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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Attention-Worthy Camo Print Bodycon Mini Dress
Create an attention-worthy 'fit in this camo-printed woven mini dress featuring a strapless straight-across neckline accented with dual flap pockets, a secure back zipper closure, cargo-style pockets on each side, and a bodycon silhouette to showcase your curves. Complete the look with a bomber jacket and combat boots!
Fit & Features
- Camouflage printed twill woven fabric
- Strapless straight neckline, dual flap pocket accents
- Back zipper hook-eye closure
- Dual cargo flap pockets
- Mini-length bodycon fit
- Runs true to size
Style Number/Barcode: 05102-5909
Category Name: Dark Cherry Outfits
Price: $44.90
Availability: In Stock
Available Color: OLIVE
Available Size: XS, S, M, L
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Cintra Mesh Tulle Bustier Gown
Special Occasion
You've always dared to bare—especially at night! Consider our decidedly sultry Cintra dress for your next evening out. She features a sheer mesh bustier bodice with a cut-out back, a satin trim detail, hook and eye closures, and lined underwire cups attached to gold-tone chain link and adjustable spaghetti straps. Cintra has a zip-up tulle overlay skirt atop a black underlay with two sexy front slits. She is made from a mesh blend with little to no stretch. Pair this dress with gold statement earrings and a sleek clutch.
Fit & Features
- Sheer mesh bustier bodice
- Cut out back with hook and eye closures
- Built-in bust support, no bra required
- Gold-tone chain link straps
- Zip-up tulle overlay skirt
- Black underlay, two front slits
- A-line silhouette, minimal stretch
- Runs true to size
Style Number/Barcode: 05002-0126
Category Name: Dark Cherry Outfits
Price: $19.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Elegant Romance Flocked Velvet Off The Shoulder Mini Dress
Channel a romantic aura in a mini dress with an off-the-shoulder neckline, a foldover accent, ruching that enhances curves, and a gorge flocked velvet floral print. Pair the dress with a sleek clutch for the perfect date night outfit.
Fit & Features
- Lined mesh fabrication
- Off-the-shoulder neckline, foldover accent
- Flocked velvet floral pattern
- Ruching
- Mini length hem
- Runs true to size
Style Number/Barcode: 05101-3686
Category Name: Dark Cherry Outfits
Price: $42.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
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Bold Allure Faux Leather Mini Skirt
Fit & Features
- Faux leather fabrication
- Mid-rise fit
- High side slit
- Mini length hem
- Runs true to size
Style Number/Barcode: 06501-1080
Category Name: Dark Cherry Outfits
Price: $22.90
Availability: In Stock
Available Color: WINE
Available Size: XS, S, M, L
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Heidi Formal Lattice Dress
Special Occasion
Allure them in the chic Heidi dress to make a head-turning impression at your next special event. The formal dress features a sleeveless plunging V-neckline, a built-in padded bust for comfortable support, and dual spaghetti straps. The straps lead to a bold open back to show off a hint of skin and sleek lattice straps that let you adjust the fit. The bodice of the dress leads to a floor-length mermaid silhouette that is complemented with vertical seams to streamline your shape. Complete your outfit with rhinestone earrings and strappy stilettos.
Fit & Features
- Sleeveless V-neckline, dual spaghetti straps
- Built-in padded bust, adhesive bra recommended
- Open back, lattice design with tie closure
- Empire waist, vertical seams
- Floor-length mermaid silhouette
- Luxe satin-lined fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 05002-0162
Category Name: Dark Cherry Outfits
Price: $19.97 $59.90
On Sale: Yes
Availability: Out of Stock
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Trendy Status Corduroy Pleated Drop Waist Mini Skort
This trendy corduroy mini skort features a mid-rise fit with front button closures, an of-the-moment drop waist design, a short pleated A-line overlay with a side slit, and hidden fitted shorts. Style with a cable knit sweater and knee-high boots.
Fit & Features
- Corduroy fabric
- Mid-rise fit, three front button closures
- Drop waist design
- Mini-length pleated overlay, A-line fit
- Side slit
- Hidden fitted shorts
- Runs true to size
Style Number/Barcode: 06303-0283
Category Name: Dark Cherry Outfits
Price: $34.90
Availability: In Stock
Available Color: WINE
Available Size: XS, S, M, L
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Effortless Twist Metal Collar Necklace
Fit & Features
- Single-row
- Twisted metal design
- Lobster clasp closure
Style Number/Barcode: 07002-1984
Category Name: Dark Cherry Outfits
Price: $12.90
Availability: In Stock
Available Color: GOLD
Available Size: NS
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Simple Perfection Bodysuit
Your beauty is effortless! This cute bodysuit loves to show off your natural perfection with an endearing off-the-shoulder neckline paired with short ruched sleeves and a stylish cross-over detail. The bodysuit is composed of a simple smooth knit fabric that offers a moderate stretch for a fitted look and includes a thong bottom with dual snap button closures. Complete your outfit with high-rise denim and clear mules.
Fit & Features
- Off-the-shoulder neckline
- Short ruched sleeves
- Cross-over detail
- Thong bottom with dual snap button closures
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4834
Category Name: Dark Cherry Outfits
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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A Glam Affair Sleeveless Ruched Midi Dress
Fit & Features
- Sheer mesh fabric with knit lining, plenty of stretch
- Sleeveless sweetheart neckline with padded bust
- Adjustable spaghetti straps
- Ruched side seams
- Midi-length hem
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 05101-3172
Category Name: Dark Cherry Outfits
Price: $48.90
Availability: In Stock
Available Color: WINE
Available Size: XS, S, M, L
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Twist And Twirl Wrap Mini Skirt
Fit & Features
- Ponte knit fabrication, moderate stretch
- Mid-rise waist
- Pleated wrap design
- Mini length hem
- Runs true to size
Style Number/Barcode: 06501-1112
Category Name: Dark Cherry Outfits
Price: $24.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Sealed With Style Tie-Waist Pants
Create a polished look in these high-waist pants with a matching tie-front belt. These dressy crepe pants are the perfect versatile style that takes you from the office to cocktail hour. This elevated high-waist pant features a self-tie belt that cinches at the waist, and a slightly flared-leg silhouette for the perfect finishing touch. Seal the perfect polished look with a long-sleeve blouse bodysuit and blazer or swap out the top for a sexy bustier for a sexy night-out look.
Fit & Features
- High-rise waist
- Tie-front accent
- Wide pant legs with a flared hem
- Crepe fabric
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 06502-1849
Category Name: Dark Cherry Outfits
Price: $15.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Lovely Vibe Pearl Mesh Long Sleeve Mini Dress
Give off a lovely vibe at your next formal party in this mini dress designed with sheer airy mesh fabric with a partial knit lining and chic faux pearl embroidery. It features a square neckline, sheer long balloon-style sleeves, an alluring open back with a tie-back design, and ruched side seams to accentuate your curves along the bodycon silhouette.
Fit & Features
- Sheer mesh fabric with partial knit lining, plenty of stretch
- Faux pearl embroidery
- Square neckline, sheer long balloon sleeves with elastic cinched hems
- Open back with tie-back design, lower back zipper with hook-eye closure
- Ruched side and back seams
- Mini-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05101-3683
Category Name: Dark Cherry Outfits
Price: $52.90
Availability: In Stock
Available Color: WINE
Available Size: S, M, L
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Vintage Glam Concho Metal Belt
Fit & Features
- Large Concho charm design
- Etched detailing
- Lobster clasp closure
Style Number/Barcode: 07301-1200
Category Name: Dark Cherry Outfits
Price: $18.90
Availability: In Stock
Available Color: SILVER, OX, GOLD
Available Size: NS
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Daring Allure Slinky Knit Backless Bodycon Mini Dress
Dare to allure in this slinky knit mini dress featuring a sleeveless halter cowl neckline, a single braided spaghetti strap and tank strap with a chic beaded trim along the strap, and a bold open-back design. The short bodycon silhouette will showcase your gorgeous curves.
Fit & Features
- Slinky knit fabric with smooth knit lining, plenty of stretch
- Cowl neckline
- Halter neckline with single braided spaghetti strap and tank strap
- Beaded trim
- Open back
- Mini-length bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5977
Category Name: Dark Cherry Outfits
Price: $32.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: S, M, L
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Sultry Strut Sheer Lace Under-The-Knee Boots
Fit & Features
- Thin stiletto heel
- Sheer floral lace material, patent faux leather trim
- Under-the-knee height
- Pointed toe
- Thin adjustable buckle straps at the toe and top
- Complete back zipper closure
- Runs true to size
Style Number/Barcode: 07402-1106
Category Name: Dark Cherry Outfits
Price: $44.90
Availability: In Stock
Available Color: BLACK, RED
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
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Chloe Lace-Up Back Formal Dress
Special Occasion
Showcase a simply stunning look for your next fancy night out in the gorgeous Chloe formal dress. She features a sleeveless bodice, spaghetti straps, a V-neckline with a built-in padded bust - if a push-up look is desired explore lingerie accessories. She has a sexy backless lace-up design and a lower back zipper closure. Her high waist seam leads to a floor-length skirt with a slim silhouette and a sultry thigh-high front slit. Complete your outfit with radiant statement earrings and a sparkly clutch.
Fit & Features
- V-neckline, spaghetti straps
- Padded cups, no bra required
- Backless lace-up design
- Lower back zipper and hook and eye closure
- Floor-length slim silhouette
- High front slit
- Scuba crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05002-2191
Category Name: Dark Cherry Outfits
Price: $19.97 $54.90
On Sale: Yes
Availability: Out of Stock
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Flirty Flair Ruched Drop Waist Skater Dress
This adorable skater dress features a sleeveless sweetheart neckline with a trendy twist-front design, a small keyhole cutout below the bust, and halter tie-back straps leading to a partially open back. The ruching at the drop waist will showcase your curves, while the short skater silhouette adds that flirty flair.
Fit & Features
- Smooth knit fabric with partial lining, plenty of stretch
- Sweetheart neckline with twist-front design, keyhole cutout
- Halter tie-back spaghetti straps, partially open back
- Ruching
- Drop waist
- Short skater silhouette
- Runs true to size
Style Number/Barcode: 05101-3582
Category Name: Dark Cherry Outfits
Price: $36.90
Availability: In Stock
Available Color: BURGUNDY, BLACK
Available Size: S, M, L
Product Badge:- Sale
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Dainty Luxe Bar Charm Necklace
Fit & Features
- Dainty chain
- Single-row design
- Hammered bar accent
- Lobster clasp closure
Style Number/Barcode: 07002-1987
Category Name: Dark Cherry Outfits
Price: $12.90
Availability: In Stock
Available Color: GOLD
Available Size: NS
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Chelsea Satin High Slit Formal Dress
Special Occasion
Make a stunning entrance to your formal holiday party in our gorgeous Chelsea satin dress! She features a sleeveless bodice with spaghetti straps that lead to a cross-back design, a chic cowl neckline, a floor-length skirt with a thigh-high front slit, and a form-fitting style. Pair this sleek dress with a rhinestone clutch to really bring the bling.
Fit & Features
- Sleeveless cowl neckline
- Spaghetti straps that lead to a cross-back design
- Floor-length skirt with a high slit
- Form-fitting style
- Ruched detailing
- Satin-like fabric with no lining, minimal stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05002-1141
Category Name: Dark Cherry Outfits
Price: $9.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flirty Vibe Long Sleeve Asymmetric Mini Dress
This smooth knit mini dress features an asymmetric neckline, long fitted sleeves for a sleek elongated look, ruched detailing, and a short uneven hem with a flirty A-line silhouette. Perfect for a night out, pair with hoop earrings and stiletto heels.
Fit & Features
- Smooth knit fabric with knit lining, plenty of stretch
- Asymmetric neckline
- Long fitted sleeves
- Ruching
- Mini-length uneven hem
- A-line silhouette
- Runs true to size
Style Number/Barcode: 05103-5802
Category Name: Dark Cherry Outfits
Price: $36.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M
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Preppy Appeal Pleated Plaid Skort
Fit & Features
- Woven knit fabrication
- High-rise waist
- Checkered plaid pattern
- Double buckle accent at waist
- Pleated mini skirt overlay
- Hidden shorts
- Runs true to size
Style Number/Barcode: 06503-1251
Category Name: Dark Cherry Outfits
Price: $34.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Stylish Shine Glitter Satin Lace-Up Midi Dress
Fit & Features
- Glitter satin fabric with knit bust lining, moderate stretch
- Square neckline
- Spaghetti straps, open cross-back lace-up strappy design
- High waist seam, pleating
- Faux wrap-front design, front slit
- Midi-length slim-fit silhouette
- Runs true to size
Style Number/Barcode: 05101-3588
Category Name: Dark Cherry Outfits
Price: $40.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M, L, XL
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Glitz And Glam Rhinestone Clutch
Fit & Features
- Rectangular-shaped body
- Glitter mesh
- Netted overlay with rhinestone studs
- Curved top handle
- Detachable chain shoulder strap
Style Number/Barcode: 07204-0817
Category Name: Dark Cherry Outfits
Price: $26.90
Availability: Out of Stock
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Plush Perfection Faux Fur Handbag
Fit & Features
- Mini rectangular-shaped body
- Top handles
- Single strap accent with metal hardware
- Upper faux leather material
- Faux fur material
- Metal purse feet
- Detachable faux leather shoulder strap
Style Number/Barcode: 07203-1928
Category Name: Dark Cherry Outfits
Price: $29.90
Availability: In Stock
Available Color: OLIVE
Available Size: NS