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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Glitter Knit Skater Romper
Glitz and glitter is what it's all about girly! This tiered skater romper is perfect for your holiday soirees!
Fit & Features
- Crew neckline
- Back button closure
- Large back keyhole cut out
- Long balloon sleeves with elastic cinched cuffs
- Lower back zipper and tie detail
- Tiered ruffle detailing
- Stretchy glitter knit fabric
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06503-0050
Category Name: Night Out
Price: $4.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Heavenly Match Floral Tie-Front Crop Top
This floral mesh crop top is a match made in heaven! The top has sheer peasant long sleeves and a flirty tie-front design. Pair with the matching skirt.
Shop Matching Bottoms: Heavenly Match Floral Slit Midi Skirt
Fit & Features
- Floral print, partially sheer mesh fabric, bust knit lining
- Sheer peasant long sleeves
- Tie-front design
- Ultra-cropped hem
- Runs true to size
Style Number/Barcode: 06202-0513
Category Name: Night Out
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Free Bird Faux Leather Moto Jacket
Yes you free bird show us your edgy side! This faux leather jacket is designed for a baddie! Featuring a collared neckline, long sleeves, three zipper pockets and one mini faux pocket. Jacket is lined with a full red lining, and has metal button detailing at the collar. Hemline hits mid waist and features a belted detail at one side. Jacket is fitted and offers no stretch.
Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06204-0371
Category Name: Night Out
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Nice For What Thigh High Boots
Nice for what? Be a baddie, be fierce, and do it for yourself bae! Slipping into a pair of thigh high boots does something to your confidence, it brings you all the way up!
- Thigh high fit
- Faux Suede
- Almond toe
- Block heel
- Lace back detail
Style Number/Barcode: 07402-0123
Category Name: Night Out
Price: $15.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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All My Love Floral Mesh Bodysuit
Fall for this floral bodysuit as they all fall for you girl! This date-night in bodysuit brings the romance with its gorgeous floral print, plunging v-neckline, and sleek adjustable straps that offer a customized fit. Complete your date-night outfit with high waist jeans and duster earrings.
Fit & Features
- Plunging v-neckline
- Adjustable spaghetti straps
- Floral print
- Contrast bottom
- Snap button closure
- Sheer mesh fabric
- Form-hugging fit
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06001-2687
Category Name: Night Out
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sweet And Stylish Lace Mini Dress
Keep it sweet and stylish with a lace mini dress that stuns with delicate details! The dress features a sleeveless square neckline, sleek bungee spaghetti straps, a backless design accented with sleek bar straps, and a floral lace body throughout. Complete look with heels and rhinestone hoops.
Fit & Features
- Sleeveless square neckline
- Bungee spaghetti straps
- Backless design, sleek bar straps
- Sheer floral lace body, knit lining
- Mini-length silhouette
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 05101-1398
Category Name: Night Out
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Regal Affair Flocked Velvet Bodysuit
Whatever the occasion, bring the regal allure to the party in this flocked velvet mesh bodysuit to dress up your favorite bottoms! It features an off-the-shoulder, sweetheart neckline, sheer fitted long sleeves, a ruched padded bust, a hidden front hook and eye closures, and a thong bottom with dual snap-button closures. Complete the look in best-selling bottoms.
Fit & Features
- Off-the-shoulder, sweetheart neckline
- Sheer fitted long sleeves, ruched padded bust
- Hidden front hook and eye closures
- Thong bottom, dual snap-button closures
- Flocked velvet pattern, partially lined mesh fabric
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06001-4835
Category Name: Night Out
Price: $17.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Fliratious Mood Ruched Bodycon Mini Dress
This adorable mini dress will bring the flirtatious vibes to your next dinner date. It features a sweetheart neckline with a padded bust, a trendy twist-front design at the bust followed by a chic center keyhole cutout, sheer short puff sleeves, ruching down the side and back seams, a mini-length hem, and a bodycon silhouette that will hug your curves. The sheer mesh fabric includes a full-length lining and offers plenty of stretch. Style this mini dress with gold earrings and stiletto heels for date night.
Fit & Features
- Sweetheart neckline, padded bust, bust twist-front design
- Small center keyhole cutout
- Sheer short puff sleeves, elastic cinched hems
- Ruched side and back seams, back zipper, hook and eye closure
- Mini-length hem, bodycon silhouette
- Sheer mesh fabric, full-length sewn-in knit lining, plenty of stretch
- Runs true to size
Style Number/Barcode: 05101-2773
Category Name: Night Out
Price: $5.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Notice Me Long Sleeve Sheer Mesh Bodysuit
Capture all the attention in this must-have sheer mesh bodysuit to spice up your night out! Boasting a flattering mock neckline, fitted long sleeves, and side ruched seams along the form-hugging silhouette that defines your figure. Pair with a bralette, hot faux leather shorts, and heels to complete your sexy vibe!
Fit & Features
- Sheer mesh fabric with stretch
- Mock neckline
- Long fitted sleeves
- Thong bottom, snap-button closures
- Side ruching
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-5179
Category Name: Night Out
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ode To Elegance Satin Tie Midi Skirt
This satin midi skirt gives an ode to elegance! Elevate your look in this high-rise skirt featuring a side tie closure and a slim faux wrap silhouette. The silky woven satin fabric has no stretch. Style with a corset top and heels for cocktail hour!
Fit & Features
- High-rise elasticized waist
- Hidden side zipper, hook and eye closure
- Side tie closure
- Slim faux wrap silhouette
- Midi-length hem
- Woven satin fabric, no stretch
- Runs true to size
Style Number/Barcode: 06401-0505
Category Name: Night Out
Price: $15.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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On Your Radar Sweetheart Jumpsuit
Sleek, sophisticated, and designed to flatter every curve, this jumpsuit will make a bold impression. It features an off-the-shoulder sweetheart neckline, a draped bodice with back zip and hook-and-eye closure, and high-rise slim-leg pants that taper towards hem. Jumpsuit is fully lined and made from a nylon blend with a fair amount of stretch.
Style Number/Barcode: 06502-0052
Category Name: Night Out
Price: $4.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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High Waist Trendy Cut Out Skinny Jeans
These trendy high waist cut out skinny jeans will amp up any casual look and make it even edgier! They feature a high rise waist, a traditional five-pocket and belt loop design, a front button and hidden zipper closure, dramatic front cut outs, and slits below the back pockets. The jeans are composed of a stretchy denim fabric and offer a form-hugging fit. Complete your outfit with a chic crop top and clear heels.
Fit & Features
- High rise waist
- Traditional five-pocket and belt loop design
- Front button and hidden zipper closure
- Front cut outs
- Slits below the back pockets
- Stretchy denim fabric
- Form-fitting style
- Runs true to size
Style Number/Barcode: 06602-0062
Category Name: Night Out
Price: $18.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Make Your Move Velvet Bodycon Party Dress
Make your move tonight in this luxe velvet party dress! It features a sleeveless V-neckline, spaghetti straps, a flattering bodycon silhouette, and a pleated side seam that creates the faux wrap mini-length hem. Complete the look in lace-up heels for a dressy celebration!
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps
- Pleated side seam
- Bodycon silhouette
- Faux wrap mini-length hem
- Soft velvet knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2547
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweet And Sultry Cropped Bustier Top
Have your 'fit be a little sweet and sultry with this on-trend cropped bustier top! It features a sleeveless sweetheart neckline with a structured and padded bust for support, adjustable spaghetti straps for a customized fit, a chic corset-designed bodice with flexible boning, an angled cropped hem, and a snatched, form-hugging fit. Style this bustier with a faux leather mini skirt and clear heels for a girl's night out.
Fit & Features
- Sleeveless sweetheart neckline, structured and padded bust
- Adjustable spaghetti straps, small O-ring front and back details
- Corset-designed bodice, flexible boning inserts
- Back zipper and hook-eye closure
- Angled cropped hem, form-hugging fit
- Lined smooth knit fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06001-4914
Category Name: Night Out
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fave Basic Scoop Neck Ribbed Knit Tank Top
This scoop neck ribbed knit tank top will become your new fave basic to style up! Made with a stretchy lightweight ribbed knit fabric for comfortable wear, this top features a sleeveless scoop neckline, tank shoulder straps, and a mid-length hem with a fitted silhouette. Pair with a mini skirt and combat boots for an effortless edgy vibe.
Fit & Features
- Stretchy ribbed knit fabric
- Sleeveless scoop neckline
- Tank straps
- Mid-length hem
- Fitted
- Runs true to size
Style Number/Barcode: 06002-1777
Category Name: Night Out
Price: $6.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Bad Girl Thigh High Stiletto Boots
You called for baddie boots? Well here we go! Designed with all of our favorite features: Point toe, tall stiletto heel, and a thigh high fit! They also have a zipper closure and an adjustable lace detail at the thigh. Composed of a faux leather material.Style Number/Barcode: 07402-0042
Category Name: Night Out
Price: $32.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic And Sheer Puff Sleeve Top
This chic and sheer top will bring a high fashion vibe to your look! It features a crew neckline, long puff sleeves with smocked hems, and a mid-length, tapered and stretchy smocked waist. Pair this top over a bralette for a stylish 'fit.
Fit & Features
- Crew neckline
- Long puff sleeves with smocked hems
- Mid-length
- Stretchy smocked waist
- Sheer woven fabric
- All-over swiss dot pattern
- Bralette not included
Style Number/Barcode: 06003-0907
Category Name: Night Out
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Alluring Velvet Flocked Sheer Mesh Cutout Top
Giving mysterious, sultry, and just enough skin—this top is your “who is she?” moment. The sheer mesh, velvet texture, and cutout neckline bring full drama without even trying.
Fit & Features
- Sheer mesh fabric with velvet flocked floral pattern, partial front knit lining
- Crew neckline, hook and bar closure
- Short cap sleeves
- Cutout above sweetheart bust, dainty lace trim
- Small cutout at bust with hook and bar closure
- Fitted mid-length hem
- Runs true to size
Style Number/Barcode: 06001-5539
Category Name: Night Out
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glitzy Moment Sequin Knit Top
Have a glitzy moment in this sequin knit top for every holiday soiree! Featuring a sleeveless, V-neckline with adjustable spaghetti straps and a cropped hem. Composed of a lined knit fabric with minimal stretch and all-over sequin embroidery. Style with the matching shacket.
Shop The Matching Shacket: Glitzy Moment Sequin Knit Shacket
Fit & Features
- Sleeveless, adjustable spaghetti straps
- V-neckline, cropped hem
- Back zipper and hook and eye closure
- Sequin lined knit fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06003-1551
Category Name: Night Out
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Wildly Sultry Tie-Front Leopard Rose Mesh Crop Top
Wildly sultry is exactly how you'll look in this leopard rose mesh crop top on a night out! The flared long sleeves and V-neckline with tie closure give a playful touch, while the center slit adds a touch of allure. The cropped length and striking leopard rose print make this top a must-have for any bold fashionista. Complete the look with the matching skirt.
Shop Matching Bottoms: Wildy Sultry High Rise Leopard Floral Maxi Skirt
Fit & Features
- Leopard rose print, sheer mesh fabric, moderate stretch
- Flared long sleeves
- V-neckline
- Tie-front closure and center slit
- Cropped length
- Runs true to size
Style Number/Barcode: 06202-0472
Category Name: Night Out
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cosmic Crush Abstract Halter Top
This cowl halter top serves draped vibes with a little sparkle—perfect for nights when subtle is not the assignment.
Fit & Features
- Abstract print, rhinestone embellished
- Mesh fabric, stretchy knit lining
- Cowl halter neckline
- Cropped length hem
- Runs true to size
Style Number/Barcode: 06001-000164
Category Name: Night Out
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Hit List One-Shoulder Midi Dress
This sleeveless midi dress is sure to make your list of sultry fits! The club dress features a one-shoulder neckline with a cutout bust, a bodycon silhouette, front side ruched seam to accentuate your curves along the asymmetrical slit hem. Complete the look with statement hoop earrings.
Fit & Features
- Sleeveless, one-shoulder neckline
- Cutout bust
- Bodycon silhouette
- Front ruched seam, slit accent
- Asymmetrical midi hem
- Double-lined knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05103-4682
Category Name: Night Out
Price: $19.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Outer Limits Metallic Cowl Neck Mini Dress
Feel like a total space babe in this metallic mini dress at the club! Featuring a sleeveless cowl neckline, spaghetti straps, a bodycon silhouette, and a mini-length fitted hem. The smooth metallic knit fabric has a moderate stretch. Complete the look with statement platform heels.
Fit & Features
- Sleeveless cowl neckline
- Spaghetti straps
- Bodycon silhouette
- Mini-length fitted hem
- Metallic knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 05103-5053
Category Name: Night Out
Price: $5.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Off Shoulder Long Sleeve Glittering Mini Dress
Slip into something that glitters!
Fits & Features
- Straight Off-Shoulder Neckline
- Long Fitted Sleeves
- Mini Length Silhouette
- Knit Material I Adorn In Glitter
- Form Hugging Fit I Moderate Amount Of Stretch
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05103-0264
Category Name: Night Out
Price: $13.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free