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.

  • Bold Allure Abstract Print Mesh Midi Dress

    Show up and stun in this airy mesh midi dress accented with a trendy abstract print for a bold allure. The dress features a crew neckline, short cap sleeves, and a form-hugging silhouette to highlight your curves.

    Fit & Features

    • Abstract printed sheer mesh fabric with partial knit lining, plenty of stretch
    • Lettuce edge hems
    • Crew neckline
    • Short cap sleeves
    • Midi-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05102-5628

    Category Name: Midi Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Rosé Evening Floral Mesh Midi Dress

    Romantic and sleek, this bodycon midi dress features a ruched fit with sheer floral mesh overlay. Perfect for weddings, date nights, or any evening that calls for effortless elegance.

    Fit & Features

    • Floral print, mesh-lined fabric
    • Cowl neckline
    • Adjustable spaghetti straps
    • Ruched bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000501

    Category Name: Midi Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: BLACK

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

    Product Badge:
    • New Arrival
  • Sultry Sweet Lace Bodycon Midi Dress

    Sultry with a hint of sweet allure, this lace midi dress is perf for dressy date nights. The bodycon silhouette will flaunt your gorgeous curves, accented with a back slit at the mid-length hem.

    Fit & Features

    • Sheer lace fabric with knit lining
    • Sleeveless sweetheart neckline, eyelet lace trim, mini bow detail
    • Bungee spaghetti straps
    • Midi-length hem, back slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000081

    Category Name: Midi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Impress Me Long Sleeve Ruffled Mesh Midi Dress

    Create a chic impression in this long sleeve ruffled mesh midi dress, perfect for a formal party. Designed with an airy sheer mesh fabric with plenty of stretch, the mid-length dress has a partial knit lining for coverage. It features a classic boat neckline leading to unlined long fitted sleeves, and a stylish square-shaped back with a zipper closure. The ruched seams will accentuate your stunning curves on the bodycon silhouette. The asymmetric ruffled hem adds that flirty flair. Complete your look with strappy stilettos and a sleek clutch.

    Fit & Features

    • Stretchy sheer mesh fabric, partial knit lining
    • Boat neckline, long fitted sleeves
    • Square back, zipper with hook and eye closure
    • Ruching
    • Asymmetric ruffled hem
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3276

    Category Name: Midi Dresses

    Price: $20.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Playful Chic Floral Tube Midi Dress

    Playful yet chic, this floral mesh midi dress brings charm to any dressy event or occasion! Designed with ruched side seams that enhance your silhouette with a flattering bodycon fit.

    Fit & Features

    • Floral print, mesh fabric, stretchy knit lining
    • Strapless tube neckline
    • Back zipper and hook-eye closure
    • Side ruched seams
    • Bodycon silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000046

    Category Name: Midi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Dazzling Aurora Glitter Sleeveless Midi Dress

    Be dazzling in this glitter midi dress for a stylish season! The glitter fabric is eye-catching and the square neckline and spaghetti straps add a touch of elegance. The side pleated seam, form-hugging silhouette, and wrap slit midi length hem create beautiful movement as you walk. Complete the look with sleek stiletto heels for a holiday occasion or cocktail party!

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Side pleated seams
    • Form-hugging silhouette
    • Wrap slit midi-length hem
    • Glitter fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2876

    Category Name: Midi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Glamour Cold-Shoulder Glitter Midi Dress

    The glitter knit midi dress features a chic cold-shoulder design with spaghetti straps and off-the-shoulder cuffs for a romantic vibe. The bodycon fit will hug your curves, showcasing your gorgeous silhouette. Complete your glam look with stiletto heels.

    Fit & Features

    • Glitter knit fabric, stretchy knit lining, moderate stretch
    • Cowl neckline
    • Cold-shoulder design
    • Spaghetti straps, off-the-shoulder cuffs
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5522

    Category Name: Midi Dresses

    Price: $49.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Breezy Summer Strapless Tiered Midi Dress

    This flowy gauze midi dress is perfect for those breezy summer vibes, featuring a strapless smocked bodice and tiered A-line silhouette. Style with mules for sunset happy hour!

    Fit & Features

    • Gauze woven fabric
    • Strapless straight-across neckline
    • Smocked bodice
    • Empire waist seam
    • Midi-length hem, tiered design
    • Flowy A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000144

    Category Name: Midi Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wildflower Nights Mesh Midi Dress

    Bold florals meet a curve-hugging fit—this mesh midi dress is ruched to perfection with a sultry side slit and delicate straps. Equal parts romantic and daring, it’s made for events when you want all eyes on you.

    Fit & Features

    • Floral print, mesh fabric, sewn-in knit lining
    • Square neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Side slit
    • Bodycon midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000251

    Category Name: Midi Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: MAUVE

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

    Product Badge:
    • New Arrival
  • Majorly Stunning Sleeveless Bodycon Midi Dress

    A sleeveless midi dress features side ruched seams that accentuate your curves along the bodycon fit. Perfect for a banquet or dressy date. 

    Fit & Features

    • Smooth knit fabric lined with stretchy knit
    • Square neckline
    • Shoulder straps
    • Side ruched seams
    • Bodycon midi-length fit
    • Runs true to size

    Style Number/Barcode: 05101-3621

    Category Name: Midi Dresses

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Hidden Treasure Lace-Up Shell Accent Midi Dress

    Discover your new signature look with this irresistible midi dress featuring a unique shell accent neckline,  lace-up back offers undeniable allure, and a sultry side slit creates movement.

    Fit & Features

    • Texture knit fabric, moderate stretch, stretchy knit lining
    • V-neckline with shell accent trim
    • Spaghetti straps
    • Lace-up back
    • Side slit
    • Bodycon silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-6119

    Category Name: Midi Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Mira Glitter Satin Corset Midi Dress

    Special Occasion

    The Mira glitter satin midi dress shines from every angle while showcasing your curves in a classic corset bodice, slim fit silhouette, and a fashionable faux wrap design. Pair with rhinestone heels.

    Fit & Features

    • Glitter satin fabric with knit lining, minimal stretch
    • Sweetheart neckline with padded bust, pleated draped cowl neck overlay
    • Corset-style bodice, flexible boning, high waist seam
    • Adjustable spaghetti straps, back zipper with hook-eye closure
    • Pleated waist, faux wrap-front design
    • Midi-length slim-fit silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2462

    Category Name: Midi Dresses

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Smooth Silhouette Square Neck Tank Midi Dress

    Effortlessly chic and oh-so-flattering, this sleeveless midi dress will become your new favorite go-to. This bodycon dress has a sleeveless square neckline and tank straps and hugs your curves in all the right places. The midi-length hem adds a touch of sophistication, while the rib knit fabric lining ensures comfort all day long. Complete the look in a layered necklace for any occasion!

    Fit & Features

    • Rib knit fabric, sewn-in knit lining, stretchy
    • Bodycon fit
    • Midi-length 
    • Runs true to size

    Style Number/Barcode: 05102-5587

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Set For Vacay Tropical Floral Strapless Midi Dress

    You'll be set for vacay in this strapless knit midi dress featuring a large tropical floral print for a bold allure. The form-hugging silhouette will flaunt your gorgeous curves.

    Fit & Features

    • Sleek knit fabric with full-length knit lining, high stretch
    • Large tropical floral print
    • Strapless straight-across neckline, no-slip strip
    • Midi-length hem
    • Form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 05102-6097

    Category Name: Midi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lace-Up Allure Bodycon Midi Dress

    From sleek front to an alluring back, this midi dress is all about the reveal. The lace-up detail brings the drama while the curve-hugging fit keeps it chic and confident.

    Fit & Features

    • Smooth knit fabric, high stretch
    • Sleeveless square neckline
    • Spaghetti straps
    • Open lace-up back design
    • Back slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000593

    Category Name: Midi Dresses

    Price: $52.90

    Availability: In Stock

    Available Color: NAVY

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

    Product Badge:
    • New Arrival
  • Stunning View Scenic Print Mesh Midi Dress

    Showcase a stunning look in this mesh midi dress detailed with a nature-inspired scenic print and metallic thread embroidery. It features a sleeveless square neckline, adjustable spaghetti straps, ruched side and back seams to accentuate your curves, and a midi-length bodycon silhouette accented with a high side slit.

    Fit & Features

    • Sheer mesh fabric with knit lining, plenty of stretch
    • Nature-inspired scenic print, metallic thread embroidery
    • Square neckline
    • Adjustable spaghetti straps, back zipper with hook-eye closure
    • Ruched side and back seams
    • Midi-length bodycon silhouette, high side slit
    • Runs true to size

    Style Number/Barcode: 05101-3776

    Category Name: Midi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek and Stunning Satin Midi Dress

    Sleek and stunning, this satin midi dress features a one-shoulder neckline and a ruched slim-fit silhouette perfect for pairing with stilettos.

    Fit & Features

    • Satin-knit fabric with knit bust lining, moderate stretch
    • One shoulder neckline, tank-like strap
    • Ruching
    • Midi-length slim-fit silhouette
    • Back center slit at hem
    • Runs true to size

    Style Number/Barcode: 05101-3593

    Category Name: Midi Dresses

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Iconic Glimmer Glitter High Slit Midi Dress

    Glitzy with a hint of sultry style, this glitter knit midi dress features a V-neckline and halter tie-back straps leading to a bold open back. The asymmetric hem creates a chic side slit, and the bodycon silhouette will showcase your gorgeous curves. Complete your glam icon look with metallic heels.

    Fit & Features

    • Glitter knit fabric with plenty of stretch
    • V-neckline, halter tie-back straps
    • Open back
    • Shirring at the waist
    • Asymmetric midi-length hem, side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3604

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Staple Striped Ribbed Knit Midi Dress

    This trendy ribbed knit midi dress features a sleeveless V-neckline, spaghetti straps, and a high-cut front slit on the form-hugging silhouette. Perfect for pairing with hoop earrings and flats.

    Fit & Features

    • Ribbed knit fabric with plenty of stretch
    • V-neckline
    • Spaghetti straps
    • Front slit
    • Midi-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06005-2077

    Category Name: Midi Dresses

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bloom With Desire Strapless Midi Dress

    Flirty yet sophisticated, this bodycon midi dress features sheer mesh, velvet rose detailing, and a strapless neckline that makes it perfect for dinner parties or upscale soirées.

    Fit & Features

    • Velvet rose pattern, mesh-lined fabric
    • Strapless neckline
    • Back zipper closure
    • Bodycon silhouette
    • Midi-length hem, center back slit
    • Runs true to size

    Style Number/Barcode: 05101-000400

    Category Name: Midi Dresses

    Price: $48.90

    Availability: In Stock

    Available Color: TAUPE

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

  • Effortless Influence Strapless Bodycon Midi Dress

    Achieve a stylish rep in this strapless midi dress wherever you go! With a flattering bodycon fit and trendy stone metal insert, this dress will enhance your natural silhouette and captivate any room you enter.

    Fit & Features

    • Stretchy knit fabric
    • Strapless neckline, stone metal insert
    • bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000062

    Category Name: Midi Dresses

    Price: $19.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Radiance Glitter Knit One-Shoulder Midi Dress

    Showcase chic radiance at your next cocktail party in this glitter knit midi dress featuring a one-shoulder neckline with a long fitted sleeve, and ruched detailing to highlight your curves. The asymmetric midi-length hem creates an alluring high side slit along the bodycon silhouette.

    Fit & Features

    • Glitter knit fabric with top knit lining, plenty of stretch
    • Asymmetric one-shoulder neckline
    • Long fitted sleeve
    • Ruched detailing
    • Asymmetric midi-length hem, high side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3504

    Category Name: Midi Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Twist Tie-Back Striped Midi Dress

    A chic twist on a classic sundress. This head-turning midi dress is designed with an open tie-back with button accents and hidden side pockets that keep your hands warm!

    Fit & Features

    • Striped print, woven fabric, woven lining
    • V-neckline
    • Spaghetti straps
    • Open tie-back design, lower button accents
    • Hidden side pockets
    • A-line silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000022

    Category Name: Midi Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Delightful Impact Corset Slit Chiffon Midi Dress

    A sleeveless chiffon midi dress boasts a sweetheart tie neckline, a corset-inspired bodice with a lace-up back, and a front slit for a stylish flair. Perfect for styling with heels for a dressy occasion.

    Fit & Features

    • Burnout pattern, chiffon fabric lined with stretchy knit
    • Sweetheart tie neckline, shoulder straps
    • Underwire bust, side zipper and hook-eye closure
    • Corset bodice, lace-up back
    • Front slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3591

    Category Name: Midi Dresses

    Price: $21.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free