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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Nahla Formal Satin Mermaid Dress
Special Occasion
The stunning Nahla dress enchants and brings the charm with her luxe satin and flattering mermaid silhouette to embrace curves! Perfect for prom, she features a sleeveless cowl neckline, adjustable spaghetti straps, and a flared mermaid silhouette. Nahla is composed of a lined satin fabric that offers a form-hugging fit with a moderate stretch. Complete your glamorous look with rhinestone heels and duster earrings.
Fit & Features
- Sleeveless cowl neckline, adjustable spaghetti straps
- Back zipper closure
- Mermaid silhouette
- Lined stretch satin fabric
- Form-hugging fit, moderate stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05002-1373
Category Name: Dark Cherry Outfits
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Daring Diva Abstract Print Cutout Halter Mini Dress
Dare to be a diva in this abstract mini dress flaunting a sexy cowl halter neckline and side cutout while the bodycon fit shows your curves. Style this dress with heels.
Fit & Features
- Abstract marble printed sheer mesh fabric with knit lining, plenty of stretch
- Halter neckline, cowl bust
- Tie-back spaghetti straps with O-ring chain-link accent
- Waist cutout, O-ring accent
- Side slit with ruffled accents
- Mini-length bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5844
Category Name: Dark Cherry Outfits
Price: $34.90
Availability: In Stock
Available Color: WINE
Available Size: XS, S, M, L
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Rhinestone Glam Mini Hoop Earrings
Fit & Features
- Open-hoop design
- Mini
- Rhinestones
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-2177
Category Name: Dark Cherry Outfits
Price: $9.90
Availability: In Stock
Available Color: SILVER
Available Size: NS
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Kamila Lace Long Sleeve Velvet Mini Dress
Special Occasion
Gorgeously chic will be your night-out vibe in the Kamila formal velvet mini dress designed with sheer lace long fitted sleeves for a touch of allure. It features a scoop neckline, a corset-style bodice, and a pleated faux wrap-front design with a bodycon silhouette.
Fit & Features
- Velvet fabric, stretchy knit lining, moderate stretch
- Sheer lace long fitted sleeves, partial open back with top tie-back straps
- Scoop neckline, corset bodice, high waist seam
- Back zipper closure
- Pleated faux wrap-front
- Mini-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05001-2407
Category Name: Dark Cherry Outfits
Price: $54.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
Product Badge:- Best Seller
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Adorably Sleek Bow Strap Kitten Heel Pumps
Adorable and chic, these sleek patent faux leather pumps feature a closed pointed toe, a bow accent strap, an adjustable sling-back strap, and a short kitten heel. Style with an oversized blazer.
Fit & Features
- Short kitten heel
- Patent faux leather material
- Closed pointed toe
- Bow strap
- Thin adjustable sling-back strap, buckle detail
- Runs true to size
Style Number/Barcode: 07401-5165
Category Name: Dark Cherry Outfits
Price: $32.90
Availability: In Stock
Available Color: WINE
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5
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Joules Formal One-Shoulder Crepe Dress
Special Occasion
Step into sophistication and elegance with this one-shoulder formal dress, perfect for your next gala, black-tie wedding, or prom. This floor-length dress is made with matte crepe fabric exuding a sleek and modern aesthetic that enhances the clean lines of the asymmetrical neckline. The built-in padded cups ensure a flawless appearance, while the side ruching artfully accentuates the waistline and curves. Complement this formal contemporary look with ankle strap platform heels accented with faux pearls or rhinestones for a touch of glam.
Fit & Features
- One-shoulder neckline, tank shoulder strap
- Padded cups
- Ruching, high side slit
- A-line silhouette
- Lined crepe fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05002-0952
Category Name: Dark Cherry Outfits
Price: $29.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Effortlessly Chic One-Shoulder Ribbed Crop Top
Create effortless outfits with this rib knit crop top flaunting a chic one-shoulder neckline and fitted long sleeves. Complete the look with high-rise jeans.
Fit & Features
- Ribbed knit fabric, plenty of stretch
- Asymmetrical one-shoulder neckline
- Fitted long sleeves
- Cropped hem
- Runs true to size
Style Number/Barcode: 06002-1958
Category Name: Dark Cherry Outfits
Price: $22.90
Availability: In Stock
Available Color: BURGUNDY, CHARCOAL
Available Size: XS, S, M, L, XL
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Fierce Moment Leopard Print Kitten Heeled Mules
Fit & Features
- Stiletto kitten heel
- Mesh closed pointed-toe
- Leopard print
- Faux leather insole
- Runs true to size
Style Number/Barcode: 07401-5180
Category Name: Dark Cherry Outfits
Price: $30.90
Availability: In Stock
Available Color: BLACK
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
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Slay On Thigh-High Ribbed Knit Platform Boots
Fit & Features
- Block heel
- Thigh-high fit
- Closed-almond toe
- Ribbed knit material
- Platform sole
- Runs true to size
Style Number/Barcode: 07402-1066
Category Name: Dark Cherry Outfits
Price: $36.90
Availability: In Stock
Available Color: BLACK
Available Size: 9, 10
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Short n' Sweet Cropped Graphic Tee
Show off your love for your fave pop star in this adorable graphic tee featuring a crew neckline, short sleeves, a cursive script reading "Short n' Sweet," and a fitted cropped hem. Style with jeans for a casual vibe, or a mini skirt and boots for that chic look!
Fit & Features
- Cotton-blend fabric with moderate stretch
- Crew neckline
- Short sleeves
- Cursive script reading "Short n' Sweet"
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06002-1976
Category Name: Dark Cherry Outfits
Price: $18.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M, L
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Emily One-Shoulder Pleated Asymmetric Mini Dress
Special Occasion
Showcase your bride-to-be status in our chic Emily mini dress for your upcoming engagement party! She features a one-shoulder neckline with a single long fitted sleeve, a back zipper closure, an asymmetric, mini-length, curve-hugging silhouette, and a dramatic side skirt overlay. The dress is composed of a crepe fabric with a knit lining and offers a moderate stretch for comfortable wear. Complete your look with rhinestone earrings and a sleek clutch. Be sure to shop this dress in the other luxe fabrications!
Shop Sequin Dress: Talulla Formal One-Shoulder Sequin Mini Dress
Shop Velvet Dress: Zhuri Formal One-Shoulder Velvet Dress
Fit & Features
- One-shoulder neckline, long sleeve
- Adhesive bra recommended
- High waist seam, back zipper closure
- Side drape overlay
- Asymmetric short hem
- Crepe-lined fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05001-0542
Category Name: Dark Cherry Outfits
Price: $19.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Kay Sleeveless V-Neck Mermaid Mesh Formal Dress
Special Occasion
For an elegant look that always fits the dress code, the Kay sleeveless formal dress is just the one you want for black tie soirees or weddings! Crafted from an airy mesh fabric offering a stretchy knit lining for comfort and coverage. She features a flattering V-neckline, padded bra cups, and adjustable spaghetti straps. The side ruched seams and mermaid silhouette create a stunning hourglass figure, while the floor-length hem adds a touch of drama. Complete the look with earrings and a clutch.
Fit & Features
- Airy mesh fabric lined with stretchy knit
- Adjustable spaghetti straps
- V-neckline
- Padded bra cups
- Mermaid silhouette
- Runs true to size
Style Number/Barcode: 05002-8688
Category Name: Dark Cherry Outfits
Price: $69.90
Availability: In Stock
Available Color: BLACK
Available Size: S, M, L
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Lennon Glitter Knit Off-The-Shoulder Midi Dress
Special Occasion
Sparkle up the party in the gorgeous Lennon formal midi dress designed with glitter knit fabric for a glam sheen that will turn heads. It features an off-the-shoulder sweetheart neckline with a ruched padded bust and short sleeve cuffs, a ruched faux wrap-front design creating a chic slit to showcase some leg, and a midi-length form-hugging silhouette.
Fit & Features
- Glitter knit fabric with knit lining, moderate stretch
- Off-the-shoulder sweetheart neckline, short sleeve cuffs
- Ruched padded bust
- High waist seam, ruched faux wrap-front with slit
- Midi-length form-hugging silhouette
- Runs true to size
Style Number/Barcode: 05001-2526
Category Name: Dark Cherry Outfits
Price: $59.90
Availability: In Stock
Available Color: RED
Available Size: XS, S, M, L
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Adora Formal One-Shoulder Ruched Dress
Special Occasion
An elegant formal long dress that captivates! The Adora floor-length dress features a one-shoulder neckline, ruching throughout, a high side slit, and a wrap-styled silhouette. The dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with rhinestone heels and a tennis bracelet.
Fit & Features
- One-shoulder neckline
- Strapless or sticky bra recommended
- Ruching
- High side slit
- Wrap-styled silhouette
- Smooth knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05002-1758
Category Name: Dark Cherry Outfits
Price: $59.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L, XL
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Deirdre Satin and Lace Sleeveless Mermaid Dress
Special Occasion
Radiate modern sophistication with a long satin dress that makes an unforgettable impression! The dress features a sleeveless v-neckline with contrasting lace overlay, a tie-front accent at the bust, adjustable spaghetti straps, and a mermaid silhouette. Complete your formal outfit with metallic heels.
Fit & Features
- Satin fabrication
- Sleeveless V-neckline
- Sheer lace overlay at the bust
- Adjustable spaghetti straps
- Long hem length
- Mermaid silhouette
- Runs true to size
Style Number/Barcode: 05002-8933
Category Name: Dark Cherry Outfits
Price: $74.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: S, M, L
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Sassy Strut Leopard Print Bow Stiletto Heels
Fit & Features
- Stiletto heel
- Adjustable ankle strap
- Closed pointed-toe
- Leopard print
- Large bow accent
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-5173
Category Name: Dark Cherry Outfits
Price: $32.90
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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Not Your Basic Long Sleeve Bodysuit
This chic long sleeve bodysuit is not your basic piece for sure. It features a crew neckline, thong-cut bottom with dual snap-button closures, and is composed of a soft cotton-like fabric with a moderate stretch. Pair with denim and layer on a faux leather jacket for an edgy night-out look.
Fit & Features
- Crew neckline
- Long sleeves
- Stretch cotton knit fabric
- Thong-cut bottom
- Dual snap button closures
- Fits true to size
Style Number/Barcode: 06002-0238
Category Name: Dark Cherry Outfits
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Kimber Pearl And Rhinestone Mesh Mini Dress
Special Occasion
Spark up the scene in the gorgeously chic Kimber formal mini dress crafted with lined mesh fabric, tonal faux pearls, and tonal rhinestone embellishments in a diamond-shaped pattern. It features a sleeveless cowl neckline, adjustable spaghetti straps for a customized fit, and a mini-length bodycon silhouette.
Fit & Features
- Sheer mesh fabric with knit lining, plenty of stretch
- Tonal faux pearls, tonal rhinestone embellishments in diamond pattern
- Cowl neckline
- Adjustable spaghetti straps
- Back zipper closure
- Mini-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05001-2473
Category Name: Dark Cherry Outfits
Price: $59.90
Availability: In Stock
Available Color: BLACK, WHITE
Available Size: XS, S, M, L, XL
Product Badge:- Best Seller
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Sleek And Stylin' Knit Cold-Shoulder Skater Dress
Look sleek and stylish in this cold shoulder skater dress with corset-style seams and a short-length hem perfect for twirling! Style with earrings.
Fit & Features
- Sleek knit fabric with plenty of stretch
- Sweetheart neckline with ruched bust
- Cold-shoulder design, spaghetti straps, off-the-shoulder long fitted sleeves
- Corset-style seams, high waist seam
- Short-length skater silhouette
- Runs true to size
Style Number/Barcode: 05101-3728
Category Name: Dark Cherry Outfits
Price: $38.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M
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Harper Strapless Tie-Back Skater Party Dress
Special Occasion
When the occasion calls for sweet flair, slip into the Harper skater party dress for an undeniably adorable entrance into the school dance or event! She features a strapless neckline and pleated bodice with flexible boning to create a flattering silhouette while the tie-back design adds a touch of chic. Perfect for any occasion, this short-length dress will make you stand out in a sea of fashion. Compliment your look with a clutch and jewelry!
Fit & Features
- Woven poplin fabric, multiple woven linings, no stretch
- Strapless neckline
- Back zipper and hook-eye closure
- Pleated bodice with flexible boning
- Tie-back design
- Skater silhouette
- Runs true to size
Style Number/Barcode: 05101-3477
Category Name: Dark Cherry Outfits
Price: $26.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glam Rhinestone Cowboy Boot Bag Charm
Fit & Features
- Cowboy boot charm, fabric puff design
- Rhinestone embellishments
- Chain-link connector
- Beaded accent, tassel detail
- Keyring
- Lobster clasp
Style Number/Barcode: 07308-0662
Category Name: Dark Cherry Outfits
Price: $9.90
Availability: Out of Stock
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Chic Staple Ribbed Knit Skater Dress
A chic staple skater dress featuring a flirty off-the-shoulder folded neckline and a short-length perfect for styling with boots or heels.
Fit & Features
- Ribbed knit fabric with plenty of stretch
- Off-the-shoulder neckline, fold-over accent
- Long fitted sleeves
- Short-length hem
- Skater silhouette
- Runs true to size
Style Number/Barcode: 06005-2070
Category Name: Dark Cherry Outfits
Price: $36.90
Availability: In Stock
Available Color: OATMEAL, HUNTER, HEATHERGRAY, PINK
Available Size: S, M, L, XS
Product Badge:- Best Seller
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Preppy Allure Pleated Faux Leather Mini Skirt
Keep it preppy and chic with a faux leather mini skirt that features a mid-rise waist and playful pleats. Complete outfit with statement cardigan and boots!
Fit & Features
- Faux leather fabrication
- Mid-rise waist
- Pleats
- Mini length hem
- Runs true to hem
Style Number/Barcode: 06401-0710
Category Name: Dark Cherry Outfits
Price: $24.90
Availability: In Stock
Available Color: WINE
Available Size: L
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Western Flair Oval Concho Stone Chain Belt
Fit & Features
- Oval concho design
- Turquoise-colored stones
- Lobster clasp closure
Style Number/Barcode: 07301-1266
Category Name: Dark Cherry Outfits
Price: $6.97 $14.90
On Sale: Yes
Availability: In Stock
Available Color: SILVER
Available Size: NS
Product Badge:- Sale