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.

  • Chic Confidence High Slit Midi Dress

    The kind of midi dress that does all the talking for you. A body-hugging fit with a daring slit makes it your go-to for nights that call for chic confidence.

    Fit & Features

    • Smooth knit fabric with lining, high stretch
    • Sleeveless sweetheart neckline, padded bust
    • Cowl neck draped overlay
    • Adjustable spaghetti straps
    • Corset seam design, ruched waist
    • Midi-length bodycon silhouette, high-cut side slit
    • Runs true to size

    Style Number/Barcode: 05101-000327

    Category Name: Midi Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: SAGE

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

    Product Badge:
    • New Arrival
  • Sheer Exellence Mock Neck Bodycon Mesh Midi Dress

    Experience sheer excellence in this stunning mesh midi dress perfect for dinners downtown or concerts. The sheer short sleeves and mock neckline add a touch of chic, while the bodycon silhouette flatters your figure. The sheer mesh fabric and smooth knit slip provide a luxurious feel, and adjustable spaghetti straps ensure a perfect fit. Complete the look with this midi dress in block heels and a hair clip for a fashion-forward style!

    Fit & Features

    • Sheer mesh fabric
    • Includes a smooth knit slip, adjustable spaghetti straps
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5540

    Category Name: Midi Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Enticing Sultry Off-The-Shoulder Mermaid Midi Dress

    A sultry off-the-shoulder midi dress features a contrast folded neckline and flattering mermaid silhouette with a flared midi-length hem. The ponte knit fabric offers the perfect amount of stretch. 

    Fit & Features

    • Ponte knit fabric, minimal stretch
    • Off-the-shoulder contrast folded neckline
    • Back zipper and hook-eye closure
    • Mermaid silhouette
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3523

    Category Name: Midi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sylvia Strapless Glitter Satin Formal Dress

    Special Occasion

    A strapless glitter satin formal dress that sparkles in a form-hugging silhouette and front slit for a flirty flair along the midi-length hem. Style with heels for any occasion.

    Fit & Features

    • Glitter satin fabric, bust lining, minimal stretch
    • Strapless neckline, padded bra cups
    • Flexible boning
    • Back zipper and hook-eye closure
    • Front slit
    • Form-hugging midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2408

    Category Name: Midi Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty Picture Striped Midi Dress

    With an ice cream in hand and strappy sandals on, this striped midi dress will have you looking pretty everywhere you go! Featuring a flattering square neck and curve-hugging fit, this dress accentuates your figure down to the midi hem.

    Fit & Features

    • Striped print, stretchy knit fabric, sewn-in knit lining
    • Square neckline
    • Wide shoulder straps
    • Curve-hugging fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5860

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty Petals Floral Bodycon Slit Midi Dress

    Too pretty to only wear once. This floral bodycon midi dress will have you feeling yourself at every party or dressy date! 

    Fit & Features

    • Floral garden print, smooth knit stretchy fabric
    • Square neckline
    • Wide shoulder straps
    • Side pleated seam, faux wrap slit design
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3724

    Category Name: Midi Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Untamed Elegance Chiffon Low Back Midi Dress

    This dress knows how to work an entrance. With a sultry open back and subtle ruching at the bust, it skims your shape in all the right places while keeping things effortlessly chic. Perfect for weddings, cocktail parties, or that dinner where you accidentally steal the spotlight.

    Fit & Features

    • Chiffon-lined fabric
    • Scoop neckline, ruched bust
    • Spaghetti straps
    • Low back with twist strap design
    • Curve-hugging silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000433

    Category Name: Midi Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

  • All The Elegance Satin Slip Midi Dress

    Captivate in this elegant satin slip midi dress perfect for rehearsal dinners or cocktail parties! The midi-length dress features a sleek cowl neckline, adjustable spaghetti straps, a flattering curve-hugging silhouette, and a flirty side slit along the hem. Complete the look in stiletto heels and a clutch!

    Fit & Features

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps
    • Curve-hugging silhouette
    • Side slit, midi-length hem
    • Silky woven satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-2943

    Category Name: Midi Dresses

    Price: $42.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Romantic Twist Corset Mermaid Midi Dress

    Sculpt your silhouette with this lace midi dress to make an unforgettable entrance. The structured corset bodice cinches your waist while the mermaid skirt flares dramatically at the knees, creating an hourglass figure that commands attention. 

    Fit & Features

    • Lace-lined fabric
    • Strapless corset bodice, flexible boning
    • Back zipper hook-eye closure
    • Mermaid silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4147

    Category Name: Midi Dresses

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Avery Formal Mesh Bodycon Midi Dress

    Special Occasion

    The Avery formal midi dress is a state-making piece that'll make every head turn! She features a sassy sweetheart neckline with a cowl overlay, a padded bust, adjustable spaghetti straps, and a figure-hugging ruching and bodycon silhouette that steals the show. The formal midi dress is composed of a lightweight mesh fabric with a sewn-in knit lining and minimal stretch. Complete the look in strappy heels for a banquet or fancy dinner date!

    This dress proves that short and stylish is always a vibe. Want more? Discover our bold short prom dresses or find a celebration-ready fit in our party dresses.

    Fit & Features

    • Sleeveless sweetheart neckline, cowl overlay
    • Padded bust, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Ruching, bodycon silhouette
    • Midi-length hem
    • Mesh fabric, sewn-in knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-2063

    Category Name: Midi Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Charm Floral Satin A-Line Midi Dress

    The floral jacquard printed satin midi dress features adjustable spaghetti straps that offer a customized fit, leading to an open cross-back strappy design. An asymmetric seam runs down the front and back for a chic touch, and a high-cut side slit adds movement to the flowy A-line silhouette. Style with stiletto heels.

    Fit & Features

    • Floral jacquard printed satin woven fabric with woven lining, no stretch
    • V-neckline
    • Adjustable spaghetti straps, open cross-back strappy design
    • Back zipper with hook-eye closure
    • Front and back asymmetric seam, thigh-high side slit
    • Midi-length A-line fit
    • Runs true to size

    Style Number/Barcode: 05101-2864

    Category Name: Midi Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Spice Corset Lace-Up Floral Midi Dress

    Sweet and spice combine on this floral midi dress designed with a stylish lace-up back, corset bodice, and a flirty front slit for movement. Complete the look with mules.

    Fit & Features

    • Ditsy floral print, smooth woven fabric, woven lining
    • Sleeveless sweetheart neckline with tie
    • Shoulder straps, side zipper and hook-eye closure
    • Lace-up back design
    • Underwire bust, corset bodice
    • Front slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3819

    Category Name: Midi Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sultry Status High Slit Ruched Bodycon Midi Dress

    Level up your sultry status in this iconic high slit ruched bodycon midi dress! Designed with stretchy smooth knit fabric with a mini-length lining, the chic all-over ruching and bodycon silhouette will flaunt your gorgeous curves. The mid-length dress features a sleeveless V-neckline, spaghetti straps, an alluring open back with a cross-back lace-up strappy design for a customized fit, and a high-cut side slit to showcase some leg. Style with statement earrings and stiletto heels.

    Fit & Features

    • Stretchy smooth knit fabric with mini-length knit lining
    • V-neckline, spaghetti straps
    • Open back, cross-back lace-up straps
    • Ruching
    • High side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-2936

    Category Name: Midi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Soft Focus Cable Knit Midi Dress

    Knits, but make it chic—this tube cable knit midi dress hugs your shape while keeping it cozy. Perfect for layering with a jacket or going solo for an effortlessly polished vibe.

    Fit & Features

    • Cable knit fabric, stretchy knit lining
    • Tube strapless neckline
    • Form-hugging silhouette
    • Center back slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000203

    Category Name: Midi Dresses

    Price: $28.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Sweet Escape Lace-Up Tropical Midi Dress

    Have the sweetest look in this tropical midi dress for your next vacay escape! With a flattering square neckline, delicate spaghetti straps, and a lace-up back, this bodycon dress will hug your curves down to the high-cut asymmetrical midi-length hem. Complete the look in espadrille wedges.

    Fit & Features

    • Tropical print, lined knit fabric, plenty of stretch
    • Square neckline
    • Spaghetti straps
    • Lace-up back
    • Asymmetric high-cut hem
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5564

    Category Name: Midi Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Turn Up The Heat One-Shoulder Cutout Midi Dress

    Turn up the heat in this sultry knit midi dress designed with a one-shoulder neckline, front cutouts, sleek O-ring accents, and a high-cut side slit. The bodycon fit will highlight your gorgeous curves.

    Fit & Features

    • Smooth knit fabric with knit lining, high stretch
    • Sleeveless asymmetric one-shoulder neckline, gold metal O-ring accent, tank strap
    • Dual front cutouts under the bust and above the waist, gold metal O-ring accent
    • Ruching
    • Midi-length hem, thigh-high side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000117

    Category Name: Midi Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Captivating Sparkle Sweetheart Glitter Midi Dress

    A sparkling glitter midi dress featuring a sweetheart neckline with padded bra cups for support, spaghetti straps, and a side pleated seam that shapes the high front wrap slit along the bodycon silhouette. 

    Fit & Features

    • Glitter knit fabric, moderate stretch
    • Sweetheart neckline
    • Padded bra cups
    • Spaghetti straps
    • Side pleated seam, high front wrap slit
    • Bodycon midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-2910

    Category Name: Midi Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Breezy As Can Be Strapless Ruffled Midi Dress

    This midi dress will be your go-to choice from shower celebrations to sunset dinners. Cascading ruffles create a feminine silhouette that flows with your movements, while the midi hem lets you show off your shoes.

    Fit & Features

    • Gauze woven fabric, woven lining
    • Strapless smocked stretchy bodice
    • Ruffled cascading silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000027

    Category Name: Midi Dresses

    Price: $15.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Back To Basics Ribbed Knit Midi Dress

    Every girl needs this basic ribbed knit midi dress in her line up! The dress features a classic crew neckline and short sleeves perfect for layering with a sweater or jacket and a form-hugging fit.

    Fit & Features

    • Ribbed knit fabric with brushed knit lining, plenty of stretch
    • Crew neckline
    • Short sleeves
    • Midi-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05102-5603

    Category Name: Midi Dresses

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Irresistible Romance Rose Velvet Lace Midi Dress

    Who can resist your romantic allure in this rose velvet midi dress? It features a sleeveless sweetheart neckline with a sheer lace trim, sleek bungee spaghetti straps, a curved underbust seam, a bodycon silhouette, and a back-slit accent. The mid-length dress is composed of a flocked velvet rose pattern on sheer mesh fabric with a stretchy knit lining. Complete the look in chic stiletto mules for a cocktail party or rehearsal dinner!

    Fit & Features

    • Sleeveless sweetheart neckline, sheer lace trim
    • Bungee spaghetti straps
    • Curved underbust seam
    • Bodycon silhouette
    • Midi-length hem, back slit accent
    • Rose flocked velvet pattern, sheer mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-3218

    Category Name: Midi Dresses

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Marleigh Velvet One-Shoulder Midi Dress

    Special Occasion

    Sleek, stunning, and undeniably chic—the Marleigh velvet one-shoulder midi dress turns heads with its asymmetric neckline, figure-tracing silhouette, and daring thigh-high slit. A perfect mix of elegance and allure for your next night out.

    Fit & Features

    • Velvet fabric, moderate stretch
    • Asymmetric one-shoulder neckline, long fitted sleeve
    • Sweetheart padded bust
    • Back zipper with hook-eye closure
    • Ruching, high-cut front slit
    • Midi-length form-hugging silhouette
    • Runs true to size

     

    Where to Wear:

    Weddings, rehearsal dinners, cocktail parties, evening dinners, romantic date nights, and rooftop parties.

    Style Number/Barcode: 05001-000400

    Category Name: Midi Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: BLACK

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

  • Cute In The City V-Neck Knit Midi Dress

    You'll be looking cute in the city in this casual midi dress perfect for a dinner date! It features bell long sleeves, a front and back V-neckline, and a flattering bodycon silhouette on rib knit fabric with a sewn-in knit lining. Complete the look with a chic crossbody bag.

    Fit & Features

    • Rib knit fabric, sewn-in knit lining
    • Moderate stretch
    • Bell long sleeves
    • Front and back V-neckline
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5192

    Category Name: Midi Dresses

    Price: $19.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lindsay Lace-Up Bodycon Slit Midi Formal Dress

    Special Occasion

    Captivate with your allure in the Lindsay bodycon midi formal dress at rehearsal dinners or celebrations! This elegant midi dress features a V-neckline and spaghetti straps for a sophisticated look. The padded bra cups provide support while the lace-up back adds a touch of luxury. Side ruched seams create a flattering bodycon fit, perfect for any formal event, and the front slit adds a hint of sultry. Complete the look in strappy heels and a clutch!

    Fit & Features

    • Smooth knit fabric, sewn-in knit lining, moderate stretch
    • V-neckline, spaghetti straps
    • Padded bra cups
    • Lace-up back, zipper and hook-eye closure
    • Bodycon fit
    • Front slit 
    • Runs true to size

    Style Number/Barcode: 05001-2102

    Category Name: Midi Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Krissy Satin Bodycon Formal Midi Dress

    Special Occasion

    A sophisticated design that stands that's timeless, the Krissy satin formal dress will leave everyone speechless!  The strapless tube design with alluring V-cut neckline accentuates the style, while the sleek bodycon midi silhouette hugs your curves in all the right places. 

    Fit & Features

    • Satin fabric
    • Strapless tube V-cut neckline
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, bridal showers, engagement parties and photoshoots, rehearsal dinners, bachelorette parties, date night, anniversaries

    Style Number/Barcode: 05001-000030

    Category Name: Midi Dresses

    Price: $59.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free