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.
HomeMidi Dresses
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.
-
Cowl Do I Look Velvet Mini Dress
...Like a million bucks baby! Slip into this flirty velvet mini.
Fits & Features
-
Spaghetti Straps
- Cowl Neckline I Square Back
- Mini Length Silhouette With Front Slit
- Lined, Velvet Fabric
- Curve Hugging Fit I Moderate Stretch
- Zipper Not Included
Style Number/Barcode: 05101-0491
Category Name: Midi Dresses
Price: $13.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Spaghetti Straps
-
Easy Does Knit Midi Dress
Let your outfit do all the talking for you! Heat up your wardrobe with this knit midi
Fits & Features
- Scoop Neck
- Fitted Long Sleeves
- Faux Button Down Front
- Midi Length Silhouette I Front Slit
- Ribbed Knit I 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: 05102-0442
Category Name: Midi Dresses
Price: $12.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Remi Sequin Wrap Dress
Special Occasion
You'll be illuminating every room you walk into in our stunning Remi!
Fits & Features
-
Dual Spaghetti Straps I Surplice V Neckline
- Back Zip With Hook & Eye Closure
- Midi Length Silhouette With Wrap Design I Mini Length Lining
- Mesh Lined Fabric With Sequins Throughout
- Curve Hugging Fit I Ample Stretch
Model is 5'7" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0339
Category Name: Midi Dresses
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Dual Spaghetti Straps I Surplice V Neckline
-
Adalee Formal High Slit Satin Dress
Special Occasion
Keep it simply stunning in satin as you make your entrance in our Adalee dress! Her high slit brings an extra dramatic detail!
Fit & Features
- Cowl Neckline
- Adjustable Spaghetti Straps That Cross At The Back
- Zipper With Hook & Eye Closure At Back
- Midi Length Silhouette With High Slit
- Lined Satin
- Form Hugging Fit | 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: 05001-0300
Category Name: Midi Dresses
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Valentina Ruched Satin Dress
Special Occasion
Make a stylish statement in our lovely Valentina!
Fits & Features
-
Spaghetti Straps That Cross & Lace-Up At The Back I Back Zip With Hook & Eye Closure
- Plunging V Wire Neckline I Pleating Detail At Bust
- Midi Length Silhouette I Ruching Accent I Side Slit
- Satin-Like Fabric
- Curve Hugging Fit I 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: 05001-0336
Category Name: Midi Dresses
Price: $29.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Spaghetti Straps That Cross & Lace-Up At The Back I Back Zip With Hook & Eye Closure
-
Yvette Deep V Midi Dress
Special Occasion
Sparkle and shine in our glamourous Yvette! You'll be looking your absolute best in her glistening silhouette.
Fits & Features
-
Spaghetti Straps That Cross At The Back
- Plunging V Neckline I Padded Bust
- Back Zip With Hook & Eye Closure
- Midi Length Silhouette I Side Slit
- Glitter Woven Fabric
- Curve Hugging Fit I Moderate Stretch
- Glitter May Transfer
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: 05001-0343
Category Name: Midi Dresses
Price: $19.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Spaghetti Straps That Cross At The Back
-
Sheila Lace-Up Satin Midi Formal Dress
Special Occasion
Silky satin crafts the elegant Sheila midi formal dress perfect for bridesmaids, wedding guests, or a dressy banquet! The sleeveless dress boasts a flattering V-neckline with wide shoulder straps that shape the head-turning lace-up open back while the faux wrap bodycon silhouette shows off your figure. Pair with earrings and heels.
With a smooth, luminous finish, this dress was made to shine. Keep the luxe look going with breathtaking satin prom dresses or go for a sophisticated statement with our wedding guest dresses.
Fit & Features
- Silky satin fabric, sewn-in knit lining
- V-neckline, padded bra cups
- Wide shoulder straps
- Lace-up open back, lower zipper and hook-eye closure
- Faux wrap bodycon silhouette, front slit
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05001-2634
Category Name: Midi Dresses
Price: $69.90
Availability: In Stock
Available Color: HUNTER
Available Size: XS, S
-
Florence Off Shoulder Satin Dress
Special Occasion
Tis' the season for dressing up! Show up to your soirees in our fabulous Florence.
Fits & Features
- Off Shoulder Design
- Back Zip With Hook & Eye Closure
- Sweetheart Wrap Neckline
- Midi Length Silhouette I Front Side Slit
- Satin-Like Fabric I Fully Lined
- Curve Hugging Fit I 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: 05001-0337
Category Name: Midi Dresses
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Malia Off Shoulder Ruched Dress
Special Occasion
Look captivating in our mesmerizing Malia! She'll hug you in all the right places and show off your figure!
Fits & Features
-
Off Shoulder Neckline With Mesh Fold-Over
- Unlined, Fitted Long Sleeves
- Midi Length Silhouette I Side Slit
- Mesh Fabric I Knit Lining I Ruching Throughout
- Curve Hugging Fit I Plenty Of Stretch
- Zipper Not Included
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0369
Category Name: Midi Dresses
Price: $34.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Off Shoulder Neckline With Mesh Fold-Over
-
Off Shoulder Trumpet Hem Midi Dress
Look trendy and chic to all your holiday outings with this fab off-shoulder dress!
Fits & Features
- Elastic Off Shoulder Neckline I Vertical Seams At The Bust
- Fitted Long Sleeves
- Midi Length Silhouette With Trumpet Hem
- Ponte Fabric
- Curve Hugging Fit I Plenty Of Stretch
Style Number/Barcode: 05101-0416
Category Name: Midi Dresses
Price: $9.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Off Shoulder Trumpet Hem Midi Dress
Look trendy and chic to all your holiday outings with this fab off-shoulder dress!
Fits & Features
- Elastic Off Shoulder Neckline I Vertical Seams At The Bust
- Fitted Long Sleeves
- Midi Length Silhouette With Trumpet Hem
- Ponte Fabric
- Curve Hugging Fit I Plenty Of Stretch
Style Number/Barcode: 05101-0365
Category Name: Midi Dresses
Price: $9.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Ribbed Off Shoulder Sweater Dress
We're such softies for soft sweaters. Cuddle up to this cozy and sweet sweater dress!
Fits & Features
- Off Shoulder Neckline
- Fitted Long Sleeves
- Midi Length Silhouette
- Ribbed Knit Fabric
- Form-Hugging Fit
- Ample Stretch
Style Number/Barcode: 06005-0275
Category Name: Midi Dresses
Price: $6.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Cowl It's Done Midi Dress
We're lovin' your style, babe. Show them how it's done in this bold midi
Fits & Features
-
Narrow Spaghetti Straps That Cross At The Back
- Cowl Neckline
- Midi Length Silhouette
- Smooth Jersey Knit I Fully Lined
- Curve Hugging Fit I Moderate Stretch
- Zipper Not Included
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05103-0453
Category Name: Midi Dresses
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Narrow Spaghetti Straps That Cross At The Back
-
Serious Sparkle Glitter Midi Dress
Okay, but this dress?! Now that's some serious sparkle!
Fits & Features
- Tank-Inspired Shoulder Straps
- Square Neck & Back I Back Zipper With Hook & Eye Closure
- Midi Length Silhouette I Slit At Center Back
- Lurex Knit Fabric
- Bodycon Fit I Moderate Stretch
Style Number/Barcode: 05101-0496
Category Name: Midi Dresses
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
It Girl Cowl Neck Midi Dress
This dress is made for an "it" girl like yourself!
Fits & Features
- Narrow Shoulder Straps That Cross At The Back
- Cowl Neckline
- Midi Length Silhouette
- Smooth Jersey Knit I Lined
- Curve Hugging Fit I Bodycon Fit
- Zipper Not Included
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05101-0411
Category Name: Midi Dresses
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Annie Bodycon Wrap Satin Midi Formal Dress
Special Occasion
Embrace classy sophistication in the Annie satin midi formal dress designed in a flattering bodycon silhouette with a chic wrap hem.
With a smooth, luminous finish, this dress was made to shine. Keep the luxe look going with breathtaking satin prom dresses or go for a sophisticated statement with our wedding guest dresses.
Fit & Features
- Stretch satin fabric, bust knit lining
- Square neckline
- Wide shoulder straps
- Back zipper and hook-eye closure
- Bodycon silhouette
- Wrap midi-length hem
- Runs true to size
Where to Wear:
Weddings, dressy celebrations, date night, cocktail soirees, engagement parties, rehearsal dinners
Style Number/Barcode: 05001-000406
Category Name: Midi Dresses
Price: $54.90
Availability: In Stock
Available Color: MAUVE
Available Size: XS, S, M, L
-
Classy Lady Satin Midi Dress
Oh girl! Class and sass are what this midi is all about!
Fits & Features
- Adjustable Spaghetti Straps
- Bustier-Style Bodice
- Zipper With Hook & Eye At The Back
- Midi Length Silhouette
- Satin-Like Fabric I Fully Lined
- Bodycon Fit I Moderate Stretch
Style Number/Barcode: 05103-0438
Category Name: Midi Dresses
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
In A Ruche Mesh Midi Dress
A dress you'll want to rush right into! Flaunt and show off your curves in this sexy midi.
Fits & Features
- Adjustable Spaghetti Straps
- Plunging V Neckline I Square Back
- Zipper With Hook & Eye Closure At Back
- Midi Length Silhouette I Side Slit
- Ruching Throughout
- Lined, Mesh Fabric
- Curve Hugging Fit I Moderate Stretch
Style Number/Barcode: 05103-0706
Category Name: Midi Dresses
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
- Adjustable Spaghetti Straps
-
Feline This Leopard Midi Dress
Lovin' that look, girl! You're going to be feeling this mini dress as soon as you slip it on!
Fits & Features
- Adjustable Spaghetti Straps
- Cowl Neckline I Square Back
- Zipper With Hook & Eye Closure At Back
- Midi Length Silhouette With Front Slit
- Unlined, Satin-Like Fabric I Tonal Leopard Print Throughout
- Relax Fit I Minimal Stretch
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0401
Category Name: Midi Dresses
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Glitzy Goals Sequin Midi Dress
Go on and show 'em that glow! You'll be ringing in the New Year in style with our Glitzy Goals midi dress!
Fits & Features
- Adjustable, Narrow Spaghetti Straps That Cross At The Back
- Plunging V Neckline I Padded Bust
- Midi Length Silhouette
- Ribbed Knit Fabric I Iridescent Sequins Throughout
- Bodycon Fit I Ample Stretch
- Zipper Not Included
Style Number/Barcode: 05103-0522
Category Name: Midi Dresses
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Knit Girl Mock Neck Sweater Dress
When cozy meets chic. This midi is just what you need for that winter wardrobe!
Fits & Features
- Mock Neckline
- Fitted Long Sleeves
- Midi Length Silhouette
- Ribbed Knit
- Bodycon Fit I Ample Stretch
- Zipper Not Included
Style Number/Barcode: 06005-0569
Category Name: Midi Dresses
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Candace Crepe Midi Dress
Special Occasion
Up your evening outfit with our stunning Candace! She's the perfect little partner-in-crime for a date night or GNO!
Fits & Features
- Adjustable Spaghetti Straps
- Back Zip With Hook & Eye Closure
- Sweetheart Neckline With Deep Wire V At Center I Princess Seams
- Midi Length Silhouette I Front Slit
- Crepe Fabric
- Form-Hugging Fit
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0271
Category Name: Midi Dresses
Price: $29.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Velvet And Mesh Midi Dress
Glam up your look with this lovely dress! Her midi-length silhouette, soft floral patterns, and flirty thigh-high slit are a swoon-worthy combo.
Fits & Features
-
Plunging V Neckline
- Adjustable Spaghetti Straps With Cross Back Detail & Square Back
- Zipper With Hook & Eye Closure At The Side
- Midi Length Silhouette With Thigh High Slit
- Lined, Mesh Fabric With Burnout Velvet Floral Patterns
- Curve Hugging Fit I Moderate Stretch
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0297
Category Name: Midi Dresses
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Plunging V Neckline
-
Party Animal Leopard Midi Dress
Party's here. Stand out and get spotted in this purrrrr-fect dress!
Fits & Features
- Narrow Spaghetti Straps
- Plunging V Neckline I Empire Waist
- Zipper With Hook & Eye Closure
- Midi Length Silhouette I Small Slit At Center Back
- Faux Suede-Like Knit Fabric I Fully Lined
- Form Flattering Fit I Moderate Stretch
Style Number/Barcode: 05103-0705
Category Name: Midi Dresses
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance