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.

  • Sultry Leopard Print Mesh Lace-Up Midi Dress

    This sultry bodycon midi dress is designed with lined mesh fabric with a leopard print pattern for a chic allure. The dress features a sweetheart neckline with a structured padded bust, a lace-up back design for a customized fit, and a back slit accent at the midi-length hem.

    Fit & Features

    • Leopard-printed sheer mesh fabric with knit lining, plenty of stretch
    • Sweetheart neckline, structured padded bust
    • Adjustable spaghetti straps
    • Open lace-up back design
    • Midi-length hem, back slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3672

    Category Name: Midi Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Soft Girl Floral Drop Waist Midi Dress

    Soft girl vibes with a corset twist. This floral drop waist midi dress has a delicate bodice with corset-like seams, sheer lace trims at the neckline and straps, and a flowy A-line silhouette with a tulle lining for extra volume.

    Fit & Features

    • Woven fabric with tulle and woven linings, dainty floral print
    • Sleeveless square neckline, adjustable tank shoulder straps
    • Sheer lace trim, front buttons, tie-front bust detail, corset seams
    • V-shaped drop waist
    • Lace-up back design, hidden side zipper with hook-eye closure
    • Midi-length pleated A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000044

    Category Name: Midi Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Artsy Charm Corset Abstract Bodycon Midi Dress

    This abstract mesh midi dress features a flattering square neckline and adjustable spaghetti straps for a customizable fit. The corset flexible boning along the bodice and side slit highlights the bodycon silhouette.

    Fit & Features

    • Abstract print, mesh-lined fabric, minimal stretch
    • Square neckline
    • Adjustable spaghetti straps
    • Flexible boning
    • Back zipper and hook-eye closure
    • Side slit
    • Bodycon midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3344

    Category Name: Midi Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Velvet Vision Flocked Floral Strapless Midi Dress

    All eyes on you—the strapless silhouette and velvet flocked florals do all the talking. With a bodycon fit and leg-baring slit, this midi dress is pure confidence in motion.

    Fit & Features

    • Sheer mesh fabric with knit lining, high stretch
    • Velvet flocked floral pattern
    • Strapless straight-across neckline
    • Ruching, back zipper closure
    • Midi-length hem, high-cut side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000258

    Category Name: Midi Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: NAVY

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

    Product Badge:
    • New Arrival
  • Easily Sultry Off-Shoulder Ruched Midi Dress

    An off-shoulder midi dress features side ruched seams that hugs your curves along the bodycon silhouette while the midi-length hem keeps the look sleek. The smooth double-lined knit fabric offers plenty of stretch.

    Fit & Features

    • Double-lined knit fabric, moderate stretch
    • Off-shoulder neckline
    • Side ruched seams
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3620

    Category Name: Midi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Exceptional Cutie Striped Cutout Midi Dress

    Strut like an exceptional cutie in this striped midi dress all season long! This strapless dress features a cutout bodice that adds a touch of playful sass, while the bodycon silhouette and midi-length hem hug your curves in all the right places.

    Fit & Features

    • Striped pattern, stretchy knit fabric
    • Strapless neckline
    • Cutout bodice
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-2296

    Category Name: Midi Dresses

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flawless Puff Sleeve Corset Midi Dress

    A flawless midi dress with femme details from the corset bodice to the puff short sleeves and flattering A-line silhouette - you'll feel like a dream in this dress! Complete the look with strappy sandals.

    Fit & Features

    • Lined woven fabric, dainty sheer lace trim, minimal stretch
    • Sweetheart neckline, ruched bust, keyhole cutout, bow-front detail
    • Corset bodice, bust underwire, flexible boning
    • Short puff sleeves, elastic cinched hems
    • Smocked lace-up back, hidden zipper with hook-eye closure
    • V-shaped drop waist
    • Midi-length A-line silhouette, front slit
    • Runs true to size

    Style Number/Barcode: 05101-3573

    Category Name: Midi Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Match Made In Floral Bodycon Midi Dress

    Floral print and velvet flocking are a match made in heaven on this bodycon midi dress. With a sultry back slit and delicate lace trim at the bust, this dress is perfect for any occasion.

    Fit & Features

    • Floral print, flocked velvet pattern
    • Mesh fabric, sewn-in knit lining
    • Lace trim sweetheart neckline
    • Bungee spaghetti straps
    • Bodycon silhouette
    • Center back slit, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000092

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Garden Party Goals Floral Corset A-Line Midi Dress

    Giving cottagecore but make it glam. With a structured corset bodice and floaty A-line skirt, this floral midi dress is ready for twirls, tea dates, and compliments.

    Fit & Features

    • Watercolor floral print
    • Cotton woven fabric, multiple woven and tulle linings
    • Sweetheart neckline, adjustable spaghetti straps
    • Corset bodice, flexible boning, side zipper and hook-eye closure
    • Lace-up, stretchy smocked back design
    • Voluminous A-line silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000190

    Category Name: Midi Dresses

    Price: $64.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sultry Twist Strapless Cutout Midi Dress

    From the ruched bust to the figure-skimming fit, this strapless midi dress is equal parts sleek and sultry. A versatile dress for elevated evening events or plans.

    Fit & Features

    • Stretch knit fabric
    • Strapless sweetheart neckline
    • Twist bust, cutout keyhole
    • Curve-hugging silhouette
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000641

    Category Name: Midi Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: OLIVE

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

    Product Badge:
    • New Arrival
  • Casual Chic Style Long Sleeve Ribbed Knit Midi Dress

    The perfect blend of casual and chic, this ribbed knit midi dress features a V-neckline, long fitted sleeves, and a form-hugging silhouette. Style with hoop earrings and sneakers for a cute everyday look.

    Fit & Features

    • Hacci ribbed knit fabric, plenty of stretch
    • V-neckline
    • Long fitted sleeves
    • Midi-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05102-5920

    Category Name: Midi Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Make It Stunning Sleeveless Bodycon Slit Midi Dress

    A stunning sleeveless midi dress features a V-neckline, bodycon silhouette, and a flirty side slit. Style with heels for any occasion.

    Fit & Features

    • Soft knit fabric lined with stretchy knit
    • V-neckline
    • Shoulder straps
    • Side slit
    • Bodycon midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3622

    Category Name: Midi Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Here To Love Off-The-Shoulder Slit Midi Dress

    This off-the-shoulder midi dress boasts a flattering ruched seam that flaunts your figure along the bodycon fit and a flirty front slit. Perfect for styling with hoop earrings and heels.

    Fit & Features

    • Smooth knit fabric lined with stretchy knit
    • Off-the-shoulder neckline
    • Front ruched seam
    • Front slit
    • Bodycon midi-length fit
    • Runs true to size

    Style Number/Barcode: 05101-3624

    Category Name: Midi Dresses

    Price: $35.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Era Woven A-Line Midi Dress

    Enter your effortless era in this woven A-line midi dress featuring a stretchy smocked bodice, hidden side pockets, and a pleated flowy silhouette with a side slit.

    Fit & Features

    • Poplin smooth cotton woven fabric with full-length woven lining
    • Sleeveless square neckline, adjustable spaghetti straps
    • Stretchy smocked bodice
    • V-shaped waist
    • Pleating, hidden side pockets
    • Midi-length flowy A-line silhouette, high side slit
    • Runs true to size

    Style Number/Barcode: 05102-000001

    Category Name: Midi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Endless Glam Velvet Glitter Midi Dress

    A glamorous velvet glitter midi dress features a flattering square neckline with spaghetti straps, corset-like seams at the underbust, and an asymmetrical wrap silhouette to accentuate curves. Perfect to pair with earrings. 

    Fit & Features

    • Velvet glitter knit fabric, knit bust lining, moderate stretch
    • Square neckline
    • Spaghetti straps
    • Corset-like seams at underbust 
    • Asymmetrical wrap silhouette
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3251

    Category Name: Midi Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet Serenity Bow Back Midi Dress

    Bring the romance with every step. The open back with bow detail and watercolor floral print make this sleeveless midi dress a head-turner for weddings, brunches, or shower celebrations.

    Fit & Features

    • Watercolor-inspired floral print
    • Smooth knit stretch fabric
    • V-neckline
    • Spaghetti straps
    • Back bow tie
    • Curve-hugging silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000565

    Category Name: Midi Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: NATURAL

    Available Size: XS, S, M, L

  • Leona Satin Lace-Up High Slit Midi Dress

    Special Occasion

    Showcase your gorgeous silhouette in the Leona satin bodycon midi dress featuring a sleeveless sweetheart neckline accented with a pleated cowl overlay, and spaghetti straps leading to an open lace-up strappy design for a customized fit. The sultry side cutouts at the waist and the high-cut side slit add a bold allure. Complete your stunning cocktail party look with stiletto heels.

    With a smooth, luminous finish, this dress was made to shine. Keep the luxe look going with breathtaking satin prom dresses or go for a sophisticated statement with our wedding guest dresses.

    Fit & Features

    • Satin-knit fabric with knit bust lining, moderate stretch
    • Sweetheart neckline with pleated draped cowl overlay, padded bust
    • Spaghetti straps, open back with cross-back lace-up strappy design
    • Asymmetric side cutouts
    • High side slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2525

    Category Name: Midi Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Celebrate Love Halter V-Neck Bodycon Satin Midi Dress

    This sleeveless bodycon midi dress features a sultry halter V-neckline and a scoop back. The stretchy satin material wraps your body perfectly, highlighting the sleek design perfect for semi-formal weddings or cocktail soirees. 

    Fit & Features

    • Silky satin material, minimal stretch
    • Halter V-neckline with tie closure
    • Scoop back design
    • Bodycon midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3650

    Category Name: Midi Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jayleen Ruched Mesh Corset Midi Dress

    Special Occasion

    The Jayleen ruched mesh midi dress is designed with a sleeveless sweetheart neckline with a built-in padded bust accented with a draped cowl neck overlay for a chic look. The corset-style bodice features flexible boning to provide structure and a high waist seam for a snatched fit, while the bodycon silhouette is detailed with a ruched high-front slit for an alluring vibe.

    Fit & Features

    • Sheer mesh fabric with knit lining, plenty of stretch
    • Sweetheart neckline with padded bust, draped cowl neck overlay
    • Corset-style bodice with flexible boning, high waist seam
    • Adjustable spaghetti straps, back zipper with hook-eye closure
    • Ruched front seam, high-cut front slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2418

    Category Name: Midi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Forever Blooming Floral Midi Dress

    Soft florals, sleek fit—this floral midi dress was made for candlelit dinners and chic soirées. With its delicate straps, side slit, and body-skimming silhouette, it’s equal parts romantic and elevated.

    Fit & Features

    • Blossoming floral print, smooth knit stretch fabric
    • Square halter neckline
    • Spaghetti straps
    • Front slit accent
    • Bodycon midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000415

    Category Name: Midi Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: NAVY

    Available Size: XS, S, M, L

  • Cool Staple Ribbed Knit Long Sleeve Midi Dress

    This ribbed knit midi dress is designed with a cotton-blend fabric with a cool mineral wash offering plenty of stretch. The dress features a scoop neckline, long fitted sleeves, and a midi-length bodycon silhouette to show off your curves.

    Fit & Features

    • Cotton-blend ribbed knit fabric, plenty of stretch
    • Mineral wash
    • Scoop neckline
    • Long fitted sleeves
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5829

    Category Name: Midi Dresses

    Price: $11.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Days A-Line Midi Tube Dress

    Effortless days call for this woven midi tube dress designed with a smocked bodice with a geometric pattern and a flowy pleated A-line silhouette. Perfect for weekend plans, style with strappy sandals.

    Fit & Features

    • Poplin cotton woven fabric
    • Strapless sweetheart neckline
    • Smocked bodice, geometric pattern
    • High-rise waist
    • Side pockets
    • Midi-length pleated A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000007

    Category Name: Midi Dresses

    Price: $11.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Island Vibes Tropical Print Asymmetric Midi Dress

    Channel those island vibes on your summer vacay in this tropical print asymmetric midi dress! The stretchy slinky knit fabric is accented with an abstract tropical pattern, an iconic look for your getaway. The mid-length dress features a sleeveless cowl neckline with chic draped detailing, tie-back halter straps, an alluring open back, an asymmetric high-cut hem, and a bodycon silhouette to hug your gorgeous curves. Style with sleek hoops for a sunset happy hour.

    Fit & Features

    • Abstract tropical print
    • Stretchy knit fabric, knit bust lining
    • Cowl neckline, tie-back halter straps
    • Open back
    • Asymmetric hem
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5810

    Category Name: Midi Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Everlasting Bliss Floral Mesh Midi Dress

    Embrace your inner beauty and radiate bliss in this floral mesh midi dress! The delicate V-neck adds a touch of femininity while the form-hugging fit flatters your curves.

    Fit & Features

    • Floral print, mesh fabric lined with stretchy knit
    • V-neckline, padded bra cups
    • Adjustable spaghetti straps
    • Bust tie front
    • Form-hugging fit
    • Trumpet midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4161

    Category Name: Midi Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free