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.

  • Thea Formal Ruffle Hem Midi Dress

    Special Occasion

    You have a flair for the dramatics, so the chic Thea formal ruffle hem midi dress is a perfect match for your next fancy soiree! She features a sleeveless scoop neckline, adjustable spaghetti straps, a slim-fit silhouette, and a midi-length hem with a bold tiered ruffled hem with a thin netted interior design for a voluminous flared-out look. The smooth and slinky knit fabric includes a midi-length lining and offers plenty of stretch. Complete your outfit with rhinestone chandelier earrings and strappy stilettos!

    Fit & Features

    • Sleeveless scoop neckline
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Dart seams, high waist seam, slim-fit silhouette
    • Midi-length hem, tiered ruffled hem, thin netted interior design, flared-out look
    • Smooth and slinky knit fabric, midi-length lining, plenty of stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1916

    Category Name: Midi Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mailee Formal Velvet V-Neck Wrap Midi Dress

    Special Occasion

    Midi dresses like the iconic Mailee formal velvet midi dress will radiate sophistication! She features a sexy plunge V-neckline with pleated detailing, spaghetti straps, a form-hugging silhouette to showcase your curves, and a midi-length hem with a wrap silhouette creating a front slit. The formal dress is composed of a luxe velvet fabric with a super soft feel. Complete the look with a statement choker and earrings for a cocktail soiree or banquet!

    Fit & Features

    • Sleeveless plunge V-neckline, pleating, underbust seam, high waist seam
    • Spaghetti straps
    • Form-hugging silhouette
    • Midi-length them, wrap silhouette, front slit
    • Soft velvet fabric, knit lining at the bust, moderate stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1922

    Category Name: Midi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Living Diva Glitter Rosette Mesh Midi Dress

    This glamorous glitter midi dress will make you feel like a living diva! The beautiful glitter mesh dress is complemented by spaghetti straps, a v-neckline with a rosette flower applique, a bodycon silhouette with a high side slit and ruched seams, and an asymmetrical midi-length hem that will have you looking and feeling fabulous. Complete the look in fringe earrings for a dressy evening out!

    Fit & Features

    • Sleeveless V-neckline
    • Rosette flower applique
    • Spaghetti straps
    • Bodycon silhouette, side ruched seams
    • High side slit, asymmetrical midi-length hem
    • Glitter mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2707

    Category Name: Midi Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Day Dreamer Strapless Abstract Midi Dress

    Make your daydream come true and wear this mesh midi dress for a gorgeous look this weekend! It features a strapless neckline with non-slip grip lining, flexible boning inserts along the bodice for structure, and ruched seams to accentuate your figure along the bodycon silhouette. The dress is designed with an abstract print on mesh fabric with a sewn-in knit lining. Complete the look with hoop earrings.

    Fit & Features

    • Strapless neckline, non-slip grip lining
    • Flexible boning inserts
    • Side zipper and hook-eye closure
    • Ruched seams, bodycon silhouette
    • Midi-length hem
    • Abstract print, mesh fabric, sewn-in knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5363

    Category Name: Midi Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lady Of The Hour Satin Wrap Midi Dress

    You'll be the lady of the hour in this satin midi dress at every soiree! The dress features a sleek square neckline, spaghetti straps, and a pleated side seam that creates the form-hugging silhouette with an asymmetrical midi-length slit hem. Complete the look with a glamorous necklace and earrings set.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Pleated side seam
    • Form-hugging silhouette
    • Asymmetrical midi-length slit hem
    • Silky satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2551

    Category Name: Midi Dresses

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylish Snap Button Sweater Midi Dress

    Simple yet stylish, this sweater midi dress is essential for everyday styling! The midi dress features a scoop neckline, fitted long sleeves, a bodycon silhouette, gold snap-button detailing, and a flirty hem slit on stretchy rib knit fabric. Complete the look in knee-high boots.

    Fit & Features

    • Scoop neckline
    • Fitted long sleeves
    • Bodycon silhouette
    • Gold snap-button detailing
    • Front slit, midi-length hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1731

    Category Name: Midi Dresses

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Caught On-Trend Basic V-Neck Midi Dress

    Get caught on trend always in this basic midi dress for casual slays! It features cap sleeves, a V-neckline, a flattering bodycon silhouette, and a midi-length hem on soft modal knit fabric with a stretchy mesh lining. Complete the look with a ring set and heels.

    Fit & Features

    • Cap sleeves
    • V-neckline
    • Bodycon silhouette
    • Midi-length hem
    • Soft modal knit fabric, stretchy mesh lining
    • Runs true to size

    Style Number/Barcode: 05102-5306

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Charm Rosette Flower Cutout Midi Dress

    Step out looking sweet and charming in this sleeveless knit dress for a dressy soiree! It features a sweetheart neckline, spaghetti straps, a rosette flower bust inset and waist with sultry cutouts, a flattering bodycon silhouette, and a fitted midi-length hem. Complete the look with fringe earrings.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Spagehtti straps
    • Rosette flower bust insert and waist
    • Cutouts
    • Bodycon silhouette, midi-length hem
    • Smooth knit fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2689

    Category Name: Midi Dresses

    Price: $5.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Botanical Beauty Floral Mesh Midi Dress

    Looking like a botanical beauty is effortless in this floral mesh midi dress! This strapless dress features a flattering curve-hugging fit that will make you feel stunning while on vacay or for weekend fun.

