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.

  • Afterparty Chic Cowl Neck Midi Dress

    It’s giving red carpet energy, minus the entourage. This slinky cowl neck midi dress hugs in all the right places and flares out just enough to serve drama with stiletto heels!

    Fit & Features

    • Slinky knit fabric with moderate stretch
    • Cowl neckline
    • Spaghetti straps
    • Form-hugging silhouette
    • Flared trumpet midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000606

    Category Name: Midi Dresses

    Price: $36.90

    Availability: In Stock

    Available Color: HUNTER

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

  • Sparkly Entrance Glitter Knit Midi Dress

    You deserve to have a sparkly entrance and this glitter knit midi dress brings the shine! The dress features a sleeveless surplice V-neckline, spaghetti straps, a side ruched seam, a bodycon silhouette, and a wrap-slit hem. Complete the look with teardrop earrings for a rehearsal dinner or dressy date night!

    Fit & Features

    • Sleeveless surplice V-neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Side ruched seam
    • Wrap midi-length hem with slit
    • Glitter knit fabric, bust lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2418

    Category Name: Midi Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Marvelous Shine Glitter Bodycon Midi Dress

    Make an appearance at the party adorning a marvelous shine! This glitter midi dress is destined to shine in the light. It features a sleeveless cowl neckline, spaghetti straps, a ruched side seam, an asymmetric midi-length hem that creates a sultry high side slit, and a bodycon silhouette. The textured glitter knit fabric has a moderate stretch. Complete the look in a stunning necklace and earrings set.

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Ruched side seam
    • Asymmetrical midi-length hem
    • High-cut side slit
    • Bodycon silhouette
    • Textured glitter knit fabric, knit lining at the bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1859

    Category Name: Midi Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fierce And Fine Satin Leopard Midi Dress

    Fierce, fine, and looking flawless in this satin leopard midi dress! It features a sleeveless sweetheart neckline, adjustable spaghetti straps, a knotted bust, and a relaxed slim silhouette. Complete the look with a dainty bracelet and strappy heels for a birthday lunch!

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps
    • Knotted bust
    • Relaxed slim silhouette
    • Midi-length hem
    • Leopard print, smooth satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-5120

    Category Name: Midi Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fresh In Floral Ruched Mesh Midi Dress

    Keep your summer style fresh with this pretty floral printed mesh midi dress! It features a sleeveless square neckline, adjustable spaghetti straps to customize the fit, all-over ruched detailing, a midi-length hem with a side slit accent, and a bodycon silhouette that will hug your natural curves. The airy floral printed sheer mesh fabric includes a smooth knit lining and offers plenty of stretch. Complete the look with strappy mules.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • All-over ruching
    • Midi-length hem, side slit, bodycon silhouette
    • Floral print
    • Sheer mesh fabric, smooth knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5267

    Category Name: Midi Dresses

    Price: $10.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Island Rhythm Halter Sweater Midi Dress

    Shimmy to the island rhythm with a cocktail in hand wearing this sweater midi dress for the cutest vacation look! It features a sleeveless halter neckline with wood bead accents, spaghetti straps that shape the open lace-up back design, and a bodycon silhouette on stretchy rib knit fabric. Complete the look in chic wedges.

    Fit & Features

    • Sleeveless halter neckline, wood bead accents
    • Spaghetti straps, open lace-up back design
    • Bodycon silhouette
    • Miid-length hem
    • Sweater rib knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1698

    Category Name: Midi Dresses

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sultry Style Strappy Back Midi Dress

    Simple yet so alluring, you'll love the sultry style of this strappy back midi dress. It features a sleeveless V-neckline, spaghetti straps that lead to an open back with cross-back lace-up straps, a midi-length hem, and a bodycon silhouette that will hug your natural curves. The ribbed knit fabric offers plenty of stretch. Complete your look with clear heels and a chic handbag.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Open back, cross-back lace-up straps, tie closure
    • Midi-length hem
    • Bodycon silhouette
    • Ribbed knit fabric, full knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4835

    Category Name: Midi Dresses

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stand Out Marble Print Cutout Midi Dress

    Stand out this season and have all eyes on you in this marble print midi dress perfect for weekend getaways or sunset cocktails! The dress features a sleeveless square neck, spaghetti straps, a cutout bodice, and side ruched seams that accentuate your curves along the bodycon silhouette. Complete the look with a sleek choker necklace.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Cutout bodice
    • Side ruched seams, bodycon silhouette
    • Midi-length 
    • Marble print, smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5235

    Category Name: Midi Dresses

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Art Of Style Abstract Print Midi Dress

    Show everyone how it's done! This sleeveless midi dress features a square neck, spaghetti straps, a side ruched seam that accentuates your curves along the bodycon silhouette, and a high side asymmetrical slit. The dress is designed with an artsy abstract print on smooth knit fabric. Complete the look with earrings for an art gallery opening!

    Fit & Features

    • Sleeveless square neck, spaghetti straps
    • Side ruched seam, bodycon silhouette
    • High side asymmetrical slit
    • Midi-length hem
    • Abstract print, smooth knit fabric, moderate stretch
    • Bust lining
    • Runs true to size

    Style Number/Barcode: 05102-5206

    Category Name: Midi Dresses

    Price: $5.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Eyes On You Strapless Ruffle Midi Dress

    Made for the girl who never blends in. This strapless stunner brings luxe vibes with its curve-loving ruching and sheer mesh hem that was born to twirl under city lights.

    Fit & Features

    • Mesh fabric, sewn-in knit lining
    • Strapless tube neckline, no-slip grip lining
    • Hidden side zipper and hook-eye closure
    • Form-hugging fit
    • Asymmetrical sheer ruffled trim midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000518

    Category Name: Midi Dresses

    Price: $52.90

    Availability: In Stock

    Available Color: PINK

    Available Size: S, M, L

  • Beverly Formal Satin Pleated Corset Midi Dress

    Special Occasion

    The Beverly formal satin dress takes flawless bathroom selfies and looks amazing while sipping on a cocktail! She features a sleeveless sweetheart neckline, adjustable spaghetti straps, a corset bodice with a pleated and padded bust, flexible boning, and a curve-flaunting bodycon silhouette, front slit, and midi-length hem. The formal dress is composed of a lined silky satin fabric with minimal stretch. Complete your red carpet or wedding guest look in rhinestone stiletto heels.

    Fit & Fetaures

    • Sleeveless sweetheart neckline, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Corset bodice, pleated and padded bust, flexible boning
    • Bodycon silhouette, front slit
    • Midi-length hem
    • Lined silky satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-1694

    Category Name: Midi Dresses

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Invite Accepted Keyhole Slit Midi Dress

    With this midi dress, you'll accept every invite just to show it off! Featuring a sleeveless scoop neckline, a spaghetti strap that cross in the back, a front keyhole bust cutout, a bodycon silhouette, and a flirty slit along the hem on smooth knit fabric. Complete the look in stiletto mules for a dinner date.

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps, cross back
    • Front keyhole bust cutout
    • Bodycon silhouette
    • Front slit, midi-length hem
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5215

    Category Name: Midi Dresses

    Price: $5.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mary Formal Flocked Velvet A-Line Midi Dress

    Special Occasion

    Flocked velvet enchants on the Mary formal midi dress - a must-have for boho brides, graduates, or fancy soirees! She features adorable puff short sleeves, a sweetheart neckline with pleating, a lightly padded bust, an empire waist, a flattering A-line silhouette, a flirty front slit, and a midi-length hem. The formal dress is composed of an airy mesh fabric with a flocked velvet pattern and stretchy knit lining. Complete the look in statement hoop earrings and kitten heels.

    Fit & Features

    • Puff short sleeves, sweetheart neckline, pleating
    • Empire waist, back zipper and hook-eye closure
    • Lightly padded bust
    • A-line silhouette, front slit, midi-length hem
    • Mesh fabric, flocked velvet pattern, stretchy knit lining
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1513

    Category Name: Midi Dresses

    Price: $69.90

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Looking Marvelous One Shoulder Midi Dress

    Step out looking marvelous in this one-shoulder midi dress for brunch or a family party! Featuring a sleeveless one-shoulder neckline with a tank shoulder strap, a flirty side ruched drawstring cutout with tie, a bodycon silhouette, and a flattering high side slit. The dress is designed with an eye-catching marble print on stretchy knit fabric. Complete the look with strappy stiletto heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Tank shoulder strap
    • Side ruched drawstring cutout with tie
    • Bodycon silhouette
    • High side slit, midi-length hem
    • Marble print, stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5108

    Category Name: Midi Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Desirable Shine Tank Midi Dress

    Ultra-desirable for sun-soaked days and balmy nights! This sleeveless tank dress features a square neckline, wide shoulder straps, a bodycon silhouette, and a midi-length hem on shiny smooth double-lined knit fabric. Complete the look in minimalistic hoop earrings and heels.

    Fit & Features

    • Sleeveless square neckline
    • Wide shoulder straps
    • Bodycon silhouette
    • Midi-length hem
    • Shiny smooth double-lined knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2596

    Category Name: Midi Dresses

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Marlin Formal Sequin Feather Midi Dress

    Special Occasion

    Dare to be divine in the Marlin formal sequin midi dress at black tie parties and celebrations! She features a strapless neckline with a front feathered trim, non-slip grip lining, a lightly padded bust, a flattering bodycon silhouette, a side slit accent, and a fitted midi-length hem. The formal midi dress is composed of a sequin-embellished mesh fabric that sparkles under the light and a stretchy knit lining. Complete the look with an elegant hair accessory for a glam style!

    Fit & Features

    • Strapless neckline, feather trim, non-slip grip lining
    • Lightly padded bust
    • Back zipper and hook-eye closure
    • Bodycon silhouette, side slit, midi-length hem
    • Sequin-embellished mesh fabric, stretchy knit lining
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1563

    Category Name: Midi Dresses

    Price: $39.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Tag You're Knit Bodycon Midi Dress

    Tag you're it to rock this casually cute midi dress all over town! It features a sleeveless scoop neck, spaghetti straps, a flirty bust tie, and a figure-hugging bodycon silhouette with a side slit accent on stretchy rib knit fabric. Complete the look in sparkly teardrop earrings for an outdoor dinner party.

    Fit & Features

    • Sleeveless scoop neck
    • Bust tie, spaghetti straps
    • Bodycon silhouette
    • Side slit accent
    • Midi-length hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5138

    Category Name: Midi Dresses

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Time To Unwind Tropical Slit Midi Dress

    Take time to relax and unwind on your next vacation...in this stylish tropical midi dress! It features a sleeveless square neck, spaghetti straps, a bodycon fit, and a front slit accent on slinky knit-lined stretchy fabric. Complete the look in cute platform wedges.

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Bodycon fit
    • Front slit accent, midi-length hem
    • Tropical palm leaf print
    • Slinky knit fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5177

    Category Name: Midi Dresses

    Price: $5.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Paradise Halter Open Back Slit Midi Dress

    Own the spotlight on vacation in this midi dress! Featuring a bold halter neckline and an sexy open back, this dress exudes allure, while the bodycon silhouette and slit add a flattering look.

    Fit & Features

    • Slinky knit fabric, smooth stretchy knit lining
    • Halter cowl neckline, beaded spaghetti strap tie
    • Open back with spaghetti strap tie
    • Bodycon silhouette
    • Slit accent, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000283

    Category Name: Midi Dresses

    Price: $45.90

    Availability: In Stock

    Available Color: RED, BROWN

    Available Size: XS, S, M, L

  • Catching Flights O-Ring Halter Midi Dress

    Catch flights not feelings! This halter midi dress is bringing those getaway vibes. It features a sleeveless halter neckline with a tank strap, an O-ring bust insert with a cutout accent and a form-hugging silhouette. Complete the look in cute flat sandals for a sunset cocktail hour!

    Fit & Features

    • Sleeveless halter neckline, tank strap
    • O-ring bust insert, cutout accent
    • Form-hugging silhouette
    • Midi-length hem
    • Stretchy rib knit fabric, knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5002

    Category Name: Midi Dresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Aya Formal Midi-Length Bandage Dress

    Special Occasion

    Achieve a sexy silhouette that will showcase your natural curves in the stunning and chic Aya formal midi-length bandage dress. She features a sleeveless sweetheart neckline, adjustable spaghetti straps for a customized fit, and a hidden back zipper closure. Her vertical seam detailing continues down the length of the dress meeting with a high waist seam and a midi-length seam with a ruffled hem. The bandage knit fabric offers a bodycon silhouette for a smooth and sculpted look with plenty of stretch. Complete your outfit with lace-up heels for your next cocktail party.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps, hidden back zipper, hook and eye closure
    • Vertical seam detailing down the length of the dress, high waist seam, midi-length seam
    • Ruffled midi-length hem, bodycon silhouette
    • Bandage knit fabric, sculpted look, plenty of stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1690

    Category Name: Midi Dresses

    Price: $29.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Art Show Marble Print Midi Dress

    Look like a work of art in this marble print midi dress all over town! It features a sleeveless cowl neckline, spaghetti straps, a form-hugging fit with ruching down one side, and an asymmetrical side slit cutout on a smooth and stretchy knit fabric. Complete the look with hoop earrings.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Form-hugging fit, ruching down one side
    • Asymmetrical side slit cutout
    • Midi-length hem
    • Marble print, smooth knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4986

    Category Name: Midi Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Just Spotted Leopard Lace-Up Midi Dress

    Just spotted, you in this effortlessly fierce leopard print midi dress! It features a sleeveless V-neckline with a twisted bust accent, spaghetti straps that lace up in the back, and a flattering A-line silhouette with a flowy hem. Complete the look with a sleek choker for lunch with friends!

    Fit & Features

    • Sleeveless V-neckline, twisted bust accent
    • Spaghetti straps, lace-up back
    • A-line silhouette
    • Flowy midi-length hem
    • Leopard print, breezy woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4976

    Category Name: Midi Dresses

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strappy And Stunning Rib Knit Midi Dress

    Step out looking stunning in this rib knit midi dress for a casual beach day with friends or a date! It features a sleeveless V-neckline, spaghetti straps, a head-turning strappy open back, a bodycon silhouette, a side slit cut out, and a midi-length hem. Complete the look in trendy flat sandals and sunglasses!

    Fit & Features

    • Sleeveless V-neckline, spaghetti straps
    • Strappy open back
    • Bodycon silhouette
    • Side slit cut out
    • Midi-length hem
    • Rib knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5144

    Category Name: Midi Dresses

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale