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
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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.
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That Girl Energy Cutout Tube Midi Dress
Steal the scene and leave them speechless. This sleek strapless midi hugs your curves with a smooth, sculpted fit perfect for date nights, parties, or whenever you’re feeling that girl energy.
Fit & Features
- Brushed knit soft fabric, knit lining, moderate stretch
- Strapless tube neckline
- Cutout back, lower ruched seam
- Bodycon silhouette
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05102-000176
Category Name: Midi Dresses
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Oh Snap Button Midi Dress
Be all over everyone's snaps in this midi dress! It has a scoop neckline, tank-style straps, and a row of faux snap buttons down the side of the skirt that leads to a side slit. Sweater dress has a comfortable slim fit and is composed of a ribbed knit fabric with plenty of stretch.Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06005-6308
Category Name: Midi Dresses
Price: $39.90
Availability: Out of Stock
Product Badge:- Clearance
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Plus Classic Midi Dress
Make it a formal affair with a classic burgundy dress to showcase plenty of elegance and grace! This timelessly flattering midi features a sleeveless bodice, a shallow V neckline and flattering princess seams along the bodice. The bodice leads to a versatile midi length skirt that naturally enhances curves while offering a moderate stretch. Dress is composed of a ponte-like fabric that is lined with a thin knit fabric. Includes back zipper closure.
Style Number/Barcode: 15101-0060
Category Name: Midi Dresses
Price: $9.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Plus Instant Classic Midi LBD
All you need is a classic LBD to make a sophisticated statement! This black dress features an off the shoulder neckline, a sweetheart bust, short sleeves and padded cups. The relaxed fit bodice leads to a curve hugging midi length flounce skirt. Dress is composed of a lined crepe fabric that offers a moderate stretch. Includes a back zipper closure.
Style Number/Barcode: 15102-0030
Category Name: Midi Dresses
Price: $14.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Plus From The Block Midi Dress
Where you from Lil' Mama? This cute dress has a flattering V neckline paired with thin straps and a sexy, bodycon fit with a small back slit. The garment is composed of a crepe fabric that offers a moderate stretch and is detailed with a multi-color block design.Model is 5'9" with a 44" bust, 37" waist and 47" hips. She is wearing a size 1X
Style Number/Barcode: 15102-0028
Category Name: Midi Dresses
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plus Basic Essentials Midi Dress
Sometimes less is more! This basic red midi dress can be kept casual or paired with accessories to dress it up! Throw on your favorite sunnies or wide brimmed hat to achieve beach worthy vibes! This dress features a scoop neckline, narrow shoulder straps and a soft to the touch fabric feel creating a curve hugging fit with plenty of stretch.
Style Number/Barcode: 15102-0020
Category Name: Midi Dresses
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plus Color Block Midi Dress
Showcase your va va voom curves in this flattering midi dress! It features a color block design, a sweetheart neckline with supportive padded cups, wide shoulder straps and a midi length silhouette. The burgundy dress is complemented with black and beige colored stripes that create a wowing hourglass illusion. Dress is composed of a partially lined crepe fabric that offers a curve hugging fit with a moderate stretch. Includes a back zipper closure.
Style Number/Barcode: 15101-0076
Category Name: Midi Dresses
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plus Kenia Formal Velvet Midi Dress
Special OccasionElevate your evening look with in luxe velvet as you make your entrance in our lovely Kenia dress! She features a black hue, an off the shoulder neckline with a wrap V neck bust, long sleeves and a midi length silhouette with a side slit. She is composed of a lined velvet fabric that offers a curve hugging fit with a moderate stretch.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 15001-0037
Category Name: Midi Dresses
Price: $29.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sleek Style Ribbed Midi Dress
Keep it sleek and stylin' with this yellow ribbed midi dress! It features a deep round neckline, spaghetti straps, and a traditional midi length. Ribbed knit offers plenty of curve hugging stretch.Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06005-6284
Category Name: Midi Dresses
Price: $36.90
Availability: Out of Stock
Product Badge:- Clearance
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Golden Hour Tropical Floral Mesh Midi Dress
Make it your moment to glow in this tropical floral midi dress during golden hour! Featuring a strapless neckline and ruched side seams, this dress flatters your silhouette with a form-hugging fit that leads to a flowy sheer hem.
Fit & Features
- Tropical floral print, mesh fabric, sewn-in brushed knit lining
- Strapless neckline
- Side ruched seams
- Form-hugging silhouette
- Sheer flowy midi-length hem
- Runs true to size
Style Number/Barcode: 05102-000024
Category Name: Midi Dresses
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Spiced Up Knit Midi Dress
Spice up your wardrobe in this season appropriate copper midi dress! This cozy sweater dress features an off the shoulder neckline, long fitted sleeves, a comfortable slim fit, and a flatter midi length. Dress is composed of a ribbed knit fabric that offers plenty of stretch.
Style Number/Barcode: 06005-5987
Category Name: Midi Dresses
Price: $15.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sleek And Sultry Midi Dress
Take the plunge in this sexy midi dress to get hearts racing! It features a royal blue hue, a plunging V neckline and narrow shoulder straps. The slim fit bodice leads to a curve hugging midi length silhouette to show off those va-va voom curves. Dress is composed of a crepe knit fabric.Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 05103-3555
Category Name: Midi Dresses
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Classic Chic Midi Dress
This dress will give you such a classic chic vibe! It features a sleeveless bodice, shoulder straps that lead to a strappy open back, a deep V neckline, a high front waistband, and a midi length with a front slit. The dress is composed of a crepe fabric with moderate stretch.
Model is 5'6" with a 34" bust, 24" waist and 37" hips. She is wearing a size small.
Style Number/Barcode: 05103-3559
Category Name: Midi Dresses
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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The Next Level Bodycon
Take your look to the next level in this wowing bodycon dress! It features a spring ready lavender color, a square neckline, wide tank-like straps and a midi length skirt with a sexy high slit. Dress is composed of a textured knit fabric that offers a form hugging bodycon fit to showcase curves!Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05103-3486
Category Name: Midi Dresses
Price: $10.00 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Get The Ponte Midi Dress
Get your point across in this bold midi dress! This sexy midi features an ivory hue, a plunging V neckline, narrow shoulder straps and an empire waist accent that leads to a curve hugging midi length skirt. Dress is composed of a curve hugging ponte knit fabric that offers a moderate stretch.
Style Number/Barcode: 05103-0022
Category Name: Midi Dresses
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sweet In Lace Midi Dress
Look sweet and sultry in this stunning lace midi dress! It features a strapless sweetheart neckline with padded cups, a back zipper closure, a front thigh slit, and a midi length. The black dress is composed of a sheer lace with a nude lining and offers a curve hugging fit and plenty of stretch.Model is 5'9" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05103-0066
Category Name: Midi Dresses
Price: $15.00 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Graceful Lace Open Back Midi Dress
Keep it graceful in elegant lace! This white midi dress features a plunging V neckline, narrow shoulder straps and an open back with a scalloped lace trim. Dress is composed of a combination ponte and lace fabric that offers a form hugging fit with a moderate stretch.Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05103-0006
Category Name: Midi Dresses
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Stripe It Right Midi Dress
Stripe it right with this oh so chic midi dress! It features a sleeveless bodice, adjustable spaghetti straps, a keyhole cut out, a high waistband, a hidden back zipper closure, a back slit, and a mid-length, form hugging fit. The ivory dress is composed of a woven fabric with minimal stretch and showcases a gray striped print.Model is 5'8" with a 33" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05102-3974
Category Name: Midi Dresses
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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All Eyes on You Lace Low Back Midi Dress
Soft girl era, but make it spicy. With a sheer midi hem, sultry low back, and flirty side slit, this is the “accidentally iconic” dress for nights out, beach dates, or brunches.
Fit & Features
- Stretch lace knit fabric, partially lined
- V-neckline, spaghetti straps
- Low back cut
- Curve-hugging silhouette
- Sheer midi hem, side slit
- Runs true to size
Style Number/Barcode: 05102-000222
Category Name: Midi Dresses
Price: $9.97 $46.90
On Sale: Yes
Availability: In Stock
Available Color: WHITE
Available Size: S, M, L
Product Badge:- Sale
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Linen Beauty Midi Dress
Be a total beauty in linen with this chic midi dress! It features a sleeveless bodice, adjustable spaghetti straps, a V neckline, a faux button down front, a back zipper and hook and eye closure, a back slit, and a full knit lining. The navy blue dress is composed of a woven linen fabric with no stretch.Model is 5'9" with a 33" bust, 24" waist and 35.5" hips. She is wearing a size small.
Style Number/Barcode: 05102-3913
Category Name: Midi Dresses
Price: $18.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Floral Fusion Midi Dress
Infuse your spring looks with pretty florals! This midi dress features a sleeveless bodice, a V neckline and narrow cross straps. Dress is composed of a smooth slate hued knit fabric adorned with a multi hued floral print. Garment offers a form hugging fit with a moderate stretch.
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.Style Number/Barcode: 05102-3743
Category Name: Midi Dresses
Price: $10.00 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Marvelously Midi Dress
You'll look mauve-ulous in this midi dress! It has a deep V neckline, spaghetti straps, a stretchy square back, and contrasting panels for a color block effect. Dress has a slim fit and is composed of an unlined crepe fabric with plenty of stretch.Model is 5'7" with a 32" bust, 24" waist and 37" hips. She is wearing a size small
Style Number/Barcode: 05102-3796
Category Name: Midi Dresses
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Button Like You Midi Dress
Button up in this one of a kind midi dress! The ivory dress features a V neckline, short sleeves with tie accents, princess seams a multi button down front with a tortoise shell hue, a cinching tie waist and a high low hemline with a ruffled trim. The back features a smocked fabric for a comfortable wear. Dress is composed of a lined lightweight woven fabric that offers a relaxed fit with a minimal stretch.Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 05102-0115
Category Name: Midi Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Frilly In Florals Midi Dress
Keep it flirty and frilly in florals this season! This ivory dress features a sleeveless bodice, a square neckline, ruffled shoulder straps and a midi length skirt with side slit. The all over dainty floral print features blue hues. Dress is composed of a linen fabric.Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05102-0063
Category Name: Midi Dresses
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free