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.

  • Zuri Formal Scalloped Lace Midi Dress

    Special Occasion 

    Grace them all with enchanting lace in our Zuri dress! She features a partially lined scalloped floral lace bodice with a high round neckline, unlined long sleeves, a sweetheart bust lining that leads to a mini length silhouette and a midi length with scalloped lace hem. Dress is composed of a scalloped lace and smooth knit fabric that offers a form hugging fit with a slight stretch. Includes a back zipper closure.

    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: 05001-0233

    Category Name: Midi Dresses

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sophisticated Faux Suede Midi Dress

    Keep it sophisticated in statement faux suede! The mini dress features a sleeveless bodice, a scoop neckline, spaghetti straps, vertical princess seams that create an hourglass illusion and a midi length silhouette with a side slit. The back features a sexy keyhole accent to show off more than a hint of skin! Dress is composed of a faux suede fabric that offers a form hugging fit with slight stretch.

     

    Style Number/Barcode: 05101-0276

    Category Name: Midi Dresses

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fierce Leopard Sleeveless Midi Dress

    Get spotted in this sleek midi dress to make a fierce statement! It features sleeveless bodice, a cowl neckline, adjustable straps and a midi length silhouette. The all over leopard print is all you need to stay on trend. Dress is composed of a lined semi-sheer lightweight woven fabric that offers a relaxed fit with a minimal stretch. Includes a back zipper closure. 

     

    Style Number/Barcode: 05101-0352

    Category Name: Midi Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feeling Knit Midi Dress

    Fall into the season with trendy knit to make an effortlessly chic look! The dress features a crew neck, fitted long sleeves and a midi length silhouette. Dress is composed of a double lined brushed knit fabric that offers a form hugging fit with a moderate stretch.   

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

    Style Number/Barcode: 05102-0141

    Category Name: Midi Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dazzling Glitter Glow Midi Dress

    Glow from the inside out with this dazzling midi dress!

    Fits & Features

    • Square Neckline
    • Corded Straps
    • Waist Cut Out 
    • Midi Length Silhouette
    • Lined Glitter Knit Fabric I Moderate Stretch
    • Zipper Not Included 
    • Glitter May Transfer

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

    Style Number/Barcode: 05101-0373

    Category Name: Midi Dresses

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic Glam Glitter Knit High Slit Midi Dress

    Classic glam will be your vibe in this glitter knit midi dress featuring a sleeveless cowl neckline, spaghetti straps that lead to a chic cross-back design, a high-cut side slit to showcase some leg, and a bodycon silhouette to hug your curves. Perfect for a cocktail party, pair with stiletto heels.

    Fit & Features

    • Glitter knit fabric, plenty of stretch
    • Cowl neckline
    • Spaghetti straps, cross-back design
    • High side slit
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3552

    Category Name: Midi Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sassy Snaps Ribbed Midi Dress

    Keep it sassy as you snap into this must have! The dress features a crew neck, fitted long sleeves, a curve hugging midi length silhouette and a multi row snap button detail on the left side seam. Dress is composed of an unlined ribbed knit fabric that offers a moderate stretch.

    Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.

     

    Style Number/Barcode: 06005-0304

    Category Name: Midi Dresses

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Twist Of Glam Ribbed Midi Dress

    Give your basics a little twist of glam to create a captivating look! Dress features a crew neck with a single button closure at the nape of the neck, fitted long sleeves and a bold open back that leads to twist knot design. Dress is composed of ribbed knit fabric that offers a form hugging fit with a moderate stretch. 

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

    Style Number/Barcode: 06005-0305

    Category Name: Midi Dresses

    Price: $4.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glow On Sleeveless Glitter Dress

    Glow on in this shimmering dress that brings all the glitz! It features a sleeveless bodice, a square neckline, spaghetti straps and a midi length that rests slightly above knee length. Dress is composed of a lined glitter knit fabric that offers a form hugging fit with a moderate stretch. Zipper not included.

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

    Style Number/Barcode: 05101-0274

    Category Name: Midi Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Satin Zebra Print Midi Dress

    You love to make a bold fashion statement, and this zebra print midi will not disappoint! It features a sleeveless bodice, adjustable spaghetti straps, a cowl neck, a square back with a hidden zipper and hook and eye closure, a wrap front with a slit, and a mid-length, flowy fit. The satin-like fabric has no stretch.

    Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0435

    Category Name: Midi Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Leopard Print Wrap Front Midi Dress

    You're quite the fierce fashionista, so this leopard print midi suits you! The dress features a sleeveless bodice, adjustable spaghetti straps, a wrap front V neckline, a V back with a hidden zipper closure, a high waist seam with a wrap front skirt with a faux tie detail, and a mid-length, flowy fit. Dress is comosed of a sheer textured woven fabric with a short woven lining.

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

    Style Number/Barcode: 05102-0396

    Category Name: Midi Dresses

    Price: $19.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lust For Lace Midi Dress
    You'll be lusting after this dress with the beyond gorg lace back detail! The midi features a sleeveless bodice, spaghetti straps that lead to a cross back, a V neckline, a sheer lace cowl back, and a mid-length fit with a sultry front slit. Dress is composed of a stretchy knit fabric and includes a knit lining.

    Style Number/Barcode: 05101-0197

    Category Name: Midi Dresses

    Price: $13.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Satin Leopard Print Midi Dress
    Sassy and stylish, this leopard print midi was made for a fashionista like you. It features a sleeveless bodice, adjustable spaghetti straps, a cowl neck, a square back with a hidden zipper and hook and eye closure, a wrap front creating a thigh high slit, and a mid-length, flowy fit. The satin-like fabric has no stretch.

    Style Number/Barcode: 05101-0436

    Category Name: Midi Dresses

    Price: $18.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Raegan Formal Sequin Midi Dress

    Special Occasion

    Bring the glitz and shine in our dazzling Raegan dress!

    Fits & Features

    • Plunging V Neckline
    • Vertical Princess Seams Along The Bust I Padded Cups 
    • Double Row Spaghetti Straps
    • Partially Open Back 
    • Curve-Hugging Fit I Minimal Stretch
    • Midi Length Silhouette
    • Lined Mesh Fabric Adorned With Sparkling Sequins Throughout 

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

      Gold: 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: 05001-0212

      Category Name: Midi Dresses

      Price: $21.97 $54.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Total Allure Mock Neck Side Slit Midi Dress

      A sleeveless mesh midi dress featuring a mock neckline with a chic scarf accent, a bodycon fit, and a flirty side slit. Perfect for styling with stiletto heels and a clutch.

      Fit & Features

      • Mesh fabric, sewn-in knit lining, moderate stretch
      • Mock neckline with a scarf accent
      • Back zipper and hook-eye closure
      • Side ruched seams
      • Side slit
      • Bodycon midi-length silhouette
      • Runs true to size

      Style Number/Barcode: 05101-3737

      Category Name: Midi Dresses

      Price: $49.90

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Metallic Babe Midi Dress

      Be a total babe in this metallic midi stunner! The snake print dress features a sleeveless bodice, adjustable spaghetti straps, a V neckline, a square back, side cut outs with bar strap detailing, and a mid-length, curve hugging fit. The dress is composed of a metallic knit fabric that offers plenty of stretch and includes a short knit lining.

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

      Style Number/Barcode: 05103-0513

      Category Name: Midi Dresses

      Price: $9.97 $38.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Glitter Girl Mesh Midi Dress

      Girl, you've got a stand out personality, so you need a dress to match! This glitter mesh midi features a sleeveless bodice, adjustable spaghetti straps, a square neck and back, ruched detailing down the sides, and a mid-length, curve hugging fit. The sheer glitter mesh fabric offers moderate stretch and includes a knit lining.

      Model is 5'9" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.

      Style Number/Barcode: 05101-0387

      Category Name: Midi Dresses

      Price: $9.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Everyone's Sweetheart Midi Dress

      Become everyone's sweetheart this weekend! Dress features a classic off the shoulder neckline, a sweetheart bust with fold over accents, princess seams and a midi length silhouette. Dress is composed of a form hugging ponte-like woven fabric that offers plenty of stretch. Includes a back zipper closure.

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

      Style Number/Barcode: 05101-8339

      Category Name: Midi Dresses

      Price: $9.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Fierce And Fine High Low Midi Dress

      Girl, you're fierce and fine, and this leopard printed midi was made for you! It features a sleeveless bodice, adjustable spaghetti straps, a V neckline, a scoop back with a hidden zipper and hook and eye closure, and a high low ruffle mid-length hem. Dress is composed of a satin-like fabric with a short woven lining.

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

      Style Number/Barcode: 05101-0419

      Category Name: Midi Dresses

      Price: $9.97 $44.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Natalia Metallic Ruched Midi Dress

      Special Occasion 

      Natalia brings the shine from all your best angles! She features a plunging V neckline, long fitted sleeves and a curve enhancing midi length silhouette with ruched detailing along the sides. Dress is composed of a lined metallic knit fabric that offers a moderate stretch. Dress includes a back zipper closure with hook and eye closure for secure fit.

      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: 05001-0229

      Category Name: Midi Dresses

      Price: $24.97 $64.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Basic Button Knit Midi Dress

      Keep it basic with cute buttons! The midi dress features a sleeveless bodice, a plunging V neckline with a multi button down front, spaghetti straps and a midi length silhouette with a high side slit. Dress is composed of ribbed knit fabric that offers a relaxed fit with a moderate stretch. 

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

      Style Number/Barcode: 05102-0352

      Category Name: Midi Dresses

      Price: $9.97 $24.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Perrie Sequin Open Back Midi Dress

      Special Occasion 

      Sparkle like the diva you are in our glam Perrie dress! She features a mock neck with a double row button closure at the nape of the neck, long fitted sleeves and a sexy open back. Her slim fit bodice leads to a midi length silhouette with a center high slit at the back. Dress is composed of a lined mesh fabric adorned with sequins throughout. Perrie offers a form hugging fit with a 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: 05001-0197

      Category Name: Midi Dresses

      Price: $21.97 $59.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Mesmerizing Moments Glitter Midi Dress

      Create a moment they'll never forget with captivating shine! This midi dress features a sleeveless bodice, a plunging wrap V neckline with pleated detailing, corded straps that cross at the back and a midi length silhouette. Dress is composed of curve hugging glitter knit fabric that offers a 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: 05101-0265

      Category Name: Midi Dresses

      Price: $14.97 $37.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Turn On The Charm Ruffled Mesh Midi Dress

      A cutie like you will have no problem turning on the charm in this ruffled mesh midi dress at parties or rehearsal dinners! The sleeveless square neckline with a V-wired notch adds a sophisticated touch, while the shoulder straps and side ruched seams ensure a flattering bodycon fit and tiered ruffled midi-length hem. Complete the look in teardrop earrings and heels!

      Fit & Features

      • Mesh fabric, sewn-in knit lining, moderate stretch
      • Square neckline, V-wired notch
      • Shoulder straps
      • Bodycon fit
      • Tiered ruffled midi-length hem
      • Runs true to size

      Style Number/Barcode: 05101-000027

      Category Name: Midi Dresses

      Price: $9.97 $48.90

      On Sale: Yes

      Availability: In Stock

      Available Color: PINK

      Available Size: XS

      Product Badge:
      • Sale