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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Chic Stride Knit Over-The-Knee Boots
Fit & Features
- Block heel
- Knit material
- Over-the-knee height
- Pointed toe
- Form-hugging design
- Runs true to size
Style Number/Barcode: 07402-1044
Category Name: Dark Cherry Outfits
Price: $50.90
Availability: In Stock
Available Color: BLACK
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9
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Glam Babe Rhinestone Mesh Strappy Back Mini Dress
Glitz up the night like you the glam babe you are in this figure-flaunting mini dress designed with lined mesh fabric with all-over tonal rhinestone embellishments for a gorgeous sheen. It features a sleeveless cowl neckline, spaghetti straps that lead to an open back with a cross-back strappy design, and a short bodycon silhouette.
Fit & Features
- Sheer mesh fabric with knit lining, plenty of stretch
- All-over tonal square-shaped rhinestone embellishments
- Cowl neckline
- Spaghetti straps, open back, cross-back strappy design with tie closure
- Lower back zipper with hook-eye closure
- Mini-length bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5873
Category Name: Dark Cherry Outfits
Price: $52.90
Availability: In Stock
Available Color: WINE
Available Size: XS, S, M, L
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Glam Radiance High-Slit Glitter Midi Dress
Illuminate date night in a glitter dress that features a sleeveless pleated cowl neckline, spaghetti straps, a high side slit, and a midi-length hem. Complete look with platform heels.
Fit & Features
- Lined smooth knit fabrication
- Sleeveless pleated cowl neckline
- Spaghetti straps
- Glitter
- High side slit
- Midi length hem
- Runs true to size
Style Number/Barcode: 05101-3734
Category Name: Dark Cherry Outfits
Price: $44.90
Availability: In Stock
Available Color: WINE
Available Size: XS, S, M, L, XL
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Glam Status Rhinestone Glitter Mesh Block Heels
Fit & Features
- Block heel
- Glitter mesh material
- Open square toe
- Thin asymmetric strappy design, rhinestone embellishments
- Adjustable ankle strap with buckle detail
- Luxe fit cushioned insole
- Runs true to size
Style Number/Barcode: 07401-5140
Category Name: Dark Cherry Outfits
Price: $32.90
Availability: In Stock
Available Color: HUNTER, GOLD
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
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Here To Slay Under-The-Knee Block Heel Boots
Fit & Features
- 3” block heel, 7.5” leg opening, 16” shaft height
- Half faux leather, half spandex material
- Under-the-knee height
- Square toe
- Complete inner zipper closure
- Runs true to size
Style Number/Barcode: 07402-1079
Category Name: Dark Cherry Outfits
Price: $48.90
Availability: Out of Stock
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Trendy Twirl Pleated Ponte Skater Skirt
Fit & Features
- Ponte knit fabric with moderate stretch
- High-rise elasticized waist
- Pleating
- Mini-length hem
- Skater silhouette
- Runs true to size
Style Number/Barcode: 06501-1104
Category Name: Dark Cherry Outfits
Price: $22.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M, L
Product Badge:- Best Seller
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Elisabeth Pleated Tulle Formal Dress
Special Occasion
Dress as the princess you are with our breathtaking Elisabeth dress! She is a floor-length evening gown with a plunging V-neckline and thin adjustable straps that create a cross-back design. Her wide empire waist leads to a floor-length skirt that dances around your ankles. She is composed of pleated tulle fabric with a sheer appearance and a thin knit lining that features two front slits. Elisabeth offers a moderate stretch and includes a hidden zipper. Complete the look with a rhinestone clutch and a dainty rhinestone bracelet.Fit & Features
- Sleeveless V-neckline, adjustable spaghetti straps
- Cross-back straps
- Empire waist, two high-front slits
- Floor-length silhouette
- Lined tulle fabric
- Flowy fit, moderate stretch
- Sticky bra or pasties recommended
- Runs true to size
Style Number/Barcode: 05002-4997
Category Name: Dark Cherry Outfits
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Andie Velvet Drop Waist Skater Dress
Special Occasion
Elevate your formal outfit in a luxe velvet short dress featuring an off-the-shoulder collared sweetheart neckline, adjustable spaghetti straps, a drop-waist design, and a pleated skater silhouette. Complete the outfit with glitter mesh heels.
Fit & Features
- Velvet fabrication
- Off-the-shoulder neckline
- Collared sweetheart bust
- Adjustable spaghetti straps
- Drop-waist design
- Pleated skater silhouette
- Short length hem
- Runs true to size
Style Number/Barcode: 05001-2444
Category Name: Dark Cherry Outfits
Price: $64.90
Availability: In Stock
Available Color: BURGUNDY, BLACK
Available Size: S, M, XS, L
Product Badge:- Best Seller
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Elevated Glam Rectangle Sunglasses
Fit & Features
- Angled rectangular-shaped design
- Plastic frame
- Asymmetric arms
- Built-in nose pads
- Tinted lenses
- 100% UV protection
Style Number/Barcode: 07008-1115
Category Name: Dark Cherry Outfits
Price: $9.90
Availability: Out of Stock
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Strut In Style Slouched Under-The-Knee Boots
Fit & Features
- 3” block heel, 8” leg opening, 15” shaft height
- Faux suede material
- Under-the-knee height
- Pointed toe
- Slouched design, pull tabs
- Partial inner zipper closure
- Comes in Black, Brown, and Leopard Print
- Runs true to size
Style Number/Barcode: 07402-1076
Category Name: Dark Cherry Outfits
Price: $48.90
Availability: In Stock
Available Color: BLACK, LEOPARD, BROWN
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
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Late Night Fantasy Dress
Live your wildest dreams in this dress! Bring the wow factor to your date-night outfit in this flirty skater dress. The dress features a flattering v-neckline, spaghetti straps that offer support, sheer lace back detail with a lower back keyhole to show off a hint of skin and a flowy skater silhouette with double-tiered hem. The dress is composed of a form-hugging ponte knit fabric that offers a moderate stretch. Complete your impressive look with rhinestone duster earrings and sleek stiletto heels.
Fits & Features
- V neckline
- Spaghetti straps
- Sheer lace back with zipper
- Exposed lower back
- Wide waistband
- Flowy skirt with a double-tiered hem
- Ponte knit composition, moderate stretch
Black Dress: Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small.
Ivory Dress: Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.
Burgundy & Red Dress: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Navy Dress: Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Mauve Dress: Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.
*Also available in Plus
Style Number/Barcode: 05101-7048
Category Name: Dark Cherry Outfits
Price: $6.97 $47.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Seasonal Staple Ribbed Knit Bell Sleeve Mini Dress
This adorable ribbed knit mini dress will be your fave staple of the season featuring a square neckline, long bell sleeves, and a short form-hugging silhouette. Style with knee-high boots for a casual party.
Fit & Features
- Ribbed knit fabric with plenty of stretch
- Square neckline
- Long bell sleeves
- Mini-length bodycon fit
- Runs true to size
Style Number/Barcode: 06005-2086
Category Name: Dark Cherry Outfits
Price: $42.90
Availability: In Stock
Available Color: PLUM
Available Size: M, L
Product Badge:- Best Seller
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Slay The Scene Under-The-Knee Block Heel Boots
Fit & Features
- 3” stacked block heel, 8” leg opening,14” shaft height
- Half faux leather, half faux suede material
- Pointed toe
- Complete inner zipper closure
- Runs true to size
Style Number/Barcode: 07402-1075
Category Name: Dark Cherry Outfits
Price: $48.90
Availability: In Stock
Available Color: BROWN
Available Size: 5.5, 7, 7.5, 8, 9, 10
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Christina Lace-Up Back Velvet Dress
Special Occasion
Make a dramatic entrance at your next soiree in the chic Christina velvet formal long dress. She features a sleeveless square neckline, thin shoulder straps, an open back with a cross-back lace-up strappy design, a fitted, floor-length silhouette, and a sultry thigh-high front slit. Add some sparkle with rhinestone earrings and complete the look with a sleek clutch.
Fit & Features
- Sleeveless square neckline, thin shoulder straps
- Padded bust, no bra required
- Open back, cross-back lace-up strappy design
- Lower back zipper and hook and eye closure
- Fitted, floor-length silhouette, high front slit
- Velvet fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05002-8870
Category Name: Dark Cherry Outfits
Price: $79.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M, L
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Sporty Trend Chunky Sneakers
Fit & Features
- Round toe
- Faux leather accented design
- Lace-up front
- Chunky sole
- Comfortable footbed
- Runs true to size
Style Number/Barcode: 07407-0245
Category Name: Dark Cherry Outfits
Price: $32.90
Availability: In Stock
Available Color: BEIGE, SILVER, GREEN
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
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Glam Factor Glitter Knit Cowl Neck Mini Dress
Turn up the glam factor on your night out in this glitzy mini dress made with glimmering glitter knit fabric. It features a sultry plunging draped cowl neckline with a bar strap detail, tie-back halter straps, a bold open back accented with a single bar strap, and a short bodycon silhouette to hug your stunning curves.
Fit & Features
- Glitter knit fabric with knit lining, plenty of stretch
- Plunging cowl neckline, bar strap detail
- Tie-back halter straps
- Open back, single bar strap accent
- Mini-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05103-5931
Category Name: Dark Cherry Outfits
Price: $34.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M, L
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Fab Slouched Over-The-Knee Boots
Fit & Features
- Stacked block heel
- Faux suede material
- Over-the-knee height
- Pointed toe
- Slouched design
- Partial inner zipper closure
- Runs true to size
Style Number/Barcode: 07402-1117
Category Name: Dark Cherry Outfits
Price: $48.90
Availability: In Stock
Available Color: BROWN, BLACK
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
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Alayna Velvet Off-The-Shoulder Mermaid Dress
Special Occasion
Luxe with a shimmery allure, the Alayna formal mermaid dress is designed with a glitzy glitter velvet fabric perfect for your next black-tie affair. It features an off-the-shoulder neckline with a V-cut center accent, short sleeve cuffs, ruching at the waist to accentuate your curves, and a floor-sweeping mermaid silhouette with a high-cut side slit to showcase some leg.
Fit & Features
- Glitter velvet fabric, stretchy knit lining
- Off-the-shoulder neckline with V-wired center, short sleeve cuffs
- Padded bra cups
- Back zipper and hook-eye closure
- High waist seam
- High side slit
- Floor-length mermaid silhouette
- Runs true to size
Style Number/Barcode: 05002-8622
Category Name: Dark Cherry Outfits
Price: $79.90
Availability: In Stock
Available Color: BURGUNDY, BLACK
Available Size: XS, S, M, L
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Fierce Strut Leopard Print Stiletto Booties
Fit & Features
- Stiletto heel
- Leopard print
- Faux suede material
- Mid-calf height
- Pointed toe
- Inner zipper closure
- Runs true to size
Style Number/Barcode: 07403-1809
Category Name: Dark Cherry Outfits
Price: $39.90
Availability: In Stock
Available Color: LEOPARD
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
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Juliet Formal High Slit Dress
Special Occasion
Radiate effortless elegance in our sophisticated satin Juliet gown! She features adjustable spaghetti straps, a V-neck seamed bodice with light padding at bust, a high-seam waist, and a long, gently pleated A-line skirt with pockets at either hip and a dramatic center front slit. Juliet is fully lined and made from a smooth, shiny satin-like woven fabric with a touch of stretch. Pair this beautiful dress with a shimmering rhinestone necklace for a glamorous look.
Shop Juliet In More Colors: Juliet Formal High Slit Dress 2
Fit & Features
- Lined satin-like woven fabric, slight stretch
- V-neckline with padded cups
- Adjustable spaghetti straps
- Fitted high waist, hidden side pockets
- Elongated floor-length silhouette with high side slit
- A-line fit
- Runs true to size
Style Number/Barcode: 05002-3332
Category Name: Dark Cherry Outfits
Price: $9.97 $99.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dominique Floral Velvet Off The Shoulder Mini Dress
Special Occasion
Enchant in a velvet dress with an off-the-shoulder neckline, floral-accented trim, and a curve-hugging mini-length hem. Complete your formal outfit with a rhinestone clutch.
Fit & Features
- Velvet fabrication
- Off-the-shoulder neckline
- Floral accented trim at the bust
- Mini length hem
- Runs true to size
Style Number/Barcode: 05001-2589
Category Name: Dark Cherry Outfits
Price: $69.90
Availability: In Stock
Available Color: WINE
Available Size: XS, S, M, L
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Chic Unlocked Over-The-Knee Block Heel Boots
Fit & Features
- Block heel
- Patent faux leather material
- Over-the-knee height
- Pointed toe
- Partial inner zipper closure
- Fitted design
- Runs true to size
Style Number/Barcode: 07402-1105
Category Name: Dark Cherry Outfits
Price: $48.90
Availability: In Stock
Available Color: BLACK, BROWN
Available Size: 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
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Hook and Eye Corset Crop Top
Get hooked on this corset top that adds a sultry appeal to any look. This crop top features a flattering square neckline, supportive tank straps, and a corset-designed bodice with hook and eye-front closures to help accentuate your hourglass figure. The rayon blend fabric has a moderate stretch to help create a structured fit that forms to your curves. Style this corset crop top with high-rise jeans for a casually chic ensemble or pair it with a flirty mini skirt for a sexy date night look.
Fit & Features
- Square neckline, tank straps
- Strapless or adhesive bra recommended
- Corset-style seams, flexible boning
- Hook-eye front closures
- Cropped hem
- Woven fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06003-1046
Category Name: Dark Cherry Outfits
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Glamour Rhinestone Teardrop Chain Belt
Sparkle with chic glamour with this rhinestone teardrop chain belt! It features a luxe teardrop outline design embellished with two rows of mini rhinestones and double rhinestone accents. Includes a back adjustable chain with a lobster clasp closure. Style over a classic crepe formal dress to add a gorgeous sheen!
Fit & Features
- Teardrop outline design, two rows of mini rhinestones
- Double rhinestone accents
- Back adjustable chain with lobster clasp closure
Style Number/Barcode: 07301-1117
Category Name: Dark Cherry Outfits
Price: $15.90
Availability: In Stock
Available Color: SILVER
Available Size: NS