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.

  • Dripping in Pearls Mesh Midi Dress

    Total showstopper status. This pearl-dusted mesh midi dress hugs like a dream and turns every entrance into a statement at celebrations or formal dances!

    Fit & Features

    • Faux pearl embellished, mesh fabric, sewn-in knit lining
    • Strapless neckline, padded bra cups
    • Back zipper and hook-eye closure
    • Ruched bodycon silhouette
    • Center back slit, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000387

    Category Name: Midi Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: PINK

    Available Size: XS, S, M, L

  • Chic Side Of Town Strapless Mesh Midi Dress

    Strut on looking chic in this strapless mesh midi dress on the town! Designed to flaunt your curves in a bodycon silhouette with side ruched seams, this midi dress is a total showstopper. Plus, the unique marble print on the lined mesh fabric is sure to receive many compliments! Style this dress with strappy heels to elevate your look.

    Fit & Features

    • Marble print, mesh fabric lined with knit
    • Side ruched seams
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5474

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkly Muse Ruffled Glitter Mesh Midi Dress

    Show up and stun with all eyes drawn to you in this ruffled glitter mesh midi dress! The glitzy glitter mesh fabric will sparkle up the scene at your next soiree. The mid-length dress features a sleeveless V-neckline with spaghetti straps and a flowy ruffled accent for that flirty flair. The waist is adorned with a matching ruffled trim that cascades down the hip and bodycon silhouette. The ruched asymmetric high-cut hem will showcase some leg to add that sultry allure. Style this midi dress with rhinestone heels for all the glam vibes!

    Fit & Features

    • Stretchy glitter mesh fabric with knit lining
    • Sleeveless V-neckline
    • Spaghetti straps, ruffled accent
    • Side ruffled trim
    • Asymmetric high-cut hem with ruching
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-2901

    Category Name: Midi Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All Kinds Of Chic Satin Faux Corset Midi Dress

    Look all kinds of chic in this gorgeous satin midi dress for your next dressy occasion! Crafted from silky satin, this midi-length dress features a V-neckline, adjustable spaghetti straps, a padded bust for support, and a faux corset waist design with an adjustable lace-up for a snatched appearance along the bodycon silhouette. Complete the look in block heels and jewelry!

    Fit & Features

    • Sleeveless V-neckline, padded bust
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Faux corset waist design, adjustable lace-up
    • Bodycon silhouette, midi-length hem
    • Silky satin fabric, bust knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2921

    Category Name: Midi Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Romance That Wows Floral Mesh Velvet Midi Dress

    Strike a wow-worthy impression in this floral mesh velvet midi dress for an effortlessly romantic look! Boasting a surplice V-neckline, adjustable spaghetti straps, and side ruched seams, this bodycon midi dress is sure to please at parties. Flocked floral velvet adds a luxurious touch to the midi-length hem with a side slit for a graceful finish. Complete the look in strappy block heels.

    Fit & Features

    • Sleeveless surplice V-neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Side ruched seams, bodycon silhouette, side slit, midi-length hem
    • Flocked floral velvet pattern, mesh fabric,sewn-in knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2922

    Category Name: Midi Dresses

    Price: $6.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Bloom Strapless Ruched Floral Mesh Midi Dress

    Dare to be bold at your next formal party in this alluring ruched floral mesh midi dress! Designed with an abstract floral print on the airy sheer mesh fabric with a full-length lining, this chic dress will steal all the glances. The strapless straight-across neckline shapes the fitted bodice, and the flexible boning provides structure. The back and side seams are accented with ruched detailing to accentuate your gorgeous curves on the bodycon silhouette. You can show off some leg with the high-cut side slit that adds that sultry touch. Style this mid-length dress with stiletto heels.

    Fit & Features

    • Floral printed sheer mesh fabric, knit lining, plenty of stretch
    • Strapless straight neckline
    • Flexible boning, hidden back zipper, hook and eye closure
    • Ruched back and side seams
    • High-cut side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3268

    Category Name: Midi Dresses

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sheer Desire Square Neck Bodycon Mesh Midi Dress

    Unveil a desirably chic look in this mesh midi dress at daytime parties and brunch! The adjustable spaghetti straps provide a customizable fit while the side ruching and bodycon silhouette accentuate your figure for a confident and alluring look. Elevate any occasion with this must-have dress by styling it with block heels and earrings!

    Fit & Features

    • Sheer mesh fabric lined with sewn-in knit
    • Adjustable spaghetti straps
    • Side ruching
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5506

    Category Name: Midi Dresses

    Price: $5.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Thinking Of You Ruched Mesh Midi Dress

    Make an alluring impression they won't forget in this sultry ruched mesh midi dress! Designed with a sheer lightweight mesh fabric with a full lining, this mid-length dress features an off-the-shoulder neckline with a cowl overlay and short sleeve cuffs, a built-in padded bust, ruching down the back and side seams to flaunt your figure, and a bodycon silhouette to showcase your curves. Style with lace-up heels.

    Fit & Features

    • Off-the-shoulder straight-across neckline, cowl overlay, short sleeve cuffs
    • Padded bust, back zipper, hook and eye closure
    • Ruched detailing down the back and side seams
    • Mid-length hem
    • Bodycon silhouette
    • Sheer mesh fabric, full-length sewn-in knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2806

    Category Name: Midi Dresses

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make A Statement Lace Trim Floral Midi Dress

    Make a statement with a stylish floral midi dress perfect for all your daytime soirees! The delicate lace trim along the V-neckline adds a touch of elegance, while the form-hugging silhouette shows off your curves along the midi-length hem.

    Fit & Features

    • Floral print, smooth fabric lined with knit
    • Spaghetti straps
    • Lace trim
    • Form-hugging silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-2913

    Category Name: Midi Dresses

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sultry Mood Cutout Bodycon Midi Dress

    Boost your sultriness in this bodycon midi dress with a flirty cutout back and side slit giving effortless allure!

    Fit & Features

    • Textured knit stretchy fabric, sewn-in knit lining
    • Scoop neckline
    • Spaghetti straps
    • Cutout back, twist straps
    • Bodycon silhouette
    • Side slit, midi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-2292

    Category Name: Midi Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: CHARTREUSE, DENIM, BRONZE

    Available Size: XS, S, M, L

  • Romantic Possibilities Floral Mesh Midi Dress

    The romantic possibilities are endless with this floral mesh midi dress! Designed with a floral leaf print, this midi dress features a flirty ruffle trim sweetheart neckline, a padded bust, and adjustable spaghetti straps. All-over ruching and the bodycon silhouette make this dress fit like a glove while the flirty side slit allows for movement. Complete the look in dainty stiletto heels for a date!

    Fit & Features

    • Sleeveless ruffle trim sweetheart neckline
    • Adjustable spaghetti straps, padded bust
    • Back zipper and hook-eye closure
    • All-over ruching, bodycon silhouette
    • Side slit, midi-length hem
    • Floral leaf print, stretchy mesh fabric, sewn-in knit lining
    • Runs true to size

    Style Number/Barcode: 05101-3085

    Category Name: Midi Dresses

    Price: $5.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Iconic Silhouette Ruched Bodycon Midi Dress

    Showcase an iconic silhouette in this ruched bodycon midi dress that will flaunt your curves! Designed with a sleek and stretchy knit fabric, this mid-length dress features a sleeveless square neckline, spaghetti straps, an open back with a lace-up strappy design for a customized fit, a lower back cutout followed by a zipper closure, ruched back and side seams, and a bodycon fit. Style with metallic heels for a pop of glamour.

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Open back, lace-up strappy design, tie closure
    • Lower back cutout, zipper, hook and eye closure
    • Ruched back and side seams
    • Mid-length hem, bodycon silhouette
    • Sleek knit fabric, full-length sewn-in knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2887

    Category Name: Midi Dresses

    Price: $5.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rise To The Occasion Long Sleeve Slit Midi Dress

    When last-minute plans arise this long sleeve midi dress rises to the occasion in chic style! The fitted long sleeves and bodycon silhouette hug your curves, while the square neckline flatters your bust. The tie-back design cinches your waist and the front slit adds a modern twist to this midi-length dress. Complete the look in stiletto heels for a dressy date night or cocktail party!

    Fit & Features

    • Smooth, stretchy knit fabric, top lining
    • Square neck and back
    • Long fitted sleeves
    • Tie-back design
    • Front slit
    • Bodycon silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3002

    Category Name: Midi Dresses

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Timeless Allure Cowl Neck Mesh Ruffle Midi Dress

    Enjoy the timeless allure of this sleeveless midi dress showcasing a fun and fabulous flair that'll inspire you to get dolled up! The midi-length dress features a sultry cowl neckline, spaghetti straps that shape the open strappy back detail, a curve-hugging silhouette, and an asymmetrical mesh ruffled hem. Complete the look in block heels for a date night!

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Curve-hugging silhouette
    • Mesh ruffled midi-length hem
    • Lined buttery smooth knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2996

    Category Name: Midi Dresses

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Love For Glam Rhinestone Heart Strap Midi Dress

    Show off your love for glam in this trendy rhinestone heart strap midi dress! Designed with a stretchy slinky knit fabric that will hug your curves, this mid-length dress features a sleeveless cowl neckline and spaghetti straps with dainty rhinestone-embellished heart accents. The bodycon silhouette will flaunt your gorgeous figure. Style with platform heels for drinks with the girls!

    Fit & Features

    • Stretchy slinky knit fabric with full lining
    • Sleeveless cowl neckline
    • Spaghetti straps
    • Rhinestone heart accents
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-2854

    Category Name: Midi Dresses

    Price: $5.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet And Chic Lace-Trim Knit Midi Dress

    So sweet and chic, this lace-trim knit midi dress is perfect for elevating your date night look! Designed with a stretchy ribbed knit fabric, this mid-length dress includes an airy mesh lining. The sleeveless V-neckline has spaghetti straps and is accented with a dainty sheer lace trim for a stylish touch, and includes an angled underbust seam to accentuate your figure. The bodycon silhouette will show off your gorgeous curves. Pair this adorable midi dress with hoop earrings and strappy mules!

    Fit & Features

    • Stretchy ribbed knit fabric, full-length mesh lining
    • Sheer lace trim
    • Sleeveless V-neckline, underbust seam
    • Spaghetti straps
    • Mid-length hem
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5497

    Category Name: Midi Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Smooth Silhouette Crew Neck Cutout Midi Dress

    Dress this smooth midi dress up or down for any occasion! With a sleek crew neckline and sultry front cutout with bar trim, this bodycon dress accentuates your curves for a flattering fit. Made with buttery soft fabric that has a stretchy knit lining, you'll feel both sexy and comfortable. Complete the look in a moto jacket and boots for weekend plans!

    Fit & Features

    • Sleeveless crew neckline
    • Front cutout with bar trim
    • Bodycon silhouette
    • Midi-length hem
    • Smooth buttery soft knit fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5482

    Category Name: Midi Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jet Set For Sun Strapless Tropical Midi Dress

    Jet set for fun under the sun in this tropical midi dress for endless compliments while on vacation! The midi-length dress features a strapless neckline, a form-hugging silhouette, a flirty side slit and asymmetrical hem, and an adjustable side drawstring so you customize the style. Complete the look in sandals for a sunset dinner!

    Fit & Features

    • Strapless neckline
    • Form-hugging silhouette
    • Adjustable side drawstring, side slit
    • Asymmetrical midi-length hem
    • Tropical print, mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5486

    Category Name: Midi Dresses

    Price: $19.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Serving Sultry Vibes Mesh Midi Dress

    This mesh bodycon dress knows how to flatter. With a ruched fit and sweetheart neckline, it’s your go-to for cocktail soirees and plus-one invites! 

    Fit & Features

    • Mesh fabric, sewn-in knit lining, high stretch
    • Sweetheart neckline, padded bra cups
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Ruched bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000700

    Category Name: Midi Dresses

    Price: $50.90

    Availability: In Stock

    Available Color: PINK, MOCHA

    Available Size: L, S, M

  • Enchanting Blooms Floral Linen Midi Dress

    Enchanting blooms romance this floral linen midi dress plus your date and party guests! Classy and chic, this midi-length dress features a romantic off-the-shoulder cowl neckline, short-sleeve cuffs, and flexible boning inserts for a structured fit. With the form-hugging silhouette and front slit, this dress is also perfect for showing off your curves! Style with sleek stiletto heels and a clutch.

    Fit & Features

    • Off-the-shoulder cowl neckline
    • Short-sleeve cuffs
    • Back zipper and hook-eye closure
    • Flexible boning inserts
    • Form-hugging silhouette, front slit, midi-length hem
    • Watercolor floral print, linen fabric, sewn-in knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2941

    Category Name: Midi Dresses

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • My Main Chic V-Neck Ruched Midi Dress

    Ultra-flattering and soft, this sleeveless midi dress will be your main chic style! The knee-length dress is designed with a classic V-neckline, spaghetti straps, side ruched seams, and a bodycon silhouette that shows off your curves on smooth-lined knit fabric. Complete the look with stiletto heels for a birthday brunch or bridal shower!

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Side ruched seams, bodycon silhouette
    • Midi-length hem
    • Lined smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5479

    Category Name: Midi Dresses

    Price: $6.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flawless Shine Glitter Knit Midi Dress

    Let it shine in this glitter midi dress for a flawless shimmer this season! The midi-length dress features a sultry V-neckline, spaghetti straps, chic underbust seams, and a flattering bodycon silhouette. Complete the look in glam earrings and heels for a party or date!

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Underbust seam
    • Bodycon silhouette
    • Midi-length hem
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2952

    Category Name: Midi Dresses

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Next To You Rose Print Mesh Midi Dress

    Anyone standing next to you in this rose print midi dress won't be able to deny your beauty! The midi-length dress features a classy V-neckline, adjustable spaghetti straps cross along the back, a form-hugging silhouette, and a side ruched seam atop the asymmetrical-cut hem to make a daring statement. Complete the look with earrings and heels for a date night!

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps, cross-back design
    • Form-hugging silhouette
    • Side ruched seam, asymmetrical-cut, midi-length hem
    • Rose print, lightweight mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2837

    Category Name: Midi Dresses

    Price: $5.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Pearl Velvet Bodycon Midi Dress

    Perfect for dressy occasions, this velvet faux pearl midi dress will be the belle of the ball! Featuring a sweetheart neckline, adjustable spaghetti straps, a padded bust with a trimmed bodice, a bodycon silhouette, and an asymmetric midi-length hem with a side slit cutout. Complete the look in strappy block heels.

     Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps, back zipper and hook-eye closure
    • Padded bust, trimmed bodice
    • Bodycon silhouette, side slit cutout
    • Asymmetrical midi-length hem
    • Faux pearls, velvet fabric, partial lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2984

    Category Name: Midi Dresses

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free