Dark Cherry Outfits
Elevate your Winter style with dark cherry outfits that are incredibly chic and alluring. From cozy burgundy sweaters to wine-colored layering tops, these luxe fall outfits are all about embracing those deep, rich shades. Opt for a merlot sweater dress with a sleek blazer jacket that transitions effortlessly from day to night. Whether you’re layering up or going for a bold, monochrome look, these outfits will have you stepping out in sophisticated fall fashion that’s as cozy as it is chic.
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Elevate Your Winter Wardrobe With Dark Red Outfits
Make a bold statement this season with Windsor’s stunning collection of dark cherry outfits showcasing statement-making red apparel. From rich cherry red dresses to dark cherry outfits and deep burgundy shades, this collection offers perfect options for women's workwear, formal events, or Winter Formal. Explore a range of trendy pieces, including dark red skirts, tops, and all-occasion dresses. Complete your look with cropped sweaters, moto jackets, boots, beanies, purses, and more for a cohesive outfit. Capture trendy mob wife outfits for a vibe with an elegant touch.
Shop our updated collection of women's winter outfits at Windsor online, in-app, or in-store at over 350 retail locations in the US and Canada. Whether you're channeling classic glam or adding edge to your look, these outfits are ideal for creating the ultimate 2024-2025 Winter look.
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Sultry Night-Out Lace Trim Mesh Bustier Top
Create a sultry-chic night-out look with this bustier top designed with lined mesh and twill fabrics and a lace bust design. It features a sleeveless sweetheart neckline detailed with a mini bow, a ruched cowl draped overlay, lace adjustable spaghetti straps, and an angled mid-length hem with a form-hugging fit for that snatched silhouette.
Fit & Features
- Lined mesh and twill fabrics
- Lace bust design, sweetheart neckline, mini bow detail
- Ruched cowl draped overlay, underwire bust
- Lace adjustable spaghetti straps, back zipper closure
- Angled mid-length hem
- Form-hugging fit, flexible boning
- Runs true to size
Style Number/Barcode: 06003-2652
Category Name: Dark Cherry Outfits
Price: $32.90
Availability: In Stock
Available Color: BURGUNDY, BLACK, PINK, RED
Available Size: XS, S, M, L
Product Badge:- Best Seller
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Classic And Sleek Knit Off-Shoulder Long Sleeve Midi Dress
Classic and sleek, this stretchy knit midi dress features an asymmetric off-shoulder neckline with long fitted sleeves, ruching at the waist to accentuate your curves, and a bodycon silhouette. Style with stiletto heels for a chic outing!
Fit & Features
- Jersey knit fabric with plenty of stretch
- Asymmetric off-shoulder neckline
- Long fitted sleeves
- Ruched waist
- Midi-length bodycon fit
- Runs true to size
Style Number/Barcode: 05102-5977
Category Name: Dark Cherry Outfits
Price: $24.90
Availability: In Stock
Available Color: BLACK
Available Size: S, L
Product Badge:- Best Seller
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Star Formal One-Shoulder Mermaid Dress
Special Occasion
Seal in your formal look with a crepe dress that elevates your special evening outfit. Star features a one-shoulder neckline with a bow accent on the shoulder, a lightly pleated bodice, a high side slit, and a mermaid silhouette. The dress is composed of a lined crepe fabric that offers a form-hugging fit with a moderate stretch. Complete the look with a rhinestone collar and stilettos.
Fit & Features
- One-shoulder neckline, bow accent
- Lightly pleated bodice
- High side slit, mermaid silhouette
- Lined crepe fabric
- Form-hugging fit, moderate stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05002-1569
Category Name: Dark Cherry Outfits
Price: $29.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Julane Cowl Neck Ruched Mermaid Dress
Special Occasion
The Julane mesh long formal dress offers femme detail with lace trim and ruching to enhance your curves along the mermaid silhouette. Style with earrings.
Fit & Features
- Sheer mesh fabric with knit lining, plenty of stretch
- Sleeveless cowl neckline, unlined floral lace inset
- Adjustable spaghetti straps
- Back zipper with hook-eye closure
- Ruched side and back seams
- Floor-length mermaid silhouette
- Runs true to size
Style Number/Barcode: 05002-8706
Category Name: Dark Cherry Outfits
Price: $69.90
Availability: In Stock
Available Color: BURGUNDY, NAVY, OLIVE
Available Size: S, M, L, XL, XS
Product Badge:- Best Seller
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Alluring Look O-Ring Cutout Bodycon Mini Dress
Allure them all with your sultry-chic aura in this mini dress with smooth knit fabric offering plenty of stretch. It features a sleeveless V-neckline with tank shoulder straps, dual sleek O-ring accents followed by bold cutouts at the bodice and waist, and a short bodycon silhouette.
Fit & Features
- Smooth knit fabric with plenty of stretch
- V-neckline
- Tank shoulder straps
- Dual metal open O-ring accents, dual cutouts
- Ruching
- Mini-length bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5981
Category Name: Dark Cherry Outfits
Price: $36.90
Availability: In Stock
Available Color: BLACK
Available Size: S, M, L
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Becka Formal Mesh High Slit Long Dress
Special Occasion
Elevate your wardrobe with this chic Becka formal long dress for fancy soirees! Crafted from sheer mesh fabric for a luxurious look, the long dress features sheer long bell sleeves, a square neckline, and a slim silhouette that hugs your curves. The high-side slit allows you to move with ease, while the stretchy knit lining ensures comfort. Take your formal style to the next level with this exquisite piece. Complete the look with a sparkly hair accessory and heels.
Fit & Features
- Sheer mesh long bell sleeves
- Square neckline
- Curve-hugging, slim silhouette
- High side slit, long hem
- Mesh fabric, sewn-in knit lining, moderate stretch
- Bra friendly design
- Runs true to size
Style Number/Barcode: 05002-8798
Category Name: Dark Cherry Outfits
Price: $54.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M, L, XL
Product Badge:- Best Seller
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So Fierce Leopard Print Eyelash Knit Cropped Cardigan
Fit & Features
- Eyelash knit fabrication
- Button-down front
- Long sleeves
- Leopard print
- Cropped hem
- Runs true to size
Style Number/Barcode: 06005-2129
Category Name: Dark Cherry Outfits
Price: $39.90
Availability: In Stock
Available Color: LEOPARD
Available Size: XS, S, M, L
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Chic Showstopper Off-The-Shoulder Top
Fit & Features
- Smooth stretchy knit with front brushed knit lining, plenty of stretch
- Asymmetrical off-the-shoulder neckline
- Ruching
- Long fitted sleeves
- Fitted mid-length hem
- Runs true to size
Style Number/Barcode: 06001-5459
Category Name: Dark Cherry Outfits
Price: $26.90
Availability: In Stock
Available Color: WINE, TAUPE
Available Size: XS, S, M, L
Product Badge:- Best Seller
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Stop And Stun Off-The-Shoulder Midi Dress
Create a stunning moment in a midi dress that features an off-the-shoulder neckline, short dolman sleeves, and an asymmetrical high-side slit. Complete your date night outfit with stiletto heels
Fit & Features
- Smooth knit fabrication, moderate stretch
- Off-the-shoulder neckline
- Short dolman sleeves
- Asymmetrical high-side slit
- Midi length hem
- Runs true to size
Style Number/Barcode: 05101-3841
Category Name: Dark Cherry Outfits
Price: $38.90
Availability: In Stock
Available Color: BLACK
Available Size: S
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Glistening Beauty Glitter Satin Mini Dress
Glisten with beauty in this gorgeous glitter satin mini dress featuring a sleeveless square neckline with a flattering underbust seam, spaghetti straps, an open back with a chic cross-back strappy design, and a short A-line silhouette. Perfect for prom, style with rhinestone heels!
Fit & Features
- Glitter satin-knit fabric with knit lining, moderate stretch
- Square neckline, underbust seam
- Spaghetti straps
- Open back, cross-back elastic straps
- Mini-length A-line silhouette
- Runs true to size
Style Number/Barcode: 05101-3569
Category Name: Dark Cherry Outfits
Price: $34.90
Availability: In Stock
Available Color: BURGUNDY, NAVY
Available Size: S, M, L, XS
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Cozy Sparkle Rhinestone Ribbed Knit Sweater
Fit & Features
- Ribbed knit fabric
- Rhinestone embellishments
- Crew neckline
- Long sleeves
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06005-2120
Category Name: Dark Cherry Outfits
Price: $42.90
Availability: In Stock
Available Color: IVORY
Available Size: S, M, L
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Talia Pearl Mesh Cold-Shoulder Mini Dress
Special Occasion
The Talia mini dress is designed with airy sheer mesh fabric with a partial knit lining and all-over mini faux pearl embroidery for a luxe sheen. The short dress features a feminine sweetheart neckline with a cowl draped overlay, a cold-shoulder design with adjustable spaghetti straps and long fitted sleeves, and ruched seams to flaunt your stunning curves. Style with stiletto heels for your dressy affair!
Fit & Features
- Sheer mesh fabric with partial knit lining, plenty of stretch
- All-over tonal faux pearl embroidery
- Sweetheart neckline with cowl draped overlay, padded bust
- Cold-shoulder design, adjustable spaghetti straps, sheer long fitted sleeves, draped off-shoulder design
- Ruched side and back seams, back zipper with hook-eye closure
- Mini-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05001-2491
Category Name: Dark Cherry Outfits
Price: $59.90
Availability: In Stock
Available Color: BURGUNDY, IVORY
Available Size: XS, S, M, L
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Elevated Leopard Print Woven A-Line Midi Dress
Trendy and elevated, this leopard-printed woven midi dress features a sleeveless square neckline, adjustable spaghetti straps for a customized fit, and a partially smocked back for added stretch. The high front slit adds a bold vibe to the mid-length A-line silhouette.
Fit & Features
- Leopard print woven fabric
- Square neckline, underbust seam
- Adjustable spaghetti straps
- Partially smocked back design
- High front slit
- Midi-length A-line silhouette
- Runs true to size
Style Number/Barcode: 05102-5923
Category Name: Dark Cherry Outfits
Price: $49.90
Availability: In Stock
Available Color: BROWN
Available Size: S, M, L
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Briella Glitter Lace Cross-Back Mermaid Dress
Special Occasion
Serve gorgeous glamour at your black-tie affair in the Briella formal dress designed with a glitter lace fabric for a stunning shimmer. It features a sleeveless V-neckline with a padded bust for support, dual spaghetti straps that lead to an alluring open back with a cross-back strappy design, lower back ruching, and a floor-sweeping mermaid silhouette to highlight your curves.
Fit & Features
- Glitter lace fabric with lining
- V-neckline with padded bust
- Dual spaghetti straps
- Open back, cross-back strappy design
- High waist seam, lower back ruching
- Floor-length mermaid silhouette
- Runs true to size
Style Number/Barcode: 05002-8725
Category Name: Dark Cherry Outfits
Price: $69.90
Availability: In Stock
Available Color: WINE
Available Size: XS, S, M, L
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Preppy Casual Striped Knit Mock Neck Sweater
Fit & Features
- Soft knit fabric with ribbed hems, plenty of stretch
- Striped pattern
- Mock neckline
- Long sleeves
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06005-2247
Category Name: Dark Cherry Outfits
Price: $29.90
Availability: In Stock
Available Color: BLACK/WHITE
Available Size: S, M, L
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Milena Faux Pearl Mesh High Slit Mermaid Dress
Special Occasion
Luxe with a chic flair, the Milena formal dress is crafted with lined mesh fabric accented with all-over faux pearl embroidery. It features a sleeveless sweetheart neckline with a dainty ruffled trim, adjustable spaghetti straps for a customized fit, ruching to accentuate your gorgeous curves, and a floor-length mermaid silhouette with a high-cut side slit.
Fit & Features
- Sheer mesh fabric with knit lining
- Faux pearl embroidery
- Sweetheart neckline with ruffled trim, bust seam outline, padded bust
- Adjustable spaghetti straps, back zipper closure
- Ruched side and back seams
- Floor-length mermaid silhouette, high side slit
- Runs true to size
Style Number/Barcode: 05002-8826
Category Name: Dark Cherry Outfits
Price: $79.90
Availability: In Stock
Available Color: BURGUNDY, NAVY, WHITE
Available Size: XS, S, M, L, XL
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Twist Of Chic High-Slit Knit Midi Dress
Bring a twist of chic to the every day with a midi dress that features an asymmetrical one-shoulder neckline with a trendy twist shoulder accent and a daringly high side slit. Complete look with slingback shoes to take you from the office to happy hour!
Fit & Features
- Stretchy knit fabrication
- Asymmetrical one-shoulder neckline
- Twist shoulder strap accent
- High side slit
- Midi-length hem
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 05102-5983
Category Name: Dark Cherry Outfits
Price: $49.90
Availability: In Stock
Available Color: BROWN
Available Size: S, M, L
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Chic Flair Foiled Floral Knit Corset Mini Dress
Catch all the glances in this alluring corset mini dress designed with a sheer knit fabric with a partial lining and a foiled floral pattern for a chic feminine look. The short dress features an off-the-shoulder neckline with short sleeve cuffs, a sheer corset-style bodice with contrast piping and flexible boning, and ruched side and back seams to accentuate your stunning curves along the bodycon silhouette.
Fit & Features
- Sheer knit fabric with partial knit lining, plenty of stretch
- Foiled floral pattern
- Off-the-shoulder neckline, short sleeve cuffs
- Sheer corset bodice, contrast piping, flexible boning, high waist seam
- Ruched side and back seams, back zipper with hook-eye closure
- Mini-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05103-5786
Category Name: Dark Cherry Outfits
Price: $42.90
Availability: In Stock
Available Color: WINE
Available Size: XS, S, M, L
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Stylish Moves Over-The-Knee Stiletto Boots
Fit & Features
- Angled stiletto heel
- Faux microsuede material
- Over-the-knee height
- Pointed toe
- Partial inner zipper closure
- Back adjustable tie
- Runs true to size
Style Number/Barcode: 07402-1112
Category Name: Dark Cherry Outfits
Price: $46.90
Availability: In Stock
Available Color: BLACK, BROWN
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
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Basic Block Heels
These chic block heels will slay every outfit in your wardrobe. Step out in style in these ankle strap heels in a stylish brunch outfit or style them with a sultry date night look. The open-toe platform silhouette with a square-like block heel has a back zipper and an ankle strap. Complete the look in a cocktail dress for a semi-formal event!
Fit & Features
- Closed-back zipper
- Ankle strap
- Open almond toe
- Island platform
- Block heel
- Faux suede material
Style Number/Barcode: 07401-1128
Category Name: Dark Cherry Outfits
Price: $9.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Trendsetter High-Rise Wide-Leg Cargo Jeans
Fit & Features
- Denim fabric with tinted washed design
- High-rise waist
- Five-pocket and belt loop design
- Cargo side pockets with buckle straps
- Wide-leg fit
- Runs true to size
Style Number/Barcode: 06602-0534
Category Name: Dark Cherry Outfits
Price: $54.90
Availability: In Stock
Available Color: DARK, DENIM
Available Size: S, M, L
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Chic And Snatched Strapless Lace Trim Corset Top
Chic and snatched will be your vibe in this woven corset designed with a dainty lace trim at the strapless neckline. It features front hook-eye closures and flexible boning for structure, a lace-up back for a customized fit, and an angled cropped hem perfect for pairing with high-rise bottoms.
Fit & Features
- Smooth woven fabric with lace trim and knit lining, minimal stretch
- Strapless straight neckline
- Front hook-eye closures, flexible boning
- Lace-up back
- Angled cropped hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06003-2654
Category Name: Dark Cherry Outfits
Price: $36.90
Availability: In Stock
Available Color: PLUM
Available Size: S, M, L
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Kate Formal Crepe Midi Dress
Special Occasion
Keep your look simply elegant and polished in our essential Kate dress! She features an off-the-shoulder neckline, a fold-over accent, and princess seams leading to her figure-flattering midi-length silhouette with a sultry side slit. The dress is composed of a crepe fabric that offers a moderate stretch. Complete your look with a sleek clutch and rhinestone earrings.
Fit & Features
- Off-the-shoulder foldover neck
- Strapless bra recommended
- Vertical princess seams
- Midi-length silhouette with high side slit
- Crepe knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05001-4043
Category Name: Dark Cherry Outfits
Price: $14.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Staple Crew Neck Cropped Knit Cardigan
Bring your look together with a cropped knit cardigan that features a crew neckline, a button-down front, and fitted long sleeves. Pair with a pleated skirt and sneakers for a casual vibe!
Fit & Features
- Knit fabric with ribbed hems, plenty of stretch
- Crew neckline
- Button-down front
- Long sleeves
- Cropped hem
- Runs true to size
Style Number/Barcode: 06005-2142
Category Name: Dark Cherry Outfits
Price: $32.90
Availability: In Stock
Available Color: BURGUNDY, BLACK
Available Size: XS, S, M, L