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.

  • Stunning Impression Floral Ruffled Midi Dress

    Make a stunning impression in this strapless floral midi dress designed with ruffled accents and a high side slit perfect for pairing with heels.

    Fit & Features

    • Floral printed sheer mesh fabric with knit lining, plenty of stretch
    • Strapless straight neckline, no-slip strip
    • Side zipper with hook-eye closure
    • All-over ruffled accents
    • High side slit
    • Midi-length slim-fit silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3579

    Category Name: Midi Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Stunning Floral Open Back Midi Dress

    Make a statement and turn heads in this floral bodycon midi dress at semi-formal weddings or events! The halter V-neck adds a touch of allure, while the open strappy back creates a sultry yet sophisticated look.

    Fit & Features

    • Floral print, smooth knit-lined stretchy fabric
    • Halter V-neckline
    • Wide shoulder straps
    • Crisscross open back
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000073

    Category Name: Midi Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Iconic Presence Sleeveless Midi Dress

    Make your presence iconic in this must-have midi dress! Designed with a slinky knit fabric with plenty of stretch, this dress will showcase a chic sheen to catch everyone's eye. It features a sleeveless square neckline, wide shoulder straps, the perfect bodycon silhouette that fits like a glove, and a flirty center back slit along the midi-length hem. Complete the look in heels and an envelope clutch for a cocktail mixer or business dinner!

    Fit & Features

    • Slinky knit fabric, sheen effect, plenty of stretch
    • Sleeveless square neckline
    • Wide shoulder straps
    • Center back slit
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3099

    Category Name: Midi Dresses

    Price: $11.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bloom With Grace Floral Mesh Midi Dress

    Romantic meets modern in this floral strapless midi dress. With its ruched bodice and body-skimming mesh overlay, it’s the kind of dress that makes brunch plans, weddings, and nights out all feel like the perfect occasion.

    Fit & Features

    • Floral print, mesh-lined fabric with stretch
    • Strapless neckline
    • Curve-hugging silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000371

    Category Name: Midi Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: PURPLE

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

  • Chic Attire Flocked Velvet Floral Midi Dress

    This chic flocked velvet floral midi dress is designed with a sheer mesh fabric with knit lining for coverage. It features a strapless straight-across neckline, a ruched front seam leading to an alluring high-cut slit, and a midi-length slim-fit silhouette. Complete your cocktail party look with strappy stilettos.

    Fit & Features

    • Sheer mesh fabric with knit lining, moderate stretch
    • Flocked velvet floral pattern
    • Strapless straight neckline, padded bust, no-slip strip
    • High waist seam
    • Ruched front seam, high-cut slit
    • Midi-length slim-fit silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3634

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Luxurious A-Line Satin Midi Dress

    Unleash your boldness and feel luxurious in this satin midi dress perfect for cocktail parties or rehearsal dinners! The cowl neckline and spaghetti straps exude elegance, while the A-line silhouette creates a flattering look along the midi-length hem on silky smooth satin fabric. Complete the look in rhinestone heels and jewelry.

    Fit & Features

    • Silky satin fabric, bust lining, minimal stretch
    • Spaghetti straps
    • A-line silhouette
    • Strapless bra recommended
    • Runs true to size

    Style Number/Barcode: 05101-2907

    Category Name: Midi Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glamour Glitz Glitter Corset Midi Dress

    This sleeveless glitter midi dress is all about the glamour and glitz! The striking dress is designed with a hidden corset bodice that snatches your waistline, ruched seams to enhance your curves and a flattering bodycon silhouette. Pair with a clutch.

    Fit & Features

    • Sheer glitter mesh fabric with knit lining, plenty of stretch
    • Sleeveless square neckline
    • Spaghetti straps
    • Hidden corset bodice with flexible boning
    • Ruched side and back seams, back zipper closure
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3330

    Category Name: Midi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Irresistibly Bold Halter Strappy Bodycon Midi Dress

    Make an irresistible presence at cocktail parties in this sleeveless midi dress for a chic and bold style! The halter neckline with dual button closures and strappy open back enhance your natural curves while the ruched bodycon silhouette and ruffled midi-length hem create a show-stopping look. Complete the look in stiletto heels and a clutch.

    Fit & Features

    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Halter neckline with dual button closures
    • Open strappy back
    • Back zipper and hook-eye closure
    • Ruched bodycon silhouette
    • Ruffled hem
    • Style runs small

    Style Number/Barcode: 05101-3376

    Category Name: Midi Dresses

    Price: $46.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Eyes On You Halter Midi Dress

    When the dress is the jewelry. This halter midi dress hugs your curves with side ruching and makes a bold statement with sleek hardware detailing along the neckline.

    Fit & Features

    • Soft stretchy knit fabric
    • Halter neckline with hardware trim, tie closure
    • Ruched side seams 
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000614

    Category Name: Midi Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BROWN

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

  • Sabina Sweetheart Bodycon Satin Midi Formal Dress

    Special Occasion

    Make everyone fall for your chicness in the Sabina satin formal dress! Designed with a flattering sweetheart neckline, this dress will highlight your curves with its bodycon silhouette while the front wrap slit allows for easy movement.

    Fit & Features

    • Stretch satin fabric, bust knit lining
    • Sweetheart neckline, padded bra cups
    • Spaghetti straps
    • Bodycon silhouette
    • Front wrap high slit
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, cocktail parties, date nights, engagement parties, rehearsal dinners, milestone celebration dinners

    Style Number/Barcode: 05001-000024

    Category Name: Midi Dresses

    Price: $49.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sea Salt Vibes Halter Crochet Midi Dress

    Your next vacay is calling, and this crochet midi dress will set the vibes! Embrace the sand and sun in this stylish dress designed with a flattering high neckline and form-hugging fit.

    Fit & Features

    • Crochet knit fabric, stretchy knit lining
    • High halter neckline, spaghetti strap ties
    • Form-hugging fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000028

    Category Name: Midi Dresses

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Gorgeous Showstopper Glitter Lace-Up Midi Dress

    Get ready to wow in this gorgeous showstopping glitter midi dress perfect for a dazzling night at a party! The midi-length dress features a square neckline, spaghetti straps that lace up along the back, a flattering bodycon silhouette, and a side ruched seam atop the asymmetrical-cut hem. Complete the look with strappy heels and get ready to dance!

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps, lace-up back
    • Bodycon silhouette, side ruched seam
    • Asymmetrical-cut midi-length hem
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2906

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Oh-So-Glam Rhinestone Fringe Cutout Midi Dress

    You'll look and feel oh-so-glam in this bodycon midi dress designed with a rhinestone embellished fringe along a cutout bodice that flaunts your figure! Pair with heels.

    Fit & Features

    • Smooth knit fabric with knit lining, plenty of stretch
    • Square neckline
    • Spaghetti straps, cross-back design
    • Waist cutout with rhinestone fringe trim
    • Asymmetric midi-length hem, high-cut side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-2992

    Category Name: Midi Dresses

    Price: $11.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Marcel Rhinestone Faux Pearl Formal Midi Dress

    Special Occasion

    Celebrate in the most stunning way by wearing the Marcel formal midi dress as the sultry bride, birthday babe, or party guest! Made from lined mesh fabric adorned with countless iridescent rhinestones and faux pearl embellishments, you'll be invoking a major glam factor! She features a sleeveless sweetheart neckline with chic cowl draping, adjustable spaghetti straps, a sexy cutout bodice to flaunt some skin, a bodycon silhouette that flatters your curves, and a front slit along the midi-length hem. Complete the look with dangly earrings and heels.

    Every detail shines in this intricately designed dress. Love embellishments? Explore our embellished beaded prom dresses or find a refined silhouette in our formal dresses.

    Fit & Features

    • Stretchy sheer mesh fabric with knit lining
    • Iridescent rhinestone and faux pearl embellishments
    • Sweetheart neckline with cowl draping
    • Adjustable spaghetti straps, cutout bodice
    • Bodycon fit, front slit
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-2167

    Category Name: Midi Dresses

    Price: $59.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Seasons Favorite Off-The-Shoulder Midi Dress

    A sweater dress, but elevated. With its foldover neckline and bodycon silhouette, this midi dress is a go-to for chic fall days or nights.

    Fit & Features

    • Rib knit fabric, moderate stretch
    • Off-the-shoulder folded neckline, cinched seam
    • Fitted long sleeves
    • Bodycon fit, midi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000162

    Category Name: Midi Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: S, M, L

    Product Badge:
    • New Arrival
  • Charmed Sweetness Lace-Up Floral Chiffon Midi Dress

    Sweep everyone off their feet when you arrive in this floral chiffon midi dress! The delicate lace-up back adds a touch of elegance, while the a-line silhouette accentuates your figure and styles perfectly with mules.