    Fit & Features

    • Floral print, mesh fabric lined with stretchy knit
    • Strapless folded neckline
    • Curve-hugging fit
    • Relaxed midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000029

    Category Name: Midi Dresses

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: S, M, L, XL

    Product Badge:
    • Sale
  • Make A Move Satin Lace-Up High Low Dress

    Make a move to be the showstopping girl at the party in this satin skater dress perfect for twirling! The dress features a sleeveless square neck, spaghetti straps that lace up along the back, a skater silhouette, and a ruffled high-low hemline. Complete the look in sparkly block heels for a school dance or birthday!

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps, lace-up back
    • Skater silhouette
    • Ruffled high low hemline
    • Silky satin fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2670

    Category Name: Midi Dresses

    Price: $21.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Darling Crepe Marabou Midi Dress

    Unveil a sweet and darling allure in this showstopping crepe midi dress destined for cocktail parties or dressy dates! Featuring a sleeveless square neckline with a marabou feather trim, spaghetti straps, a form-hugging silhouette, and a sultry front hem slit. Complete the look in this mid-length dress with a statement choker necklace.

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Marabou feather trim
    • Form-hugging silhouette
    • Front slit, midi-length hem
    • Lined crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2392

    Category Name: Midi Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Hailee Formal Satin Pleated A-Line Midi Dress

    Special Occasion

    Pretty and elegant details make the Hailee formal satin dress a stunning option for wedding guests or fancy celebrations! She features a sleeveless sweetheart neckline, adjustable spaghetti straps that cross along the back, a pleated bust, and a flattering pleated A-line silhouette and midi-length hem. The formal dress is composed of a smooth silky satin woven fabric that brings the luxe! Complete the look with statement earrings and heels.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps, cross back
    • Back zipper and hook-eye closure
    • Pleated bust
    • Pleated A-line silhouette, midi-length hem
    • Silky satin woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05001-1933

    Category Name: Midi Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make It Shimmer Glitter Asymmetric Midi Dress

    Make the whole room shimmer when you make your captivating entrance in this gorgeous glitter knit midi dress! It features a square neckline, long sheer glitter mesh balloon sleeves with tapered cuffed hems, an asymmetric midi-length hem creating a high-cut side slit to showcase some leg, and a bodycon silhouette that will hug your curves. The textured glitter knit fabric has plenty of stretch. Style with metallic heels.

    Fit & Features

    • Square neckline
    • Long sheer glitter mesh balloon sleeves, tapered cuffed hems
    • Asymmetric midi-length hem
    • High-cut side slit
    • Bodycon silhouette
    • Textured glitter knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2045

    Category Name: Midi Dresses

    Price: $21.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Mesh Magic Cowl Neck Midi Dress

    Make magic happen in this stunning midi dress at soirees and cocktail parties! It features a sleeveless cowl neckline, spaghetti straps, a curve-hugging silhouette, and sultry sheer mesh inserts at the waistband along the asymmetrical ruffled hem. Complete the look in this midi-length dress with lace-up heels and a clutch.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Curve-hugging silhouette
    • Sheer mesh waist inserts
    • Sheer mesh ruffled asymmetrical midi-length hem
    • Slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2657

    Category Name: Midi Dresses

    Price: $5.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning Standout Marble Print Satin Midi Dress

    You'll be a stunning standout in this silky-satin marble print midi dress! It features a sleeveless sweetheart neckline with a sultry bust seam outline, adjustable spaghetti straps, waist cutouts on each side that lead to an open lower back, and a midi-length hem with a flowy A-line silhouette. The sleek satin-woven fabric features a multi-colored marble print pattern for an eye-catching vibe. Complete your look for happy hour with stilettos.

    Fit & Features

    • Sleeveless sweetheart neckline, bust seam outline
    • Adjustable spaghetti straps, stretchy smocked back panel
    • Dual waist cutouts, lead to an open lower back
    • High waist, hidden side zipper, hook and eye closure
    • Midi-length hem, flowy A-line silhouette
    • Marble print, silky satin-woven fabric, top knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2892

    Category Name: Midi Dresses

    Price: $44.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirtatious Aura Ruffled High Slit Midi Dress

    Give off a flirtatious aura in this on-trend sultry ruffled midi dress! It features a strapless straight-across neckline, a fitted bodice with ruched side seams, a high waist seam, a midi-length hem with asymmetric dual high-cut side slits, fabulous ruffled trims and cascading ruffled accents, and a slim-fit silhouette. The buttery-smooth and slinky knit fabric includes a lining and offers plenty of stretch. Style with lace-up heels.

    Fit & Features

    • Strapless straight-across neckline
    • Fitted bodice, ruched side seams, high waist seam
    • Midi-length hem
    • Asymmetric dual side slits, ruffled trims, ruffled accents
    • Slim-fit silhouette
    • Slinky knit fabric, sewn-in lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2619

    Category Name: Midi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Think Of Me Cutout Bodycon Midi Dress

    The ultimate going-out or vacay dress that will get you noticed! Designed with an alluring twist bust, a cutout bodice and side slit that flatters your figure along the bodycon silhouette.

    Fit & Features

    • Knit stretchy fabric
    • V-neckline, twist bust
    • Spaghetti straps
    • Cutout bodice
    • Side slit
    • Bodycon silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000492

    Category Name: Midi Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

  • Feminine Chic Satin Cowl Neck Midi Dress

    For every babe who has upcoming events or plans. Keep your look chic in this satin midi dress featuring a sleeveless cowl pleated neckline with a wired insert, spaghetti straps, a bodycon silhouette, a side slit accent, and a midi-length hem. Style with a glitter clutch and heels to show your sparkle!

    Fit & Features

    • Sleeveless cowl pleated neckline, wired insert
    • Spaghetti straps
    • Bodycon silhouette
    • Side slit
    • Midi-length hem
    • Silky satin fabric, bust lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2692

    Category Name: Midi Dresses

    Price: $5.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Swirls Of Attraction Strappy Marble Print Midi Dress

    Attract all the attention when you step out in this marble print midi dress for dinner and drinks! It features a sleeveless scoop neckline, spaghetti straps, an open strappy back design, a bodycon silhouette, and a flattering side ruched seam and slit along the asymmetrical hem. Complete the look with a fab earrings set and heels.

    Fit & Features

    • Sleeveless scoop neckline, spaghetti straps
    • Open strappy back design
    • Bodycon silhouette
    • Side ruched seam and slit
    • Asymmetrical midi-length hem
    • Marble print, stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5259

    Category Name: Midi Dresses

    Price: $5.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Out In Glamour Satin Lace-Up Midi Dress

    Step out in this glam satin midi dress sure to capture the spotlight! The dress features a sleeveless square neckline, spaghetti straps that create the lace-up back design, a cutout bust, and a flattering bodycon silhouette with a center-back slit accent. Complete the look in strappy rhinestone heels.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps, lace-up back
    • Cutout bust, center back slit
    • Bodycon silhouette
    • Midi-length hem
    • Silky satin knit fabric, bust lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2680

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flaunt Your 'Fit Ruched Bodycon Midi Dress

    You'll want to flaunt your sultry 'fit in this ruched bodycon midi dress that will showcase your gorgeous figure! It features a sleeveless sweetheart neckline with a padded bust, a twist-front design with a center keyhole cutout, spaghetti straps, ruching down the side seams, and a midi-length hem with a curve-hugging silhouette. The slinky knit fabric includes a full-length lining and has plenty of stretch. Style with lace-up heels!

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust
    • Twist-front design, center cutout
    • Spaghetti straps
    • Ruched side seams
    • Midi-length hem, bodycon silhouette
    • Slinky knit fabric, full-length lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2817

    Category Name: Midi Dresses

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Eva Formal Rhinestone Strap Satin Mesh Midi Dress

    Special Occasion

    Create a gorgeous hourglass silhouette in the sleek and stunning Eva formal satin mesh midi dress. She features a sleeveless sweetheart neckline with a built-in padded bust and a center small cutout, adjustable spaghetti straps with sparkling rhinestone embellishments, and a back zipper closure. The body of the dress is composed of silky satin and lined sheer mesh fabrics that continue down to a midi-length hem with a back slit accent and a bodycon fit that will hug your curves. Style with clear heels for a chic cocktail party look.

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust, center bust cutout
    • Adjustable spaghetti straps, rhinestone embellishments
    • Back zipper, hook and eye closure
    • Midi-length hem, back slit, bodycon silhouette
    • Satin woven fabric, sheer ruched mesh fabric, knit lining, moderate stretch
    • Strapless or sticky bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1538

    Category Name: Midi Dresses

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet Spice Floral Mesh Midi Dress

    Float through your night with dreamy mesh and romantic ruching. The delicate straps and draped neckline keep it sweet with a little spice.

    Fit & Features

    • Floral print, mesh fabric, stretchy knit lining
    • Cowl neckline
    • Adjustable spaghetti straps
    • Crisscross back
    • Side ruched seams, side slit accent
    • Bodycon silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000158

    Category Name: Midi Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: BROWN

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

  • Dreamy Charm Ruffled Midi Dress

    Frolic through the party with dreamy charm in this sleeveless midi dress! It features a square neckline, spaghetti straps, a side pleated seam, a bodycon silhouette, and a dramatic asymmetrical ruffled trim with a slit accent. The dress is crafted from a smooth and slinky lined knit fabric. Complete the look in adorable mules for a garden party!

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Side pleated seam
    • Bodycon silhouette
    • Asymmetrical ruffled trim, slit accent
    • Midi-length hem
    • Lined smooth and slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2902

    Category Name: Midi Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free