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.

  • Impressive Beauty Bodycon Midi Dress

    Get dressed to impress in this bodycon midi dress perfect for brides-to-be or a dressy date night! 

    Fit & Features

    • Smooth knit fabric lined with stretchy knit
    • Square neckline, spaghetti straps
    • Side ruched seams
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000299

    Category Name: Midi Dresses

    Price: $35.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: S, M, L

  • Ever Formal Sequin Midi Dress

    Special Occasion 

    Dazzle and impress them all as you shine in our sparkling Ever dress! 

    Fit & Features

    • Off The Shoulder Neckline 
    • Plunging Wired V-Neck Bust
    • Sequins
    • Scroll Print 
    • Lined Mesh 
    • Form Hugging Fit 
    • Minimal Stretch 

    Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0275

    Category Name: Midi Dresses

    Price: $31.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Yara Formal Crepe Bodycon Dress

    Special Occasions

    Make it a moment to remember in our captivating Yara bodycon dress! 

    Fit & Features 

    • High Round Neckline | Single Button Closure 
    • Halter Bust | Princess Seams 
    • Midi Length Silhouette 
    • Lined Crepe
    • Form Hugging Fit | Moderate Stretch 
    • Hidden Back Zipper 

    Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small. 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0312

    Category Name: Midi Dresses

    Price: $25.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lucia Side Slit Satin Dress

    Special Occasion

    Enter any room and you'll be receiving compliments left and right in our lovely Lucia! 

    Fits & Features

    • Thick Shoulder Straps 
    • Sweetheart Neckline I Linear Seam Details At The Bust I Square Back
    • Midi Length Silhouette With Front Side Slit 
    • Stretch Satin Fabric I Fully Lined 
    • Bodycon Fit I Moderate Stretch 
    • Zipper Not Included

     

    Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small. 

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0351

    Category Name: Midi Dresses

    Price: $8.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Off Shoulder Ruched Midi Dress

    Serve some serious sizzle in this body-flaunting midi dress!

    Fits & Features

    • Off Shoulder, Fold-Over Straight Neckline
    • Ruching Throughout 
    • Midi Length Silhouette
    • Smooth Jersey Knit Fabric | Fully Lined
    • Curve Hugging Fit 
    • Ample Stretch 
    Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small. 

      Style Number/Barcode: 05101-0604

      Category Name: Midi Dresses

      Price: $9.97 $44.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Heatin' Up Heat Stone Midi Dress

      Bring the heat with this attention-grabbing dress! 

      Fits & Features 

      • Adjustable Spaghetti Straps 
      • Plunging V Neckline I Square Back 
      • Midi Length Silhouette I Thigh High Slit 
      • Ribbed Knit Fabric With Heat Stone Embellishments At The Front
      • Solid, Ribbed Back 
      • Bodycon Fit I Moderate Stretch  

       

      Style Number/Barcode: 06005-0140

      Category Name: Midi Dresses

      Price: $6.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Desirae Sequin Midi Dress

      Special Occasion

      Wave bye to 2019 and ring in the new year with our gorge Desirae!

      Fits & Features

      • Crew Neckline 
      • Low U-Shaped Back WIth Zipper & Hook And Eye Closure
      • Fitted Long Sleeves
      • Midi Length Silhouette
      • Mesh Lined Fabric With Vertical Sequins All Over 
      • Curved Hugging Fit I 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: 05001-0278

        Category Name: Midi Dresses

        Price: $27.97 $79.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Square Neck Glitter Midi Dress

        Sparkle your way into some trouble this weekend!

        Fits & Features

        • Square Neckline & Back I Vertical Darts At The Bust
        • Adjustable Spaghetti Straps 
        • Zipper With Hook & Eye Closure
        • Textured Glitter Knit I Fully Lined
        • Midi Length Silhouette
        • Bodycon Fit I 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: 05101-0328

        Category Name: Midi Dresses

        Price: $9.97 $36.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Scoop Neck Midi Dress

        This must-have midi will give you an endless amount of OOTDs to wear and pair. 

        Fits & Features

        • Spaghetti Straps
        • Scoop Neckline I Square Back
        • Midi Length Silhouette
        • Stretchy, Jersey Knit Fabric I Fully Lined
        • Curve 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: 05102-0528

          Category Name: Midi Dresses

          Price: $9.97 $34.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Sleek Look Ruched Knit Bodycon Midi Dress

          Sleek and stunning, flaunt your figure in this smooth knit bodycon midi dress with ruched detailing to highlight your gorgeous curves.

          Fit & Features

          • Lined smooth knit fabric, high stretch
          • Sleeveless sweetheart neckline, padded bust
          • Cross-front design at the bust
          • Thin tank straps, cross-back design
          • Ruching
          • Midi-length bodycon silhouette
          • Runs true to size

          Style Number/Barcode: 05101-3997

          Category Name: Midi Dresses

          Price: $38.90

          Availability: In Stock

          Available Color: BROWN

          Available Size: XS, S

        • Loving In Velvet Midi Dress

          Keep it effortlessly glam and gorge in shimmering glitter! This fluttering midi dress shines from every angle!  

          Fit & Features

          • V-Neckline
          • Spaghetti Straps 
          • Glitter
          • Lined Velvet
          • Midi
          • Trumpet Hem 
          • Form Hugging Fit | Moderate Stretch 

           

          Style Number/Barcode: 05101-0356

          Category Name: Midi Dresses

          Price: $9.97 $38.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Sequin Mesh Midi Dress

          'Tis the season for extra glam! Jaws will drop when you enter the room in this elegant and sexy midi. 

          Fits & Features

          • Adjustable Spaghetti Straps 
          • Sweetheart Neckline I Molded, Padded Cups 
          • Zipper With Hook & Eye Closure At Back
          • Midi Length Silhouette
          • Mesh Lined Fabric With Geometric Patterned Sequins
          • Curve Hugging Fit I Moderate Stretch 

          Style Number/Barcode: 05101-0297

          Category Name: Midi Dresses

          Price: $24.97 $62.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Ships Free
        • Curves Ahead Bandage Midi Dress

          Showcase your curves girl in this sexy bandage dress! Perfect for a date night with bae!

          Fit & Features

          • Sweetheart Neckline
          • Adjustable Spaghetti Straps
          • Bandage Straps
          • Ponte Fabric
          • Trumpet Hem
          • Form Hugging Fit 
          • Moderate Stretch 

           

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

           


          Style Number/Barcode: 06005-0239

          Category Name: Midi Dresses

          Price: $6.97 $46.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Sheer I Come Mesh Ruched Midi Dress

          Better fashionably late than never! Make an entrance in this sultry midi. 

          Fits & Features

          • Spaghetti Straps
          • Elastic Square Neckline & Back
          • Ruched Accent Along Sides
          • Midi Length Silhouette
          • Lined, Mesh Fabric 
          • Curve Hugging Fit I Plenty Of Stretch  
          • Zipper Not Included

          Style Number/Barcode: 05102-0423

          Category Name: Midi Dresses

          Price: $14.97 $36.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Ships Free
        • Sheer Me Out All Over Ruched Midi Dress

          Hell mesh! We're all eyes and ears for this look.

          Fits & Features

          • High Neckline 
          • Sleeveless Bodice 
          • Knit Mini Length Dress With A Mesh Midi Overlay
          • Ruching At The Sides
          • Bodycon Fit I Ample Stretch

          Style Number/Barcode: 05103-0702

          Category Name: Midi Dresses

          Price: $9.97 $49.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Luxe Lights Sequin Midi Dress

          Live that luxe life with dazzling sequins to brighten the night! 

          Fit & Features

          • Plunging V-Neckline
          • Large Back Keyhole
          • Sequins
          • Lined Mesh 
          • Small Side Slit
          • Form Hugging Fit 
          • Slight Stretch 

           

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


          Style Number/Barcode: 05101-0357

          Category Name: Midi Dresses

          Price: $9.97 $52.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Desi Sequin Off Shoulder Midi Dress

          Special Occasion

          Leave them speechless in our gorge Desi! You'll dazzle and light up any space.

          Fits & Features

          • Off Shoulder Fold-Over Neckline
          • Interior No-Slip Strip 
          • Zipper With Hook & Eye Closure
          • Midi Length Silhouette With Slit At Center Back 
          • Fully Lined, Mesh Knit Fabric With Sequins Throughout 
          • Curve Hugging Fit I 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: 05001-0282

          Category Name: Midi Dresses

          Price: $22.97 $59.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Fiona Crepe Midi Dress

          Special Occasion

          Slip right into the enchanting Fiona and make a lasting impression!

          Fits & Features 

          • Wired V Neckline I Padded Cups 
          • Fitted Long Sleeves With Puff Shoulders
          • Zipper With Hook & Eye Closure At Back 
          • Midi Length Silhouette With Slit At Front 
          • Crepe Fabric 
          • Curve Hugging Fit I Moderate Stretch

           

          Special Occasion products cannot be returned to any retail locations.

          Style Number/Barcode: 05001-0331

          Category Name: Midi Dresses

          Price: $9.97 $54.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Maryanne Bodycon Beaded Formal Midi Dress

          Special Occasion

          Step out in perfect brilliance in the Maryann formal midi dress showcasing endless beaded and sequin embellishments along the flattering bodycon silhouette that'll have you feeling yourself! 

          Every bead, every detail—this dress was made to shine. Searching for more statement styles? Discover our exquisite beaded prom dresses or find a look that dazzles from our party dresses.

          Fit & Features

          • Sheer mesh fabric with full-length knit lining, moderate stretch
          • Beaded and clear sequin embellishments
          • Sleeveless square neckline, no-slip strip, cowl neck draped overlay
          • Adjustable spaghetti straps, back zipper with hook-eye closure
          • High-cut side slit
          • Midi-length bodycon silhouette
          • Runs true to size 

           

          Where to Wear:

          Prom, birthday celebrations, and dressy dinner parties.

          Style Number/Barcode: 05001-2646

          Category Name: Midi Dresses

          Price: $59.97 $119.90

          On Sale: Yes

          Availability: In Stock

          Available Color: LIGHT, BLUE

          Available Size: S

          Product Badge:
          • Sale
        • Keily Formal Ruched Crepe Midi Dress

          Special Occasion

          Wrap yourself in our Keily dress to make a sophisticated entrance!

          Fit & Features

          • Plunging Wrap V-Neckline
          • Long Sleeves
          • Ruched Side Seam
          • Wrap Midi Length Silhouette
          • Lined Crepe Fabric
          • Form Hugging Fit | Moderate Stretch
          • Back Zipper Closure

           

          Special Occasion products cannot be returned to any retail locations.

          Style Number/Barcode: 05001-0328

          Category Name: Midi Dresses

          Price: $19.97 $49.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Amari Heat Stone One Shoulder Midi Dress

          Special Occasion

          With an effortlessly shine and a seamless silhouette, Amari is all about elegance. She'll certainly be a conversation starter the moment you enter any room!

          Fits & Features

          • One-Shoulder Neckline 
          • Ruching Detail Along The Sides
          • Midi Length Silhouette
          • Fully Lined Mesh Knit Fabric With Heat Stones Embellishments 
          • Curve-Hugging Fit I Ample Stretch
          • Zipper Not Included  

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

             

            Special Occasion products cannot be returned to any retail locations.

            Style Number/Barcode: 05001-0251

            Category Name: Midi Dresses

            Price: $19.97 $69.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Clearance
          • Star In Sequins Wrap Midi Dress

            The dreamy Star In Sequins midi dress puts you right into the spotlight.

            Fits & Features 

            • Plunging V Neckline
            • Scoop Back
            • Adjustable Spaghetti Straps
            • Gathered Design At The Wrap Front I Midi Length Silhouette 
            • Mesh Knit With Sequin Accents Throughout
            • Zipper & Hook And Eye Closure At Back
            • Form 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: 05001-0277

            Category Name: Midi Dresses

            Price: $27.97 $79.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Ships Free
          • Atta Pearl Glitter Mini Dress

            It's your time to shine, girl! Look your best in this statement mini dress. 

            Fits & Features

            • Adjustable Spaghetti Straps
            • Molded Cups With Notched V Neckline
            • Mini Length Silhouette
            • Fully Lined, Glitter Knit Composition With Pearl & Rhinestone Embellishments
            • Zipper With Hook & Eye Closure
            • Curve-Hugging Fit I Moderate Stretch 

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

              Style Number/Barcode: 05103-0411

              Category Name: Midi Dresses

              Price: $25.97 $64.90

              On Sale: Yes

              Availability: Out of Stock

              Product Badge:
              • Sale
            • Caught In The Midi Turtleneck Sweater Dress

              A look you wouldn't mind being spotted in. Channel cozy-chic vibes with this turtleneck midi! 

              Fits & Features

              • Turtleneck
              • Long Roomy, Bell Sleeves
              • Detachable Waist Tie 
              • Midi Length Silhouette 
              • Midweight, Ribbed Knit 
              • Ample Amount Of Stretch 

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

                Style Number/Barcode: 06005-0553

                Category Name: Midi Dresses

                Price: $18.97 $46.90

                On Sale: Yes

                Availability: Out of Stock

                Product Badge:
                • Clearance