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.

  • Kayley Sequin Midi Dress

    Special Occasion

    Have a night to remember in our Kayley! She features a wired deep v neckline, double adjustable spaghetti straps that lead to a criss-cross back, padded cups, and a fully lined form-fitting silhouette that offers a moderate stretch. She has a zipper located center back and is composed of a mesh material that is adorned in sequins! Her hem hits mid-length and she features a small slit at the back. Complete look with a sleek clutch

    Fit & Features

    • Wired V-neckline with padded cups
    • Double row adjustable spaghetti straps
    • Criss-cross back 
    • Sequins
    • Midi length silhouette with small center slit at the back
    • Fully lined mesh fabric
    • Form hugging fit, moderate stretch 


    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0262

    Category Name: Midi Dresses

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Luxe Dream Strapless Satin Midi Dress

    Make your dreams of luxe come true in this strapless satin midi dress! The dress is designed with figure-accentuating pleating and a form-hugging fit. Complete the look with earrings. 

    Fit & Features

    • Stretch satin fabric with full-length knit lining
    • Strapless straight neckline, no-slip strip, padded bust
    • Back zipper with hook-eye closure
    • Pleating
    • High side slit
    • Midi-length form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-3894

    Category Name: Midi Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Enchanting Metallic Deep V Midi Dress

    Exude your goddess vibes! You'll be making an entrance with the Enchanting Metallic Deep V midi dress! 

    Fits & Features

    • Deep V Neckline
    • Long Fitted Sleeves
    • Elastic Banded Waistband 
    • Center Ruching
    • Midi Length Silhouette
    • Metallic Knit Composition I Plenty Of Stretch

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

      Style Number/Barcode: 05103-0629

      Category Name: Midi Dresses

      Price: $9.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Nadine Formal Sequin Midi Dress

      Special Occasion

      Stand out in sequins as you wow them all in our Nadine sequin dress! 

      Fit & Features

      • V-Neckline I Padded Cups
      • Spaghetti Straps 
      • Midi Length Silhouette With Split At Center Back
      • Lined Mesh Fabric With Sequins Throughout 
      • Form-Hugging Fit 
      • Moderate Stretch 

      Model is 5'9" with a 32" 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: 05001-0265

      Category Name: Midi Dresses

      Price: $20.97 $56.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Audrina Formal Sequin Midi Dress

      Special Occasion 

      Come through with head-turning shine as you shimmy the night away in our sequined Audrina midi dress! 

      Fit & Features 

      • High Round Neckline
      • Cap Sleeves
      • Draped Cowl Back 
      • High Side Slit
      • Sequins
      • Lined Mesh | Minimal Stretch 
      • Side Zipper Closure 

       

      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: 05001-0261

      Category Name: Midi Dresses

      Price: $19.97 $69.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Criss Cross Scooped Midi Dress

      Girl get the scoop in the latest trends with this chic midi dress! 

      Fit & Features 

      • Scoop Neckline
      • Spaghetti Straps 
      • Criss-Cross Back 
      • Princess Seams
      • Asymmetrical Side Slit 
      • Fully Lined
      • Form Hugging Fit | Moderate Stretch

       

      Style Number/Barcode: 05103-0668

      Category Name: Midi Dresses

      Price: $9.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • 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

       

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

        Style Number/Barcode: 05103-0281

        Category Name: Midi Dresses

        Price: $15.97 $39.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Glow Chaser Glitter Mini Dress

        Nobody has time for chasing scrubs, instead chase that glow girl! This glittering mini dress is just what you need! 

        Fit & Features

        • Off The Shoulder Neckline
        • Wired V-Neck Bust
        • Long Sleeves
        • Glitter 
        • Fully Lined
        • Form Fitting | Moderate Stretch 
        • Zipper Not Included 

         

        Style Number/Barcode: 05101-0556

        Category Name: Midi Dresses

        Price: $9.97 $42.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Metallic Muse Ruched Midi Dress
        Be an alluring muse in this metallic ruched midi dress! It features a sleeveless bodice, adjustable spaghetti straps, a V neckline, flattering princess seams, and a square back with a zipper and hook and eye closure. The sultry front waist cut out leads to a mid-length curve hugging skirt with ruched detailing. The metallic knit fabric has ample amount of stretch and includes a knit lining.

        Style Number/Barcode: 05103-0555

        Category Name: Midi Dresses

        Price: $9.97 $46.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Sofia Formal Sequin Midi Dress

        Special Occasion 

        Shine for those moments that count the most in our shimmering Sofia dress! She features a high neck with a racer bust and a flattering midi length silhouette with mini side slit. She features dazzling sequins set in a scroll print design for an elegant touch! Dress is composed of a lined mesh fabric that offers a relaxed fit with minimal stretch. Includes a back zipper closure with fish hook clasp fasten.

        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: 05001-0332

        Category Name: Midi Dresses

        Price: $30.97 $89.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Sleek Essential Ribbed Knit High Slit Midi Dress

        Accessorize a ribbed knit midi dress for the perfect fall outfit. The dress features a plunging V-neckline, long fitted sleeves, and a bold high slit. Complete your outfit with thigh-high boots.

        Fit & Features

        • Ribbed knit fabric with plenty of stretch 
        • V-neckline
        • Long fitted sleeves
        • High side slit
        • Midi-length hem
        • Form-hugging fit
        • Runs true to size

        Style Number/Barcode: 06005-000126

        Category Name: Midi Dresses

        Price: $42.90

        Availability: In Stock

        Available Color: BROWN-2

        Available Size: S, M, L

        Product Badge:
        • Back In Stock
      • Glitter Knit Off Shoulder Midi Dress

        Dress to the nines in this captivating piece! This midi dress features an off shoulder neckline, wrap design and keyhole opening at the center front, long fitted sleeves, and a side slit. Fully lined and composed of a stretchy glitter knit, it offers a form hugging fit that'll accent all your curves. Zipper not included. 

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

        Style Number/Barcode: 05103-0665

        Category Name: Midi Dresses

        Price: $18.97 $46.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Renee Glitter Velvet Midi Dress

        Special Occasion

        Sparkle and impress in this glitter velvet midi dress flaunting a sultry V-neckline with a padded bust and a pleated wrap-style bodice that accentuates your curves along the form-hugging silhouette. Style with strappy heels.

        Fit & Features

        • Glitter velvet fabric with knit lining at the bust, moderate stretch
        • V-neckline, padded bust with pleating
        • Spaghetti straps
        • Pleated wrap-style bodice
        • Side slit
        • Form-hugging midi-length silhouette
        • Runs true to size

        Style Number/Barcode: 05001-2632

        Category Name: Midi Dresses

        Price: $54.90

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Leopard Print Satin Midi Dress

        Get spotted in this fierce trend with this on point satin midi dress! 

        Fit & Features 

        • Cowl Neck 
        • Tie Up Straps
        • Leopard
        • Satin 
        • Midi
        • Fully Lined 
        • Relaxed Fit | Minimal Stretch 

         

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

        Style Number/Barcode: 05101-0536

        Category Name: Midi Dresses

        Price: $9.97 $48.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Aerin Formal Sequin Midi Dress

        Special Occasion

        Have a night to remember in our Aerin! She features a boat neckline, long sleeves, and a sexy low back with a zipper closure. She is fully lined and composed of a mesh material that offers a form fitting silhouette and slight stretch. Her mid length hemline hits mid calf, and she features a high slit at one side that makes her easy to walk and dance in! She showcases a beautiful sequin swirling pattern throughout that gives an elegant finish!

        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: 05001-0267

        Category Name: Midi Dresses

        Price: $27.97 $79.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Ribbed Knit Square Neck Midi Dress

        Can't get enough of knit! Exude your confidence in this form-flattering midi dress.

        Fits & Features

        • Tank-Style Shoulder Straps
        • Square Neck & Back
        • Slit At Center Back
        • Midi Length Silhouette
        • Curve-Hugging Fit 
        • Ample Stretch

         

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

          Style Number/Barcode: 05102-0349

          Category Name: Midi Dresses

          Price: $12.97 $32.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • The Glow Up Glitter Mini Dress

          Light up the night with some serious glitter shine! Go for that glow-up look with this chic mini dress! 

          Fits & Features

          • Plunging Wired V Neckline
          • Ruched Bodice
          • Spaghetti Straps | Cross Back 
          • Glitter
          • Form Hugging Fit
          • Moderate Stretch
          • Fully Lined 

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

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

            Style Number/Barcode: 05103-0600

            Category Name: Midi Dresses

            Price: $9.97 $44.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Clearance
          • Meow Or Never Leopard Midi Dress

            Move fast girl. Snag this purr-fect midi before it's too late!

            Fits & Features

            • Spaghetti Straps That Cross At The Back
            • Self Ties & Keyhole Opening At Back
            • Draped Cowl Neckline
            • Front Slit At Midi Length Silhouette
            • Stretchy Polyester Composition I Form Hugging Fit

             

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

             

            Style Number/Barcode: 05102-0408

            Category Name: Midi Dresses

            Price: $9.97 $34.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Clearance
          • Snake It Like You Mean It Midi Dress

            Say what you mean in sassy snake print boo! 

            Fit & Features

            • Scoop Neckline | Lace Trim
            • Corded Straps
            • Snake Print 
            • Midi Length Silhouette 
            • Form Fit | Moderate Stretch 
            • Fully Lined 
            • No Zipper 

             

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

            Style Number/Barcode: 05101-0305

            Category Name: Midi Dresses

            Price: $11.97 $30.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Clearance
          • Robin Formal Satin Midi Dress

            Special Occasion

            She's Sleek, and she's polished and we love! Designed with a strapless straight neckline, with a removable faux fur trim, a form fitting bodice and that has padded cups, and a horizontal stitching at the hem mid waist. Her bodice leads to skirt high waist and leads down to a mid calf length with a high slit feature. Dress is composed of a satin material that offers slight stretch.

            Model is 5'9" with a 32" 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: 05001-0236

            Category Name: Midi Dresses

            Price: $19.97 $69.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Clearance
          • Arlette Lace-Up High Slit Glitter Knit Midi Dress

            Special Occasion

            Chic and glam, the Arlette formal midi dress designed with shimmering glitter knit fabric will glitz up your cocktail party. It features a sleeveless sweetheart neckline with a built-in padded bust and a cowl draped overlay, thin tank straps, an open lace-up strappy back design for a customized fit, and a midi-length bodycon silhouette accented with a high front slit.

            Fit & Features

            • Glitter knit fabric with knit lining, moderate stretch
            • Sweetheart neckline with padded bust, cowl draped overlay
            • Thin tank shoulder straps
            • Open lace-up back design
            • High waist seam, high front slit
            • Midi-length bodycon silhouette
            • Runs true to size

            Style Number/Barcode: 05001-2533

            Category Name: Midi Dresses

            Price: $59.90

            Availability: In Stock

            Available Color: NAVY

            Available Size: XS, S

          • Wild Feline Leopard & Tiger Ruched Midi Dress

            Spotted: The purrrrrrfect midi dress! Shake up your look and add some animal print in your wardrobe. 

            Fits & Features

            • Bungee Spaghetti Straps
            • Elastic Square Neckline
            • Ruched Design 
            • Mixed Leopard & Tiger Inspired Print
            • Midi Length Silhouette
            • Mesh Composition I Fully Lined
            • Little Stretch

             

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

              Style Number/Barcode: 05102-0406

              Category Name: Midi Dresses

              Price: $13.97 $34.90

              On Sale: Yes

              Availability: Out of Stock

              Product Badge:
              • Clearance
            • Lustrous Velvet Dress

              This simple velvet dress is all you need to stay trendy all season long! 

              Fit & Features 

              • Elastic Off The Shoulder Neckline
              • Short Sleeves
              • Midi Length
              • Velvet 
              • Fully Lined
              • Moderate Stretch 

              Style Number/Barcode: 05101-0063

              Category Name: Midi Dresses

              Price: $12.97 $31.90

              On Sale: Yes

              Availability: Out of Stock

              Product Badge:
              • Clearance
            • Adrienne Formal Satin Midi Dress

              Special Occasion

              Stay sleek, and sexy in our Adrienne midi dress! She features off shoulder sleeves, and a sweetheart neckline with a wired v notch at the center. She has padded cups and straight princess seams at the cup area that offer flattering bust area. She offers a form fitting silhouette and her bodice meets skirt high waist with a horizontal seam detail. She has a zipper closure located mid back, as well as an additional hook and eye closure to make sure she stays in place all night. Her hem is mid length an hits mid calf, and she features a sexy side slit. She 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: 05001-0244

              Category Name: Midi Dresses

              Price: $9.97 $49.90

              On Sale: Yes

              Availability: Out of Stock

              Product Badge:
              • Ships Free