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.

  • Sultry Sequins Midi Dress

    This jaw-dropping midi dress is just what you need for your holiday outings! 

    Fits & Features

    • Adjustable Spaghetti Straps
    • Sweetheart Neckline With Padded Cups
    • Zipper With Hook & Eye Closure At Back
    • Midi Length Silhouette
    • Lined, Sheer Mesh Fabric With Diamond & Scroll Print Pattern Sequins 
    • Curve Hugging Fit I Moderate Stretch 

    Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0603

    Category Name: Midi Dresses

    Price: $24.97 $62.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sultry Sequins Midi Dress

    This jaw-dropping midi dress is just what you need for your holiday outings! 

    Fits & Features

    • Adjustable Spaghetti Straps
    • Sweetheart Neckline With Padded Cups
    • Zipper With Hook & Eye Closure At Back
    • Midi Length Silhouette
    • Lined, Sheer Mesh Fabric With Diamond & Scroll Print Pattern Sequins 
    • Curve Hugging Fit I Moderate Stretch 

      Style Number/Barcode: 05101-0602

      Category Name: Midi Dresses

      Price: $9.97 $62.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Ruched Tube Midi Dress

      Embrace your curves! This midi dress is srsly a form-flattering fit! 

      Fits & Features

      • Strapless, Scoop Tube Neckline
      • Flexible Boning Along Bodice 
      • Zipper & Hook And Eye Closure At Back 
      • Ruching Throughout 
      • Stretchy, Textured Knit Composition I Fully Lined 
      • Midi Length Silhouette 
      • Curve Hugging Fit I Ample Stretch 

      Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

      Style Number/Barcode: 05101-0448

      Category Name: Midi Dresses

      Price: $20.97 $52.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Radiantly Flawless Halter Mermaid Midi Dress

      The smooth knit dress features a sleeveless halter neckline, mini bar strap accents at the bust with metal hardware, a flared mermaid silhouette, and a midi-length hem. Complete night out look with metallic heels.

      Fit & Features

      • Lined smooth knit fabrication
      • Plunging halter neckline
      • Mini bar strap accents with metal hardware
      • Flared mermaid silhouette
      • Midi length hem
      • Runs true to size

      Style Number/Barcode: 05101-000018

      Category Name: Midi Dresses

      Price: $36.90

      Availability: In Stock

      Available Color: BLACK

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

    • Colorful Expressions Two-Tone Glitter Midi Dress

      Elevate your look with this glitzy hued midi! With an array of colors glistening throughout, brighten the room at every angle. 

      Fits & Features

      • Spaghetti Straps
      • Cross & Lattice Back I Zipper & Hook And Eye Closure
      • Deep V-Neckline With Padded Cups 
      • Two-Tone Glitter Knit Composition I Fully Lined
      • Midi Length Silhouette 
      • Curve Hugging Fit I Moderate Stretch 
      • Glitter May Transfer

      Style Number/Barcode: 05103-0279

      Category Name: Midi Dresses

      Price: $6.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Lyla Formal Crepe Midi Dress

      Special Occasion 

      Keep it sophisticated and stunning in our Lyla dress! She takes it to the next level with her must have pockets! 

      Fit & Features

      • Sweetheart Neckline
      • No-Slip Strip 
      • Padded Cups 
      • Empire Waist 
      • Pockets
      • Lined Crepe
      • Form Hugging Fit | Moderate Stretch  

      Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05001-0324

      Category Name: Midi Dresses

      Price: $19.97 $54.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Nova Ruched Sides Midi Dress

      Special Occasion 

      Dress to impress with our Nova! Classically elegant, she features ruching for a curve-flattering fit. 

      Fits & Features

      • High Neckline
      • Fitted Long Sleeves
      • Ties At The Open Back
      • Midi Length Silhouette With Ruching 
      • Smooth Tricot Knit Fabric I Fully Lined 
      • Body-Hugging Fit I Moderate Stretch 

       

      Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.

       

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05001-0321

      Category Name: Midi Dresses

      Price: $19.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Cocktail Hour Strapless Satin Slit Midi Dress

      The perfect satin strapless midi dress for cocktail hour features a pleated neckline, a form-hugging fit, and a flirty side slit. Pair with stiletto pumps and a martini! 

      Fit & Features

      • Silky satin fabric, sewn-in knit lining
      • Strapless pleated neckline, padded bra cups
      • Back zipper and hook-eye closure
      • Form-hugging fit
      • Side slit
      • Midi-length hem
      • Runs true to size

      Style Number/Barcode: 05101-000106

      Category Name: Midi Dresses

      Price: $46.90

      Availability: In Stock

      Available Color: MAROON

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

    • Mia Formal Satin Midi Dress

      Special Occasion 

      Va-va-voom! Our Mia dress is a winning combo of smooth, seamless, and sultry.

      Fits & Features

      • Adjustable Spaghetti Straps That Cross At The Back
      • Zipper At Back
      • Plunging V Neckline With Decorative Knot I Padded Cups 
      • Midi Length With Slit At The Side 
      • Lined, Smooth Stretch Satin Composition 
      • Moderate Stretch

      Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05001-0291

      Category Name: Midi Dresses

      Price: $19.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • High Low Ruffle Hem Satin Dress

      Look party-ready with this elegant and sultry high-low dress!

      Fits & Features

      • Spaghetti Straps That Cross At Back
      • Square Neckline I Vertical Darts At The Bust
      • High-Low Hem With Ruffle Trim Detail 
      • Satin-Like Composition I Fully Lined
      • Body-Hugging Fit
      • Moderate Stretch

      Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.

      Style Number/Barcode: 05101-0438

      Category Name: Midi Dresses

      Price: $13.97 $35.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Party Mode Glitter Midi Dress

      ...Is totally on! Holidays are right around the corner, so add this glitzy mini for all your upcoming soirees!

      Fits & Features

      • Adjustable Spaghetti Straps
      • Scoop Neckline With Gathering Detail At The Bust
      • High Waist Band 
      • Midi Length Silhouette With Flirty Slit At Side
      • Textured Glitter Knit I Smooth Nylon Lining
      • Bodycon Fit I Plenty Of Stretch 

      Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.

        Style Number/Barcode: 05101-0336

        Category Name: Midi Dresses

        Price: $9.97 $32.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Glitter Fab Midi Dress

        We are sooooo feeling this 'fit! You'll be looking absolutely fab in this glittery dress! 

        Fits & Features

        • V Neckline
        • Adjustable Spaghetti Straps 
        • Cut Outs At The Back I 3-Button Closure
        • Midi Length Silhouette
        • Glitter Knit I Fully Lined 
        • Form Hugging Fit 
        • Moderate Stretch 

        Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

          Style Number/Barcode: 05103-0671

          Category Name: Midi Dresses

          Price: $9.97 $44.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Snap Snap Slay Ribbed Sweater Dress

          Oh snap she came to play! This sexy sweater dress is designed with a mock neckline, long sleeves, and a mid length hem that hits right passed the knee. Dress has a side slit detailing with faux snap buttons that lead down. Composed of a ribbed knit material that offers a form fit with moderate stretch.

          Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small

          Style Number/Barcode: 06005-0193

          Category Name: Midi Dresses

          Price: $9.97 $42.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Destiny Strapless Velvet Mesh Midi Dress

          Special Occasion

          Stroll into the party in the Destiny formal midi dress to make a striking impression! The formal dress showcases a sultry strapless sweetheart neckline and a ruched bodycon fit that accentuates your figure. Complete the look with earrings and heels.

          Flawlessly chic and bold, this dress is a statement. If strapless styles are your go-to, explore our strapless prom dresses or embrace effortless fashion with our formal dresses.

          Fit & Features

          • Flocked velvet pattern, mesh-lined fabric
          • Strapless wired padded sweetheart neckline
          • Side slit
          • Ruched bodycon fit
          • Midi-length hem
          • Runs true to size

          Style Number/Barcode: 05001-2607

          Category Name: Midi Dresses

          Price: $59.90

          Availability: In Stock

          Available Color: BLACK

          Available Size: XS, S, M

        • V Cozy Button Down Sweater Dress

          Bundle up with the V Cozy sweater dress!

          Fits & Features

          • V Neckline I Button-Down Front
          • Fitted Long Sleeves With Rolled Cuffs
          • Slip Hand Pockets & Hem With Subtle Frill Design
          • Detachable Waist Tie 
          • Midi Length Silhouette
          • Ribbed Knit 
          • Form-Hugging Fit I Ample Stretch 

          Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

            Style Number/Barcode: 06005-0551

            Category Name: Midi Dresses

            Price: $6.97 $46.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Clearance
          • Vada Lace-Up Formal Midi Dress

            Special Occasion

            Create a polished yet sexy look for yourself in our Vada! She features a wired deep v neckline, spaghetti straps that lead to a lace up back detail and a lower back zipper closure with a hook and eye to keep her in place. Bodice is designed with a gathered pleating at the bust, and leads down to a mid length hemline and a high slit at one side. She is fully lined and composed of a crepe material that offers moderate stretch and a form fitting silhouette. 

            Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.  

            Special Occasion products cannot be returned to any retail locations.

            Style Number/Barcode: 05001-0259

            Category Name: Midi Dresses

            Price: $19.97 $44.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Ships Free
          • Valencia Formal Midi Dress

            Special Occasion

            Make a lasting impression in our Valencia! She is uniquely designed with an asymmetrical neckline, one long sleeve, and one sleeveless tank strap. Her bodice is fitted and leads down to a mid length hemline, and a high thigh slit. She has a zipper closure located center back with a hook and eye closure to keep her securely in place. She is composed of a crepe material and is fully lined offering moderate stretch and a form fitting silhouette.

            Model is 5'7" with a 34" bust,  24" waist and 34" hips. She is wearing a size small.  

            Special Occasion products cannot be returned to any retail locations.

            Style Number/Barcode: 05001-0260

            Category Name: Midi Dresses

            Price: $19.97 $44.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Sale
          • Marcella Formal Satin Midi Dress

            Special Occasion

            You're not afraid to make a statement, and that's why our Marcella satin dress is the one for you! Designed with a sweetheart neckline with a deep v wired center, padded cups, and spaghetti straps that lead to a strappy lace up back detail and a lower back zipper, and hook and eye closure. Her fitted bodice leads to a high waist horizontal seam. Her skirt features a slanted ruche detailing with a slit at the hip that offers a flattering curve hugging silhouette. Marcella is composed of a satin material that offers a form fit with moderate stretch. 

            Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.  

            Special Occasion products cannot be returned to any retail locations.

            Style Number/Barcode: 05001-0273

            Category Name: Midi Dresses

            Price: $19.97 $49.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Ships Free
          • Sarina High Slit Sequin Midi Dress

            Special Occasion 

            Highlight your beauty with our mesmerizing Sarina dress! You'll illuminate every room! 

            Fits & Features

            • Bungee Shoulder Straps Leads To Racerback Design With Zip Closure
            • Plunging V Neckline
            • Slim Fit Bodice
            • Midi Length Silhouette With Thigh-High Slit 
            • Fully Lined Mesh Fabric With Sequins Throughout 
            • Curve-Hugging Fit I Moderate Stretch 

             

            Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

             

            Special Occasion products cannot be returned to any retail locations.

            Style Number/Barcode: 05001-0264

            Category Name: Midi Dresses

            Price: $19.97 $54.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Ships Free
          • Mesh & Sequin Statement Mini Dress

            You'll be breaking so many hearts with this captivating mini dress!

            Fits & Features

            • Adjustable Spaghetti Straps
            • Underwire Lace Bust With Partial Sequined Lining I Keyhole Opening
            • Sequined Insets Trailing Down Center Back & Front
            • Unlined Mesh Insets At The Side Seams
            • Mini Length Silhouette
            • Curve Hugging Fit I Moderate Stretch 
            • Zipper With Hook & Eye Closure 

            Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

            Style Number/Barcode: 05103-0686

            Category Name: Midi Dresses

            Price: $9.97 $49.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Clearance
          • Fabulously Flocked Midi Dress

            Allure them all with this enchanting midi dress! 

            Fits & Features

            • Spaghetti Straps
            • V Neckline I Square Back
            • High Waist Seam 
            • Midi Length Silhouette With Flirty Slit 
            • Fully Lined, Textured Knit With Flocked Velvet Prints Throughout 
            • Curve-Hugging Fit I Moderate Stretch

             

            Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

            Style Number/Barcode: 05101-0374

            Category Name: Midi Dresses

            Price: $5.97 $38.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Clearance
          • Glow Girl Sequin Midi Dress

            Glow on with your bad self! Flaunt your pretty self in this captivating dress.

            Fits & Features

            • Adjustable Shoulder Straps
            • Sweetheart Neckline
            • Zipper & Hook And Eye Closure At Back
            • Iridescent Sequins, Mesh Knit Fabric I Fully Lined
            • Midi Length Silhouette
            • Curve Hugging Fit I Ample Stretch 

             

            Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

            Style Number/Barcode: 05101-0293

            Category Name: Midi Dresses

            Price: $9.97 $54.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Clearance
          • Ravishing Allure Velvet Pattern Ruffle Midi Dress

            An alluring sleeveless midi dress perfect for cocktail parties or dressy dates. The dress is designed with a flirty bust cutout, flattering bodycon fit, and a ruffled midi-length hem. Pair with heels.

            Fit & Features

            • Sheer mesh fabric with floral velvet flocked pattern, knit lining, high stretch
            • Tank shoulder straps
            • V-wired square neckline, padded bust, keyhole cutout
            • Back zipper with hook-eye closure
            • Ruching
            • Bodycon fit, ruffled midi-length hem
            • Runs true to size

            Style Number/Barcode: 05101-3754

            Category Name: Midi Dresses

            Price: $9.97 $54.90

            On Sale: Yes

            Availability: In Stock

            Available Color: BLACK

            Available Size: XS

            Product Badge:
            • Sale
          • Arielle Geometric Sequin Midi Dress

            Special Occasion 

            Shine at all your soirees in our gorgeous Arielle midi dress! 

            Fits & Features

            • Plunging V Neckline
            • Adjustable Spaghetti Straps That Lace Up At The Back 
            • Midi Length Silhouette With Thigh High Slit 
            • Mesh Lined Fabric With Shimmering Geometric Sequins Throughout
            • Fully Lined
            • Curve-Hugging Fit I Moderate Stretch 

             

            Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

             

            Special Occasion products cannot be returned to any retail locations.

            Style Number/Barcode: 05001-0266

            Category Name: Midi Dresses

            Price: $29.97 $64.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Ships Free