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.

  • Effortless Dazzle Ombre Glitter Mesh Midi Dress

    A glitter mesh midi dress you'll look and feel effortlessly dazzling in on dressy occasions! Showcasing a sparkling glitter mesh fabric with a chic ombre effect, you'll capture the attention of the room. Featuring a strapless neckline, flexible boning inserts for a structured fit, and side-ruched seams that accentuate your curves along the bodycon silhouette. The side slit and midi-length hem add the perfect finishing touch. Complete the look in clear mules for a seamless style!

    Fit & Features

    • Glitter mesh fabric lined with sewn-in knit
    • Ombre effect
    • Flexible boning inserts
    • Side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3092

    Category Name: Midi Dresses

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jolene Formal Chiffon Off-The-Shoulder Dress

    Special Occasion

    Chic and sophisticated, the Jolene formal midi dress is a stunning pick for rehearsal dinners or cocktail soirees! She features a chiffon bodice with an off-the-shoulder neckline, sheer peasant long sleeves, and a V-wired front. Her form-hugging silhouette offers a flattering front slit and a midi-length hem. The formal dress is composed of a crepe fabric with a sewn-in knit lining and plenty of stretch. Complete the look in sparkly platform heels.

    Fit & Features

    • Chiffon bodice, off-the-shoulder neckline
    • Sheer peasant long sleeves, V-wired front 
    • Form-hugging silhouette
    • Front slit, midi-length hem
    • Crepe fabric, sewn-in knit lining, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1565

    Category Name: Midi Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Adley Formal Glitter Lace-Up Midi Dress

    Special Occasion

    Discover a look that's chic and sparkly in the Adley formal glitter midi dress! Boasting a square neckline and spaghetti straps that lace up in the back, she's designed with a flattering form-hugging silhouette, a stylish side slit, and glitter knit fabric for a luxurious aesthetic. Complete the look in heels for a banquet or holiday party!

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps, lace-up back
    • Form-hugging, side ruched seams
    • Side slit, midi-length hem
    • Glitter knit fabric, sewn-in knit lining. moderate stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-2017

    Category Name: Midi Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Playful Summer Sweetheart Ruffled Eyelet Midi Dress

    Looking for the perfect summer dress? Look no further than this playful sleeveless midi dress! With its flattering sweetheart neckline with a structured bust and adjustable spaghetti straps, this A-line silhouette dress will have you feeling confident and stylish. The ruffled midi-length hem and floral embroidered eyelet woven fabric add a touch of playfulness to this must-have dress! Complete the look with wedge sandals.

    Fit & Features

    • Floral embroidered eyelet woven fabric, stretchy knit lining
    • Sweetheart neckline, padded bust with underwire
    • Adjustable spaghetti straps, back zipper with hook and eye closure
    • High waist seam, A-line silhouette
    • Ruffled midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3015

    Category Name: Midi Dresses

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Blissful Afternoons Corset A-Line Midi Dress

    Enjoy an afternoon of bliss looking so sweet in this A-line midi dress at showers or semi-formal weddings! The sweetheart neckline and adjustable spaghetti straps accentuate your figure while the corset bodice with built-in padded underwire bust provides support. The flowy A-line silhouette and midi-length hem add elegance to your look. Complete the look in strappy heeled sandals.

    Fit & Features

    • Woven fabric lined with stretchy knit
    • Adjustable spaghetti straps
    • Sweetheart neckline
    • Corset bodice, built-in padded underwire bust
    • Back zipper and hook-eye closure
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3309

    Category Name: Midi Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitzy And Glamorous Glitter Mesh Midi Dress

    So glitzy and glamorous, this glitter mesh midi dress will have you shimmering all night long! It features a sleeveless V-neckline, adjustable spaghetti straps, ruched detailing down one side, and a midi-length asymmetrical hem creating a stylish side slit. The lined glitter mesh fabric provides the perfect amount of sparkle. Complete your look with platform heels.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Ruching down one side
    • Midi-length asymmetrical hem, side slit
    • Curve-hugging fit
    • Sheer glitter mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2729

    Category Name: Midi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek And Smooth High Slit Midi Dress

    Simple and sleek, this smooth knit midi dress is a perfect choice. It features a sleeveless cowl neckline, spaghetti straps, a high waist seam, a form-hugging silhouette, and a chic high front slit to showcase some leg. 

    Fit & Features

    • Sleek knit fabric, stretchy knit lining
    • Cowl neckline
    • Spaghetti straps
    • High waist seam
    • Form-hugging silhouette
    • High front slit
    • Runs true to size

    Style Number/Barcode: 05101-1666

    Category Name: Midi Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: NAVY, BROWN, YELLOW, PINK, BLACK

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

    Product Badge:
    • Best Seller
  • Sweet Day Sleeveless Mermaid Denim Midi Dress

    Look cute and casual wherever you go in this denim midi dress! Featuring spaghetti straps, a sweetheart neckline, a flattering mermaid silhouette, and a flared midi-length hem, this dress will have you looking and feeling amazing. Complete the look in strappy espadrille wedges.

    Fit & Features

    • Denim fabric, minimal stretch
    • Spaghetti straps
    • Sweetheart neckline
    • Back zipper and hook-eye closure
    • Mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5567

    Category Name: Midi Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Shine Ombre Glitter Mesh Midi Dress

    A glitter mesh midi dress you'll look and feel sassy in on dressy occasions! Showcasing a sparkling glitter mesh fabric with a chic ombre effect, you'll capture the attention of the room. Featuring a square neckline, adjustable spaghetti straps for a perfect fit, and side-ruched seams that accentuate your curves along the bodycon silhouette. The side slit and midi-length hem add the perfect finishing touch. Complete the look in clear mules for a seamless style!

    Fit & Features

    • Glitter mesh fabric lined with sewn-in knit
    • Ombre effect
    • Adjustable spaghetti straps
    • Side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3106

    Category Name: Midi Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Eyes On You Satin Midi Dress

    Get ready to have all eyes on you in this attention-grabbing midi dress! Featuring a sleeveless scoop neckline, spaghetti straps, a bold front cutout at the waist, and a bodycon silhouette with a high front slit, this sleek satin midi-length dress will hug your curves. Complete the look with clear heels.

    Fit & Features

    • Satin-knit fabric with moderate stretch
    • Sleeveless scoop neckline
    • Spaghetti straps
    • Front waist cutout
    • Thigh-high front slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-4359

    Category Name: Midi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Romance Will Blossom Corset Floral Mesh Midi Dress

    Romance will blossom everywhere you go in this floral mesh midi dress!  With adjustable spaghetti straps and a square neckline, this dress perfectly accentuates your figure. The flexible boning and side ruched seams enhance your shape, while the midi-length hem adds a touch of chic. Complete the look with earrings and sleek heels.

    Fit & Features

    • Floral print, mesh fabric lined with stretchy knit
    • Adjustable spaghetti straps
    • Square neckline
    • Back zipper and hook-eye closure
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3424

    Category Name: Midi Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Babe Cutout Ruffle Hem Chiffon Midi Dress

    Show up and stun at a summer party like the bold babe you are in this fab midi dress! Designed with a crinkled chiffon fabric, the mid-length dress features a smocked body for added stretch along the figure-flaunting bodycon silhouette. The sleeveless bodice is shaped with a sweetheart neckline with the cutest tie-front design at the bust, a sultry waist cutout to reveal some skin, and adjustable spaghetti straps to find your perfect fit. The layered ruffled hem adds a flirtatious allure to the iconic look. Style this midi dress with hoop earrings and espadrille sandals!

    Fit & Features

    • Crinkled chiffon fabric, knit bust lining, moderate stretch
    • Sweetheart neckline, tie-front bust
    • Waist cutout
    • Adjustable spaghetti straps
    • Smocked body, layered ruffled hem
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3454

    Category Name: Midi Dresses

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Nadine Formal Ruched Satin Midi Dress

    Special Occasion 

    Make a stunning impression in this satin midi dress. Elevate your night out look in this luxe stretch satin midi cocktail dress with a flattering cowl neckline for a post-worthy look.

    Fit & Features

    • Stretch satin fabric, minimal stretch
    • Cowl neckline, spaghetti straps
    • Form-hugging fit
    • Ruched high side slit
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, cocktail parties, date night, Vegas, girl's night out, rooftop bars, celebrations

    Style Number/Barcode: 05001-0528

    Category Name: Midi Dresses

    Price: $29.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wild Style Tie-Back Bodycon Slit Zebra Midi Dress

    This sleeveless bodycon midi dress features a flattering scoop neckline and spaghetti straps that shape the tie-back design and a side slit. The stretchy knit material boasts a zebra print perfect for brunch or parties.

    Fit & Features

    • Stretchy knit material, zebra print, sewn-in knit lining
    • Scoop neckline
    • Spaghetti straps
    • Tie-back design
    • Side slit
    • Bodycon midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5830

    Category Name: Midi Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Follow The Sun Lace-Up Tropical Midi Dress

    Follow the sun to your next destination in this tropical midi dress! This bodycon dress flatters your figure with a square neckline, spaghetti straps, and a lace-up back. The side ruched seam and slit add a touch of chic to the midi-length hem. Complete the look in sunglasses and sandals!

    Fit & Features

    • Tropical print, stretchy knit fabric, bust lining
    • Square neckline
    • Spaghetti straps
    • Lace-up back
    • Bodycon silhouette
    • Side slit
    • Runs true to size

    Style Number/Barcode: 05102-5745

    Category Name: Midi Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Talk Cutout Midi Dress

    Smooth, snatched, and straight-up stunning. This midi dress brings all the glam with a pleated sweetheart neckline, cutout back, and a form-hugging fit made to own the spotlight.

    Fit & Features

    • Smooth knit fabric with subtle sheen, stretchy knit lining
    • Pleated sweetheart neckline, padded bra cups
    • Wide shoulder straps
    • Cutout back with hook clasp closure strap
    • Form-hugging silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000157

    Category Name: Midi Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: PINK, NAVY

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

    Product Badge:
    • Best Seller
  • Exclusive Sultry V-Neck Halter Bodycon Midi Dress

    A sultry sleeveless midi dress featuring a V-neck halter neckline and an adjustable side drawstring that highlights your curves along the bodycon fit. The knit fabric effortlessly hugs your body and sleek design. 

    Fit & Features

    • Sleek knit fabric
    • V-neck halter neckline
    • Adjustable side drawstring
    • Bodycon midi-length hem
    • Runs true to size

    Style Number/Barcode: 05103-5661

    Category Name: Midi Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Island Neutrals Halter Strappy Tropical Midi Dress

    Unveil this chic tropical midi dress on the island! The cowl halter neckline and strappy open back add a touch of allure, while the bodycon silhouette and asymmetrical cut hem flatter your figure. Complete the look with cute block heel sandals and sunglasses!

    Fit & Features

    • Tropical print, smooth knit stretchy fabric
    • Halter cowl neckline, spaghetti strap
    • Strappy open back
    • Bodycon fit
    • Asymmetrical cut hem
    • Runs true to size

    Style Number/Barcode: 05102-5185

    Category Name: Midi Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreamiest Summer Smocked Floral Chiffon Midi Dress

    Have the dreamiest summer romance in this floral chiffon midi dress perfect for dates and parties! This dress features a square neckline, adjustable spaghetti straps, and a stretchy smocked bodycon silhouette for a comfortable and flattering fit. The tiered ruffled midi-length hem adds a touch of femininity, while the floral print on chiffon fabric gives the prettiest look. Style this floral dress with earrings and block heels.

    Fit & Features

    • Floral print, chiffon fabric
    • Adjustable spaghetti straps
    • Square neckline
    • Stretchy smocked bodycon silhouette
    • Ruffled hem
    • Runs true to size

    Style Number/Barcode: 05101-2985

    Category Name: Midi Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clara Sweetheart Floral Chiffon Midi Formal Dress

    Get ready to steal hearts with your captivating presence in the adorable Clara floral chiffon midi dress at showers, banquets, or garden parties! She has playful tie-shoulder straps, padded bra cups, and a flattering ruched bodice. The A-line silhouette and ruffled midi-length hem create a stunning, feminine look, while the floral rose print chiffon fabric adds a touch of whimsy. Complete the look with earrings and sleek stiletto heels.

    Fit & Features

    • Rose floral print chiffon fabric, stretchy knit lining, tulle trim
    • Sweetheart neckline
    • Tie shoulder straps, back zipper and hook-eye closure
    • Padded bra cups
    • A-line silhouette
    • Ruffled midi hem
    • Runs true to size

    Style Number/Barcode: 05001-2252

    Category Name: Midi Dresses

    Price: $19.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Just My Type Cutout Bodycon Satin Midi Dress

    Date night just got sweeter in this satin midi dress! The asymmetrical neckline and spaghetti straps add a touch of elegance while the side cutout and slit add a hint of playfulness to the bodycon silhouette and midi-length hem. Complete the look with earrings.

    Fit & Features

    • Satin fabric, stretchy knit lining
    • Spagehtti straps
    • Asymmetrical neckline
    • Side cutout
    • Bodycon silhouette
    • Side slit
    • Runs true to size

    Style Number/Barcode: 05101-3388

    Category Name: Midi Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ignite The Night Rhinestone Cutout Midi Dress

    Ignite the night with your dazzling vibes in this sleeveless midi dress at semi-formal events! With a square neckline and spaghetti straps, it offers a form-hugging fit that accentuates your curves. The gem and rhinestone side cutout adds a touch of sparkle, while the asymmetrical side cut and midi-length hem give it an edgy yet elegant look. Complete the look in block heels and a clutch!

    Fit & Features

    • Smooth knit fabric lined with knit, moderate stretch
    • Spaghetti straps
    • Square neckline
    • Gem and rhinestone side cutout
    • Asymmetrical side cut
    • Form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 05101-2937

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Marlee Lace-Up Mermaid Glitter Midi Formal Dress

    Special Occasion

    For maximum glamour and glitz, slip into the Marlee glitter formal dress for a luxe allure at weddings or dressy banquets! She features a flattering V-neckline, delicate spaghetti straps, and a stunning lace-up back that'll turn heads. The mermaid silhouette flaunts your figure and the trumpet-ruffled midi-length hem adds a touch of glamour, while the glitter knit fabric sparkles with sophistication! Complete the look with stiletto heels and a clutch.

    Fit & Features

    • Glitter knit fabric lined with stretchy knit
    • Spagehtti straps
    • Lace-up
    • Mermaid silhouette
    • Trumpet ruffled midi-length hem
    • Pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-2093

    Category Name: Midi Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Done In One Ribbed Knit Bodycon Midi Dress

    Be ready in a flash with this done-in-one bodycon midi dress perfect for styling up or down! Made with stretchy ribbed knit fabric, it's also soft and comfortable to wear all day. It features a flattering scoop neckline and tank shoulder straps for a comfortable and stylish fit. With a bodycon silhouette and midi-length hem, this dress will hug your curves! Complete the look in a crop denim jacket and sandals.

    Fit & Features

    • Ribbed knit fabric, sewn-in knit lining, moderate stretch
    • Scoop neckline
    • Tank shoulder straps
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5666

    Category Name: Midi Dresses

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale