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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Bold Romance Sleeveless Flocked Velvet Corset Midi Dress
Bring the bold factor in a midi dress that features a floral flocked velvet print, a sleeveless sweetheart neckline with lace trim, adjustable spaghetti straps, bra cups for additional support, and a corset-like bodice supported with flexible boning. The fitted bodice leads to a midi-length silhouette accented with a high side slit. Complete your date night outfit with block heels.
Fit & Features
- Lined mesh fabrication
- Sleeveless sweetheart neckline, bra cups
- Adjustable spaghetti straps
- Corset-like bodice, flexible boning
- Floral flocked velvet print
- High side slit
- Midi-length silhouette
- Runs true to size
Style Number/Barcode: 05101-3290
Category Name: Dark Cherry Outfits
Price: $52.90
Availability: In Stock
Available Color: WINE
Available Size: XS, S, M, L
Product Badge:- Best Seller
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Glam Icon Rhinestone Mesh Halter Cutout Mini Dress
Heat up the night in this iconic mini dress designed with a diamond-patterned mesh fabric and all-over iridescent rhinestone embellishments. It features a sleeveless plunging halter neckline, sultry bust cutouts with strap accents, and a short bodycon silhouette to flaunt your stunning curves.
Fit & Features
- Sheer diamond-patterned mesh fabric with knit lining, plenty of stretch
- Iridescent rhinestone embellishments in short vertical design
- Plunging halter neckline
- Dual bust cutouts, straps with hook and bar closures
- Open back
- Mini-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05103-5926
Category Name: Dark Cherry Outfits
Price: $30.90
Availability: In Stock
Available Color: WINE
Available Size: XS, S, M
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Winnie Velvet Corset Mermaid Dress
The velvet dress features a sleeveless halter neckline, a corset bodice accented with flexible boning, a high slit, and a wrap mermaid silhouette. Complete formal outfit with rhinestone earrings.
Fit & Features
- Lined velvet fabrication
- Sleeveless halter neckline
- Corset bodice
- High slit
- Wrap mermaid silhouette
- Long hem length
- Runs true to size
Style Number/Barcode: 05002-8875
Category Name: Dark Cherry Outfits
Price: $59.90
Availability: In Stock
Available Color: WINE
Available Size: XS, S, M, L
Product Badge:- Best Seller
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Rae Lace-Up Glitter Mermaid Dress
Special Occasion
The long mermaid dress features a glitter knit fabrication, a sleeveless cowl neckline, spaghetti straps that lead to a cross-back design, and a lace-up back design. Complete the formal outfit with a satin clutch.
Fit & Features
- Lined glitter knit fabrication
- Sleeveless cowl neckline
- Spaghetti straps lead to x-back design
- Lace-up back design
- Mermaid silhouette
- Long hem length
- Runs true to size
Style Number/Barcode: 05002-8865
Category Name: Dark Cherry Outfits
Price: $64.90
Availability: In Stock
Available Color: PURPLE, WINE
Available Size: XS, S, M, L, XL
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Carolina High-Slit Bow Wrap Dress
Special Occasion
The long wrap dress features a stretchy satin-like fabrication, a sleeveless square neckline, adjustable spaghetti straps, a high-side slit accented with ruching, and a partially open back accented with a large bow accent. Complete formal outfit with a rhinestone clutch.
Fit & Features
- Stretchy satin-like fabrication
- Sleeveless square neckline
- Adjustable spaghetti straps
- High side slit with ruching
- Partial open back with large bow accent
- Long hem length
- Runs true to size
Style Number/Barcode: 05002-8943
Category Name: Dark Cherry Outfits
Price: $69.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M, L
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Boho Beauty Floral Lace Maxi Skirt
Fit & Features
- Sheer floral lace fabric, mini-length knit lining
- High-rise waist
- Maxi-length hem
- Flowy fit
- Runs true to size
Style Number/Barcode: 06501-1116
Category Name: Dark Cherry Outfits
Price: $26.90
Availability: In Stock
Available Color: TAUPE
Available Size: XS, S, M, L
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Chic Attitude Lace Trim Mesh Corset Top
Fit & Features
- Lined mesh fabric
- Strapless subtle sweetheart neckline, eyelash lace trim
- Lace trim under the bust, tie-front ribbon
- Angled cropped hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-5493
Category Name: Dark Cherry Outfits
Price: $34.90
Availability: In Stock
Available Color: WINE
Available Size: XS, S, M, L
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Kienna Long Sleeve Velvet Mermaid Dress
Special Occasion
Make a regal impression in a long dress that features a luxe velvet fabrication, a structured sweetheart neckline, fitted long sleeves, a bold high side slit, and a mermaid silhouette. Complete look with a rhinestone clutch for the perfect wedding guest outfit.
Fit & Features
- Velvet fabrication
- Sweetheart neckline
- Long sleeves
- High side slit
- Long hem length
- Mermaid silhouette
- Runs true to size
Style Number/Barcode: 05002-8878
Category Name: Dark Cherry Outfits
Price: $69.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S
Product Badge:- Best Seller
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Preppy Style Striped Knit Crew Neck Sweater
Fit & Features
- Striped knit fabric
- Crew neckline
- Long sleeves
- Mid-length hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06005-2193
Category Name: Dark Cherry Outfits
Price: $34.90
Availability: In Stock
Available Color: BURGUNDY, BROWN
Available Size: XS, S, M, L
Product Badge:- Best Seller
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Kari Long Sleeve Studded Ruched Mini Dress
Special Occasion
Step out in a bold mesh dress with a cowl neckline, sheer unlined long sleeves, studded rhinestone embellishments throughout, ruching to enhance curves, and a short-length hem. Complete your formal outfit with platform heels.
Fit & Features
- Lined mesh fabrication
- Cowl neckline
- Sheer unlined long-sleeves
- Studded rhinestones
- Ruching
- Short length hem
- Runs true to size
Style Number/Barcode: 05001-2551
Category Name: Dark Cherry Outfits
Price: $69.90
Availability: In Stock
Available Color: RED, BLACK
Available Size: XS, S, M, L, XL
Product Badge:- Best Seller
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Sleek And Fab Strut Stiletto Heels
Fit & Features
- Stiletto heel
- Open square toe with wide strap over toe
- Adjustable ankle strap
- Faux patent leather material
- Runs true to size
Style Number/Barcode: 07401-5126
Category Name: Dark Cherry Outfits
Price: $30.90
Availability: In Stock
Available Color: WINE
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
Product Badge:- Best Seller
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Cailin Velvet Open Back And Bow Mini Dress
Special Occasion
The short velvet dress features a high round neckline, and a bold open back accented with cross-straps that lead to a large bow design. Complete look with rhinestone clutch that will have you ready for a holiday party.
Fit & Features
- Velvet fabrication
- High round neckline
- Open back with large bow accent
- Mini length hem
- Runs true to size
Style Number/Barcode: 05001-2508
Category Name: Dark Cherry Outfits
Price: $54.90
Availability: In Stock
Available Color: RED
Available Size: XS, S, M, L, XL
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Glitzy Affair Cowl Neck Glitter Crop Top
Shop Matching Bottoms: Glitzy Affair High-Slit Glitter Midi Skirt
Fit & Features
- Lined glitter knit fabrication
- Sleeveless cowl neckline
- Spaghetti straps
- Lace-up back design
- Cropped hem
- Runs true to size
Style Number/Barcode: 06001-5570
Category Name: Dark Cherry Outfits
Price: $19.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M, L
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Kaleigh Off Shoulder Dress
Special Occasion
Turn heads in this sexy, off-the-shoulder formal dress. Draped to perfection, the silky-smooth knit fabric elegantly wraps around your shoulders and hugs your body's curves, accentuating an hourglass figure. This stunning, floor-length gown strikes the perfect balance between sophistication and allure, with its sculptural ruched detailing and bold, thigh-high slit. Style this captivating dress with strappy heels and a sleek satin clutch for an unforgettable evening look.
Fit & Features
- Asymmetrical off-the-shoulder neckline
- Ruched side detailing
- High side slit
- Form-hugging fit
- Smooth knit fabric, plenty of stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05002-6571
Category Name: Dark Cherry Outfits
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- Asymmetrical off-the-shoulder neckline
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Brynn Long Sleeve Glitter Cutout Mermaid Dress
Special Occasion
The long glitter knit dress features a high boat neckline, fitted long sleeves, a bold waist cutout, ruching, a high side slit, and a mermaid silhouette. Complete the formal outfit with a rhinestone clutch.
Fit & Features
- Glitter knit fabrication
- Boat neckline
- Fitted long sleeves
- Waist cutout
- Ruching
- High side slit
- Long hem length
- Mermaid silhouette
- Runs true to size
Style Number/Barcode: 05002-8664
Category Name: Dark Cherry Outfits
Price: $74.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L, XL
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Glitzy Affair High-Slit Glitter Midi Skirt
Shop Matching Top: Glitzy Affair Cowl Neck Glitter Crop Top
Fit & Features
- Lined glitter knit fabrication
- High-rise waist
- High asymmetrical side-slit
- Midi length hem
- Runs true to size
Style Number/Barcode: 06501-1106
Category Name: Dark Cherry Outfits
Price: $26.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M, L
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Sophisticated Enchantment Velvet Midi Dress
The velvet dress features a sleeveless sweetheart neckline, a pleated bodice, and a midi-length hem. Complete the look with rhinestone earrings for the perfect wedding guest outfit.
Fit & Features
- Velvet fabrication
- Sleeveless sweetheart neckline
- Pleated bodice
- Midi length hem
- Runs true to size
Style Number/Barcode: 05101-3732
Category Name: Dark Cherry Outfits
Price: $42.90
Availability: In Stock
Available Color: BURGUNDY, NAVY
Available Size: XS, S, M, L, XL
Product Badge:- Best Seller
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Carmen Off-The-Shoulder Long Sleeve Mermaid Dress
Special Occasion
Channel an elegant moment in a long mermaid dress that features an off-the-shoulder neckline, a draped ruched bodice, and fitted long sleeves. Complete look with rhinestone earrings for the perfect wedding guest outfit.
Fit & Features
- Smooth knit fabrication, moderate stretch
- Off-the-shoulder neckline
- Ruched bodice
- Fitted long sleeves
- Long length hem
- Mermaid silhouette
- Runs true to size
Style Number/Barcode: 05002-8881
Category Name: Dark Cherry Outfits
Price: $64.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L, XL
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Floral Passion Ruched Cropped Corset Top
Fit & Features
- Lined mesh fabrication
- Sleeveless square neckline
- Ruching
- Floral print
- Cropped hem
- Runs true to size
Style Number/Barcode: 06001-5523
Category Name: Dark Cherry Outfits
Price: $29.90
Availability: In Stock
Available Color: PLUM
Available Size: XS, S, M, L, XL
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Sultry And Sassy Zebra Print Halter Midi Dress
Serve sultry and sassy vibes in this curve-hugging midi dress made with lined mesh fabric with a bold zebra print pattern. It features a sleeveless cowl neckline, tie-back halter straps, an alluring open back, and a twisted lower back design with ruched detailing.
Fit & Features
- Sheer mesh fabric with knit lining
- Zebra print
- Cowl neckline
- Tie-back halter straps
- Open back, twisted lower back design
- Midi-length form-hugging silhouette
- Runs true to size
Style Number/Barcode: 05101-3858
Category Name: Dark Cherry Outfits
Price: $49.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
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Elevated Aura High Waist Tights
Fit & Features
- Nylon material
- High-rise waist
- Form-hugging fit
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: 07306-0399
Category Name: Dark Cherry Outfits
Price: $8.90
Availability: Out of Stock
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Inez Beaded Applique Velvet Formal Dress With Gloves
Special Occasion
Exude gorgeous glamour and chic elegance in the Inez formal dress designed with luxe velvet fabric perfect for a black-tie affair. It features a sleeveless sweetheart neckline accented with a beaded floral applique and a cowl-draped overlay, a floor-length side sash for a dramatic touch, and a high front slit on the long slim-fit silhouette.
Fit & Features
- Velvet fabric with knit lining, moderate stretch
- Sweetheart neckline with beaded floral applique, padded bust, cowl-draped overlay
- Adjustable spaghetti straps, back zipper with hook-eye closure
- Underbust seam, high waist seam, floor-length side sash
- Pleating, high front slit, floor-length slim-fit silhouette
- Long ruched velvet gloves
- Runs true to size
Style Number/Barcode: 05002-8606
Category Name: Dark Cherry Outfits
Price: $89.90
Availability: In Stock
Available Color: WINE, BLACK
Available Size: XS, S, M
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Chic Glamour Rhinestone Strappy Stiletto Kitten Heels
Fit & Features
- Stiletto kitten heel
- Faux leather material
- Open square toe, dual thin toe straps
- Adjustable ankle and heel straps with buckle detail
- Rhinestone embellishments
- Luxe fit cushioned insole
- Runs true to size
Style Number/Barcode: 07401-5228
Category Name: Dark Cherry Outfits
Price: $30.90
Availability: In Stock
Available Color: NUDE
Available Size: 6.5
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Icon Era Satin Bow Strap Platform Heels
Fit & Features
- Block heel
- Square toe
- Bow detail strap
- Thin adjustable ankle and heel straps, buckle detail
- Platform sole
- Luxe fit cushioned insole
- Runs true to size
Style Number/Barcode: 07401-5123
Category Name: Dark Cherry Outfits
Price: $32.90
Availability: In Stock
Available Color: BLACK, RED
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
Product Badge:- Best Seller