birthdays

    Style Number/Barcode: 05001-000339

    Category Name: Midi Dresses

    Price: $64.90

    Availability: In Stock

    Available Color: NAVY, HUNTER, WHITE

    Available Size: XS, S, M, L

  • Eve One-Shoulder Ruched Midi Dress

    Special Occasion

    Sultry and stunning, the Eve midi dress is perf for your next night out. She features a sleeveless one-shoulder neckline, an open back with a strappy lace-up design, ruched detailing, and a mid-length, curve-hugging silhouette with a trendy side drawstring. Style this dress with clear heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Open back, strappy lace-up design
    • Ruching
    • Mid-length, form-hugging fit
    • Side drawstring
    • Knit fabric, addtional mini skirt length lining
    • Runs true to size

    Style Number/Barcode: 05001-0734

    Category Name: Midi Dresses

    Price: $29.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Aurora High-Slit Fitted Midi Dress

    Special Occasion

    Effortlessly elevate your look with the classic and chic Aurora midi dress. She features a sleeveless wired deep V-neckline, adjustable spaghetti straps, a high waist seam, and a mid-length, curve-hugging silhouette with a stylish thigh-high front slit. Complete the outfit with cute mules.

    Fit & Features

    • Sleeveless wired V-neckline
    • Adjustable spaghetti straps
    • Back zipper and hook and eye closure
    • Princess seams, high waist seam
    • Mid-length, form-hugging fit, high front slit
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-0653

    Category Name: Midi Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Simple And Sexy High-Slit Midi Dress

    Simple and sexy, this ribbed cotton midi dress can be dressed up or down. It features a sleeveless crew neckline, tank shoulder straps that lead to a cross-back design, a high side slit, and a mid-length, curve-hugging silhouette. Style this dress with sandals to keep it casual, or heels for a chic vibe.

    Fit & Features

    • Sleeveless crew neckline
    • Tank shoulder straps
    • Open back, cross-back design
    • High side slit
    • Mid-length, form-hugging fit
    • Ribbed cotton fabric, lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4213

    Category Name: Midi Dresses

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Instincts Basic Tube Dress

    Tap into your stylish instincts with a basic tube dress. The dress features a sleeveless square neckline and a midi-length silhouette. The dress is composed of a knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mules and a jelly purse

    Fit & Features

    • Sleeveless square neckline
    • Midi length silhouette
    • Knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06005-0975

    Category Name: Midi Dresses

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Status Strapless Midi Dress

    Elevate your chic status with this simple yet stunning midi dress. It features a strapless square neckline, a high waist seam, a mid-length, curve-hugging silhouette, and a sultry side slit. Style this dress with strappy heels for a night out.

    Fit & Features

    • Strapless square neckline
    • High waist seam
    • Mid-length, form-hugging fit
    • Side slit
    • Runs true to size

    Style Number/Barcode: 05102-4210

    Category Name: Midi Dresses

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Basic Essential Ribbed Knit Midi Dress

    This ribbed knit midi dress is a basic essential you need in your closet that you can dress up or down. It features a sleeveless square neckline, spaghetti straps, a mid-length, curve-hugging silhouette, and a stylish side slit. Keep this dress casual with sneakers, or elevate the look with chic mules.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Form-hugging fit
    • Side slit, midi-length hem
    • Double-lined rib knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4961

    Category Name: Midi Dresses

    Price: $19.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • City Chic Ruffled Midi Dress

    Step out like a scene straight out of a rom-com in a midi dress that gives major butterflies!  The city-chic midi dress features a sleeveless square neckline, spaghetti straps that lead to a cross-strap design, and a high side slit on the left leg with a romantic ruffled trim. The relaxed fit waist leads to a midi-length A-line silhouette. The dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with mules.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps, cross-back design
    • Strapless bra friendly 
    • High side slit, ruffled trim
    • Relaxed fit waist, A-line silhouette
    • Midi-length hem 
    • Smooth knit fabric 
    • Form-hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05101-1038

    Category Name: Midi Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sultry Floral Asymmetrical Midi Dress

    Keep your summertime look sexy and chic with this sultry floral midi dress. It features a sleeveless V-neckline with spaghetti straps that can be worn in a front cross-strap design, an open back with a tie detail, ruching, and a mid-length, curve-hugging silhouette with an asymmetrical hem. Style this dress with sleek hoop earrings.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps that can be worn in a front cross-strap design
    • Open back, tie detail
    • Ruching at the waist
    • Mid-length, form-hugging fit, asymmetrical hem
    • Knit fabric, floral print
    • Runs true to size

    Style Number/Barcode: 05101-1037

    Category Name: Midi Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sarah Strapless Slit Midi Formal Dress

    Special Occasion

    Slip into the unforgettable Sara midi formal dress! This strapless midi stuns with a sweetheart neckline, flattering ruching, and a high side slit for effortless allure.

    Fit & Features

    • Smooth knit fabric with subtle sheen
    • Strapless sweetheart neckline, padded bra cups
    • Ruching detail
    • Form-hugging fit
    • Side slit, midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, cocktail soirees, engagement parties, rehearsal dinners, date nights, formal events

    Style Number/Barcode: 05001-000008

    Category Name: Midi Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: RUST

    Available Size: XS, S, M

  • Splash Of Style Tie Dye Midi Dress

    Add a splash of style with a pretty midi dress! The dress features a sleeveless cowl neckline, spaghetti straps, a strappy back design, a tie-dye print, and a midi-length silhouette. The dress is composed of a lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete look with clear mules

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Strappy back design 
    • Tie-dye print
    • Midi length silhouette
    • Lightweight woven fabric 
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 05102-1659

    Category Name: Midi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Button Up In Style Midi Dress

    Button up in a stylish midi dress! The dress features a sleeveless crew neckline, a midi length silhouette, and a mini side slit with multi-button-up closure. The dress is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mules and hoops. 

    Fit & Features

    • Sleeveless crew neckline
    • Mini side slit
    • Button-up closure 
    • Midi length silhouette
    • Ribbed knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06005-1151

    Category Name: Midi Dresses

    Price: $39.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Easily Stunning Cutout Striped Midi Dress

    This cutout striped midi dress was made for a laidback babe like you! With a bodycon fit and dual side slits for effortless allure, this dress is perfect for vacation or strolling the beach.

    Fit & Features

    • Striped print, stretchy knit fabric
    • V-neckline with cutout
    • Adjustable spaghetti straps
    • Bodycon silhouette
    • Dual side slits
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-2290

    Category Name: Midi Dresses

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Totally Fab Tie Dye Midi Dress

    Keep it totally fab with a midi dress that channels those pretty vibes! The dress features a sleeveless V-neckline, spaghetti straps, a tie-dye print, and a midi silhouette with a high side slit. The dress is composed of a lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete look with mules

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Tie-dye print
    • Midi silhouette
    • High side slit 
    • Lightweight woven fabric
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 05102-1633

    Category Name: Midi Dresses

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Poppy Formal Scalloped Lace A-Line Dress

    Special Occasion 

    Captivate with a formal dress that brings the elegance to your evening! Poppy features a sleeveless V-neckline with scalloped lace trim, adjustable spaghetti straps, and a fitted waist that leads to a near floor-length A-line silhouette. Poppy is composed of an airy tulle mesh fabric that offers a form hugging fit with minimal stretch. Complete look with rhinestone cuff and rhinestone heels. 

    Fit & Features 

    • Sleeveless V-neckline
    • Scalloped lace trim
    • Adjustable spaghetti straps
    • Fitted waist, A-line silhouette
    • Tulle mesh fabric 
    • Form hugging fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 05001-0640

    Category Name: Midi Dresses

    Price: $19.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Twist of Style Cutout Midi Dress

    Add a twist of style to your look with a sexy midi dress! The dress features a sleeveless V-neckline with a twist front accent, a midriff cutout, and a midi-length silhouette. Complete look with clear mules and door knocker earrings. 

    Fit & Features

    • Sleeveless V-neckline
    • Twist front accent 
    • Midriff cutout 
    • Midi length silhouette 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06005-0950

    Category Name: Midi Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Corrine Strapless Lace Detail Formal Dress

    Special Occasion

    Stun in the elegant and twirl-worthy Corrine formal dress. She features a strapless subtle sweetheart neckline, a hidden back zipper closure, a fitted high waist, and a flared-out tea-length skirt with a flowy silhouette. The sheer lace fabric has a chic brocade pattern and a nude woven lining. Style this dress with rhinestone stud earrings and heels.

    Fit & Features

    • Strapless sweetheart neckline, flexible boning detailing
    • Hidden back zipper and hook and eye closure
    • Fitted high waist
    • Flared-out tea-length skirt, hidden side pockets
    • Sheer lace fabric with a brocade pattern, nude woven lining
    • Knit lining, tulle hem
    • Runs true to size

    Style Number/Barcode: 05001-0767

    Category Name: Midi Dresses

    Price: $9.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keeping Knit Basic Ruched Midi Dress

    Keep it basic with a midi dress that can be dressed up for your next date night! The dress features a sleeveless square neckline, tank-shoulder straps, a ruched high side slit with a drawstring and a midi length silhouette. The dress is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mules and hoops

    Fit & Features 

    • Sleeveless square neckline
    • Tank shoulder straps
    • Ruched high side slit
    • Drawstring 
    • Midi length silhouette 
    • Ribbed knit fabric 
    • Form hugging, moderate stretch, runs true to size

    Style Number/Barcode: 05102-2181

    Category Name: Midi Dresses

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Maggie Formal Chiffon A-Line Midi Dress

    Special Occasion 

    Make a dazzling impression with a gorge dress that is perfect for these twirl-worthy moments! Maggie features a sleeveless V-neckline, adjustable spaghetti straps, a high waistline with a flared A-line midi silhouette. The dress is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch. Complete look with heels

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • High waist
    • A-line silhouette
    • Midi length 
    • Lined chiffon fabric 
    • Relaxed fit, runs true to size

    Style Number/Barcode: 05001-0630

    Category Name: Midi Dresses

    Price: $14.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Captivating Floral Mesh Lace-Up Midi Dress

    Captivate all night in this curve-flaunting floral mesh midi dress! The open lace-up strappy back design lets you find your perfect fit.

    Fit & Features

    • Sheer mesh fabric with midi-length knit lining, high stretch
    • Large floral print
    • Sleeveless cowl neckline
    • Spaghetti straps
    • Open cross-back lace-up strappy design
    • Form-hugging fit, midi-length flared hem
    • Runs true to size

    Style Number/Barcode: 05101-000096

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylish Basics Sleeveless Midi Dress

    Keep it stylish with a midi dress that can be dressed up! The dress features a sleeveless V-neckline, spaghetti straps, and a midi-length silhouette. The dress is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with clear mules and a metal cuff.

    Fit & Features 

    • Sleeveless V-neckline
    • Spaghetti straps
    • Midi-length silhouette 
    • Ribbed knit fabric 
    • Form-hugging fit
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-0947

    Category Name: Midi Dresses

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Must-Have Midi Sweater Dress

    This basic midi sweater dress is a must-have in your wardrobe. It features a sleeveless scoop neckline, tank shoulder straps, a mid-length, curve-hugging silhouette, and a ribbed sweater knit fabric that offers a moderate stretch. Style this dress with chic mules.

    Fit & Features

    • Sleeveless scoop neckline
    • Tank shoulder straps
    • Mid-length, form-hugging fit
    • Ribbed sweater knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-0958

    Category Name: Midi Dresses

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Major Headturner Cutout Midi Dress

    Create a head-turning moment with a midi dress that slays! The dress features a sleeveless V-neckline, spaghetti straps, sexy waist cutouts, and a midi-length silhouette. Complete look with wedges and door knocker earrings

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Waist cutouts 
    • Midi length silhouette
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06005-0961

    Category Name: Midi Dresses

    Price: $4.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Quinn Formal Off The Shoulder Midi Dress

    Mesmerize in a formal dress from the moment you enter the room! The dress features an off-the-shoulder neckline with a sweetheart bust, ruched bodice, short sleeves, and a midi-length silhouette. Complete look with rhinestone heels and a rhinestone bracelet

    Fit & Features

    • Off the shoulder neckline
    • Sweetheart bust
    • Ruched bodice 
    • Short sleeves
    • Midi length silhouette
    • Crepe fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05001-0727

    Category Name: Midi Dresses

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale