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.

  • Midnight Muse Halter Midi Dress

    Serving sleek sophistication with a sultry twist, this ruched halter midi is your ticket to being the best-dressed at the party or cocktail soiree!

    Fit & Features

    • Mesh-lined fabric
    • Sweetheart halter neckline, with tie closure
    • Ruched bodycon silhouette
    • Center back slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000440

    Category Name: Midi Dresses

    Price: $48.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Invite Off-The-Shoulder Mesh Midi Dress

    Show up looking oh-so-chic at your next wedding or party in this off-the-shoulder midi dress! Designed with an airy mesh fabric with a knit lining, this mid-length dress will gorgeously flaunt your figure along the bodycon silhouette. The off-the-shoulder sweetheart neckline with a padded bust shapes the bodice, and the thin tank straps can easily be worn on the shoulder. Ruched detailing is accented at the bust and down the body of the dress to accentuate your curves. The asymmetric mid-length hem creates an alluring high side slit to showcase some leg. Complete your best-dressed guest look with clear heels.

    Fit & Features

    • Stretchy sheer mesh fabric with knit lining
    • Off-the-shoulder sweetheart neckline with padded bust
    • Tank shoulder straps, back zipper with hook and eye closure
    • Ruched bust design, ruched body
    • Asymmetric hem, high side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-2946

    Category Name: Midi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Blis Sleeveless Bodycon Knit Midi Dress

    Sit back and watch the compliments roll in when you're seen in this knit midi dress over the weekend! Crafted from a unique knit fabric offering a stretchy knit lining for comfort. It features adjustable spaghetti straps, a square neckline with a flirty bust tie, and a flattering bodycon midi-length silhouette. Complete the look in strappy sandals and a purse.

    Fit & Features

    • Unique knit fabric, stretchy knit lining
    • Adjustable spaghetti straps
    • Square neckline, bust tie
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5712

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Striped Halter Crochet Midi Dress

    Stay stylish in this striped crochet midi dress for a sunny day by the beach or on vacation! It features a flattering halter neckline, adjustable spaghetti strap ties, and a bodycon fit that accentuates your curves along the midi-length hem. Complete the look with sunglasses and a tote bag!

    Fit & Features

    • Striped pattern, crochet fabric, short knit stretchy lining
    • Halter neckline with spaghetti strap ties
    • Bodycon fit
    • Midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 06005-2032

    Category Name: Midi Dresses

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Getaway Bound Cutout Tropical Mesh Midi Dress

    You'll be ready for your trip with this tropical mesh midi dress! This dress features a square neckline, spaghetti straps, and a bodycon fit for a flattering silhouette. The side cutout drawstring adds a touch of fun while the side slit and midi-length offer a sultry feel. Complete the look in trendy sandals.

    Fit & Features

    • Tropical palm leaf print
    • Mesh fabric, stretchy knit lining
    • Spaghetti straps
    • Square neckline
    • Side cutout drawstring
    • Bodycon fit, side slit
    • Runs true to size

    Style Number/Barcode: 05102-5710

    Category Name: Midi Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Allure Mock Neck Ruched Mesh Midi Dress

    This curve-hugging ruched midi dress will bring a chic allure to your next party! Designed with a stretchy lined mesh fabric, it features a sleeveless halter mock neckline with a stylish draped detail, an open scoop-back design for a sultry touch, ruching down the side seams to flaunt your stunning figure, and a bodycon silhouette on the midi-length hem. Complete the look with metallic heels.

    Fit & Features

    • Stretchy sheer mesh fabric with knit lining
    • Halter mock neckline, back button closure
    • Open scoop-back design
    • Ruched side seams
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3434

    Category Name: Midi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Curves For Days Off-The-Shoulder Midi Dress

    Serve major curves in this off-the-shoulder midi dress at parties and dressy occasions! Featuring a flattering off-the-shoulder sweetheart neckline and a tie-front bust, this dress accentuates your figure in all the right ways. The cutout bodice adds a flirty charm, while the ruched seams and bodycon fit hug your figure for a sultry silhouette on mesh-lined fabric. Complete the look in stiletto heels.

    Fit & Features

    • Mesh fabric lined with stretchy knit
    • Back zipper and hook-eye closure
    • Tie-front bust, cutout bodice
    • Side ruched seams
    • Center back slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-2623

    Category Name: Midi Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortlessly Elevated Strapless Linen-Blend Dress

    Effortlessly elevated, this breezy linen-blend dress is such a summer staple. It features a strapless straight-across neckline, a secure back zipper closure, a ruched fitted high waist, hidden side pockets, and a flowy A-line mid-length silhouette for that relaxed casual-chic vibe. Style with espadrille sandals.

    Fit & Features

    • Linen-blend fabric
    • Strapless straight neckline
    • Back zipper hook-eye closure
    • Ruched high waist
    • Side pockets
    • A-line fit, mid-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5823

    Category Name: Midi Dresses

    Price: $20.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Deets Cap Sleeve Open Twist Back Midi Dress

    This crew neck midi dress may look basic from the front but the open back reveals sultry deets! Featuring classic cap sleeves and a twisted open back design to flaunt some skin, and a bodycon silhouette that hugs your curves. Complete the look with a clutch for a dinner party!

    Fit & Features

    • Brushed knit fabric lined with stretchy knit
    • Crew neckline
    • Twisted open back
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5754

    Category Name: Midi Dresses

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elena Corset Satin Midi Formal Dress

    Special Occasion

    Sculpted elegance meets subtle shimmer in the Elena, a dress designed to own the spotlight with quiet confidence. Featuring a sheer mesh corset bodice with flexible boning, intricate embroidery, and sequins, this satin bodycon silhouette flows into a wrap slit midi hem that moves with effortless allure.

    Fit & Features

    • Stretch satin-lined fabric
    • Sweetheart neckline, padded bra cups
    • Adjustable spaghetti straps
    • Sheer mesh corset bodice, flexible boning, embroidery, sequins
    • Back zipper and hook-eye closure
    • Bodycon wrap slit silhouette, midi-length hem
    • Runs true to size

     

    Where to Wear:

    Homecoming, weddings, birthdays, date nights, engagement parties, rehearsal dinners, cocktail parties, red carpet occasions

    Style Number/Barcode: 05001-000147

    Category Name: Midi Dresses

    Price: $69.90

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: XS, S, M

  • Vibrant Side Geometric Print Bodycon Midi Dress

    Unleash your vibrant side in this stunning geometric midi dress on vacation, during weekend getaways, or at pool parties! Designed with a smooth knit fabric that effortlessly hugs your curves, it features a halter V-neck, open back, and center front slit for a trendy allure.

    Fit & Features

    • Smooth knit fabric, high stretch
    • Geometric tropical print
    • Sleeveless halter surplice V-neckline, open back
    • Ruching
    • Center front slit accent
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3413

    Category Name: Midi Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sloan Formal Sequin Lace-Up Midi Dress

    Special Occasion

    Stroll in looking like a vision of romance in the Sloan formal sequin midi dress as the bride-to-be, birthday girl, or holiday party guest! She features a plunge illusion V-neckline with a sheer mesh insert, spaghetti straps that shape the open lace-up back design, a flattering bodycon silhouette, and a center back slit along her midi-length hem. Crafted from brilliant sequins, this formal dress is composed of a lightweight mesh fabric with a stretchy knit lining. Complete the look with faux pearl earrings and block heels!

    Fit & Features

    • Sleeveless plunge illusion V-neckline, sheer mesh insert
    • Spaghetti straps, open lace-up back design
    • Back zipper and hook-eye closure
    • Bodycon silhouette, center back slit, midi-length hem
    • Sequin embellished, mesh fabric, stretchy knit lining
    • Pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1637

    Category Name: Midi Dresses

    Price: $79.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rae Formal Satin Corset Midi Dress

    Special Occasion

    This Rae formal satin midi dress is truly a work of art! A blend of sophistication and playfulness, she features a timeless sleeveless V-neckline, while the wide shoulder straps, pleated bust, and flexible boning on the corset bodice present an elegant frame for your figure. The bodycon silhouette and front slit finish the look, making this midi-length dress a timeless fashion statement. The formal knee-length dress is composed of a silky satin fabric that gives you a luxe allure and offers plenty of stretch. Style the formal midi dress with fringe earrings for a rehearsal dinner or black tie party!

    Fit & Features

    • Sleeveless V-neckline, wide shoulder straps
    • Pleated bust, back zipper and hook-eye closure
    • Corset bodice, flexible boning
    • Bodycon silhouette, front slit, midi-length hem
    • Satin fabric, bust knit lining, moderate stretch
    • Sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1934

    Category Name: Midi Dresses

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Pick Ribbed Knit Bodycon Midi Dress

    This adorable midi dress is a perfect pick for leveling up your casual everyday looks! Designed with a stretchy ribbed knit fabric for comfortable wear, this mid-length dress features a classic sleeveless square neckline with thin tank shoulder straps. The curved underbust seam will accentuate your figure, while the bodycon silhouette will flaunt your gorgeous curves. Style this midi dress with a denim jacket and mules.

    Fit & Features

    • Stretchy ribbed knit fabric
    • Sleeveless square neckline
    • Thin tank shoulder straps
    • Curved underbust seam
    • Mid-length hem
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06005-1851

    Category Name: Midi Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Babe In Stripes Strapless Cutout Ribbed Knit Midi Dress

    Be a bold babe in this striped knit midi dress perfect for styling over your swimsuit or wearing alone. Featuring a strapless neckline and cutout bodice, this bodycon dress will hug your curves in all the right places. The stretchy ribbed knit fabric and midi-length hem add comfort and style, while the striped pattern adds a fun twist. Complete the look with sandals and sunnies!

    Fit & Features

    • Striped pattern
    • Stretchy ribbed knit fabric
    • Strapless neckline
    • Cutout bodice
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06005-1939

    Category Name: Midi Dresses

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Best Feeling Scoop Neck Cutout A-Line Midi Dress

    There's nothing better than enjoying a sunny day in this scoop neck midi dress! With adjustable straps and a stretchy smocked bodice with a flirty cutout, this dress offers the perfect look for any occasion. The A-line silhouette and midi-length hem add a touch of playful style. Complete the look with dainty earrings and sandals.

    Fit & Features

    • Modal blend woven fabric with lining
    • Adjustable spaghetti straps
    • Scoop neckline
    • Stretchy smocked bodice with cutout
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5718

    Category Name: Midi Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feelin' Glam Glitter Mesh Ruffled Midi Dress

    This gorgeous glitter mesh midi dress will have you feeling so glitzy and glam! It features a sleeveless cowl neckline, adjustable spaghetti straps with a cascading ruffled accent, an asymmetric midi-length hem with a ruffled design, and a form-hugging silhouette. The sheer glitter mesh fabric includes a short knit lining. Style this midi dress with rhinestone heels for school dances or banquets!

    Fit & Features

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps, ruffled accent
    • High waist seam
    • Asymmetric midi-length ruffled hem
    • Form-hugging silhouette
    • Sheer glitter mesh fabric, short knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2705

    Category Name: Midi Dresses

    Price: $6.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Crush-Worthy Strapless Denim Bodycon Midi Dress

    They'll all be crushing on you in the cutest denim bodycon midi dress! The cotton-blend denim fabric offers stretch and includes a comfy knit lining. This dress is shaped with a strapless scoop neckline featuring an angled design to accentuate your bust, with flexible boning at the bodice giving structure for a snatched look. The vertical seams down the front and back add a trendy touch to the curve-hugging silhouette. The back slit accent adds a sexy detail and allows for effortless movement. Style with a layered necklace and clear heels for your weekend plans!

    Fit & Features

    • Cotton-blend denim fabric with knit lining, moderate stretch
    • Strapless angled scoop neckline
    • Flexible boning
    • Back zipper with hook and eye closure
    • Back slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5453

    Category Name: Midi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classy Perfection Off-The-Shoulder Pearl Midi Dress

    Class it up in this picture-perfect off-the-shoulder midi dress adorned with faux pearl embellishments along a flattering bodycon silhouette. 

    Fit & Features

    • Faux pearl embellishments
    • Mesh fabric lined with stretchy knit
    • Off-the-shoulder sweetheart neckline
    • Padded bra cups
    • Side ruched seams
    • Bodycon silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4092

    Category Name: Midi Dresses

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE, LIGHT, BLUE

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • When Life Gives You Lemons Sweetheart A-Line Midi Dress

    This A-line midi dress is all you need to serve a sweet and sassy look this summer! With a flattering sweetheart neckline and puff sleeves, this A-line dress also features a built-in padded underwire bust and playful lemon print. The front slit and midi-length will have you twirling in style all day long! Complete the look in wedge sandals.

    Fit & Features

    • Lemon print, eyelet fabric, woven lining, no stretch
    • Sweetheart neckline
    • Built-in padded underwire bust
    • Back zipper and hook-eye closure
    • Front slit
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3295

    Category Name: Midi Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Smell The Garden Square Neck Floral Midi Dress

    Enter the fresh fragrance of this floral midi dress into your spring and summer lineup! With a square neckline and spaghetti straps, this dress will hug your curves in all the right places with its bodycon fit. The side ruched seams add more detail to this stylish midi-length dress. Complete the look in platform sneakers for a trendy allure.

    Fit & Features

    • Brushed knit stretchy fabric, floral print, knit lining
    • Spaghetti straps
    • Square neckline
    • Ruched side seams
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5562

    Category Name: Midi Dresses

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gabriella Formal Sequin Lace-Up Midi Dress

    Special Occasion

    Defined by sparkly wow-worthy details, the elegant Gabriella formal midi dress is made for celebratory occasions! She features a square neckline with non-slip grip lining and spaghetti halter straps with a button fastener, a padded bust, a lace-up back design, and a form-hugging silhouette with a flirty center back slit on the midi-length hem. The formal dress is designed with an iridescent sequin scroll embellished pattern that brings regal shine to mesh fabric and has a stretchy knit lining. Complete the look in stiletto heels for a rehearsal dinner or banquet!

    Fit & Features

    • Sleeveless square neckline, padded bust, non-slip grip lining
    • Spaghetti halter straps, button fastener
    • Lace-up back design, zipper and hook-eye closure
    • Form-hugging silhouette, center back slit, midi-length hem
    • Iridescent sequin scroll pattern, mesh fabric, stretchy knit lining
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1657

    Category Name: Midi Dresses

    Price: $14.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casually Flawless Crew Neck Textured Midi Dress

    Getting ready is a breeze with this casual crew neck midi dress for an effortlessly flawless vibe! Featuring classic cap sleeves and a flattering crew neck, this bodycon dress will hug your curves in all the right places down to the alluring midi-length hem on textured mesh fabric. Complete the look in platform sneakers.

    Fit & Features

    • Textured sheer mesh fabric
    • Stretchy slip lining with adjustable spaghetti straps
    • Crew neckline
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5625

    Category Name: Midi Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Beauty Chiffon A-Line Midi Dress

    Create a truly beautiful look for spring and summer weddings in this floral chiffon midi dress! The airy chiffon fabric showcases a blooming floral print and includes a stretchy knit lining for coverage. The tea-length dress is shaped with a sleeveless square neckline and adjustable spaghetti straps for a perfect customized fit. Smocking at the back provides added stretch and features a secure zipper closure. The fitted high waist seam flows out to a classic A-line silhouette with a front slit for extra movement. Style this pretty midi dress with sleek hoops and block heels.

    Fit & Features

    • Sheer chiffon fabric with stretchy knit lining, floral print
    • Sleeveless square neckline, no-slip strip, adjustable spaghetti straps
    • Stretchy smocked back, zipper with hook and eye closure
    • High waist seam, front slit
    • A-line silhouette
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05101-2356

    Category Name: Midi Dresses

    Price: $21.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale