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.

  • Moonlight Velvet Floral Lace-Up Midi Dress

    Fall in love with this elegant midi dress! Its stunning mesh fabric and delicate velvet floral pattern will captivate everyone around you. You'll be the center of attention in this gorgeous midi-length dress, featuring a sleeveless surplice V-neckline, spaghetti straps, a front ruched seam and slit, a lace-up back, and a flattering bodycon silhouette. Complete the look in hoop earrings for a banquet or date night!

    Fit & Features

    • Surplice V-neckline, spaghetti straps
    • Lace-up back 
    • Bodycon silhouette
    • Front ruched seam, slit, midi-length hem
    • Floral velvet pattern
    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2786

    Category Name: Midi Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Your Needs Met Sleeveless Slit Midi Dress

    A sleeveless midi dress that meets all of your style needs! This knee-length dress features a square neckline, wide shoulder straps, a flattering bodycon silhouette, and a front slit on woven fabric. Style this midi dress with sleek stiletto heels for a cocktail party or rehearsal dinner!

    Fit & Features

    • Sleeveless square neckline
    • Wide shoulder straps
    • Back zipper closure
    • Bodycon silhouette, front slit
    • Midi-length hem
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2884

    Category Name: Midi Dresses

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Allure Off-The-Shoulder Midi Dress

    Show off classic allure in this chic midi dress designed with an off-the-shoulder sweetheart neckline and faux wrap-front creating a high-cut slit. Style with stilettos for cocktail hour.

    Fit & Features

    • Smooth knit fabric with full-length knit lining, high stretch
    • Off-the-shoulder sweetheart neckline
    • Fold-over design, short-sleeve cuffs
    • Pleated faux wrap-front design, thigh-high slit
    • Midi-length hem
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000050

    Category Name: Midi Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M

  • Special Touch Velvet Off-The-Shoulder Midi Dress

    Elevate your evening look in this stunning velvet midi dress! Boasting an alluring off-the-shoulder neckline, the knee-length dress features short-sleeve cuffs, a non-slip grip lining, a form-hugging fit, and a ruffled midi-length hem, this velvet dress exudes elegance. Complete the look in high heels for a semi-formal party!

    Fit & Features

    • Off-the-shoulder neckline
    • Non-slip grip lining, short sleeve cuffs
    • Form-hugging fit
    • Ruffled midi-length hem
    • Soft velvet fabric, knit lining at bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2614

    Category Name: Midi Dresses

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Admire My Moves V-Neck Ruffle Midi Dress

    Capture every heart on the dance floor in this sleeveless midi dress perfect for parties and dressy celebrations! The midi dress features a V-neckline, spaghetti straps, and a bodycon silhouette that hugs your curves down to the asymmetrical hem with a flirty ruffle trim. Complete the look in teardrop earrings and heels.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Asymmetrical ruffle trim
    • Midi-length hem
    • Slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2816

    Category Name: Midi Dresses

    Price: $5.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Roselyn Velvet Flocked Mesh Formal Midi Dress

    Special Occasion

    The Roselyn formal midi dress will create an enticing look that will draw all eyes to you! With her chic allure, you'll get all the compliments. She features a sleeveless sweetheart neckline with a marabou feather front trim, adjustable spaghetti straps for a customized fit, a midi-length hem with a sultry back slit accent, and a slim-fit silhouette. The sheer mesh fabric showcases an all-over velvet flocked vintage-style pattern and includes a full-length smooth knit lining. Style this mid-length dress with strappy stilettos for cocktail hour!

    Fit & Features

    • Sleeveless sweetheart neckline, marabou feather trim
    • Adjustable spaghetti straps
    • Midi-length hem, back slit accent, slim-fit silhouette
    • Velvet flocked sheer mesh fabric, vintage-style pattern
    • Full-length knit lining, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1869

    Category Name: Midi Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sincerley Chic Floral Velvet Mesh Midi Dress

    Look sincerely chic in this mesh midi dress! This showstopping mid-calf length dress features an off-the-shoulder sweetheart neckline with ruffle trim, short-sleeve cuffs, padded bust, side ruched seams, bodycon silhouette, side slit, and midi-length hem, all crafted from flocked floral velvet mesh fabric. Style this midi dress with block heels and a clutch for a semi-formal party or celebration!

    Fit & Features

    • Off-the-shoulder sweetheart neckline, ruffle trim
    • Padded bust, back zipper and hook-eye closure
    • Short-sleeve cuffs
    • Side ruched seams, bodycon silhouette
    • Side slit, midi-length hem
    • Flocked floral velvet mesh fabric, sewn-in knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2563

    Category Name: Midi Dresses

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Out In Flocked Velvet Ruffle Midi Dress

    Step out in style with this stunning flocked velvet midi dress! With a bodycon silhouette, mesh fabric, adjustable spaghetti straps, and soft knit lining, you'll look beautiful and be comfortable all day. The square neckline and trumpet hem complete the look with a unique touch. Complete the look in strappy heels for a party or banquet!

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Bodycon silhouette
    • Ruffled midi-length hem
    • Flocked velvet pattern
    • Mesh fabric, soft knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2516

    Category Name: Midi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Must Have Strapless Twist Midi Dress

    This midi dress is a must-have style for showing off your shoulder for a brunch or party! It features a strapless sweetheart neckline, a padded and twisted bust, a flattering bodycon silhouette, and a center-back slit on stretchy knit fabric. Complete the look with a chic crossbody bag and heels.

    Fit & Features

    • Strapless sweetheart neckline, non-slip grip lining
    • Padded and twisted bust
    • Bodycon silhouette
    • Center back slit
    • Midi-length hem
    • Stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5374

    Category Name: Midi Dresses

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Another Day Long Sleeve Sweater Midi Dress

    Another day, another slay in this sweater midi dress - perfect for pumpkin patches, grabbing a PSL, or meeting up with friends! The knee-length dress features fitted long sleeves, a crew neckline, a bodycon silhouette, and a flirty front slit on soft and stretchy rib knit fabric. Complete the look in booties and a chic crossbody bag.

    Fit & Features

    • Fitted long sleeves
    • Crew neckline
    • Bodycon silhouette
    • Front slit accent
    • Midi-length hem
    • Soft, stretchy sweater rib knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5305

    Category Name: Midi Dresses

    Price: $5.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On The Down Low Denim Strapless Midi Dress

    Take your look on the down low in this denim midi dress! The knee-length dress features a strapless neckline, stretchy smocked back, and button-down front closures, this bodycon dress will have you breaking the fashion barriers. With belt loop accents, three-pocket styling, and a midi-length hem, this denim stunner gives you the power to take risks and turn heads! Style this midi dress with a purse and block heels for a birthday brunch!

    Fit & Features

    • Strapless neckline
    • Stretchy smocked back
    • Button-down front closures
    • Bodycon silhouette, midi-length hem
    • Belt loop accents, three-pocket styling
    • Denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-5283

    Category Name: Midi Dresses

    Price: $5.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Unforgettable Halter Bodycon Midi Dress

    Bring the fire, babe—this halter bodycon midi dress is all about bold entrances and even hotter exits. The curve-hugging fit and flirty slit make it perfect for nights when subtle just isn’t your vibe.

    Fit & Features

    • Smooth knit fabric, high stretch
    • Sleeveless plunging V-neckline
    • Tie-back halter straps
    • Open back, lower tie-back straps
    • Ruching, high-cut front slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000618

    Category Name: Midi Dresses

    Price: $36.90

    Availability: In Stock

    Available Color: WINE

    Available Size: XS

  • Willow Formal Sequin Halter Slit Midi Dress

    Special Occasion

    Bring modern glamour to every soiree in the Willow formal midi dress! She features a halter neckline, a flattering bodycon silhouette, and a sultry front slit along her midi-length hem. The formal midi dress is designed with a striking sequin-embellished scroll pattern that glitters under the light! Complete the look in rhinestone stiletto heels and earrings for a wedding or banquet.

    Fit & Features

    • Sleeveless halter neckline
    • Bodycon silhouette
    • Front slit
    • Midi-length hem
    • Sequin-embellished scroll pattern
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1667

    Category Name: Midi Dresses

    Price: $79.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lucia Formal Cowl Neck Cutout Midi Dress

    Special Occasion

    Flaunt your sexy curves in the Lucia formal midi dress! Designed with a luxurious cowl neckline and cutout waist, this shimmery slinky knit dress will make a statement and features spaghetti straps and a front thigh-high slit to elevate this midi to a new level of chic. Complete the look in fringe earrings for a bachelorette or dressy birthday celebration!

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Cutout waist
    • Bodycon silhouette, front slit
    • Midi-length hem
    • Shimmery slinky knit fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05001-2044

    Category Name: Midi Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Katriel Formal Crepe Sleeveless Midi Dress

    Special Occasion

    Be the embodiment of luxury in the Katriel formal crepe midi dress perfect for rehearsal dinners, banquets, or cocktail parties. Crafted with chic crepe fabric, this midi dress features subtle details that are sure to please, like a square neckline, tank shoulder straps, bodycon silhouette, side pleated seams, and a wrap surplice front slit. This sophisticated midi dress will take you to any formal event with ease. Complete the look with glam rhinestone jewelry.

    Fit & Features

    • Sleeveless square neckline, tank shoulder straps
    • Side pleated seam
    • Bodycon silhouette, wrap surplice front slit
    • Midi-length hem
    • Crepe fabric, moderate stretch, bust knit lining
    • Bra friendly design
    • Runs true to size

    Style Number/Barcode: 05001-2038

    Category Name: Midi Dresses

    Price: $29.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Simone Formal Satin Tie-Back Cutout Midi Dress

    Special Occasion

    Slip into the Simone formal satin midi dress for a sultry vibe at banquets or weddings! She features a square neckline adorned with spaghetti straps, a tie-back design, a flirty underbust cutout, a center back slit, and a bodycon silhouette that hugs your curves down to the knee-length midi hem. The formal midi dress is crafted from a luxuriously soft satin fabric with minimal stretch. Complete the look with a mini purse and heels.

    Fit & Features

    • Sleeveless square neck, spaghetti straps
    • Tie-back design, underbust cutout
    • Center back slit
    • Bodycon silhouette, midi-length hem
    • Luxe satin fabric, minimal stretch
    • Sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1999

    Category Name: Midi Dresses

    Price: $29.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jayd Formal Glitter Long Sleeve Midi Dress

    Special Occasion

    A midi dress with sparkling shimmer! The Jayd formal glitter dress offers the perfect shine for homecoming or dressy celebration parties. She features sheer mesh fitted long sleeves, a square neckline, a flattering bodycon silhouette, and a sultry wrap front slit. The formal dress is crafted from a glitter crepe fabric that shimmers under any light. Style the formal knee-length dress with silver block heels.

    Fit & Features

    • Sheer mesh fitted long sleeves
    • Square neckline
    • Bodycon silhouette
    • Wrap front slit, midi-length hem
    • Glitter crepe fabric, moderate stretch
    • Bra friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1727

    Category Name: Midi Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Emma Rhinestone Trim Satin Formal Midi Dress

    Special Occasion

    The gorgeous Emma satin formal midi dress will spark up all the compliments at your next dressy affair. She features a sleeveless sweetheart neckline with a sparkling rhinestone trim for a pop of glamour, a pleated cowl draped overlay, a built-in padded bust, adjustable spaghetti straps for a customized fit, ruching at the waist, a midi-length hem with a high-cut front slit to showcase some leg, and a bodycon silhouette that will hug your curves. The sleek satin woven fabric includes a knit lining at the bust. Style this midi dress with rhinestone stilettos for a chic cocktail party look!

    Fit & Features

    • Sleeveless sweetheart neckline, rhinestone trim, pleated cowl draped overlay
    • Padded bust, adjustable spaghetti straps, back zipper, hook and eye closure
    • Ruching at the waist
    • Midi-length hem, high front slit, bodycon silhouette
    • Satin woven fabric, knit lining at the bust, minimal stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1594

    Category Name: Midi Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Time To Allure Asymmetric High Slit Midi Dress

    It's time to allure and create a captivating sultry 'fit with this asymmetric midi dress! It features a square neckline, long sheer mesh balloon-style sleeves, a midi-length asymmetric hem creating a chic high-cut side slit, and a form-hugging silhouette. The smooth knit fabric offers plenty of stretch. Complete your dressy night-out look with lace-up heels.

    Fit & Features

    • Square neckline
    • Long sheer mesh balloon sleeves, elastic cinched hems
    • Midi-length asymmetric hem
    • High-cut side slit
    • Form-hugging silhouette
    • Stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05101-2842

    Category Name: Midi Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Always A Blossom Satin Rosette Midi Dress

    Blossom this season in this satin midi dress to refresh your dressy look! It features a sweetheart neckline with lovely mesh rosette appliques, spaghetti straps, a form-hugging silhouette, and a flirty front slit along the midi-length hem. Complete the look with a clutch and earrings for a rehearsal dinner or banquet!

    Fit & Features

    • Sleeveless sweetheart neckline
    • Spaghetti straps
    • Mesh rosette appliquees
    • Form-hugging silhouette
    • Front slit, midi-length hem
    • Silky satin fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2679

    Category Name: Midi Dresses

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Slip Into It Strapless Midi Dress

    Minimal effort, maximum effect. This sleek strapless dress stunner hugs every curve and makes it very clear who’s running the show tonight.

    Fit & Features

    • Stretchy knit fabric and lining
    • Strapless neckline
    • Side pleated seam
    • Form-hugging fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000463

    Category Name: Midi Dresses

    Price: $34.90

    Availability: In Stock

    Available Color: YELLOW, OLIVE

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

  • She's All That Strapless Midi Dress

    Feel confident in this stylish midi tube dress! The knee-length dress features a soft and comfortable textured knit fabric, combined with its strapless neckline and bodycon silhouette, making this the perfect look for any occasion. Style the midi dress with sleek heels for a birthday brunch.

    Fit & Features

    • Strapless neckline
    • Bodycon silhouette
    • Midi-length hem
    • Textured knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5311

    Category Name: Midi Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Too Cozy And Cute Mock Neck Sweater Midi Dress

    Bundle up looking too cute and feeling cozy in this sweater midi dress you'll love all season! The dress features a sleeveless mock neckline, a bodycon silhouette, a flirty side slit, and is crafted from soft knit fabric with plenty of stretch. Complete the look with a sleek layered necklace and earrings for a wine bar!

    Fit & Features

    • Sleeveless mock neckline
    • Bodycon silhouette
    • Side slit
    • Midi-length hem
    • Soft knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1742

    Category Name: Midi Dresses

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Graciela Formal Ruched Strappy Midi Dress

    Special Occasion

    Highlight all of your best assets in the Graciela formal midi dress! She features a sexy V-neckline, sleek bungee spaghetti straps that shape the open strappy back design made to turn heads, and a bodycon silhouette and midi-length hem to flatter your figure. The formal dress is crafted from a ruched mesh fabric that fits like a glove and has a stretchy knit lining. Complete the look in a layered necklace for a bachelorette or party!

    Fit & Features

    • Sleeveless V-neckline
    • Bungee spaghetti straps
    • Open strappy back design
    • Bodycon silhouette, midi-length hem
    • Ruched mesh fabric, stretchy knit lining
    • Pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1966

    Category Name: Midi Dresses

    Price: $29.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free