    Fit & Features

    • Floral print, jacquard chiffon fabric, woven lining
    • Sweetheart neckline with bust tie
    • Adjustable shoulder straps
    • Side zipper and hook-eye closure
    • Back lace-up
    • A-line silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4089

    Category Name: Midi Dresses

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Most Chic Sleeveless Bodycon Midi Dress

    You and this sleeveless midi dress will be the most chic RSVP at the dinner party! With a flattering cowl neckline and shoulder straps, this dress boasts side ruched seams for the perfect bodycon fit. The side slit and midi-length hem add a touch of elegance. Complete the look with a clutch and heels.

    Fit & Features

    • Smooth knit fabric, knit lining, moderate stretch
    • Cowl neckline
    • Shoulder straps
    • Side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3532

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bloom With A View Floral Ruffle Midi Dress

    Turn heads in this floral mesh midi dress at parties and on dates! Featuring a flirty v-neckline and bungee spaghetti straps, and a bodycon silhouette that accentuates your curves. The asymmetrical-cut ruffled midi-length hem adds a touch of playfulness to the elegant watercolor floral print in airy mesh-lined fabric. Complete the look in a cute open-front cardigan and heels!

    Fit & Features

    • Sleeveless V-neckline
    • Bungee spaghetti straps
    • Bodycon silhouette
    • Asymmetrical-cut ruffled midi-length hem
    • Watercolor floral print
    • Airy mesh fabric, short stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2987

    Category Name: Midi Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Evening Ember Floral Midi Dress

    With its warm floral print and sleek silhouette, this midi dress is a fall-ready stunner. The mock neck detail adds sophistication, while the ruched fit keeps it fresh for date nights, parties, or a night out at the wine bar with the girls.

    Fit & Features

    • Abstract floral print, mesh-lined fabric
    • Sleeveless mock neck
    • Ruched bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000257

    Category Name: Midi Dresses

    Price: $35.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Abstract Marble Sleeveless Mesh Midi Dress

    A sleeveless abstract marble print mesh midi dress features a sleek crew neckline, a flattering form-hugging fit, and a flirty side slit. Pair with heels.

    Fit & Features

    • Abstract marble printed sheer mesh fabric with brushed knit lining, plenty of stretch
    • Sleeveless crew neckline
    • Tank shoulder straps
    • High side slit
    • Midi-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05102-5869

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Anika Cold-Shoulder Pearl Mesh Formal Midi Dress

    Special Occasion

    Make a beautiful impression at weddings or parties in the Anika cold-shoulder pearl mesh formal midi dress! The stretchy sheer mesh fabric is accented with all-over faux pearl embellishments for that touch of chic glamour and includes a full-length knit lining for coverage. Her wired V-neckline will accentuate your bust, and her cold-shoulder design with adjustable spaghetti straps and short-sleeved cuffs will give that feminine look. Your gorgeous curves will be showcased with the ruched detailing, and the back slit accent on the mid-length hem adds a sexy detail. Complete your formal look with a rhinestone necklace and metallic heels.

    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

    • Stretchy sheer mesh fabric with knit lining, faux pearl embellishments
    • Wired V-neckline
    • Cold-shoulder design, adjustable spaghetti straps and short-sleeved cuffs
    • Ruching, back slit
    • Bodycon fit
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-2117

    Category Name: Midi Dresses

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sunday Soiree Strapless Floral Midi Dress

    Enter a cute bliss in this strapless floral midi dress for a Sunday soiree! The dress boasts a form-hugging fit with a chic flared hem perfect for styling with strappy sandals.

    Fit & Features

    • Floral print, rib knit fabric lined with stretchy knit
    • Strapless neckline
    • Form-hugging fit
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000045

    Category Name: Midi Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Blooming Romance Floral Mesh Bodycon Midi Dress

    This mesh midi dress is detailed with a blooming floral print on airy mesh fabric, showcasing a romantic allure. The dress features a sweetheart neckline with dainty lace trim, ruched side seams to accentuate your curves, and a midi-length bodycon silhouette. Style with hoop earrings for date night.

    Fit & Features

    • Floral printed sheer mesh fabric with knit lining, plenty of stretch
    • Sweetheart neckline with lace trim, padded bra cups
    • Adjustable spaghetti straps
    • Partial open back, lace-up strappy design
    • Ruched side seams
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3522

    Category Name: Midi Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Something About Her Strappy Back Bodycon Midi Dress

    Eyes will linger as you stroll away in this sleeveless midi dress at cocktail parties!  Featuring a square neckline and spaghetti strap ties for a chic look. The strappy open back and lower ruched seam add alluring details to the bodycon fit. Complete the look with a clutch and heels.

    Fit & Features

    • Smooth knit stretchy fabric
    • Square neckline
    • Spaghetti strap ties
    • Strappy open back, lower ruched seam
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3298

    Category Name: Midi Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free