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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Clear Holographic Snake Trim Crossbody
Keep it sassy in a snake crossbody that brings a fierce vibe for your next night out! The crossbody features a fold-over closure with turn-lock detail, a clear rectangular body, and a holographic snake trim and lining. Complete your look with a sleek midi dress!
Fit & Features
- Fold-over closure with turn-lock
- Snake trim
- Rectangular body
- Holographic finish
- Detachable chain shoulder strap
Style Number/Barcode: 07203-0300
Category Name: Night Out
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glam It Up Rhinestone Door Knocker Earrings
These rhinestone door knocker earrings will for sure glam up any 'fit! Featuring a textured gold look that is super chic, these earrings will be perf for happy hour. Pair with your fave mini dress and slide on mules.
Fit & Features
- Textured gold doorknocker design
- Rhinestone embellished rectangular post
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-0426
Category Name: Night Out
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ready To Slay Jumpsuit
You'll be ready to slay all day in this chic knit jumpsuit! Pair with some strappy heels and accessorize with gold hoops for that bold babe look!
Fit & Features
- Short sleeves
- Wrap front V neckline
- Back button closure | Keyhole cut out
- High rise elastic banded waist
- Straight pant legs
- Knit fabric | Plenty of stretch
Style Number/Barcode: 06502-0345
Category Name: Night Out
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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She's Got It Ruched Mini Skirt
Serve up that wow factor in a skirt that stuns! Perfect for a night out with the squad, this skirt features a high rise waist, ruched detailing throughout, and a mini length silhouette. Complete your look with the matching crop top and a pair of clear heels!
Shop Matching Crop Top: She's Got It Ruched Crop Top
Fit & Features
- High rise waist
- Ruching
- Lined mesh fabric
- Form hugging fit
- Matching crop top sold separately
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06501-0249
Category Name: Night Out
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Chic Mesh Bustier Bodysuit
Look so chic in a bodysuit that is perfect for your next GNO or date night with bae. The bodysuit features an off-the-shoulder, sweetheart neck with a bust lining, a sheer mesh bodice with vertically lined accents, and a thong contrast bottom. Pair your bodysuit with high waist skinny jeans and clear heels.
Fit & Features
- Off-the-shoulder, sweetheart neck, bust lining
- Built-in no-slip strip, padded cups
- Hook and eye front closures
- Sheer short sleeves and buster bodice
- Thong bottom, dual snap button closure
- Partially lined mesh fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-2552
Category Name: Night Out
Price: $6.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Total Babe Sultry Ruched Mini Dress
Hey babe! Get ready to werk it in this sultry ruched mini dress! Featuring a short, curve-hugging silhouette and an allover polka dot print, this little black dress is perf for a date night out. Simply add on some chic mules and you'll be gorgeous from head to toe.
Fit & Features
- Adjustable spaghetti straps
- Scoop neckline
- High waist seam under bust
- Ruched, form-hugging fit
- Dual drawstrings at hem
- Mini length silhouette
- Polka dot printed mesh fabric
Style Number/Barcode: 05102-0636
Category Name: Night Out
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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She's Got It Ruched Crop Top
Serve up that wow factor in this top that stuns! Perfect for a night out with the squad, this top features a plunging surplice neckline, a cropped hem and a ruched detailing throughout. Complete your look with the matching skirt and a pair of clear heels!
Shop Matching Skirt: She's Got It Ruched Mini Skirt
Fit & Features
- Surplice V-neckline
- Spaghetti straps
- Ruching
- Cropped hem
- Lined mesh fabric
- Matching skirt sold separately
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06001-2550
Category Name: Night Out
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flawless Beauty Mesh Mini Dress
You've got that flawless beauty babe! Showcase that in this gorg mesh LBD! Pair with some rhinestone earrings and strappy mules.
Fit & Features
- High rounded neckline
- Short sheer sleeves
- Short, curve hugging fit | Sheer mesh panel at hem
- Sheer mesh fabric | Lining
Model is 5'9" with a 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05103-1058
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Key Moment Knit Bodysuit
Have a major key moment in this trendy cut out bodysuit! Paired with a faux leather mini skirt and some edgy booties, you'll be ready for a night out!
Fit & Features
- Mock neckline
- Side keyhole cut out detailing by the neck
- Long fitted sleeves
- Thong bottom | Dual snap button closures
- Ribbed knit fabric
- Form hugging fit | Plenty of stretch
Style Number/Barcode: 06001-2555
Category Name: Night Out
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fab and Fierce Fringe Open Back Mini Dress
Keep it fab in a fringe dress that impresses with each turn for your night out! The dress features a scoop neckline, a daring matching scoop back with a fringe accent, and a mini length silhouette. The dress is composed of a retentive crepe fabric that offers a form hugging fit and a moderate stretch. Complete your look with black rhinestone heels.
Fit & Features
- Sleeveless scoop neckline
- Scoop open back
- Fringe
- Mini length silhouette
- Crepe fabric
- Form hugging fit
- Moderate stretch
Style Number/Barcode: 05103-1059
Category Name: Night Out
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Truly Adored Sheer Sleeve Bodysuit
BB girl, you'll be adored in this chic bodysuit! You can easily wear this top at the office to happy hour!
Fits & Features
- V Neckline I Square Back
- Sheer Mesh Long Sleeves With Smocked Cuffs
- Thong Bottoms With Dual Snap Button Closures
- Smooth Knit Fabric
- Form Hugging Fit I Moderate Stretch
Style Number/Barcode: 06001-2548
Category Name: Night Out
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
- V Neckline I Square Back
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Follow My Lead Asymmetric Mini Dress
When they see you in this figure-hugging mini dress...they're going to want to add this to cart! The ruched sides are an oh-so-flattering touch to your silhouette!
Fits & Features
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Crew Neckline
- Vertical Darts At The Bust
- Mini Length I Asymmetric Hemline
- Ruching Along The Sides
- Smooth Knit Fabric
- Form Hugging Fit I Moderate Stretch
Style Number/Barcode: 05103-1040
Category Name: Night Out
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Crew Neckline
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Talk Of The Town Ruched Mini Dress
Babe, you'll be the talk of the town in this sexy LBD! Pair with some edgy white booties to make it all the more chic.
Fit & Features
- Long fitted sheer sleeves
- Sweetheart neckline
- Complete button down front
- All over ruched detailing
- Sheer stretchy mesh fabric
- Curve hugging fit
Style Number/Barcode: 05103-1057
Category Name: Night Out
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Playful In Polka Dots Mini Dress
Get a playful look in adorable polka dots with this LBD! The short puff sleeves make it all the more trendy.
Fit & Features
- Short sheer puff sleeves
- Sweetheart neckline
- Front ruched detailing
- Short, curve hugging fit
- Sheer mesh fabric with all over polka dot print
- Knit lining
- Plenty of stretch
Style Number/Barcode: 05101-0729
Category Name: Night Out
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Miss Independent Strapless Tapered Jumpsuit
Keep it fierce and bold in this statement jumpsuit!
Fit & Features
- Off The Shoulder Neckline | Silicone No Slip Strip
- Popover Ruffle Accent
- Tie Waist Belt
- Tapered Straight Leg | Slant Pockets
- Lightweight Woven Fabric | Metallic Sheen
- Relaxed Fit
- Minimal Stretch
Style Number/Barcode: 06402-0182
Category Name: Night Out
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Mesmerize In Mesh Bodysuit
Mesmerize the room in sultry mesh with this alluring curve hugging bodysuit!
Fit & Features
- Off the shoulder neckline
- Long fitted ruched sheer sleeves
- Sheer mesh overlay
- Thong bottom | Dual snap button closures
- Stretchy knit fabric
Style Number/Barcode: 06001-2542
Category Name: Night Out
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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High Rise Tie Waist Straight Leg Pants
Tie your gorgeous look all together with these must have dress pants! The stretchy knit fabric with a form hugging fit makes them so comfy and flattering!
Fit & Features
- High rise waist
- Tie front detail
- Straight pants legs
- Semi-flared hem
- Stretchy knit fabric with a sheen
- Form hugging fit
Style Number/Barcode: 06502-0344
Category Name: Night Out
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Dazzle Me Fringe Crop Top
Okay babe, you sure know how to make an entrance! This head turning fringe crop top pairs perfectly with the matching mini skirt.
Shop Matching Bottoms: Dazzle Me Mini Skirt
Fit & Features
- Rhinestone adorned adjustable spaghetti straps
- Square neck and back
- Rhinestone trim detailing along the front neckline
- Exposed back zipper | Hook and eye closure
- Cropped
- Tiered fringe detailing
- Knit fabric | Moderate stretch
Model is 5'8" with a 32" bust, 26" waist and 38" hips. She is wearing a size small.
Style Number/Barcode: 06003-0753
Category Name: Night Out
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Night Out Crepe Mini Dress
It's about time you had a night out with your girlfriends! Make sure you style up this mini with a lot of sparkling touches!
Fits & Features
- Elastic Cord Straps
- Asymmetrical Scoop Neckline
- Back Zipper
- Mini Length Silhouette I Front Slit
- Crepe Fabric
- Form Hugging Fit I Moderate Stretch
Style Number/Barcode: 05103-1007
Category Name: Night Out
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ruched To Perfection Midi Dress
This stunning midi dress is ruched to perfection, and will look so gorgeous on you! Paired with some strappy heels, it's totally date night material.
Fit & Features
- Spaghetti straps
- Cowl neckline
- High waist
- Ruched side detailing | Drawstring at hem
- Mid-length, asymmetric hem
- Stretchy knit fabric
- Form hugging fit
Style Number/Barcode: 05101-0727
Category Name: Night Out
Price: $9.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Double Trouble Cutout Mini Dress
Cause some trouble in a mini dress that brings some serious sultry appeal for your next date night with bae. The mini dress features a plunging scoop neckline, a sexy waist cutout, and a mini length silhouette with side slits at the sides. Complete look with chic door knocker earrings.
Fit & Features
- Sleeveless scoop neckline
- Spaghetti straps
- Waist cutout
- Mini length silhouette
- Side slits
- Crepe fabric
- Form hugging fit, moderate stretch
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05103-1001
Category Name: Night Out
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ruched and Ready Mini Skirt
Get ruched and ready for a girl's night out with the squad in this sleek mini skirt! Pair this faux leather skirt with a daring top for a head-turning look!
Fit & Features
- High Rise Waist
- Ruched Side Seams
- Faux Leather Fabric
- Form Hugging Fit
- Moderate Stretch
Model is 5'7" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06401-0216
Category Name: Night Out
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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High Waist Tapered Skinny Leg Dress Pants
Style tapered pants from day to night. These staple statement dress pants feature a high rise waist, slant pockets, a skinny straight leg with tapered hem, and a back zipper closure for a secure fit. During the day, style with a statement blouse and transition to a daring crop top for a night out.
Fit & Features
- High rise waist
- Slant pockets
- Skinny straight leg
- Tapered hem
- Back zipper closure
Model is 5'4" with 33" bust, 24.5" waist, and 39" hips. She is wearing a size small.
Style Number/Barcode: 06402-0180
Category Name: Night Out
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Major Moment In Mesh Bodysuit
Have a major moment in mesh in this must have bodysuit! Paired with some high rise denim and strappy heels, you'll get that casual yet chic vibe.
Fit & Features
- Crew neckline
- Long fitted sleeves
- Cheeky bottom | Dual snap button closures
- Sheer mesh fabric | Plenty of stretch
- Form-fitting style
Style Number/Barcode: 06001-2536
Category Name: Night Out
Price: $6.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale