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.

  • Stylish Reputation Halter Cutout Ribbed Knit Midi Dress

    It's easy to keep up with your stylish reputation with this ribbed knit midi dress! Perfect for vacation or weekend plans, this midi dress boasts a trendy halter neckline with tie straps, sultry side, and back cutouts that flaunt some skin, and a bodycon silhouette adorned with a front slit. Complete the look with sunglasses and a cute purse!

    Fit & Features

    • Ribbed knit fabric, moderate stretch
    • Halter neckline with tie straps
    • Cutout side and back
    • Front slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06005-2000

    Category Name: Midi Dresses

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jessie Sleeveless Midi Formal Dress

    Special Occasion

    Make major style moves in the stunning Jessie sleeveless midi formal dress. She features a cowl neckline, spaghetti straps, an empire waist seam, front ruched detailing, and a mid-length curve-hugging fit with a chic adjustable side slit. The smooth satin-knit fabric offers plenty of stretch. Complete your look with strappy heels and a sleek clutch.

    Fit & Features

    • Stretchy satin-knit fabric, lined bust
    • Sleeveless cowl neckline, spaghetti straps
    • Empire waist seam
    • Front ruching, side slit, adjustable drawstring
    • Form-fitting silhouette
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1195

    Category Name: Midi Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Date Night Allure Side Slit Midi Dress

    Give off an enticing allure on your next date night in this sleek knit midi dress! It features a sleeveless square neckline, thin tank shoulder straps, an asymmetric midi-length hem creating a thigh-high side slit, and a curve-hugging silhouette. The smooth knit fabric offers plenty of stretch. Complete the look with strappy stilettos.

    Fit & Features

    • Sleeveless square neckline
    • Thin tank shoulder straps
    • Asymmetric midi-length hem, high side slit
    • Curve-hugging fit
    • Knit fabric, full lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5057

    Category Name: Midi Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Attire Ruffle Trim Glitter Midi Dress

    This alluring ruffle trim glitter midi dress is the perf flirty attire for your next party! It features a sleeveless cowl neckline, spaghetti straps, ruching down the side seams, an asymmetric midi-length hem with a chic ruffled trim, and cascading ruffled accents down the sides. The glitter knit midi dress offers a bodycon silhouette to showcase your gorgeous curves. Style with rhinestone stiletto heels!

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Ruched side seams
    • Asymmetric midi-length hem, ruffled trim
    • Cascading ruffled accents
    • Bodycon silhouette
    • Glitter knit fabric, full-length sewn-in knit lining, plenty of stretch 
    • Runs true to size

    Style Number/Barcode: 05101-2793

    Category Name: Midi Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Amanda Wrap Satin Dress

    Special Occasion

    Drape yourself in our luxe Amanda satin midi dress! She features a spaghetti strap and halter design on the surplice V-neckline that shapes the fitted bodice. Her bodycon silhouette smooths and wraps around your curves and hits mid-calf with a sexy slit accent. The dress is composed of silky satin fabric with a moderate stretch. Complete the look in this midi-length dress with gold hoops.

    Fit & Features

    • Surplice V-neckline, halter spaghetti straps
    • Curve-hugging silhouette
    • Back zipper and hook-eye closure
    • Wrap style, midi-length hem
    • Lined stretch satin fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-0350

    Category Name: Midi Dresses

    Price: $29.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Impression Strapless Lace Midi Dress

    Make a chic impression in this gorgeous lace midi dress. It features a strapless V-wired neckline with a floral lace trim, a curve-hugging silhouette, a midi-length hem with matching floral trim, and a stylish back-slit accent. The sheer floral lace fabric includes a full-length lining. Perfect for brides, complete the look with a rhinestone jewelry set and platform heels.

    Fit & Features

    • Strapless V-wired neckline, floral lace trim
    • Back zipper and hook-eye closure
    • Curve-hugging fit
    • Midi-length hem, matching floral trim
    • Back slit accent
    • Sheer floral lace fabric, full-length knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2049

    Category Name: Midi Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Debut Floral Flocked Mesh Midi Dress

    Make a stylish debut at your next party in this stunning floral flocked mesh midi dress. It features a sleeveless cowl neckline, adjustable spaghetti straps, a midi-length hem with a back slit accent, and a slim-fit silhouette. The sheer mesh fabric features a floral velvet flocked burnout pattern and includes a nude-tone knit lining. Pair with a dainty layered necklace and clear heels.

    Fit & Features

    • Sleeveless cowl neckline, adjustable spaghetti straps
    • High waist seam, back zipper, hook and eye closure
    • Midi-length hem, back slit, slim-fit silhouette
    • Sheer mesh fabric, floral velvet flocked burnout pattern
    • Nude knit lining
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2549

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Back For More Ruffle Bow Midi Dress

    From the front, it’s sleek, from the back it’s full-on chic. The bow-and-train moment brings attitude without saying a word to this midi dress, perfect for any dressy occasion!

    Fit & Features

    • Smooth knit fabric, sewn-in knit lining, moderate stretch
    • V-neckline
    • Adjustable spaghetti straps
    • Low open back cut, statement bow with cascading train
    • Mermaid silhouette
    • Ruffled midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000268

    Category Name: Midi Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: WINE

    Available Size: XS, L, XL

  • Well Played Denim Bodycon Wrap Midi Dress

    Well played! This denim midi dress is the perfect pick for having all eyes on you. It features a square neckline, adjustable straps, and a side pleated seam that creates the bodycon silhouette with an asymmetrical wrap slit hem. Complete the look in cute stiletto mules for a day or night out!

    Fit & Features

    • Sleeveless square neckline, adjustable straps
    • Back zipper and hook-eye closures
    • Side pleated seam
    • Bodycon silhouette, asymmetrical wrap slit
    • Midi-length hem
    • Denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-5251

    Category Name: Midi Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Example V-Neck Belted Slit Midi Dress

    You'll be the best-dressed babe in this sultry-chic midi dress at cocktail parties! With its cap sleeves and plunge V-neckline, this dress is sure to turn heads. The belted waist accentuates your figure along the bodycon silhouette, while the front slit adds a touch of allure to the midi-length hem. Complete the look with sleek stiletto heels.

    Fit & Features

    • Smooth knit fabric
    • Plunge V-neckline
    • Cap sleeves
    • Belted waist
    • Bodycon fit
    • Front slit
    • Runs true to size

    Style Number/Barcode: 05101-3612

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flaunt It Strapless Bodycon Mesh Midi Dress

    Flaunt what you got in this strapless midi dress on a hot night on the town!  With a sleek and sexy strapless neckline, ruched seams that flatter your curves, and a sultry side slit, this bodycon dress will have all eyes on you. Complete the look with rhinestone earrings and stiletto heels.

    Fit & Features

    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Strapless neckline
    • Side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3355

    Category Name: Midi Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Made You Wink Floral Satin Midi Dress

    Make them wink at you in this floral satin midi dress - a perfect pick for weddings or dressy parties! Featuring a sleeveless square neckline, adjustable spaghetti straps, a side pleated seam, and a form-hugging silhouette with an asymmetrical wrap slit skirt. Complete the look in a pair of gorgeous heels.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Side pleated seam, form-hugging silhouette
    • Asymmetrical wrap slit, midi-length hem
    • Floral pattern
    • Lined stretchy satin fabric
    • Runs true to size

    Style Number/Barcode: 05101-3117

    Category Name: Midi Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

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

    Special Occasion

    You'll wow the crowd in the classy Marnie formal satin dress at banquet dinners or weddings! She features a corset-style bodice, a sweetheart neckline adorned with wide shoulder straps, a pleated and padded bust, flexible boning inserts, a flattering bodycon silhouette, a front slit, and a midi-length hem. The formal dress is composed of a silky satin-knit fabric with a luxe sheen and a moderate stretch. Complete the look in stiletto heels.

    Fit & Features

    • Sleeveless corset-style bodice
    • Sweetheart neckline, wide shoulder straps
    • Pleated and padded bust, back zipper and hook-eye closure
    • Flexible boning inserts
    • Bodycon silhouette, front slit, midi-length hem
    • Satin-knit fabric, sheen effect, knit lining at the top, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-1978

    Category Name: Midi Dresses

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Leave A Little Glitter Cowl Neck Midi Dress

    Leave a little sparkle in this glitter midi dress leaving banquets or holiday soirees! The knee-length dress features a flattering cowl neckline, spaghetti straps, and a form-hugging fit on a luxurious glitter diamond-patterned fabric with a stretchy knit lining. Complete the look with statement earrings and a bolero.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Form-hugging fit
    • Midi-length hem
    • Glitter diamond-pattern fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-3001

    Category Name: Midi Dresses

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Laina High Slit Satin Midi Dress

    Special Occasion

    Elevate the night in a midi dress that features a sleeveless cowl neckline, pleated bodice, tank shoulder straps, a high side slit, and a partially open back with a twist-bar accent. Complete cocktail outfit with glitter block heels.

    Dripping in satin and pure sophistication, this dress turns heads effortlessly. Love that silky shine? Browse our luxe satin prom dresses or opt for a sleek silhouette with our formal dresses.>

     Fit & Features

    • Stretch satin fabrication, stretchy knit lining
    • Sleeveless cowl neckline, pleated bodice
    • Tank shoulder straps
    • High side slit
    • Partial open back with twist accent, back zipper closure
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05001-2586

    Category Name: Midi Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: WHITE, NAVY, BLACK, HUNTER

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

  • Adora Formal Sequin Midi Dress

    Special Occasion 

    Bring the glitz and shine to your evening with a formal dress that illuminates the night! Adora features a plunging V-neckline with padded cups, a double row of adjustable spaghetti straps, a cross-back design, a sequin scroll pattern, and a midi-length silhouette. The dress is composed of a lined mesh fabric that offers a form-hugging fit with minimal stretch. Complete the look with chrome heels and door-knocker earrings for ultimate glam!

    Fit & Features

    • Sleeveless V-neckline, padded cups
    • Double-row adjustable spaghetti straps
    • Cross-back design, lower back zipper and hook-eye closure
    • Midi-length silhouette
    • Sequin scroll pattern, lined mesh fabric, minimal stretch
    • Bra opitional
    • Runs true to size

    Style Number/Barcode: 05001-1333

    Category Name: Midi Dresses

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Obsession Glitter Mesh Midi Dress

    You'll be so obsessed with the glam vibes this glitter mesh midi dress brings! It features a sleeveless cowl neckline, spaghetti straps that lead to an alluring cross-back lace-up strappy design, ruching at the waist, a mid-length hem with a high-cut front slit, and a bodycon silhouette to flaunt your figure. The sheer glitter mesh fabric includes a full-length knit lining. Style this glitter mesh midi dress with metallic heels for a gorg night-out look.

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Cross-back lace-up strappy design, tie closure
    • High waist seam, ruching at the waist
    • Mid-length hem, high front slit
    • Bodycon silhouette
    • Sheer glitter mesh fabric, full-length knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2648

    Category Name: Midi Dresses

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bre Satin Ruched Midi Dress

    Special Occasion

    Keep it sultry and stunning in the gorgeous Bre satin midi dress! She features a sleeveless cowl neckline, spaghetti straps, ruched detailing down the center, a mid-length, curve-hugging silhouette, and a front slit to showcase some leg. The smooth satin-knit fabric offers a moderate stretch. Style this dress with rhinestone earrings and a sleek clutch.

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Strapless or adhesive bra recommended
    • Ruching down the center
    • Midi-length, form-hugging fit
    • Front slit
    • Satin-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-0879

    Category Name: Midi Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fine Like Wine Satin Sleeveless Midi Dress

    Pour yourself into this fine satin midi dress! It features a sleeveless square neckline, adjustable spaghetti straps, a bodycon silhouette, a center back slit, and a midi-length hem on silky satin fabric that gives you a luxe look and has a stretchy knit lining. Complete the look with a sparkly clutch and mules for a dressy date or cocktail party.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Bodycon silhouette, midi-length hem
    • Center back slit
    • Silky satin fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2593

    Category Name: Midi Dresses

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Silhouette Bodycon Midi Dress

    This classic bodycon midi dress will create a stunning silhouette. It features a sweetheart neckline, short cap sleeves, a midi-length hem, and a curve-hugging fit. The brushed knit fabric offers plenty of stretch. Style this mid-length dress with sleek hoops and strappy heels.

    Fit & Features

    • Sweetheart neckline
    • Short cap sleeves
    • Midi-length hem
    • Form-hugging silhouette
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2230

    Category Name: Midi Dresses

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Piper V-Neck Bodycon Midi Formal Dress

    Special Occasion

    Every angle is a moment in the Piper formal midi dress, from the plunge V-neck to the strappy open back and wrap slit that sways with every step.

    Fit & Features

    • Smooth knit fabric, stretchy knit lining
    • Plunge V-neck
    • Wide shoulder straps
    • Strappy back
    • Front wrap slit
    • Bodycon fit, midi-length hem
    • Runs true to size

     

    Where to Wear:

    Homecoming, weddings, galas, black tie events, date nights, rehearsal dinners, engagement parties, red carpet occasions, formal dinner parties

    Style Number/Barcode: 05001-000441

    Category Name: Midi Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: RUST

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

  • Knit Talks Mock Neck Sleeveless Sweater Dress

    This knit sweater dress speaks for itself! Flaunt your classic style in this sleeveless dress featuring a ribbed mock neck, a flattering bodycon silhouette, and a mini-length hem with a flirty slit accent. Complete the look with a chic mini handbag and knee-high boots for a daytime outing!

    Fit & Features

    • Sleeveless
    • Ribbed mock neck
    • Bodycon silhouette
    • Slit accent
    • Mini-length hem
    • Stretchy sweater knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1726

    Category Name: Midi Dresses

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Leana Formal Satin Strapless Long Dress

    Special Occasion

    Look remarkably elegant in the Leana formal satin long dress to charm guests at weddings, banquets, or parties! She features a strapless neckline, a pleated asymmetrical overlay along the bodice, flexible boning for structure, and a flattering bodycon silhouette and center back slit. The formal maxi dress is crafted from a smooth satin fabric for a luxurious feel and offers a slight stretch. Complete the look in stiletto heels.

    Fit & Features

    • Strapless neckline, back zipper closure
    • Pleated asymmetrical overlay
    • Flexible boning
    • Bodycon silhouette, center back slit, long-length hem
    • Smooth satin fabric, slight stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7830

    Category Name: Midi Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Laced in Drama Floral Midi Dress

    Giving sultry, giving sculpted, giving can’t look away. With a bodycon fit, lace floral texture, and a daring front slit, this midi is made to turn every hallway into a runway.

    Fit & Features

    • Lace floral lined fabric
    • Square neck
    • Wide shoulder straps
    • Back zipper and hook-eye closure
    • Bodycon fit
    • Front slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000006

    Category Name: Midi Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: BURGUNDY

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