Night Out
Plans after dark call for outfits that know how to show up. This edit of going out outfits is built for rooftop bars, concerts, birthday celebrations, and spontaneous nights that start with one drink and end somewhere unexpected. Expect curve-hugging mini dresses, statement separates, and matching sets designed to mix, match, and move with you. Cowl necklines, strapless tops, and halter silhouettes bring just the right amount of edge, while sparkly crop tops and bustiers pair effortlessly with faux leather minis or relaxed cargo pants. Finish the look with a sleek moto jacket or bomber — because a good night out always deserves a great outfit.
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Going-Out Outfits for Every Fall & Winter Plan
Windsor’s Going-Out Outfits make getting ready feel effortless, whether the plan is dinner and drinks, a bar night with friends, a date, party, or night at the club. Find curve-hugging minis, statement separates, matching sets, denim, and sexy outfits with bold details that instantly turn up your look. From laid-back nights to full-glam entrances, these night-out outfits make it easy to dress for the vibe while creating a look that feels completely your own.
What Should I Wear for a Night Out?
Start with the mood and where you're headed. For dinner or date night, try a cowl-neck or halter top with embellished jeans or a denim skort for an elevated look that doesn't feel overdone. When drinks turn into dancing, strapless tops, plunging necklines, hardware details, and open-back silhouettes bring more after-dark energy. Explore going-out tops designed to mix, match, and move with you from the first stop to the last.
For an instant outfit, going-out dresses take the guesswork out of getting ready. Bodycon minis, curve-hugging silhouettes, bold prints, and romper dresses with flirty ruffle skirts give you one-and-done options that still make a statement.
Want the whole look with even less styling? Matching sets make getting ready easy, from sparkling coordinates that bring instant party energy to trending denim sets with vests for more laid-back plans. Wear the pieces together for effortless impact, then remix them with other going-out favorites. Discover more matching sets for going-out plans when you want an instantly coordinated look.
What Going-Out Outfits Are Trending in Fall 2026?
Fall going-out style mixes seasonal color and statement denim with silhouettes that still show some skin. Try embellished jeans with a backless top for drinks, a trending denim set for a harvest event, or an asymmetrical mini with boots for a night downtown. Jorts, boleros, bold prints, and unexpected separates also give you more ways to experiment with your look, especially when Halloween plans call for an outfit that can become part of a costume or make a statement all on its own.
For Friendsgiving dinner, pair a halter or cowl-neck top with statement denim for a look that feels dressed up without going full party glam. For bar nights or weekend hangs, balance standout style with an outfit that fits the setting. Get inspired by what to wear to a bar for outfit ideas that work for everything from casual drinks to a livelier night out.
What Should I Wear for a Winter Night Out?
For a winter night out, build your look with pieces that bring the heat while giving you more coverage as temperatures drop. Try a long-sleeve mini or bodycon dress with knee-high boots, or pair a statement top and embellished denim with a faux fur jacket for dinner, drinks, or a night downtown. Gloves and chic layering pieces add extra warmth while keeping the finished outfit polished.
For holiday parties and club nights, turn up the glam with sparkle, plunging or open-back details, sleek boots, and long-sleeve styles that balance the season with after-dark appeal. Heading into New Year’s Eve? Explore Fierce and Sexy Clubwear for bold looks made for celebrating long after midnight.
Find a Going-Out Look That Feels Like You
The best going-out look fits your plans without losing your personality. Keep things casual with denim and a statement top, make getting dressed easy with a matching set, or go all-out in a mini that puts the focus on you. Windsor’s Going-Out Outfits give you the pieces to mix, match, experiment, and create a look for every mood—from laid-back fall hangs to glamorous winter celebrations.
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Too Cool Coated Faux Leather Straight Leg Pants
You'll be too cool in these coated faux leather pants that flaunt your edgy-fashionista style! They feature a high-rise faux belted waist, belt loop accents, pintuck seams down the front, and a straight-leg silhouette. Style with a turtleneck bodysuit and heels to complete the look!
Fit & Features
- High-rise faux belted waist, belt loop accents
- Back zipper closure
- Pintuck seams down the front
- Straight-leg silhouette
- Coated faux leather fabric
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06402-0878
Category Name: Night Out
Price: $16.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Simply Chic Side Slit Skort
Create a simply chic everyday outfit with this classic crepe skort. It features a high-rise waist, a back zipper closure, a mini-length overlay with a side slit, and fitted shorts. The crepe fabric offers a moderate stretch. Complete the look with a bodysuit and mules.
Fit & Features
- High-rise waist
- Back zipper closure
- Mini-length overlay, side slit
- Fitted shorts
- Crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06503-1038
Category Name: Night Out
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flawless Glam Rhinestone Strap Mini Dress
Radiate flawless glamour in this curve-hugging bodycon mini dress! It features a sleeveless square neckline, spaghetti straps with dual rhinestone strap accents, a mini-length hem with a short front slit, and a form-fitting silhouette. The crepe fabric includes a full-length knit lining. Complete your look for a night out clubbing with strappy stilettos.
Fit & Features
- Sleeveless square neckline, dart seams at the bust
- Spaghetti straps, dual rhinestone-adorned straps
- Mini-length hem, short front slit
- Form-hugging fit
- Crepe fabric, full-length knit lining
- Moderate stretch
- Runs true to size
Style Number/Barcode: 05103-5187
Category Name: Night Out
Price: $5.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Feather Princess Marabou Stiletto Heels
Stand out looking like a princess in these trend-worthy stiletto heels! They feature a pointed-toe, marabou toe, and ankle strap with buckle closure, and are composed of faux leather patent material. Complete the look with a mini handbag for cocktail hour.
Fit & Features
- Pointed-toe
- Marabou toe and ankle strap, buckle closure
- Stiletto heel
- Faux leather patent material
- Runs true to size
Style Number/Barcode: 07401-4201
Category Name: Night Out
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Night-Out Glamour Rhinestone Stiletto Heels
Level up your night-out look with these glamorous and glitzy satin stiletto heels! They feature an open square toe, a rhinestone-adorned braided toe strap, a matching asymmetric rhinestone braided strap that connects to the heel strap, and a sleek stiletto heel. Style with a bodycon mini dress for your next girl's night!
Fit & Features
- Open square-shaped toe
- Braided toe strap, mini rhinestones
- Asymmetrical braided strap, mini rhinestones, connects to heel strap
- Stiletto heel
- Satin material
- Runs true to size
Style Number/Barcode: 07401-4203
Category Name: Night Out
Price: $6.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Tie New Trends Long Sleeve Top
New year, new style! Give this crop top a try the next time you're going out. It features bell long sleeves, an open front design with tie closure, and is composed of plisee knit fabric with minimal stretch. Complete the look in faux leather pants.
Fit & Features
- Bell long sleeves
- Open front design with tie closure
- Cropped hem
- Plisee knit fabric
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06202-0386
Category Name: Night Out
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Feelin' Fab In Fringe Bodysuit
Move and groove at your next concert in this fab fringe bodysuit! It features a sleeveless halter neckline with tie-back spaghetti straps, a trendy front-tiered fringe design, a sultry open back with lower tie-back straps, and full coverage bottoms with button closures. Style with faux leather pants and clear heels.
Fit & Features
- Sleeveless halter neckline, tie-back spaghetti straps
- Front-tiered fringe design
- Open back, lower tie-back spaghetti straps
- Full coverage bottoms, dual snap button closures
- Stretchy knit fabric
- Runs true to size
Style Number/Barcode: 06001-4820
Category Name: Night Out
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Dance Floor Diva Sequin Backless Jumpsuit
This sparkling sequin jumpsuit is worthy of a dance floor diva like you! It features a sleeveless cowl neckline, halter spaghetti straps, an alluring backless design, a high waist seam, a hip-hugging fit, a form-hugging fit throughout the leg, and a fab flared hem. The mesh fabric features all-over sequin embroidery for a gorgeous shine under the lights. Style with rhinestone fringe earrings and platform heels.
Fit & Features
- Sleeveless cowl neckline
- Halter spaghetti straps, tie-back closure, backless design
- High waist seam, hip-hugging fit
- Form-hugging fit throughout the leg, flared hem
- All-over sequin embroidery
- Sheer mesh fabric, full sheer mesh lining, moderate stretch
- Runs true to size
Style Number/Barcode: 06402-1294
Category Name: Night Out
Price: $6.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Smooth Silhouette Mock Neck Top
This simple and chic mock neck top will give you that smooth and sleek silhouette you love! It features a sleeveless bodice, a mock neckline, tank shoulder straps, a mid-length hem with ruched side seams, and a form-hugging fit. The double-lined stretchy knit fabric offers a seamless design and has an ultra-soft buttery feel. Style with high waist bottoms and strappy mules.
Fit & Features
- Sleeveless bodice
- Mock neckline
- Tank shoulder straps
- Mid-length hem, ruched side seams
- Form-hugging fit
- Double-lined, buttery soft knit fabric, seamless design
- Runs true to size
Style Number/Barcode: 06002-1537
Category Name: Night Out
Price: $6.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Tapered And Chic Trouser Pants
Tapered and chic, these trouser pants are a workwear staple! They feature a high-rise waist with belt loops, front pockets, faux back pockets, a fitted silhouette throughout the leg, and a subtle flared hem. The smooth woven fabric has minimal stretch. Style with a cropped blouse and mules.
Fit & Features
- High-rise waist
- Belt loops, hidden front zipper, button, and hook and bar closures
- Two front pockets, two faux back pockets
- Fitted silhouette, subtle flared hem
- Woven fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06402-0799
Category Name: Night Out
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Get Down With Basic Slit Mini Skirt
Minimal, but never boring. This sleek mini skirt brings the heat with a flirty slit and body-hugging fit made for going out or dressing up your everyday looks.
Fit & Features
- Stretchy and smooth knit fabric
- High-rise elasticized waistband
- Mini-length hem, short front slit
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 06501-0827
Category Name: Night Out
Price: $16.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Trendy Icon Butterfly Accent Stiletto Heels
Show up and stun in these trendy and iconic stiletto heels! They feature an open almond-shaped toe, a toe strap with pretty butterfly embroidered appliques, thin straps with two matching butterfly accents that lace up the leg, and a stiletto heel. Style with a mini dress and a clear handbag.
Fit & Features
- Open almond-shaped toe
- Toe strap, butterfly embroidered appliques
- Thin straps, butterfly appliques, lace-up design, tie closure
- Closed back
- Stiletto heel
- Faux leather material, subtle cushioned insole
- Runs true to size
Style Number/Barcode: 07401-4197
Category Name: Night Out
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Casually Elevated Faux Leather Cargo Pants
Casually elevate your 'fit with these chic-coated faux leather cargo pants. They feature a high-rise waist, front and back pockets, cargo-style side pockets, a skinny-leg silhouette, and a form-hugging fit. Style with a corset top and strappy mules.
Fit & Features
- High-rise waist
- Belt loops, front button and zipper closure
- Front and back pockets, cargo-style side pockets
- Skinny-leg silhouette
- Coated faux leather fabric
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06402-0684
Category Name: Night Out
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Diva Velvet Cutout Jumpsuit
Be a chic diva for the night in this elevated velvet cutout jumpsuit! It features a sleeveless velvet top with a mock neckline, an alluring cutout under the bust, a large keyhole cutout at the back with button closures, and crepe pants with a high-rise fitted waist and a trendy wide-leg silhouette. Style this look with rhinestone hoops and clear heels.
Fit & Features
- Sleeveless velvet top
- Mock neckline, cutout under the bust
- Back keyhole cutout, button closures
- Crepe pants, high-rise fitted waist
- Wide-leg silhouette
- Velvet/crepe knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-2287
Category Name: Night Out
Price: $6.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Edgy-Chic Cargo Faux Leather Mini Skirt
This edgy-chic cargo faux leather mini skirt will level up your night-out 'fits! It features a high-rise belted waist, a hidden front zipper and button closure, cargo-style side pockets, a mini-length hem, and a form-hugging fit. The smooth faux leather fabric offers a moderate stretch. Style with a corset top and clear mules.
Fit & Features
- High-rise belted waist, buckle detail
- Hidden front zipper, button closure
- Cargo-style side pockets
- Mini-length hem
- Form-hugging fit
- Faux leather fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06401-0578
Category Name: Night Out
Price: $6.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Hit Of The Party Lace-Up Heels
You'll be the hit of the party in these eye-catching faux leather heels for the perfect eye-catching look! They feature a square toe, thin-toe strappy design, block heel, lace-up ankle straps, and a block heel. Style with a lightweight duster trench to complete your outfit.
Fit & Features
- Square toe
- Thin toe strappy design
- Lace-up ankle straps
- Block heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-4198
Category Name: Night Out
Price: $12.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Night Out Mood Sheer Bustier Top
Get in the mood for a girl's night out in this sultry sheer mesh bustier top! It features a sleeveless scoop neckline, thin tank shoulder straps, front seam detailing to give the illusion of boning, a partially lined front, and a fitted, angled, cropped hem. The mesh fabric offers plenty of stretch. Complete your look with a faux leather mini skirt.
Fit & Features
- Sleeveless scoop neckline
- Thin tank shoulder straps
- Front seam detailing
- Partial knit lining at the front
- Fitted, angled, cropped hem
- Sheer mesh fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06001-4821
Category Name: Night Out
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sleek Night Out Style Faux Leather Mini Skirt
Show off a sleek style for your next night out with the girls in this trendy faux leather mini skirt! It features a high-rise waist with an asymmetric cross-over design, a front button closure, two front and back pockets, a mini-length hem, and a form-hugging fit. Complete the look with a corset top and strappy heels.
Fit & Features
- High-rise waist, asymmetric cross-over design
- Belt loops, front button and zipper closure
- Two front and back pockets
- Form-hugging fit
- Mini-length hem
- Faux leather fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06401-0577
Category Name: Night Out
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Flirt Alert Strapless Cropped Bustier
Flirt alert! Create a spicy night-out look with this cropped bustier. It features a strapless sweetheart neckline with non-slip grip lining, vertical seams with flexible boning inserts, front hook, and eye closures, a fitted, cropped hem, and is composed of a supportive bandage knit fabric for a snatched look. Complete your 'fit with a faux leather mini skirt and mules.
Fit & Features
- Strapless sweetheart neckline
- Non-slip grip lining
- Vertical seam detailing, flexible boning inserts
- Front hook and eye closures
- Fitted, cropped hem
- Bandage knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4822
Category Name: Night Out
Price: $6.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Not Your Grandma's Floral Corset Top
This certainly isn't your grandma's corset top! It features a strapless square neckline, flexible boning inserts, cropped hem, and a satin lace-up back with tie closure. The top is designed in a lined woven fabric with a floral tapestry design and minimal stretch. Complete the look in sleek trouser pants.
Fit & Features
- Strapless square neckline
- Flexible boning inserts
- Cropped hem
- Satin lace-up back with tie closure
- Floral tapestry design
- Lined woven fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06003-2180
Category Name: Night Out
Price: $17.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Stylish Pick Faux Suede Flare Pants
These trendy faux suede flare pants are a stylish pick for your winter wardrobe! They feature a mid-rise waist, a hip-hugging fit, and a fab flared leg silhouette. Style with a corset top and an oversized blazer.
Fit & Features
- Mid-rise waist
- Hip-hugging fit
- Flared leg silhouette
- Soft faux suede fabric
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06502-2288
Category Name: Night Out
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Dinner Date Vibes Pleated Romper
This sultry-chic pleated romper gives off dinner date vibes! It features a plunging neckline with pleated detailing at the bust, long bishop sleeves, a fitted bodice, a high waistband, and pleated shorts. The crepe fabric offers a moderate stretch. Style with strappy stilettos.
Fit & Features
- Plunging neckline, pleated bust
- Long bishop sleeves, elastic cinched hems
- Fitted bodice
- High waistband
- Pleated shorts
- Crepe fabric, knit lining at the bust, moderate stretch
- Runs true to size
Style Number/Barcode: 06503-1035
Category Name: Night Out
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Meant To Be Lace Up Corset Top
This corset top is meant to be in your lineup this season! Add a sultry touch to your everyday look in this strapless top featuring flexible boning inserts along the cropped bodice and an eye-catching lace-up back for a customized fit. Style with wide-leg pants for cocktail hour!
Fit & Features
- Strapless and sleeveless
- Flexible boning inserts
- Cropped hem
- Lace-up back, tie closure
- Woven fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06003-2179
Category Name: Night Out
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Adalynn Rhinestone Faux Pearl Mini Dress
Special Occasion
Dial up a glam glow in the Adalynn party dress ready for the bachelorette or a weekend in Vegas! She features a sleeveless V-neckline with a sheer mesh insert, and spaghetti straps that create the alluring lace-up back with tie closure, a sexy bodycon silhouette, and a mini-length hem. The party dress is composed of all-over rhinestone and faux pearl embellishments for a luxe style and has a stretchy knit lining. Complete the look with earrings and heels.
Fit & Features
- Sleeveless V-neckline, sheer mesh insert
- Spaghetti straps, lace-up back with tie closure
- Back zipper and hook-eye closure
- Bodycon silhouette, mini-length hem
- Faux pearl and rhinestone embellishments, stretchy knit lining
- Stick bra or pasties recommended
- Runs true to size
Style Number/Barcode: 05001-1573
Category Name: Night Out
Price: $14.97 $99.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance