Midi Dresses
Midi dresses strike that sweet spot between chic and effortless—perfect for brunch with the girls, date night plans, or showing up wedding-guest ready. From flowy A-line silhouettes to curve-hugging bodycon styles, these fits flatter in all the right places. Discover midis with open-back halters, strapless, corset, and bustier bodices that bring the allure, while luxe fabrics like silky satin, mesh with floral prints, and buttery-soft knits keep it elevated. Modern details like ruching, cutouts, and twisted necklines make every midi post-worthy and unforgettable.
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Midi Dresses
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.
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Spot On A-Line Midi Dress
Throw on a cozy knit sweater, add a pair of boots, and your outfit will be looking spot on! Showcasing a smudge spot print, the sleeveless bodice features adjustable shoulder straps and a v-neckline. Decorative buttons trail down the front, leading to a center split. Linen crafted, this dress features an A-line silhouette and offers little to no stretch. Zipper at center back.
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05102-0301
Category Name: Midi Dresses
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Enchanted Allure Velvet Corset Midi Dress
The velvet dress features a sweetheart neckline with lace trim, a corset bodice with flexible boning, fitted long sleeves, and a midi-length hem accented with a high side slit. Complete the semi-formal outfit with strappy stiletto heels.
Fit & Features
- Lined velvet fabrication
- Sweetheart neckline with lace trim
- Corset bodice with flexible boning
- Long sleeves
- High side slit
- Midi length hem
- Runs true to hem
Style Number/Barcode: 05101-3848
Category Name: Midi Dresses
Price: $44.90
Availability: Out of Stock
Product Badge:- Ships Free
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Long Sleeve Ribbed Mini Dress
Keep it cozy with this pretty knit dress! It features a plunging V neckline, long puff sleeves and a mini length silhouette. Dress is composed of a ribbed knit fabric that offers a form hugging fit.
Burgundy: Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Hunter: Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05102-0365
Category Name: Midi Dresses
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Turtleneck Long Sleeve Ribbed Knit Mini Dress
Bundle up to this ribbed knit mini for those cool nights. This cozy number features a turtleneck, long sleeves, scalloped hem, and mini length silhouette. The ribbed knit construction offers ample stretch. Zipper not included.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0308
Category Name: Midi Dresses
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cowl Neck Velvet Midi Dress
Make a statement in this velvety piece. It features fixed spaghetti straps dropping down to a trendy cowl neckline and leads right into a midi length silhouette. The garment is composed of a rib knit lining and offers a curve-hugging fit with moderate stretch.
Style Number/Barcode: 05101-0076
Category Name: Midi Dresses
Price: $9.97 $31.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Bouquet Toss Scuba Midi Dress
This scuba-crafted midi length dress is the prettiest pick! It showcases an all-over floral print design against a black background, scoop neckline, and back. The garment is a smooth woven construction, fully lined with a moderate stretch fit.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-0286
Category Name: Midi Dresses
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Burnout Flocked Velvet Midi Dress
Turn heads in this sparkly number! This dress features a plunging v-neckline, long sleeves, and a midi length silhouette. The garment is composed of burnout flocked velvet throughout, fully lined, and has a curve-hugging fit with a slight stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-0204
Category Name: Midi Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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One Sleeve Satin Midi Dress
Keep it stunning in sophisticated satin! Dress features a one shoulder neckline, a fitted long sleeve, princess seams at the bust and a midi length silhouette. Dress is composed of a lined satin-like fabric that offers a form hugging fit with a slight stretch. Includes a back zipper closure with hook and eye closure.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-0299
Category Name: Midi Dresses
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Basic Ribbed Knit Midi Dress
Dress up down or up with a basic midi this season girl! The dress features a mock neck, long sleeves and a midi length silhouette with a high side slit. Dress is composed of ribbed knit fabric that offers a form hugging fit with plenty of stretch. Perfect to pair with booties!
Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05102-0276
Category Name: Midi Dresses
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cosmic Chic Tie-Dye Knit Midi Dress
The ribbed knit dress features a scoop neckline, fitted long sleeves, a tie-dye pattern, and a midi-length hem accented with a center slit at the hem. Complete the look with ankle booties for a casually chic vibe.
Fit & Features
- Ribbed knit fabrication
- Scoop neckline
- Long sleeves
- Tie-dye pattern
- Center slit at back of hem
- Midi length hem
- Runs true to size
Style Number/Barcode: 06005-2132
Category Name: Midi Dresses
Price: $54.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Stunning Sophistication Satin Midi Dress
Mesmerize them all with this super gorge midi dress! It features a sleeveless bodice, a cowl neck, spaghetti straps that lead to a square back and a fitted bodice that leads to a midi length silhouette. Dress is composed of a lined satin fabric that offers a form hugging fit with a slight stretch. Zipper not included.
Style Number/Barcode: 05101-0277
Category Name: Midi Dresses
Price: $15.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sophisticated Enchantment Velvet Midi Dress
The velvet dress features a sleeveless sweetheart neckline, a pleated bodice, and a midi-length hem. Complete the look with rhinestone earrings for the perfect wedding guest outfit.
Fit & Features
- Velvet fabrication
- Sleeveless sweetheart neckline
- Pleated bodice
- Midi length hem
- Runs true to size
Style Number/Barcode: 05101-3733
Category Name: Midi Dresses
Price: $42.90
Availability: In Stock
Available Color: NAVY
Available Size: XS, S, M, L, XL
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Long Sleeve Ribbed Knit Midi Dress
Keep it cozy and chic this season with a basic midi! This must have features a turtleneck, long sleeves and a midi length silhouette. Dress is composed of ribbed knit fabric that offers a form hugging fit with a moderate stretch.
Style Number/Barcode: 05102-0344
Category Name: Midi Dresses
Price: $9.97 $25.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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The Essential Sweater Dress
Fall back on this essential sweater dress this season! It features a crew neck, long sleeves with ribbed cuffs and a midi length silhouette that pairs perfectly with booties! Dress is composed of a sweater knit fabric that offers a relaxed fit with a moderate stretch.Style Number/Barcode: 06005-0358
Category Name: Midi Dresses
Price: $18.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sleeveless Satin Scoop Midi Dress
Serve up a sassy look with sleek satin!
Fits & Features
- Scoop Neckline And Back
- Adjustable Spaghetti Straps
- Curve-Hugging Midi Length Silhouette
- Lined, Satin-Like Composition
- Minimal Stretch
Black: Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Gold: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 05101-0338
Category Name: Midi Dresses
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Glitter Spaghetti Strap Mini Dress
This bodycon features spaghetti straps, a deep v neckline, and a bodycon fit. Dress is composed of a glitter knit material that offers moderate stretch and hem hits right above the knee. Our favorite part is the sheen reflection that the glitter gives off when you catch the light!
Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05103-0408
Category Name: Midi Dresses
Price: $9.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Basic Ribbed Knit Midi Dress
Dress up down or up with a basic midi this season girl! The dress features a mock neck, long sleeves and a midi length silhouette with a high side slit. Dress is composed of ribbed knit fabric that offers a form hugging fit with plenty of stretch. Perfect to pair with booties!
Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05102-0275
Category Name: Midi Dresses
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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X Marks The Spot Midi Dress
Look no further for the perfect night out dress! The sultry midi features a sleeveless bodice, a V neckline and a double row of spaghetti straps that leads to a cross back design. The relaxed fit bodice leads to body hugging midi silhouette that falls slightly above the knee. Dress is composed of double lined coated satin fabric that offers a moderate stretch. Zipper not included.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-0278
Category Name: Midi Dresses
Price: $13.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Swept Away Sweetheart Midi Dress
Get swept away in stunning satin! The midi dress features a sleeveless bodice, a sweetheart neckline, wide shoulder straps and a curve hugging midi length silhouette that creates an hourglass illusion. Dress is composed of a lined satin fabric that offers a slight stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-0331
Category Name: Midi Dresses
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Long Sleeve Knit Midi Dress
Keep it basic this season! The midi dress features a V neckline, fitted long sleeves vertical stripes and a midi length silhouette that rests slightly above the knee. Dress is composed of a lined knit fabric with a form hugging fit with a slight stretch. Zipper not included.
Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05102-0395
Category Name: Midi Dresses
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Gaia Satin Off-The-Shoulder Wrap Midi Dress
Special Occasion
The Gaia formal satin dress features a sweetheart neckline with off-the-shoulder short sleeve accents, a ruched faux wrap silhouette, and a midi-length hem. Complete your cocktail outfit with block heels.
Fit & Features
- Stretchy satin-knit fabrication, top knit lining
- Off-the-shoulder neckline, short sleeve cuffs
- Sweetheart padded bust
- High waist seam
- Ruched faux wrap-front design
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05001-2511
Category Name: Midi Dresses
Price: $29.97 $59.90
On Sale: Yes
Availability: In Stock
Available Color: HUNTER
Available Size: XS
Product Badge:- Sale
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Floral Desire Trumpet Midi Dress
Bring on the florals babe! Designed with a v neckline, spaghetti straps that are adjustable, and a for fitting silhouette that leads to a ruffled trumpet high low hemline. Composed of a scuba material that offers moderate stretch and showcases a velvet floral pattern.
Style Number/Barcode: 05101-0125
Category Name: Midi Dresses
Price: $14.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Uma Heat-Stone Midi Dress
Special Occasion
Slay today and everyday after! Our Uma midi dress features a form fitting silhouette, a v neckline, and spaghetti straps that lead to a square back. She is composed of a knit material with a mesh overlay adorned in heat stones, and has a side slit detail. Mesh material offers moderate stretch.
Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0196
Category Name: Midi Dresses
Price: $19.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Scalloped Lace Trumpet Midi Dress
Bring the flare with this flirty midi dress! It features a sleeveless bodice, a plunging V neckline with scalloped lace trim, adjustable straps that cross at the back and a midi length silhouette with a flared trumpet hem. Dress is composed of a lined lace fabric that offers a relaxed fit with minimal stretch. Includes a back zipper closure.
Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05101-0304
Category Name: Midi Dresses
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance