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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Christa Sleeveless Velvet Wrap Midi Dress
Special Occasion
Bring elegance to your formal event in a velvet dress that features a sleeveless cowl neckline accented with floral appliques, adjustable spaghetti straps, and a wrap midi-length hem with a high slit. Complete look with a rhinestone clutch.
Fit & Features
- Velvet fabrication
- Sleeveless cowl neckline
- Floral appliques at bust
- Adjustable spaghetti straps
- Wrap silhouette, high slit
- Midi length-hem
- Runs true to size
Style Number/Barcode: 05001-2484
Category Name: Dark Cherry Outfits
Price: $59.90
Availability: In Stock
Available Color: WINE, BLACK
Available Size: XS, S, M, L
Product Badge:- Best Seller
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Sultry Mood Flocked Floral Mesh Cutout Mini Dress
This sultry curve-hugging mini dress is designed with airy sheer mesh accented with a velvet flocked floral pattern and a partial knit lining for coverage. It features a crew neck with a hook and bar closure, an alluring bust cutout followed by a lace-trim sweetheart neckline with a hook and bar closure, short cap sleeves, and a mini-length bodycon silhouette to flaunt your figure.
Fit & Features
- Sheer mesh fabric with velvet flocked floral pattern, partial knit lining
- Crew neck with hook and bar closure, bust cutout
- Sweetheart neckline with lace trim, hook and bar closure
- Short cap sleeves
- Mini-length bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5855
Category Name: Dark Cherry Outfits
Price: $36.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M
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Serving Sleek Square Neck Bodycon Midi Dress
Serve a gorgeous sleek silhouette in this brushed knit midi dress featuring a sleeveless square neckline, thin tank straps, and a midi-length bodycon fit to hug your curves. Style with hoop earrings and stiletto heels.
Fit & Features
- Brushed knit fabric with knit lining, plenty of stretch
- Square neckline
- Thin tank shoulder straps
- Midi-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05102-5975
Category Name: Dark Cherry Outfits
Price: $39.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: M, L
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Lillyanne Formal Satin Asymmetrical Midi Dress
Special Occasion
Enchant them all with the captivating Lillyanne formal midi dress! She features a sleeveless bodice, a trendy cowl neckline, adjustable spaghetti straps for a customized fit, and a strappy cross-back design. Her high waist seam elongates your silhouette and leads to a mid-length skirt with an asymmetrical wrap hem creating a front slit. The midi dress is composed of a satin fabric that offers a curve-hugging fit with a moderate stretch. Complete the look with clear heels and a sleek satin clutch.
Fit & Features
- Sleeveless cowl neckline, adjustable spaghetti straps
- Strappy cross-back design
- Asymmetrical wrap skirt, back zipper closure
- High waist seam, midi-length hem
- Lined satin fabric, moderate stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05001-0807
Category Name: Dark Cherry Outfits
Price: $29.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Your Vibe Strapless A-line Mini Dress
This adorable strapless A-line mini dress is so your vibe! Designed with a stretchy lined knit fabric, it features a strapless straight-across neckline, chic pleated detailing at the bust, and a flirty flowy A-line silhouette on the mini-length hem. Style for a girl's night with statement earrings and strappy mules.
Fit & Features
- Stretchy knit fabric with knit lining
- Strapless straight neckline, no-slip strip
- Pleated bust
- A-line fit
- Runs true to size
Style Number/Barcode: 05103-5818
Category Name: Dark Cherry Outfits
Price: $32.90
Availability: In Stock
Available Color: WINE, IVORY, PINK, HUNTER, BROWN, BLACK, DENIM, SAGE, RED
Available Size: XS, S, M, L, XL
Product Badge:- Best Seller
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Bold Staple Long Sleeve Crop Top
Fit & Features
- Stretchy smooth knit fabrication
- Mock neck
- Fitted long sleeves
- Ruching
- Cropped hem
Shop Matching Midi Skirt: Bold Staple Ruched Asymmetrical Midi SkirtStyle Number/Barcode: 06001-5603
Category Name: Dark Cherry Outfits
Price: $22.90
Availability: In Stock
Available Color: HUNTER, CAMEL
Available Size: XS, S, M, L
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All That Glam Rhinestone Satin Cropped Corset
Fit & Features
- Woven-satin fabrication, minimal stretch
- Sleeveless wired v-neckline
- Flexible boning
- Adjustable spaghetti straps
- Studded rhinestone embellishments
- Hook and eye back closure
- Cropped hem
- Runs true to size
Style Number/Barcode: 06003-2683
Category Name: Dark Cherry Outfits
Price: $42.90
Availability: In Stock
Available Color: IVORY, RAISIN, BLACK, RED
Available Size: XS, S, M, L
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Bold Staple Ruched Asymmetrical Midi Skirt
Fit & Features
- Stretchy smooth knit-lined fabrication
- High-rise fit
- Ruching
- Asymmetrical high-side slit
- Midi length hem
- Runs true to size
Shop Matching Crop Top: Bold Staple Long Sleeve Crop TopStyle Number/Barcode: 06501-1118
Category Name: Dark Cherry Outfits
Price: $26.90
Availability: In Stock
Available Color: HUNTER, CAMEL
Available Size: XS, S, M, L
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She's A Showstopper Ruched Midi Dress
Make them stop and stare at this stunning dress that commands attention! The sleek midi dress features a trendy square neckline, sleek bungee straps, and a curve-hugging ruched midi silhouette. Complete your look with duster earrings for your night-out outfit.
Fit & Features
- Sleeveless square neckline, bungee straps
- Strapless bra recommended
- Side ruched detailing
- Midi-length bodycon silhouette
- Smooth knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-0848
Category Name: Dark Cherry Outfits
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Layered In Glam Ribbed Knit Long Sleeve Maxi Dress
Nail that layered look in a ribbed knit dress featuring a plunging square neckline, a bralette inset with lace trim, fitted long sleeves, and a maxi-length hem with a back slit accent. Complete the look with trendy ankle booties for the ultimate vibe.
Fit & Features
- Ribbed knit fabrication, plenty of stretch
- Square neckline
- Bralette inset with lace trim
- Fitted long sleeves
- Long hem length
- Back slit
- Runs true to size
Style Number/Barcode: 05102-5848
Category Name: Dark Cherry Outfits
Price: $49.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Iconic Vibe Cold-Shoulder Mesh Mini Dress
Flaunt your gorgeous figure in this iconic mesh mini dress with a curve-hugging silhouette. It features a trendy cold-shoulder design with spaghetti straps and long fitted sleeves, a sweetheart neckline with a cutout below the bust and draped cowl overlay, and ruched side seams for a flattering fit.
Fit & Features
- Sheer mesh fabric with partial knit lining, plenty of stretch
- Cold-shoulder design, spaghetti straps, long fitted sleeves
- Sweetheart neckline, cutout, draped cowl overlay
- Back zipper with hook-eye closure
- Ruched side and back seams
- Mini-length bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5793
Category Name: Dark Cherry Outfits
Price: $34.90
Availability: In Stock
Available Color: BLACK, BURGUNDY
Available Size: XS, S, M, L
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Arlette Lace-Up High Slit Glitter Knit Midi Dress
Special Occasion
Chic and glam, the Arlette formal midi dress designed with shimmering glitter knit fabric will glitz up your cocktail party. It features a sleeveless sweetheart neckline with a built-in padded bust and a cowl draped overlay, thin tank straps, an open lace-up strappy back design for a customized fit, and a midi-length bodycon silhouette accented with a high front slit.
Fit & Features
- Glitter knit fabric with knit lining, moderate stretch
- Sweetheart neckline with padded bust, cowl draped overlay
- Thin tank shoulder straps
- Open lace-up back design
- High waist seam, high front slit
- Midi-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05001-2531
Category Name: Dark Cherry Outfits
Price: $59.90
Availability: In Stock
Available Color: WINE, NAVY
Available Size: XS, S, M, L
Product Badge:- Best Seller
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Susana Asymmetric Off-Shoulder Mermaid Dress
Special Occasion
The stunning Susana formal dress will have you radiating elegance! Susana's trendy asymmetric neckline adds a chic touch to her streamlined silhouette. Her wrap skirt reveals a flattering slit that lets you showcase your stylish heels. Make sure you bring a fab clutch to elevate your look.
Fit & Features
- Asymmetric off-shoulder slanted neckline, single shoulder strap
- High waist, floor-length mermaid silhouette
- Wrap skirt reveals front slit
- Crepe fabric, knit lining, moderate stretch
- Form-hugging fit
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05002-1726
Category Name: Dark Cherry Outfits
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Pretty Style Bell Sleeve A-Line Mini Dress
This adorable mini dress features a square neckline with a pleated draped overlay, long bell sleeves, and a flowy A-line silhouette for that effortlessly pretty vibe. The sleek knit fabric offers plenty of stretch for comfortable wear. Perfect for a formal party, style with stiletto heels.
Fit & Features
- Sleek knit fabric with knit lining, plenty of stretch
- Square neckline, pleated draped overlay
- Long bell sleeves
- High waist seam
- Mini-length A-line silhouette
- Runs true to size
Style Number/Barcode: 05101-3517
Category Name: Dark Cherry Outfits
Price: $42.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L, XL
Product Badge:- Best Seller
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Sleek Moves Faux Leather Stiletto Heels
Fit & Features
- 3.5" Stiletto heel
- Patent faux leather material
- Open square toe, dual toe strap design
- Dual adjustable ankle strap design, buckle detail
- Closed back
- Padded insole
- Runs true to size
Style Number/Barcode: 07401-5066
Category Name: Dark Cherry Outfits
Price: $32.90
Availability: In Stock
Available Color: WINE, GOLD
Available Size: 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
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Mesmerizing Glam Abstract Ruched Midi Dress
Step out and mesmerize in a midi dress that features a sleeveless square neckline, ruching throughout to enhance curves, and an abstract marble print. Complete look with strappy heels for a look that's ready for date night!
Fit & Features
- Lined mesh fabrication
- Sleeveless square neckline
- Ruching
- Abstract marble print
- Midi length hem
- Runs true to size
Style Number/Barcode: 05102-5937
Category Name: Dark Cherry Outfits
Price: $36.90
Availability: In Stock
Available Color: TAUPE
Available Size: XS, S, M, L
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So Glam Rhinestone And Bow Sheer Tights
Fit & Features
- Sheer nylon fabrication
- High rise waist
- Mini rhinestones
- Mini bows
Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07306-0343
Category Name: Dark Cherry Outfits
Price: $12.90
Availability: In Stock
Available Color: BLACK
Available Size: S/M
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Glossy Glam Coated Faux Leather Skinny Pants
Fit & Features
- Coated faux leather fabric, moderate stretch
- High-rise waist
- Single button and hidden zipper closure
- Faux front pockets, back pockets
- Skinny-leg fit
- Pants in size small have a 10" front rise with a 30" inseam
- Runs true to size
Style Number/Barcode: 06402-1460
Category Name: Dark Cherry Outfits
Price: $32.90
Availability: In Stock
Available Color: WINE
Available Size: S, M, L, XL
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Essential Suede Platform Heels
Strap on these basic heels to take your style to the next level! These essential heels feature a closed-back, an adjustable buckle ankle strap and an open almond toe with a single toe strap, and a block heel. Complement your special occasion outfit in these statement-worthy shoes!
Fit & Features
- Closed-back
- Adjustable ankle buckle strap
- Open almond toe
- Single toe strap
- Block heel
- Composed of a faux suede material
- Runs true to size
Style Number/Barcode: 07401-1367
Category Name: Dark Cherry Outfits
Price: $9.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flawless Allure Cowl Neck Bodycon Mini Dress
Show off a flawless allure in this figure-flaunting mini dress! Designed with a sleek knit fabric with a fab sheen, this mini-length dress offers plenty of stretch so you can dance all night. The sleeveless bodice is shaped with a pleated cowl neckline for a chic draped effect and spaghetti straps. The pleating across the bodycon silhouette will accentuate your stunning curves. Style with metallic heels for a club night out.
Fit & Features
- Stretchy sleek knit fabric
- Sleeveless pleated cowl neckline
- Spaghetti straps
- Pleating
- Bodycon fit
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05103-5723
Category Name: Dark Cherry Outfits
Price: $35.90
Availability: In Stock
Available Color: RAISIN, BLACK, LIGHT, BLUE, FUCHSIA, SAGE, RUST, RED, PINK, HUNTER
Available Size: XS, S, M, L, XL
Product Badge:- Sale
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Luxe Shimmer Glitter Velvet Bodycon Mini Dress
Glitz up the night in this gorgeous mini dress designed with glitter velvet fabric for a luxe shimmer. It features a sleeveless square neckline with a built-in padded bust, tie-back halter straps, ruched side seams to accentuate your stunning curves, and a short bodycon silhouette.
Fit & Features
- Glitter velvet fabric with knit lining, moderate stretch
- Square neckline with padded bust, underbust seam
- Tie-back halter straps
- Partially open back
- Ruched side seams
- Mini-length bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5890
Category Name: Dark Cherry Outfits
Price: $42.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Fia Sleeveless Velvet Wrap Corset Mermaid Dress
Special Occasion
Make your grand entrance with a long velvet dress that elevates your special evening! The sleeveless dress features a sweetheart neckline, a corset-like bodice with boning, adjustable spaghetti straps, and a wrap mermaid silhouette. Complete with a luxe rhinestone jewelry set.
Fit & Features
- Velvet fabric with top knit lining, moderate stretch
- Sleeveless sweetheart neckline, structured padded bust
- Corset-like bodice, contrasting piping, flexible boning
- Adjustable spaghetti straps, back zipper with hook-eye closure
- High wrap silt
- Floor-length mermaid silhouette
- Runs true to size
Style Number/Barcode: 05002-8742
Category Name: Dark Cherry Outfits
Price: $79.90
Availability: Out of Stock
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Iconic Glam Half-Moon Shoulder Bag
Fit & Features
- Faux leather fabrication
- Top handle
- Top zipper closure
- Half-moon shape
- Metal hardware accents
Style Number/Barcode: 07203-2094
Category Name: Dark Cherry Outfits
Price: $26.90
Availability: In Stock
Available Color: IVORY
Available Size: NS
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Flirty Silhouette Lace Trim Plaid Mini Dress
Flirty and adorable, this plaid woven mini dress features a sleeveless sweetheart neckline with a dainty eyelet lace and ribbon trim and front bow detail, spaghetti straps, and a short form-hugging silhouette to highlight your curves. Style with hoop earrings and sleek mules.
Fit & Features
- Plaid woven-blend fabric with moderate stretch, knit lining at the bust
- Sweetheart neckline with lace and ribbon trim, front bow detail
- Ruched bust, underbust seam
- Spaghetti straps
- Mini-length form-hugging fit
- Runs true to size
Style Number/Barcode: 05102-5934
Category Name: Dark Cherry Outfits
Price: $35.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: S, M, L