Top Windsor Deals for September 2025

Start the season looking fab in this must have dress! The white dress features a sleeveless bodice, a V neckline, adjustable narrow shoulder straps and princess seams. The button down front features a tortoise shell hue, a tie waist belt and leads to a midi length silhouette with large side pockets. Dress is composed of a slightly sheer lined lightweight woven fabric that offers a form hugging 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 Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Lead The Way Midi Dress in White | Size: S | Woven Fabric

There's no such thing as a lazy day when you keep it casual and classy in this burgundy woven dress! It features a button up front leading to a V neckline, short flutter sleeves, a high waist seam with a tie belt, and a flowy, high-low skirt with a ruffle hem. Dress includes a short skirt lining and is composed of a woven fabric with no stretch. Free Shipping on All Orders Over $75. | Windsor Casually Classy Woven Dress in Burgundy | Size: S | Woven Fabric

Button up into this cute and casual linen midi dress! It features a sleeveless bodice, adjustable spaghetti straps, a square neckline, a back zipper and hook and eye closure, wooden faux buttons down the front, and a mid-length fit with a front slit. The black dress is composed of a linen fabric with a short knit lining and offers no stretch. Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Button Up Linen Midi Dress in Black | Size: XS | Knit Fabric

For the days you're feelin' mellow in yellow! This casual midi dress features a square neckline, spaghetti straps leading to a square back, a full vertical faux button up row that creates a leg slit, and a comfortable slim fit throughout. Dress is composed of a mustard yellow smooth knit fabric with moderate stretch. Model is 5'7 with a 34" bust, 24" waist, and 36" hips. She is wearing a size small. Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Mellow Days Midi Dress in Mustard | Size: XS | Knit Fabric

This dress has got your back when you need a dress for a night of fun! It has a mock neckline, an exposed back with strappy details, and a classy midi length. Dress is composed of an unlined textured knit fabric with a moderate stretch. Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Got Your Backless Dress in Black | Size: XS | Knit Fabric

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. Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Stripe It Right Midi Dress in Ivory | Size: S | Woven Fabric

Get a little feisty in this navy blue midi dress! It features a square neckline, spaghetti straps, a slim fit, and a short back leg slit for easy movement. Dress is composed of a faux leather snake print fabric that offers minimal stretch. Free Shipping on All Orders Over $75. | Windsor Snake Bite Midi Dress in Navy Blue | Size: XS | Leather

Let your body do the talking in this simply attractive bronzedress! It has a strapless neckline paired with a sexy, bodycon fit and revealing side slit. The tube dress is composed of a thin, slightly sheer knit fabric that offers a moderate stretch. Free Shipping on All Orders Over $75. | Windsor Simple Attraction Strapless Dress in Bronze | Size: XS | Knit Fabric

How ruche of you to wear this amazing black dress! The cute midi features a V neckline with a wrap style bodice, spaghetti straps, a ruched side detail and an asymmetrical hemline. The garment is composed of a lined crepe knit that offers a moderate stretch and has a flattering curve hugging fit. Model is 5'9 with a 32" bust, 24" waist and 36" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor How Ruche Midi Dress in Black | Size: XS | Knit Fabric

Act out during the weekend, but keep that class act during the week! This conservative burgundy dress will keep you in line. It features a sleeveless bodice with a high round neckline, an invisible back zipper closure, and a comfortable slim fit. Dress is composed of a crepe fabric that offers a moderate stretch. Dress is unlined. Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor A Class Act Dress in Navy Blue | Size: XS | Crepe Fabric

You'll be totally ready for your close-up in this star-worthy midi dress! It features a sleeveless bodice, spaghetti straps. a V neckline, a hidden back zipper closure, a sultry front slit, and a midi length. The black dress is composed of a silk-like fabric with no stretch. Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Ready For My Close-Up Midi Dress in Black | Size: S

Strike a sweet look in ruffles in this gorgeous black dress! It features a plunging V neckline, short ruffled sleeves and a daring open back with narrow criss-cross straps. The slim fit bodice leads to a midi length silhouette accented with a ruffled hemline. Dress is composed of a crepe fabric that offers a form hugging fit with a moderate stretch. Free Shipping on All Orders Over $75. | Windsor All Ruffled Up Midi Dress in Black | Size: XS | Crepe Fabric

Dance the night away in this bold terracotta pink midi dress. Dress features a curved, hi-lo flared hem, ruffle V neck, crisscross spaghetti straps, back zip, and decorative button-loop detail. Dress is made from a lightweight woven fabric with little to no stretch. Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Vintage Tango Flare Midi Dress in Rust | Size: S | Woven Fabric

Have a sweetly chic look with this gray houndstooth print midi dress! It features a sleeveless bodice, adjustable spaghetti straps, a V neckline, a hidden back zipper and hook and eye closure, a high waist seam, a front slit with a drawstring, and an asymmetrical hem. The dress is composed of a sheer lightweight woven fabric with a short white knit lining. Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Sweetly Chic Midi Dress in Grey | Size: S | Knit Fabric/Woven Fabric

Hit the tropics in this vacay ready midi dress! It features a sleeveless bodice, a plunging V neckline and narrow shoulder straps. The all over palm leaf print features taupe, mustard and rust hues. Dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor In The Tropics Midi Dress in Black | Size: XS | Knit Fabric

Chase your dreams in this flowy blue ruffle dress! It features an off the shoulder neckline with a ruffle pop over, a fitted bodice with a high waist seam and tie belt detail, a hidden side zipper closure, and a flowy skirt with a double-tiered, high-low hem. Dress is composed of a woven fabric with no stretch. Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Chasing Dreams Ruffle Dress in Blue | Size: XS | Woven Fabric

Draw all eyes on you the moment you enter the room in our wowing Maureen black dress! She features a one shoulder neckline, a fitted long sleeve, a ruched side seam and an asymmetrical hem. Dress is composed of a sheer mesh fabric that is complemented with a beige hued lining to create a flattering two-tone effect. 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. Special Occasion products cannot be returned to any retail locations. Free Shipping on All Orders Over $75. | Windsor Maureen Formal One Shoulder Dress in Black | Size: S | Mesh Fabric/Sheer Mesh Fabric

Showcase curves in this showstopping dress! The ivory dress features a sweetheart neckline, adjustable narrow straps, a narrow waist band accent and a trumpet midi silhouette. Dress is composed of a stretchy bandage ponte fabric that offers a curve hugging fit. Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Curves Ahead Bandage Midi Dress in Ivory | Size: XS

Tell them what you want in this tortoise velvet midi dress! It has a high square neckline, spaghetti straps, a high waist seam, and a slim fit throughout. A midi length skirt includes a short leg slit for easy movement. Dress is composed of an unlined velvet knit fabric with plenty of stretch. Free Shipping on All Orders Over $75. | Windsor Want It All Velvet Midi Dress in Navy Blue | Size: XS | Knit Fabric

We always leave the X back in this mauve dress! It features a V neckline, double bungee shoulder straps that cross at the back, a high waist seam, and a body-hugging fit. Dress is composed of an unlined crepe fabric that offers a moderate stretch. Free Shipping on All Orders Over $75. | Windsor Leave That X Back Dress in Black | Size: XS | Crepe Fabric