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.
-
Miley Asymmetric Sequin Midi Dress
Special Occasion
Glisten from top to bottom with our shining Miley!
Fits & Features
- Adjustable Spaghetti Straps
- Surplice V Neckline I Square Back
- Back Zipper With Hook & Eye Closure
- Asymmetric Midi Length Silhouette I Mini Length Lining
- Mesh Lined Fabric I Vertical Sequin Pattern
- Curve Hugging Fit I Plenty Of Stretch
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0620
Category Name: Midi Dresses
Price: $29.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Genna Sequin Patterned Midi Dress
You'll fall head over heels for our gorgeous Genna sequin midi dress! She features a sleeveless deep V-neckline, dual adjustable spaghetti straps for a customized fit, a strappy lattice back design, and a mid-length, curve-hugging silhouette. The mesh fabric features stunning all-over sequin embroidery in a chic vintage-inspired pattern. Style this dress with clear heels.
Fit & Features
- Sleeveless V-neckline
- Dual adjustable spaghetti straps
- Lattice back design, tie closure
- Mid-length, form-fitting silhouette
- Back slit
- Mesh fabric, sequin embroidery
- Runs true to size
Style Number/Barcode: 05001-0309
Category Name: Midi Dresses
Price: $29.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Georgina Metallic Ruched Midi Dress
Special Occasion
With all that shine, you know you gotta show it off! Work your charm in our dazzling Georgina dress!
Fits & Features
- Spaghetti Straps I V Neckline
- Midi Length Silhouette I Ruching At The Side I Front Slit
- Nontransferable Glitter Woven Fabric
- Back Zipper With Hook & Eye Closure
- Moderate Stretch
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0368
Category Name: Midi Dresses
Price: $29.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Georgina Metallic Ruched Midi Dress
Special Occasion
With all that shine, you know you gotta show it off! Work your charm in our dazzling Georgina dress!
Fits & Features
- Spaghetti Straps I V Neckline
- Midi Length Silhouette I Ruching At The Side I Front Slit
- Woven glitter fabric
- Back Zipper With Hook & Eye Closure
- Moderate Stretch
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0367
Category Name: Midi Dresses
Price: $29.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Charmingly Perfect Floral A-Line Midi Dress
Step out in this charming and perfect floral midi dress to graduations, brunch, or shower celebrations! With adorable puff short sleeves, a flattering A-line silhouette, and a flirty front slit, you'll turn heads everywhere you go.
Fit & Features
- Floral print, woven fabric, stretchy knit lining
- Puff short sleeves
- Square neckline, bust tie
- Back zipper and hook-eye closure
- A-Line silhouette, front slit
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05101-4067
Category Name: Midi Dresses
Price: $11.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Trumpet Hem Bandage Dress
Hug and show off your curves in this sultry bandage dress! You'll love the way you look!
Fits & Features
- Elastic, Tank-Inspired Shoulder Straps
- Plunging V Neckline
- Bandage Straps At The Front Bodice
- Zipper At Back
- Trumpet Hem
- Ribbed Fabric
- Curve Hugging Fit I Moderate Stretch
Style Number/Barcode: 06005-0302
Category Name: Midi Dresses
Price: $17.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Endless Style Surplice Midi Dress
Make room in your closet cause this will be your go-to LBD! Want a dress-down look? Add a pair of sneakers! Dress it up by styling it with a bright pair of heels for a pop of color!
Fits & Features
- Spaghetti Straps
- Surplice Style V Neckline & Draped Back
- Midi Length Silhouette I Gathering Detail At The Side Seam
- Jersey Knit Fabric
- Curve Hugging Fit I Plenty Of Stretch
Style Number/Barcode: 05101-0497
Category Name: Midi Dresses
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Hear Meow-Out Leopard Midi Dress
Fiercely command a room with this bold mini dress! They'll be listening to every fashion tip you got
Fits & Features
- Adjustable Spaghetti Straps Cross At Back
- Cowl Neckline I Back Zip
- Midi Length Silhouette I Side Slit
- Woven Fabric I Leopard-Inspired Print
- Relax Fit I Minimal Stretch
Style Number/Barcode: 05102-0371
Category Name: Midi Dresses
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Gwen Heat Stone Midi Dress
Special Occasion
Bring all that sparkle and heat in our gorgeous Gwen!
Fits & Features
- Dual Spaghetti Straps
- Plunging V Neckline I Back Zip With Hook & Eye Closure
- Midi Length Silhouette I Side Slit
- Ruching Along Center Back & Sides
- Lined Glitter Lurex Fabric With Heat Stone Embellishments
- Curve Hugging Fit I Plenty Of Stretch
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0347
Category Name: Midi Dresses
Price: $39.97 $74.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Touch Of Lace Cowl Neck Midi Dress
Trust us when we say, you're going to want to add the Touch Of Lace midi dress to your LBD collection!
Fits & Features
- Spaghetti Straps That Cross & Lace-Up At The Back
- Cowl Neckline With Lace Underlay
- Midi Length Silhouette I Wrap Skirt
- Jersey Knit Fabric
- Curve Hugging Fit 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: 05101-0598
Category Name: Midi Dresses
Price: $13.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Hourglass Off Shoulder Ruched Midi Dress
Show off that hourglass shape with a curve-flattering off shoulder midi dress! Perfectly ruched for a flattering shape and modest with a touch of sexy!
Fit & Features
- Fold over off-shoulder neckline
- Long sheer sleeves
- Form-fitting silhouette
- Ruched detailing | Cinching back seam
- Midi hemline that hits over the knee
- Moderate stretch | Lined mesh material
Model is 5'4" with a 33" bust, 24.5" waist and 39" hips. She is wearing a size small.
Style Number/Barcode: 05101-0521
Category Name: Midi Dresses
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Zebra Front Slit Midi Dress
Make a bold first impression in this statement dress! Pair with your fave leather jacket and some heels for a cute OOTN!
Fits & Features
-
Adjustable Spaghetti Straps
- V Neckline I Back Zip With Hook & Eye Closure
- Lined At The Bodice
- Midi Length Silhouette I Front Slit
- Woven Fabric I Zebra Print Throughout
- Relax Fit I No Stretch
Style Number/Barcode: 05102-0368
Category Name: Midi Dresses
Price: $12.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Adjustable Spaghetti Straps
-
Floral Feeling Satin Midi Dress
Cupid might've struck us cause we're falling for this floral 'fit!
Fits & Features
-
Adjustable Spaghetti Straps
- Square Neckline & Back
- Back Zipper With Hook & Eye Closure
- Mini Length Silhouette I Slit At Front
- Lightweight Satin-Like Fabric I Textured, Tonal Floral Prints Throughout
- Form Hugging Fit I Minimal Stretch
Style Number/Barcode: 05101-0402
Category Name: Midi Dresses
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Adjustable Spaghetti Straps
-
Chic Look Square Neck Bodycon Knit Midi Dress
Show off a chic and sleek look at a rooftop bar in this bodycon midi dress! Designed with a stretchy double-lined knit fabric, this curve-hugging dress will flaunt your stunning figure with its bodycon silhouette. The mid-length dress features a sleeveless square neckline for a flattering look, tank shoulder straps, a closed-back design, and a back slit for added allure. Style with strappy stiletto heels.
Fit & Features
- Stretchy double-lined knit fabric
- Square neckline
- Tank shoulder straps
- Closed back
- Back slit
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05101-3399
Category Name: Midi Dresses
Price: $20.97 $46.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: XS
Product Badge:- Sale
-
Kateri Crepe Midi Dress
Special Occasion
Our Kateri is a show-stopper! Her body-lovin' fit will hug your every curve.
Fits & Features
-
Spaghetti Straps That Lace Up & Cross At The Back
- Plunging V Neckline
- Midi Length Silhouette With Front Slit
- Crepe Fabric
- Curve Hugging Fit
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0310
Category Name: Midi Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Spaghetti Straps That Lace Up & Cross At The Back
-
Floral Sweetheart Scuba Knit Midi Dress
Keep it sweet in lovely florals in this adorable knit midi dress!
Fit & Features
- Spaghetti straps
- Sweetheart neckline
- Padded bust
- Mid-length, curve hugging fit
- All over floral print
- Scuba knit fabric | Plenty of stretch
Style Number/Barcode: 05101-0067
Category Name: Midi Dresses
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
A Midi Moment Smocked Dress
Have your moment and strike a pose in this body-hugging midi dress!
Fits & Features
- Spaghetti Straps
- Ruffle-Trim At Square Neckline & Tiered Along The Bodice & Skirt
- Midi Length Silhouette
- Knit Body I Smocking Throughout
- Curve Hugging Fit I Plenty Of Stretch
Style Number/Barcode: 05101-0493
Category Name: Midi Dresses
Price: $18.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Bring That Floral Flair Midi Dress
Girl, bring that floral flair in this adorable printed midi dress!
Fit & Features
- Spaghetti straps
- V neckline
- Padded bust
- High waist seam
- Mid-length, curve hugging fit
- Scuba knit fabric | Plenty of stretch
Style Number/Barcode: 05101-0308
Category Name: Midi Dresses
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Casual Chick Mock Neck Mini Dress
Pair this basic necessity with some thigh-high boots, take cover with your fave jacket, and you're all ready for a night out!
Fits & Features
- Mock Neckline
- Long, Balloon Sleeves With Elastic Cuffs
- Mini Length Silhouette
- Lightweight Ribbed Fabric I Best Paired With Tonal Shaper
- Curve Hugging Fit I Ample Stretch
Style Number/Barcode: 05102-0559
Category Name: Midi Dresses
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Knit Mini Tie-Waist Sweater Dress
Keep it cute and cozy in a soft sweater dress that has an effortlessly classy finish!
Fit & Features
- High neckline
- Long flared sleeves
- Long hemline
- High waist slits
- Tie waist
- Knit material | Moderate stretch
Style Number/Barcode: 06005-0588
Category Name: Midi Dresses
Price: $21.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Slick With It Satin Midi Dress
Bb girl, you are killing it with this chic satin dress!
Fits & Features
-
Spaghetti Straps That Cross At The Back
- V Neckline
- Midi Length Silhouette I Ruching & Adjustable Tie At Side Hem
- Smooth Satin-Like Fabric I Lined
- Curve Hugging Fit I Moderate Stretch
- Zipper Not Included
Style Number/Barcode: 05101-0487
Category Name: Midi Dresses
Price: $15.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Spaghetti Straps That Cross At The Back
-
Feeling Artsy In Floral Slit Midi Dress
Walk like a work of art in this floral midi dress with a strapless neckline and front slit perfect for showing off your shoes!
Fit & Features
- Floral print, knit fabric
- Strapless neckline
- Front slit
- Hip-hugging fit
- Flowy midi-length hem
- Runs true to size
Style Number/Barcode: 05101-4073
Category Name: Midi Dresses
Price: $34.90
Availability: In Stock
Available Color: PLUM
Available Size: XS, S, M, L
-
Melody Velvet Midi Dress
Special Occasion
You'll be making a stunning impression in our luxe velvet Melody!
Fits & Features
- Spaghetti Straps
- Cowl Neckline I Square Back
- Midi Length Silhouette I Ruching & Side Slit
- Velvet Fabric I Fully Lined
- Curve Hugging Fit I Moderate Stretch
- Zipper Not Included
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0365
Category Name: Midi Dresses
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Warming Sign Midi Sweater Dress
All signs are pointing to *add to cart* with this cozy midi dress!
Fits & Features
- Off Shoulder Neckline
- Cuffed, Roomy Blouson Sleeves
- Midi Length Silhouette I Side Slit
- Midweight Ribbed Knit
- Comfortable Relax Fit I Plenty Of Stretch
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 05102-0558
Category Name: Midi Dresses
Price: $15.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance