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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Going Everywhere Belted Faux Suede Skort
Take this faux suede skort everywhere you go for total vibes! The high-rise folded belted waist adds a chic touch while providing a flattering fit. With a form-hugging silhouette and built-in shorts lining, you can confidently go anywhere and do anything in style. Complete the look in a short sleeve bodysuit and sandals.
Fit & Features
- Faux suede fabric, minimal stretch
- High-rise waist
- Form-hugging silhouette
- Shorts lining
- Runs true to size
Style Number/Barcode: 06403-0398
Category Name: Night Out
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Own The Room Strappy V-Neck Flare Jumpsuit
Own the room in this sassy jumpsuit with the girls! Showcasing a sexy plunge V-neckline and form-hugging fit, this jumpsuit accentuates your figure for a show-stopping look. The strappy open back and flared hem add a touch of playfulness to the stretchy rib knit fabric. Complete the look in stiletto sandals and earrings!
Fit & Features
- Stretchy rib knit fabric
- Spaghetti straps
- Strappy open back
- Form-hugging fit
- Flare hem
- Runs true to size
Style Number/Barcode: 06502-2463
Category Name: Night Out
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Captivating Shine Rhinestone Fringe Earrings
Captivate with luxe shine in these gorgeous rhinestone fringe earrings! Embellished with glimmering mini rhinestone embellishments, these earrings feature a twisted asymmetric top design with multiple rows of cascading fringe. Include a post-back closure. Style with your classic LBD and strappy stilettos to add some sparkle on your next night out.
Fit & Features
- Twisted asymmetric design
- Multiple rows of fringe
- Rhinestone embellishments
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1903
Category Name: Night Out
Price: $3.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flirty Sophistication Strappy Platform Block Heels
Flirty fun meets sophistication in these patent block heels that dare to steal the show! Featuring an almond toe, strappy design, and platform sole, these heels add stylish height. The dual ankle straps and buckle closure provide a secure fit while the cushions at the ball of the foot ensure comfort. Complete the look in a pretty skater dress for a soiree or event!
Fit & Features
- 3" Block Heel
- Almond toe
- Strappy design
- Platform sole, luxe fit cushions at ball of foot
- Dual ankle straps, buckle closure
- Patent leather material
- Runs true to size
Style Number/Barcode: 07401-4723
Category Name: Night Out
Price: $9.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flashy Glam Rhinestone Fringe Front-To-Back Earrings
Radiate a flashy glam vibe in these fabulous rhinestone fringe front-to-back earrings! They feature a curved horizontal bar post embellished with round rhinestones and a chic angled rhinestone, a hanging curved horizontal bar with rhinestones, and a multi-row rhinestone fringe cascading design for all the sparkle. Include a post-back closure. Style these trendy earrings with a cuff bracelet.
Fit & Features
- Front-to-back earring design
- Curved horizontal bar post
- Round rhinestones and angled rhinestone
- Hanging curved horizontal bar with rhinestones
- Multi-row rhinestone fringe
- Post-back closure, rubber stopper
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1904
Category Name: Night Out
Price: $3.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Love It Lace-Up Satin Cropped Corset Top
You'll love the iconic look of this silky satin cropped corset top! Designed with a sleek satin woven fabric, this top features a sleeveless sweetheart neckline for a feminine vibe, adjustable spaghetti straps offering a customized fit, secure hook and eye closures at the front, and flexible boning inserts. The cutout lace-up sides add a sultry touch, while the fitted cropped hem will create a snatched silhouette. Pair with high-rise jeans and sneakers for a casual-chic style.
Fit & Features
- Satin woven fabric with minimal stretch
- Sweetheart neckline
- Adjustable spaghetti straps
- Cutout lace-up sides
- Front hook and eye closures, flexible boning
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06003-2367
Category Name: Night Out
Price: $15.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Essential Sweetie Off-The-Shoulder Tube Crop Top
Versatile and essential, this tube crop top makes getting ready for last-minute plans a breeze! Crafted from soft, stretchy, rib knit fabric this top offers a sweet folded off-the-shoulder neckline adorned with short sleeves and a fitted crop hem to flaunt your figure. Complete the look with high-rise jeans and sandals for a trend-worthy outfit!
Fit & Features
- Stretchy, soft rib knit fabric
- Folded off-the-shoulder
- Short sleeves
- Cropped hem
- Runs true to size
Style Number/Barcode: 06005-1923
Category Name: Night Out
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dream Of Sparkle Rhinestone Chandelier Earrings
Create the dreamiest look that will radiate sparkly vibes in these rhinestone chandelier earrings! They feature a gorgeously glam chandelier design with a round clear rhinestone stud, mini iridescent rhinestone fringe for that multi-colored shine, and baguette-shaped clear rhinestone fringe at the center. Include a post-back closure. Style with a dainty bracelet.
Fit & Features
- Chandelier design
- Round clear rhinestone stud
- Iridescent rhinestone fringe
- Baguette clear rhinestone fringe
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1897
Category Name: Night Out
Price: $3.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Instant Classic Aviator Sunglasses
These sleek aviator sunglasses will be an instant classic and staple for the season! They feature a traditional aviator design with tinted lenses, a thin metal frame with thin arms, a brow bar and nose bridge, and rubber nose pads for support. Style these sunnies with a denim jacket for that casual-cool vibe.
Fit & Features
- Aviator design
- Tinted lenses
- Thin metal frame and arms
- Thin brow bar and nose bridge
- Rubber nose pads
Style Number/Barcode: 07008-1046
Category Name: Night Out
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sleek Design Faux Leather Mini Skort
The sleek design of this faux leather mini skort will amp up your fave going-out looks! Made with a coated faux leather fabric, this trendy skort features a high waist, a front mini-length overlay with a chic double slit design to add some allure, and fitted shorts. Style with a corset top and mules for a rooftop bar!
Fit & Features
- Coated faux leather fabric
- High waist
- Front mini-length overlay
- Double slit design
- Fitted shorts
- Runs true to size
Style Number/Barcode: 06403-0396
Category Name: Night Out
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Dreamy Floral Ruched Mesh Mini Dress
Walk into any party looking like a dream in this floral ruched mesh mini dress! The bold multi-colored floral print will capture all the attention, while the airy mesh fabric offers breezy comfortable wear. The mini-length dress features a sleeveless square neckline with adjustable spaghetti straps for a customized fit. The trendy ruched detailing down the side seams will accentuate your curves along the alluring bodycon silhouette. Style this short dress with hoop earrings and clear heels.
Fit & Features
- Floral print
- Sheer mesh, sewn-in knit lining
- Sleeveless square neckline
- Spaghetti straps
- Ruched side seams
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05102-5534
Category Name: Night Out
Price: $9.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Treasure Strapless Linen Corset Top
Everyone will be asking where you found this trendy linen crop corset top! You'll love the sweetheart neckline and padded bra cups for a flattering fit, while the non-slip grip lining, multiple back hook and eye fasteners, and flexible boning keep it in place. Complete the look with the matching wide-leg pants.
Shop Matching Bottoms: Trendy Treasure Linen Wide-Leg Pants
Fit & Features
- Linen-blend fabric, sewn-in knit lining, no stretch
- Strapless sweetheart neckline
- Multiple back hook and eye fasteners
- Padded bra cups, flexible boning
- Cropped length
- Runs true to size
Style Number/Barcode: 06003-2365
Category Name: Night Out
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Aesthetic Plaid Wrap Skort
Create the perf chic aesthetic for everyday with this plaid wrap skort! Designed with an iconic plaid print on woven fabric, it features a high-rise waist, an asymmetric faux wrap-front design with a mini-length hem, and fitted shorts. Style with a basic crop top, a faux leather moto jacket, and ankle booties!
Fit & Features
- High-rise elasticized waist
- Asymmetric faux wrap-front design, mini-length hem
- Fitted shorts
- Plaid print
- Woven fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06403-0393
Category Name: Night Out
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Preppy Plaid Babe High Rise Slit Skort
Preppy with babe status! This plaid skort features a high-rise waist, a front skirt overlay with a slit design, and a flattering form-hugging fit and mini-length hem. Complete the look in a basic tee and denim jacket.
Fit & Features
- High-rise waist
- Back zipper closure
- Front skirt overlay, slit design
- Form-hugging fit, mini-length hem
- Shorts lining
- Plaid pattern, texture knit fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06503-1108
Category Name: Night Out
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Light Me Up V-Neck Ruffle Glitter Mini Dress
Illuminate the dance floor in this glitter mini dress on a night out! Crafted from a gorgeous glitter knit fabric that shimmers, this dress will keep you sparkling. Featuring a flattering V-neckline and delicate spaghetti straps, this bodycon dress brings out your curves. The side ruffles and ruffled mini-length hem add a touch of playfulness and glamour to your look. Complete the look in platform heels.
Fit & Features
- Glitter knit fabric, sewn-in knit lining, stretchy
- Spagehtti straps
- Bodycon silhouette
- Side ruffle and ruffled mini-length hem
- Runs true to size
Style Number/Barcode: 05103-5539
Category Name: Night Out
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Here To Shimmer Rhinestone Mesh Bolero
Layer on this rhinestone mesh bolero to shimmer on any occasion! The fitted long sleeves and open front design add a touch of elegance, while the ultra-cropped hem and rhinestone embellished sheer mesh fabric make a bold statement. Complete the look in dressy block heels.
Fit & Features
- Rhinestone embellished sheer mesh fabric
- Ultra cropped hem
- Runs true to size
Style Number/Barcode: 06202-0447
Category Name: Night Out
Price: $11.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Renaissance Spell Lace-Up Satin Corset
Transform into a captivating beauty in this satin corset top perfect for dressing up for parties or dates! The sleeveless square neckline and wide shoulder straps accentuate your figure, while the flexible boning provides support. The cropped hem and lace-up back add a touch of allure, all crafted from luxurious satin fabric. Complete the look in a sultry mini skirt.
Fit & Features
- Satin fabric, sewn-in knit lining, minimal stretch
- Wide shoulder straps
- Side zipper and hook-eye closure
- Lace-up
- Flexible boning
- Cropped hem
- Runs true to size
Style Number/Barcode: 06003-2680
Category Name: Night Out
Price: $15.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Ready To Go Off-The-Shoulder Bodysuit
With this off-the-shoulder bodysuit, you'll be ready to go on any chic adventure! It features short-sleeve cuffs, a ruched bust, and a form-hugging silhouette on smooth knit fabric. Complete the look in cargo pants for casual plans!
Fit & Features
- Off-the-shoulder neckline
- Short-sleeve cuffs
- Ruched bust
- Form-hugging silhouette
- Thong bottom, snap-button closures
- Smooth knit stretchy fabric
- Runs true to size
Style Number/Barcode: 06001-5168
Category Name: Night Out
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Major Showstopper Rhinestone Bodycon Mini Dress
Serve iconic looks in this rhinestone bodycon mini dress that will make you a major showstopper! The stretchy knit fabric is accented with all-over mini rhinestone embellishments with an iridescent sparkle for that glam girl shine you'll love. The mini-length dress features a sleeveless draped cowl neckline, halter straps, an alluring backless design, and a bodycon silhouette to flaunt your gorgeous figure. Complete your party look with fringe earrings and platform heels.
Fit & Features
- Stretchy knit fabric with knit lining
- Mini iridescent rhinestone embellishments
- Cowl neckline
- Halter straps
- Open back, lower zipper with hook and eye closure
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5537
Category Name: Night Out
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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She's The Gift Strappy Back Sequin Party Dress
Be the gift that keeps on giving in this sequin party dress at every girl's night! Designed with countless sequins on mesh fabric, this mini dress is in for a shimmering time. It features a sultry V-neckline, adjustable spaghetti straps that form the strappy open-back detail, and a curve-loving bodycon silhouette. Complete the look in platform heels and earrings!
Fit & Features
- Sequin mesh fabric lined with stretchy knit
- Adjustable spaghetti straps
- Back zipper hook-eye closure
- Bodycon silhouette
- Sticky bra or pasties recommended
- Runs true to size
Style Number/Barcode: 05103-5536
Category Name: Night Out
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Night-Out Allure Strappy Back Knit Bodysuit
Create iconic night-out 'fits with this sexy strappy back bodysuit! Designed with a stretchy brushed knit fabric, this sultry bodysuit features a sleeveless V-neckline and spaghetti straps that lead to an alluring open-back design of cross-back straps and lower-back bar straps. Style this form-hugging bodysuit with boyfriend jeans and a faux leather jacket for bar-hopping!
Fit & Features
- Stretchy brushed knit fabric
- Sleeveless V-neckline
- Spaghetti straps
- Open-back design
- Cross-back straps, lower-back bar straps
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-5163
Category Name: Night Out
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Getting Attention Abstract Print Mesh Crop Top
Don't be surprised at all the attention this abstract print mesh crop top will get! Made from a lined mesh fabric, this top delivers a unique style with sheer fitted long sleeves and a flattering scoop neckline. The front cutout detail with adjustable drawstrings lets you customize the fit and show as much skin as you desire! Complete the look in a mini skirt, heels, and purse for a night downtown!
Fit & Features
- Abstract print, stretchy mesh fabric lined with knit
- Front cutout, adjustable drawstrings
- Slit hem accent
- Cropped
- Runs true to size
Style Number/Barcode: 06001-5170
Category Name: Night Out
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Smooth Silhouette Sweetheart Underwire Bodysuit
Flatter yourself in the smooth and silky-like comfort of this essential bodysuit for a sleek silhouette! Designed from a smooth knit and stretchy knit fabric, this bodysuit features a sweetheart neckline with adjustable spaghetti straps for a customizable fit and a built-in padded underwire bust that gives you support and lift. Finished with form-hugging fit and a thong bottom with snap-button closures. Style this bodysuit alone or under a tight-fitting dress for a sultry look!
Fit & Features
- Smooth, silky-like stretchy knit fabric
- Adjustable spaghetti straps
- Sweetheart neckline
- Built-in padded underwire bust
- Snap-button closures
- Form-hugging
- Runs true to size
Style Number/Barcode: 06001-5166
Category Name: Night Out
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sultry Flair Woven Cropped Corset Top
This trendy woven corset top will give off a sultry flair with its chic details and alluring silhouette! Made with a smooth woven fabric with moderate stretch, this top features a sleeveless sweetheart neckline with a bust seam outline, flexible boning inserts to add structure, spaghetti straps leading to a back zipper closure, an angled cropped hem, and a form-hugging fit for that signature snatched look. Style with straight-leg jeans and strappy mules.
Fit & Features
- Woven fabric, moderate stretch
- Sleeveless sweetheart neckline, bust seam outline
- Flexible boning
- Spaghetti straps, back zipper closure
- Angled cropped hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06003-2362
Category Name: Night Out
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale