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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Glitzy Glow Glitter Strapless Bodycon Mini Dress
Glitz and glow in this glitter mini dress boasting a strapless neckline and a wrap bodycon fit that makes your curves shine. Complete the look with block heels.
Fit & Features
- Glitter knit fabric with knit lined bust, plenty of stretch
- Strapless elasticized straight neckline
- Ruched detailing
- High waist seam, midi-length side sash accent
- Faux wrap-front design
- Mini-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05103-5749
Category Name: Night Out
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Pearl Of Style Tie Back Crop Top
Reach classy and chic style heights with this stunning crop top perfect for dinner and drinks with your bae! The sleeveless top features a cowl neck, faux pearl shoulder straps, a fitted silhouette, and a dual tie-back closure on stretchy knit fabric. Complete the look in a sultry skort and heels.
Fit & Features
- Sleeveless cowl neck
- Faux pearl shoulder straps
- Fitted silhouette
- Crop hem
- Dual tie-back closures
- Stretchy knit fabric
- Runs true to size
Style Number/Barcode: 06001-4605
Category Name: Night Out
Price: $3.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sultry Can I Mesh Lace Bustier
Sultry it up babe! This alluring mesh lace bustier features a sweetheart neckline, adjustable spaghetti straps, a built-in padded bust with underwire, flexible boning inserts, and back hook-eye closures. Complete the look in this bustier with a sleek mini skirt.
Fit & Features
- Sweetheart neckline
- Adjustable spaghetti straps
- Built-in padded bust with underwire
- Flexible boning inserts
- Cropped length, back hook-eye closures
- Sheer mesh and lace woven fabric
- Runs true to size
Style Number/Barcode: 06003-1911
Category Name: Night Out
Price: $6.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Turn Up The Heat Lace-Up Dress
You'll be hotter than the beats in this mini dress on your next club night! It features a sleeveless sweetheart neck, padded bust, spaghetti straps, a lace-up back, a ruched bust, and side seams to accentuate your curves along the bodycon silhouette. Style with fringe earrings to complete the look!
Fit & Features
- Sleeveless sweetheart neck, padded bust
- Spaghetti straps
- Lace-up back design
- Ruched bust and side seams
- Bodycon silhouette, mini-length hem
- Lined knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-4687
Category Name: Night Out
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Satin Sweetheart Ruffle Mini Dress
Sleek and stunning, this satin mini is your new fave for sure.
Fits & Features
- Ruffle Detail Shoulder Straps
- Square Back With Hidden Zip & Hook Eye Closure
- Sweetheart Neckline With Wired Bust
- Mini Length Silhouette
- Satin-Like Fabric I Knit Lining
- 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: 05103-0259
Category Name: Night Out
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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VIP Beauty Mesh Rhinestone Long Sleeve Mini Dress
Sparkle and charm with every move in this mesh rhinestone mini dress as a true VIP beauty! Show off your curves with the bodycon silhouette, cowl overlay, and side ruching to flaunt your figure. The sheer fitted long sleeves, plunge neckline with bar trim, and mini-length hem complete the look with an extra dose of glamour. Style with platform heels for a dressy party!
Fit & Features
- Sheer fitted long sleeves
- Plunge neckline, bar trim, cowl overlay
- Back zipper and hook-eye closure
- Side ruched seams, bodycon silhouette, mini-length hem
- Rhinestone embellished, mesh fabric, sewn-in knit lining
- Moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2916
Category Name: Night Out
Price: $5.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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The Warm Up Faux Fur Jacket
She's got no chill with The Warm Up Faux Fur jacket!
Fits & Features- Open Front
- Long Sleeves
- Slant Hand Pockets
- Faux Fur Composition
- Fully Lined
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06201-0013
Category Name: Night Out
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Adore You Ribbed Knit Bodysuit
Everyone will simply adore you in this ribbed knit bodysuit babe!
Fit & Features
- Off the shoulder neckline
- Long fitted sleeves
- Wrap front detail
- Front cut out
- Thong bottom | Dual snap button closures
- Ribbed knit fabric | Plenty of stretch
Style Number/Barcode: 06005-0309
Category Name: Night Out
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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It's A Tie Front Organza Puff Sleeve Crop Top
A chic little outfit topper for the trendy chick in mind. This top is what you need to elevate your look!
Fits & Features
- Tie Front Detail
- Roomy & Sheer Organza Long Sleeves
- Puff Shoulder Detail
- Crop Hemline
- Smooth Knit Bodice & 3-Buttoned Cuffs
- Moderate Stretch
Black: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
White: Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06204-0488
Category Name: Night Out
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Always Party Ready Rhinestone Strappy Heels
Stay ready to party when you have these bomb rhinestone heels in your closet!
- Open almond toe
- Six bands embellished with rhinestones
- Crescent heel
- Zipper back of heel
- Faux leather
- Chrome finish
Style Number/Barcode: 07401-2231
Category Name: Night Out
Price: $19.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Strapless Cargo Pocket Jogger Jumpsuit
Step out in a sleeveless cargo jumpsuit for a night out. This must-have jumpsuit features an elastic straight strapless neckline, a drawstring tie waist, and slant pockets. The straight jogger leg features cargo-styled pockets and an elastic cuff. The jumpsuit is composed of lightweight woven fabric that offers a form hugging fit. Complete your night out look with a chic crossbody and sleek heels.
Fit & Features
- Sleeveless straight elastic neckline
- Drawstring waist
- Slant pockets
- Straight jogger leg with elastic cuff
- Lightweight woven fabric
- Form hugging fit
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06302-0087
Category Name: Night Out
Price: $14.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sultry And Stunning Snake Print Mini Skirt
Look ever so sultry and stunning in this on-trend snake print mini skirt! It features a flattering high rise waist and an overall form-hugging fit to enhance your curves. Pair this skirt with trendy clear mules for your next night out with the girls.
Shop Matching Top: Sultry And Stunning Snake Print Crop Top
Fit & Features
- High rise waist
- Short, form-fitting style
- Allover snake print
- Mesh fabric
Style Number/Barcode: 06501-0310
Category Name: Night Out
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sequin Stunner High Waist Joggers
You'll be a total stunner in these fabulous high waist sequin joggers! They feature a tie front detail and a relaxed yet chic fit. Pair these with a stylish boyfriend blazer to amp up your work from home look.
Fit & Features
- High waist
- Tie front
- Slanted front pockets
- Relaxed fit
- Jogger hem
- Allover sequin embroidery
- Woven fabric
Style Number/Barcode: 06402-0276
Category Name: Night Out
Price: $16.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Foiled and Fab Chiffon Tie Front Top
Keep it fab in a tie front top that brings the glam. The top features a tie front bodice, long sleeves, and a tie-front hem. The top is composed of a sheer unlined chiffon fabric adorned with a foiled design. Complete look with the matching duster.
Shop Matching Duster: Foiled and Fab Tie Waist Chiffon Duster
Fit & Features
- Tie front bodice
- Long sleeves with elastic cuff
- Sheer chiffon fabric adorned with a foiled design
- Relaxed fit, minimal stretch
Style Number/Barcode: 06204-0722
Category Name: Night Out
Price: $10.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Retro Babe Faux Patent Leather Platform Heels
Keep those retro vibes going strong with this irresistible pair of faux patent leather platform heels! They feature a thick block heel, an open almond toe, and a buckled ankle strap. Pair them with a mini dress and crossbody for a chic brunch look.
Fit & Features
- Faux patent leather material
- Buckled ankle strap
- Open almond toe
- Block heel
- Fits true to size
Style Number/Barcode: 07401-3349
Category Name: Night Out
Price: $7.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dainty Detailed Rhinestone Stud Earrings
These dainty detailed rhinestone earrings are perfect for elevating your everyday looks. They feature a small round rhinestone stud with a connecting back piece with a design of mini round and teardrop-shaped rhinestones that hang below the ear. Complete your outfits with a layered charm necklace.
Fit & Features
- Small rhinestone stud
- Connecting back piece
- Round and teardrop-shaped rhinestones
- Post back closure
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-0937
Category Name: Night Out
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Take The Plunge Faux Suede Bodysuit
Take the plunge for your next hot night out in this faux suede bodysuit to serve up fire looks! It features a sleeveless, halter deep v-neckline, a low-cut open back, and a form-fitting silhouette. Complete your gno look in boyfriend jeans.
Fit & Features
- Sleeveless, halter deep v-neckline
- Low-cut open back
- Form-fitting silhouette
- Faux suede fabric, moderate stretch
- Dual snap button closure, thong bottom
- Fits true to size
Style Number/Barcode: 06001-3928
Category Name: Night Out
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Made My Mark Crepe Mini Dress
Make your mark as the best dressed in the club! This crepe mini dress will be the hit of the night featuring a sleek, sleeveless, square neck, spaghetti straps, an open caged back design, and a bodycon silhouette. Complete the look in glam earrings.
Fit & Features
- Sleeveless, square neck, spaghetti straps
- Open caged back design
- Bodycon silhouette
- Mini-length hem
- Lined crepe fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05103-4456
Category Name: Night Out
Price: $9.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cargo Play Satin Strapless Mini Dress
Play up the cargo trend in this satin mini dress! Crafted from silky smooth satin, this mini dress will have you feeling oh-so-luxe. It features a strapless foldover neckline with a non-slip grip lining, four side flap pockets, and a flattering bodycon silhouette. Complete the look in hoop earrings for a night on the town!
Fit & Features
- Strapless foldover neckline
- Non-slip grip lining
- Back zipper and hook-eye closure
- Four side flap pockets
- Bodycon silhouette, mini-length hem
- Silky satin fabric, slight stretch
- Runs true to size
Style Number/Barcode: 05103-5308
Category Name: Night Out
Price: $6.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Colorful World Ombre Metallic Mini Dress
Color your world pretty in this ombre metallic mini dress to make a bold lasting impression! Featuring a square neckline, spaghetti straps, and side ruched seams, this mini-length bodycon dress is sure to turn heads. Style with platform heels for a girl's night!
Fit & Features
- Sleeveless square neckline, spaghetti straps
- Side ruched seams
- Bodycon silhouette
- Mini-length hem
- Ombre metallic fabric, sewn-in mesh knit lining
- Moderate stretch
- Runs true to size
Style Number/Barcode: 05103-5440
Category Name: Night Out
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stroll The Garden Mesh Floral Bustier
Stroll the garden in this mesh floral bustier for an ethereal allure this season! It features a strapless neckline, a bustier-style bodice with flexible boning inserts to provide structure, and a fitted mid-length hem. Complete the look with the matching maxi skirt for a day date or party!
Shop Matching Bottoms: Stroll The Garden Mesh Floral Maxi Skirt
Fit & Features
- Strapless neckline
- Bustier-style bodice
- Flexible boning, back zipper, hook and eye closure
- Fitted mid-length hem
- Floral garden print, lined mesh fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-5063
Category Name: Night Out
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- Strapless neckline
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Sultry Status Corset Velvet Asymmetric Mini Dress
Elevate your sultry status in this stunning velvet mini dress that will draw all eyes to you. It features a sleeveless sweetheart neckline with a built-in padded bust, a pleated cowl neck overlay, spaghetti straps, a chic corset-designed bodice with a sheer mesh waist and flexible boning inserts to provide structure, a sheer mesh back, a wrap-front skirt design creating an asymmetric mini-length hem, and a form-hugging fit. The luxe velvet fabric offers a moderate stretch. Style this short dress with strappy stilettos for a fancy cocktail party!
Fit & Features
- Sleeveless sweetheart neckline, built-in padded bust
- Pleated cowl neck overlay, spaghetti straps
- Corset-designed bodice, partial sheer mesh waist, flexible boning
- Sheer mesh back, zipper, hook and eye closure
- Wrap-front skirt design, mini-length asymmetric hem, form-hugging fit
- Velvet fabric, knit lining at the bust, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2588
Category Name: Night Out
Price: $19.97 $43.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Attention Please Metallic Faux Leather Mini Skirt
This fabulous metallic mini skirt will make you the center of attention all night long! Designed with a coated faux leather fabric with a trendy metallic sheen, this skirt features a high waist, a back zipper closure for effortless styling, and a mini-length hem with a bodycon silhouette to flaunt your curves. Complete your trendy 'fit with a corset top and stilettos for the club.
Fit & Features
- Coated faux leather fabric, sewn-in knit lining
- Metallic sheen
- High waist
- Back zipper closure
- Mini-length hem, bodycon fit
- Runs true to size
Style Number/Barcode: 06401-0631
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Glam Glitter Knit Halter Mini Dress
Dare to allure with chic glamour in this glitter knit mini dress featuring a sleeveless plunging cowl neckline and tie-back halter straps that lead to a bold open back. The ruched wrap-front bodice and mini-length bodycon silhouette will accentuate your gorgeous curves.
Fit & Features
- Glitter knit fabric with plenty of stretch
- Plunging cowl neckline
- Tie-back halter straps
- Open back
- Ruched wrap-front bodice
- Mini-length bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5693
Category Name: Night Out
Price: $19.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free