Midi Dresses

Show filters
Sort:
Size
Color
Price
All filters
Sort
Loading...

Product Recommendations

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.

  • Romantic Sunny Days Crew Neck Poplin Midi Dress

    This sleeveless midi dress was made for romantic sunny days! It features a classic crew neck and a flattering drop waist seam that accentuates your figure along the A-line silhouette. 

    Fit & Features

    • Stretchy rib knit fabric, poplin woven fabric, stretchy knit lining
    • Crew neck
    • Drop waist seam
    • A-line silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000136

    Category Name: Midi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek And Iconic Satin Halter Bodycon Midi Dress

    Sleek and iconic, this satin-knit midi dress is designed with a plunging V-neckline with pleating detailing, halter tie-back straps, and a partially open back. The asymmetric pleating under the bust and at the waist will highlight your curves, and the back slit adds some movement to the midi-length bodycon silhouette.

    Fit & Features

    • Satin-knit fabric
    • Plunging V-neckline, pleating
    • Halter tie-back straps, partially open back
    • Asymmetric pleating under the bust and at waist
    • Back slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3708

    Category Name: Midi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alluring Style Sheer Mesh Off-The-Shoulder Midi Dress

    An alluring mesh off-the-shoulder midi dress perfect for date night and cocktail parties. The dress features sheer fitted long sleeves and a waist insert giving an hourglass illusion along the bodycon silhouette. Complete the look with earrings.

    Fit & Features

    • Sheer mesh fabric with partial knit lining, plenty of stretch
    • Off-the-shoulder straight neckline, ruched fold-over design
    • Sheer long fitted sleeves with flared hems, lettuce-edge trim
    • Sheer insert at the waist, high waist seam
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3629

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love Story Loading Lace-Up Midi Dress

    Write your own love story. This curve-hugging midi dress keeps it flirty with a form-hugging fit and lace-up back made to turn heads.

    Fit & Features

    • Smooth knit fabric, subtle sheen, stretchy knit lining
    • Square neckline
    • Spaghetti straps
    • Lace-up back
    • Form-hugging fit
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000152

    Category Name: Midi Dresses

    Price: $44.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek Silhouette Ribbed Knit Off-The-Shoulder Midi Dress

    Showcase a sleek silhouette in this ribbed knit midi dress featuring an off-the-shoulder neckline with a fold-over design and a mermaid silhouette to highlight your curves. Style with knee-high boots for a chic look.

    Fit & Features

    • Ribbed knit fabric, plenty of stretch
    • Off-the-shoulder neckline
    • Fold-over design, short sleeves
    • Midi-length mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5896

    Category Name: Midi Dresses

    Price: $14.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Girl Flocked Mesh Mock Neck Midi Dress

    Create a chic look for a rooftop party in this sheer mesh midi dress designed with a floral velvet flocked pattern that will turn heads. It features a sleeveless mock neckline, tank shoulder straps, and ruched side seams to accentuate your curves along the bodycon silhouette.

    Fit & Features

    • Sheer mesh fabric with floral velvet flocked pattern, knit lining
    • Mock neckline
    • Tank shoulder straps
    • Back zipper closure
    • Ruched side seams
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3567

    Category Name: Midi Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Date Night Chic Floral Mesh Midi Dress

    Create a chic look for date night in this lightweight mesh midi dress accented with a gorgeous big floral print pattern. It features a crew neckline, tank shoulder straps, and a slim-fit silhouette to showcase your curves.

    Fit & Features

    • Sheer mesh fabric with brushed knit lining, plenty of stretch
    • Big floral print
    • Crew neckline
    • Tank shoulder straps
    • Midi-length hem
    • Slim-fit silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3821

    Category Name: Midi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Secret Garden Backless Midi Dress

    Florals but make them sultry. With a sleek fit, tie-back detail, and velvet rose patterns, this midi dress brings a romantic allure to date nights, parties, and cocktail soirees.

    Fit & Features

    • Flocked velvet rose pattern, mesh-lined fabric
    • Cowl neckline
    • Spaghetti straps
    • Open back with tie
    • Curve-hugging silhouette
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000575

    Category Name: Midi Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: BLACK

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

  • Standout Staple Crew Neck Cutout Midi Dress

    This midi dress may just become that special staple piece in your lineup! It features fitted long sleeves, a crew neck with a button-back closure and keyhole accent, a flattering bodycon silhouette and front slit, and a flirty cutout back design. Complete the look with statement earrings for a cocktail hour.

    Fit & Features

    • Fitted long sleeves
    • Crew neck, back button closure, keyhole
    • Bodycon silhouette, front slit
    • Cutout back design
    • Soft knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5335

    Category Name: Midi Dresses

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • One More Moment Sweater Dress

    Make a lasting impression leaving the pool party in this chic cover-up sweater dress! It features a sleeveless square neck, spaghetti straps that lead to an open back with lace-up closure, a form-fitting silhouette, and a high side slit atop the midi-length hem. Complete the look with sandals and sunglasses.

    Fit & Features

    • Sleeveless square neck, spaghetti straps
    • Open back, lace-up closure
    • Form-fitting silhouette
    • Side slit, midi-length hem
    • Sweater knit fabric, slightly sheer, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1688

    Category Name: Midi Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chicly Femme Bodycon Abstract Mesh Midi Dress

    A sleeveless midi dress features a square neckline and a bodycon silhouette that flaunts your curves. The abstract print mesh fabric offers an artsy look. Perfect for styling with stilettos.

    Fit & Features

    • Abstract print, mesh fabric
    • Square neckline
    • Spaghetti straps
    • Bodycon midi-length fit
    • Runs true to size

    Style Number/Barcode: 05102-5580

    Category Name: Midi Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Endlessly Effortless Crew Neck Abstract Midi Dress

    You'll always look and feel perfect in this sleeveless midi dress for parties or going out! Crafted from an abstract print mesh fabric, this dress boasts a crew neckline, a flattering bodycon silhouette, and a midi-length hem. Complete the look in stiletto heels and a purse!

    Fit & Features

    • Abstract print, mesh fabric, soft knit lining
    • Crew neckline
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5819

    Category Name: Midi Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Whimsical Beauty Abstract Print Midi Mesh Corset Dress

    Make a mesmerizing impression with a ruched mesh midi dress that features a gorge abstract watercolor print, a sleeveless square neckline with adjustable straps, and a hidden corset with boning for additional structure. Complete your date night outfit with heels. 

    Fit & Features

    • Sheer mesh fabric with knit lining, plenty of stretch
    • Abstract watercolor print
    • Sleeveless square neckline, hidden corset bodice and boning
    • Adjustable spaghetti straps, back zipper with hook-eye closure
    • Ruching, side slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3348

    Category Name: Midi Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dangerous Romance Chain Midi Dress

    Turn the heat all the way up. This cowl neck midi features metallic chain straps, a figure-flattering fit, and a sultry back detail that makes every exit just as striking as your entrance.

    Fit & Features

    • Smooth knit stretchy fabric
    • Cowl neckline
    • Chain halter strap
    • Open back detail
    • Side slit
    • Curve-hugging fit, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000552

    Category Name: Midi Dresses

    Price: $38.90

    Availability: In Stock

    Available Color: RED

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Set The Tone Halter A-Line Floral Midi Dress

    Set the tone for spring dressing in this halter floral midi dress designed in a statement A-line silhouette perfect for brunch, garden parties, and day dates!

    Fit & Features

    • Floral print, woven fabric, woven lining
    • Sweetheart halter neckline, tie-back design
    • Back zipper and hook-eye closure
    • A-line silhouette
    • Flowy midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3969

    Category Name: Midi Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek Sophistication Sleeveless Ruched Midi Dress

    A sophisticated mesh midi dress perfect for cocktail hour! It features a strapless sweetheart neckline, chic cowl overlay, and bodycon fit. Pair with heels and a clutch.

    Fit & Features

    • Sheer mesh fabric with knit lining, plenty of stretch
    • Strapless surplice sweetheart neckline, V-wired accent, no-slip strip
    • Draped cowl neck overlay
    • Back zipper with hook-eye closure
    • Ruched side and back seams
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3589

    Category Name: Midi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Glam Affair Sleeveless Ruched Midi Dress

    Fit & Features

    • Sheer mesh fabric with knit lining, plenty of stretch
    • Sleeveless sweetheart neckline with padded bust
    • Adjustable spaghetti straps
    • Ruched side seams
    • Midi-length hem
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3160

    Category Name: Midi Dresses

    Price: $48.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • One To Remember Strapless Pleated Satin Midi Dress

    You'll be the girl they'll never forget in this satin midi dress as a stunning bridesmaid, wedding guest, or attending a dressy soiree! Featuring a strapless sweetheart neckline with pleating, this midi dress exudes elegance. The form-hugging silhouette accentuates your curves while the center back slit adds a touch of allure. Complete the look with dainty earrings and heels.

    Fit & Features

    • Satin fabric, bust knit lining, minimal stretch
    • Strapless sweetheart neckline with pleating
    • Center back slit
    • Form-hugging silhouette
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05101-3120

    Category Name: Midi Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All About You Ruched Mesh Midi Dress

    Sleek, sculpted, unstoppable—this midi dress sets the tone for every RSVP on your calendar. The ruched mesh hugs in all the right places, serving body and confidence with zero effort.

    Fit & Features

    • Sheer mesh fabric with knit lining, high stretch
    • Sleeveless sweetheart neckline
    • Thin shoulder straps
    • Ruching
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000657

    Category Name: Midi Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: NAVY

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

    Product Badge:
    • New Arrival
  • Chic Trendsetter Knit Chiffon Drop Waist Midi Dress

    This trendy midi dress features a sleeveless mock neckline, tank shoulder straps, and a V-shaped drop waist design. The midi-length A-line silhouette is accented with a shirred sheer chiffon overlay for an effortlessly chic look.

    Fit & Features

    • Smooth knit lined fabric
    • Mock neckline, tank shoulder straps
    • Back zipper closure
    • V-shaped drop waist
    • Sheer chiffon overlay with shirring
    • Midi-length A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3691

    Category Name: Midi Dresses

    Price: $11.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ellen Lace-Up Halter A-Line Midi Formal Dress

    Special Occasion

    A timeless beauty with modern allure, the Ellen jacquard halter midi formal dress flatters with its plunging neckline and softly flared skirt. The lace-up back detail adds just the right touch of sophistication for dinners, weddings, or any elegant soirée.

    Fit & Features

    • Jacquard woven fabric
    • Halter V-neckline
    • Lace-up back design
    • Hidden side pockets
    • A-line silhouette, midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, bridal celebrations, engagement parties, rehearsal dinners, birthdays, milestone celebrations, dinner parties, fancy brunches, debutantes, formal events

    Style Number/Barcode: 05001-000207

    Category Name: Midi Dresses

    Price: $79.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Strike A Pose Long Sleeve Halter Midi Dress

    Strike a pose in this long sleeve midi dress at dinners or events. The dress boasts a unique off-the-shoulder halter V-neckline for a trendy allure while the bodycon fit accentuates your figure. Complete the look in sleek stiletto heels.

    Fit & Features

    • Smooth knit fabric with partial knit lining, plenty of stretch
    • Off-the-shoulder halter V-neckline, surplice design
    • Adjustable halter neck ties
    • Long fitted sleeves
    • Ruching
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3751

    Category Name: Midi Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Raise The Bar Ribbed Knit High Slit Midi Dress

    Raise the bar in this knit high slit midi dress boasting a sultry off-the-shoulder neckline and a form-hugging fit. Pair with boots.

    Fit & Features

    • Ribbed knit fabric, plenty of stretch
    • Off-the-shoulder neckline
    • Fold over accent at bust
    • High side slit
    • Midi-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06005-2081

    Category Name: Midi Dresses

    Price: $7.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lovely Day Eyelet A-Line Midi Dress

    It'll be love at first wear in this strapless midi dress, perfect for shower celebrations, brunch, or parties! The intricate eyelet detailing adds a touch of romance while the flattering A-line silhouette accentuates your figure.

    Fit & Features

    • Eyelet woven fabric, woven lining
    • Strapless stretchy smocked neckline
    • A-line silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-6078

    Category Name: Midi Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free