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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Sultry Snake Faux Leather Block Heels
Keep it sassy in heels that bring some serious sultry appeal. The block heels feature a trendy snake print, a closed-back, an open square toe with a single strap over the toe, and a block heel. Complete your night out look with a black dress and silver accessories.
Fit & Features
- Closed-back
- Snake pattern
- Open square toe
- Single strap over the toe
- Block heel
- Faux leather material
Style Number/Barcode: 07401-2434
Category Name: Night Out
Price: $16.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Lookin' Trendy Ruched Crop Top
You'll be lookin' trendy and chic in this ruched off-the-shoulder crop top! It features a sweetheart neckline with padded cups, long sheer fitted sleeves with ruched detailing, a front adjustable drawstring, and a cropped, form-hugging fit with all-over ruching. Style this top with a mini skirt and clear heels.
Fit & Features
- Off-the-shoulder sweetheart neckline
- Padded cups
- Long sheer fitted sleeves, ruched detailing
- Front adjustable drawstring
- Cropped, form-hugging fit, all-over ruching
- Sheer knit fabric, knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3853
Category Name: Night Out
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Weekend-Ready Bodycon Mini Dress
This chic bodycon mini dress will have you totally weekend-ready! It features a V-neckline, long fitted sleeves, a trendy wrap skirt with front ruched detailing, and a short, curve-hugging fit. Style this dress with sleek hoop earrings and strappy heels.
Fit & Features
- V-neckline
- Long sleeves
- Wrap skirt, front ruching
- Mini-length, form-fitting silhouette
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-4236
Category Name: Night Out
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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String Me Along Mesh Crop Bustier
Turn heads in this mesh crop bustier to showcase sultry vibes! It features long sleeves with slit cuffs, a sweetheart neckline, ruched built-in padded cups with underwire and criss-cross straps, and a corset-style bodice with flexible boning and back zipper closure. Complete the look in boyfriend jeans and earrings.
Fit & Features
- Long sleeves with slit cuffs
- Sweetheart neckline, criss-cross straps
- Ruched built-in padded bust, underwire
- Corset bodice, flexible boning
- Back zipper closure, cropped hem
- Mesh fabric, partial lining, minimal stretch
- Fits true to size
Style Number/Barcode: 06001-4390
Category Name: Night Out
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Flaunt It Ruche Crop Tank Top
If ya got it, flaunt it! Showcase your fab figure in this crop top featuring a sleeveless square neck, spaghetti straps, and all-over ruched seams that accentuate your curves. Complete the look with matching bottoms.
Shop The Matching Bottoms: Flaunt It Ruche High Rise Mini Skirt
Fit & Features
- Sleeveless square neck
- Spaghetti straps
- All-over ruched seams
- Cropped hem
- Double-lined knit fabric
- Moderate stretch
- Fits true to size
Style Number/Barcode: 06001-4661
Category Name: Night Out
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Draped In Rhinestone Crepe Dress
Leave the club wanting more! You'll be a sultry sight in this crepe mini dress featuring a sleeveless v-neckline, adjustable spaghetti straps, a padded bust, rhinestone draping along the bodice, and a bodycon silhouette. The crepe-lined fabric offers minimal stretch. Complete the look in rhinestone stiletto heels.
Fit & Features
- Sleeveless v-neckline, adjustable spaghetti straps
- Padded bust
- Rhinestone draping along the bodice
- Bodycon silhouette
- Mini-length hem
- Lined crepe fabric, minimal stretch
- Fits true to size
Style Number/Barcode: 05103-4666
Category Name: Night Out
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Bold Luxe Rhinestone Strappy Stiletto Heels
Rhinestone-embellished straps bring bold luxe to these faux leather stiletto heels perfect for brides or formal occasions! With a chic square toe and a strappy design featuring a cute knot accent, these heels elevate any look. The adjustable ankle strap with a buckle closure ensures a comfortable fit while the stiletto heel adds a touch of elegance. Complete the look with stunning jewelry!
Fit & Features
- 4" Stiletto Heel
- Faux leather material
- Square toe
- Rhinestone-embellished, strappy knot design
- Adjustable ankle strap, buckle closure
- Luxe fit cushioned insole
- Runs true to size
Style Number/Barcode: 07401-4717
Category Name: Night Out
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stunning Elegance Rhinestone Fringe Earrings
Shimmer and shine every time in these rhinestone earrings. Featuring luxe rhinestones that dazzle from every angle, these beauties will add an element of glamorous elegance to any ensemble. Complete the look in a gorgeous short formal dress for a celebration!
Fit & Features
- Rhinestone fringe earrings
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1837
Category Name: Night Out
Price: $2.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Pretty Purrfect Leopard Print Denim Mini Skirt
This pretty leopard print denim mini skirt is all you need for a fierce outfit! Complete the look with boots.
Fit & Features
- Leopard print denim fabric, minimal stretch
- High-rise waist
- Five-pocket and belt loop design
- Front button and hidden zipper closure
- Fitted mini-length silhouette
- Runs true to size
Style Number/Barcode: 06601-0221
Category Name: Night Out
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Off To Party Crop Top
Head off to the party in style! This cute, black top has an off the shoulder neckline paired with long, narrow sleeves and a cropped hem. The garment is composed of a soft knit that offers a moderate stretch.
Style Number/Barcode: 06001-0810
Category Name: Night Out
Price: $5.00 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Glow For You Rhinestone Linear Twist Earrings
Light up the room with these glowing earrings! They feature a dainty twist and linear strand with teardrop rhinestones for a chic look.
Fit & Features
- Twisted and linear strands
- Teardrop rhinestone embellishments
- Post-back closure, rubber stopper
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1989
Category Name: Night Out
Price: $4.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sexy Snake Print Mesh Bodysuit
Turn heads in this sexy snake print bodysuit! It features a sleeveless bodice, adjustable spaghetti straps, a wired bust, and a thong bottom with snap button closures. The bodysuit is composed of a red sheer mesh fabric with plenty of stretch.Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06001-1286
Category Name: Night Out
Price: $9.94 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Feelin' Bubbly Chiffon Top
This plum chiffon top will have you feeling like a boss! It features a stretchy off the shoulder neckline, long sleeves with elastic cuffs, a bubble hem, and a contrasting back knit panel for added stretch. Top is composed of a chiffon fabric with a relaxed fit and minimal stretch and includes a lightly padded bust.Model is 5'9" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06003-9669
Category Name: Night Out
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Aerin Formal Sequin Midi Dress
Special Occasion
Have a night to remember in our Aerin! She features a boat neckline, long sleeves, and a sexy low back with a zipper closure. She is fully lined and composed of a mesh material that offers a form fitting silhouette and slight stretch. Her mid length hemline hits mid calf, and she features a high slit at one side that makes her easy to walk and dance in! She showcases a beautiful sequin swirling pattern throughout that gives an elegant finish!
Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0267
Category Name: Night Out
Price: $27.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Glow Girl Sequin Midi Dress
Glow on with your bad self! Flaunt your pretty self in this captivating dress.
Fits & Features
- Adjustable Shoulder Straps
- Sweetheart Neckline
- Zipper & Hook And Eye Closure At Back
- Iridescent Sequins, Mesh Knit Fabric I Fully Lined
- Midi Length Silhouette
- Curve Hugging Fit I Ample Stretch
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05101-0293
Category Name: Night Out
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sound The Alarm Sequin Mini Dress
Set off sparks in a dress that brings the glamour and sultry appeal. The dress features a sleeveless square neckline, spaghetti straps, and dazzling sequins throughout that shimmer. Complete your night out outfit with thigh high boots and rhinestone duster earrings.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Sequins
- Mini length silhouette
- Form hugging fit
Style Number/Barcode: 05103-3676
Category Name: Night Out
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Edgy-Chic Coated Faux Leather Mini Skirt
Edgy and oh-so-chic, this coated faux leather mini skirt is perf for a GNO. It features a flattering high rise waist and a trendy envelope design with an overall form-hugging silhouette. Simply add on some trendy heels for a gorgeous look.
Fit & Features
- High rise waist
- Curve-hugging fit
- Envelope front design
- Asymmetrical hem
- Coated faux leather fabric
Style Number/Barcode: 06401-0265
Category Name: Night Out
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Wrap Me In Glam Ribbed Mini Dress
Wrap yourself in this glam sweater knit dress that brings the charm. The dress features an off-the-shoulder neckline, long sleeves, a gorge tie waist ribbon, and a mini-length silhouette. The dress is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete your look with mules and a trendy crossbody.
Shop More Sweater Dresses: Sweater Dress Collection
Fit & Features
- Off-the-shoulder neckline
- Long fitted sleeves
- Tie waist ribbon
- Mini-length silhouette
- Ribbed knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-0881
Category Name: Night Out
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Major Trendsetter Leopard Print Mini Skirt
Showcase major trendsetter vibes in this adorable mini skirt! It features a high rise waist and a short, form-hugging fit with a merrow edge trim. The skirt is composed of a leopard print flocked knit fabric. Pair this skirt with a crop top and strappy heels for a girl's night out.
Fit & Features
- High rise waist
- Short, form-hugging fit
- Merrow edge trim
- Leopard print flocked knit fabric
Style Number/Barcode: 06501-0360
Category Name: Night Out
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Fierce And Fabulous Mini Dress
Fierce and fab will be your go-to vibe in this sexy mini dress. It features a square neckline, spaghetti straps, a lower back cutout, ruched detailing, and a short, curve-hugging fit. The stretchy knit fabric has an on-trend all-over leopard print. Complete the look with clear heels.
Fit & Features
- Sleeveless square neckline
- Adjustable spaghetti straps
- Lower back cutout
- Ruching
- Mini-length, form-fitting silhouette
- Lined knit fabric, moderate stretch, leopard print
- Runs true to size
Style Number/Barcode: 05103-3910
Category Name: Night Out
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Bring The Drama Faux Leather Bodycon
Bring the drama in a bodycon that creates a head-turning moment! The dress features a plunging V-neckline, long puff sleeves, a cinching belted waist, and a mini-length silhouette. The dress is composed of a curve-hugging faux leather fabric that offers a moderate stretch. Complete look with clear mules.
Fit & Features
- Plunging V-neckline
- Long puff sleeves
- Belted waist
- Mini length silhouette
- Faux leather fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1320
Category Name: Night Out
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Floral Fusion Burnout Velvet Corset
Bring the charm with a floral corset that showcases your sweet side. The corset features a floral burnout pattern, a square neckline, tank shoulder straps, a hook and eye front closure, and a cropped hem. The top is composed of lined mesh and velvet fabric that offers a form hugging fit with minimal stretch. Complete look with liquid leggings.
Fit & Features
- Sleeveless square neckline
- Tank shoulder straps
- Hook and eye front closure
- Floral burnout pattern
- Cropped hem
- Form hugging fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06003-1435
Category Name: Night Out
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Taylor Distressed Cropped Skinny Jeans
The Taylor cropped skinny jeans are a stylish staple you need in your closet. They feature a high-rise waist, distressing with destructed detailing at the knees, a skinny-leg fit, and a cropped, destructed, and frayed hem. The medium wash denim fabric offers a moderate stretch for comfortable wear. Pair these jeans with a basic tee and sneakers for a casual everyday 'fit.
Fit & Features
- High-rise waist
- Five-pocket and belt loop design
- Front button and hidden zipper closure
- Skinny-leg fit
- Distressing, destructed detailing at the knees
- Cropped, destructed, and frayed hem
- Medium wash denim fabric, moderate stretch, form-hugging fit
- Runs true to size
Style Number/Barcode: 06602-0282
Category Name: Night Out
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Love At First Rose Bustier Top
You're sure to fall for this chic rose-bustier top! Featuring long sleeves, a square neck, and a fitted, corset-style bodice with flexible boning on a cropped hem. Composed of a mesh-lined knit fabric offering a moderate stretch. Perfect for styling with high-rise jeans.
Fit & Features
- Long fitted sleeves, square neck
- Rose pattern throughout
- Corset-style bodice, flexible boning
- Cropped hem
- Mesh-lined knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3722
Category Name: Night Out
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free