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.

  • Effortless Grace Chiffon Midi Dress

    The dress that never tries too hard—but always delivers. This chiffon halter midi flows with every step, featuring a plunging neckline, open back, and A-line skirt that moves effortlessly from the reception to the dance floor.

    Fit & Features

    • Airy chiffon-lined fabric
    • Halter V-neckline, tie closure, back zipper and hook-eye closure
    • A-line silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000644

    Category Name: Midi Dresses

    Price: $56.90

    Availability: In Stock

    Available Color: NAVY

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

    Product Badge:
    • Best Seller
  • Enchanted Hour Mermaid Midi Dress

    Soft meets sultry in this dreamy mesh midi. Designed with a flocked floral velvet pattern, a mermaid silhouette, and a flared midi hem, it’s your go-to for elegant soirees and dressy date nights!

    Fit & Features

    • Flocked floral velvet pattern, mesh-lined fabric
    • V-neckline
    • Spaghetti straps
    • Mermaid silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000712

    Category Name: Midi Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: L, XL

    Product Badge:
    • Best Seller
  • Camila Satin Midi Formal Dress

    Special Occasion

    Built to flatter every curve, the Camila formal dress moves like liquid light. Crafted from glossy satin with a sweetheart neckline and side-pleated seam, this form-hugging midi steals the spotlight with its draped wrap slit—made for those moments when all eyes are on you.

    Fit & Features

    • Stretch satin fabric, sewn-in knit lining, moderate stretch
    • Sweetheart neckline, padded bra cups
    • Spaghetti straps
    • Side pleated seam, front wrap slit
    • Form-hugging silhouette
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, cocktail soirees, formal celebrations, rehearsal dinners, engagement parties, date nights, shower celebrations, fancy brunches

    Style Number/Barcode: 05001-000562

    Category Name: Midi Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: PINK, SAGE

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

  • Barely Blushing Velvet Mesh Midi Dress

    A little romantic, a little rebellious—this mesh midi is made to flirt. The floral velvet flocking and open back bring the drama, while the curve-hugging fit keeps things effortlessly chic for any event.

    Fit & Features

    • Flocked floral velvet, mesh-lined fabric, moderate stretch
    • Scoop neckline
    • Adjustable spaghetti straps
    • open bar back with hook closure
    • Form-hugging fit
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000161

    Category Name: Midi Dresses

    Price: $48.90

    Availability: In Stock

    Available Color: TAUPE

    Available Size: XS, S, M, L

  • Velvet Dream One Shoulder Midi Dress

    Elegance with a little edge. This one-shoulder velvet midi dress features a soft curve-hugging fit, knotted trim detail, and a subtle trumpet hem that moves beautifully with every step—made for holiday soirées and cocktail nights alike.

    Fit & Features

    • Soft velvet-lined fabric
    • One-shoulder neckline with knotted accent
    • Curve-hugging silhouette
    • Trumpet flared midi-length hem 
    • Runs true to size

    Style Number/Barcode: 05101-000772

    Category Name: Midi Dresses

    Price: $40.90

    Availability: In Stock

    Available Color: HUNTER

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

    Product Badge:
    • New Arrival
  • Twist the Plot Bodycon Midi Dress

    A little sheer, a little sculpted—this mesh off-shoulder midi is your new statement staple. With its asymmetrical neckline and ruched detailing, it hugs every curve while keeping things effortlessly elevated.

    Fit & Features

    • Mesh fabric lined with stretch knit
    • Asymmetrical off-the-shoulder neckline
    • Ruched side seams
    • Bodycon fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000410

    Category Name: Midi Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, M, L

    Product Badge:
    • New Arrival
  • Camilla Satin Cutout Slit Midi Formal Dress

    Special Occasion

    Designed to catch the light—and their attention—the Camilla formal dress pairs a lustrous satin finish with a sultry waist cutout and draped cowl neckline. The midi silhouette and thigh-high slit strike the perfect balance between effortless allure and timeless polish.

    Fit & Features

    • Stretch satin fabric
    • Cowl neckline
    • Adjustable spaghetti straps
    • Cutout bodice, front slit
    • Form-hugging silhouette
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Cocktail parties, weddings, date nights, birthdays, holiday celebrations, fashion events, art gallery openings, formal brunches, rehearsal dinners, luxury lounges

    Style Number/Barcode: 05001-000450

    Category Name: Midi Dresses

    Price: $64.90

    Availability: In Stock

    Available Color: RED

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

    Product Badge:
    • New Arrival
  • Marilee Satin Open Back Midi Formal Dress

    Special Occasion

    Sophisticated with a sultry edge, the Marilee formal dress turns heads with its sleek satin finish and sculpted fit. Designed with double straps, a thigh-high slit, and a tie-back detail, it’s that effortlessly elegant piece that moves with confidence and shine.

    Fit & Features

    • Stretch satin fabric
    • V-neckline
    • Dual spaghetti straps
    • Open tie-back design
    • Pleated bodice
    • Front slit
    • Form-hugging, midi-length silhouette
    • Runs true to size

     

    Where to Wear:

    Weddings, cocktail parties, date nights, engagement celebrations, birthdays, fashion events, holiday soirees, dressy events

    Style Number/Barcode: 05001-000354

    Category Name: Midi Dresses

    Price: $64.90

    Availability: In Stock

    Available Color: MOCHA, BLACK

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

    Product Badge:
    • New Arrival
  • Floral Whispers Off-The-Shoulder Midi Dress

    A floral moment worth remembering. This off-shoulder midi dress flatters with a ruched body, draped sleeves, and a side slit that shows just enough—perfect for weddings, date nights, and every romantic plan in between.

    Fit & Features

    • Floral print, smooth knit stretch fabric
    • Off-the-shoulder neckline
    • Short-sleeve cuffs
    • Front slit design
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000732

    Category Name: Midi Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: HUNTER

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

    Product Badge:
    • New Arrival
  • Romance Language Floral Lace-Up Midi Dress

    Soft texture, bold romance. This floral flocked velvet midi dress stuns with a sweetheart neckline, curve-hugging fit, and lace-up back that adds the perfect touch of drama to dressy occasions and events!

    Fit & Features

    • Flocked floral velvet pattern, mesh-lined fabric with stretch
    • Sweetheart neckline, padded bra cups
    • Adjustable spaghetti straps
    • Lace-up back, zipper and hook-eye closure
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000639

    Category Name: Midi Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: WINE

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

    Product Badge:
    • New Arrival