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.
Now Trending
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.
-
Tempt Me Cold Shoulder Lace Top
A must-have for dates or girl's nights, this sheer lace top embodies a bold and sultry demeanor! Featuring a sleek asymmetrical cold shoulder neckline, fitted long sleeves, and a fitted hem on delicate sheer floral lace fabric perfect for layering with a bralette or cami.
Fit & Features
- Asymmetrical cold shoulder neckline
- Fitted long sleeves
- Fitted hem
- Sheer floral lace fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06001-5141
Category Name: Night Out
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Dreamy Pearl And Rhinestone Trim Bustier Top
This gorgeously detailed pearl and rhinestone trim bustier top will give you a dreamy vibe for your party plans! It features a sleeveless sweetheart neckline with pleated mesh fabric at the bust, a rhinestone faux pearl-embellished chain trim under the bust and on the spaghetti straps, a corset-style bodice with a structured bust and flexible boning for a snatched silhouette, and a fitted, angled, and cropped hem. Complete your look with a midi skirt and metallic heels.
Fit & Features
- Sleeveless sweetheart neckline, pleated mesh at the bust
- Rhinestone and faux pearl-embellished chain trim
- Corset-style bodice, padded cups, structured underwire, flexible boning
- Adjustable spaghetti straps, back hook and eye closures
- Fitted, angled, and cropped hem
- Sheer mesh fabric, knit lining at the bust, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-5048
Category Name: Night Out
Price: $17.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Party-Starter Sequin Strapless Bodycon Mini Dress
This iconic mini dress is a major party starter designed with all-over payette sequin and small sequin embroidery for a gorgeously glam vibe. It features a strapless straight-across neckline and a short bodycon silhouette to showcase your stunning curves.
Fit & Features
- Sheer mesh fabric with knit lining, minimal stretch
- All-over payette sequin and small sequin embroidery
- Strapless straight neckline, no-slip strip
- Back zipper with hook-eye closure
- Mini-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05103-000055
Category Name: Night Out
Price: $20.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
So Major Wrap-Front Faux Leather Skort
Create a sleek going-out look that is so major with this wrap-front faux leather skort! Designed with a smooth faux leather fabric, this edgy-chic skort features a fitted high waist for a snatched silhouette. The faux wrap-front overlay has a trendy cargo-style pocket and an asymmetric hem over fitted shorts. Complete the 'fit with a crop top and strappy mules.
Fit & Features
- Faux leather fabric, no stretch
- High waist
- Back zipper closure
- Faux wrap-front overlay with asymmetric hem
- Side cargo flap pocket
- Fitted shorts
- Runs true to size
Style Number/Barcode: 06403-0378
Category Name: Night Out
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Flawless One Floral Strappy Corset Crop Top
Look like a flawless cutie in this floral corset top standing out from among the crowd! This playful piece features a cowl neckline and spaghetti straps, adding a touch of flirty. The strappy back and flexible boning inserts offer a snatched fit, while the cropped hem and floral print bring a fun and fresh vibe. Complete the look with a denim midi skirt for any plans!
Fit & Features
- Floral print, mesh fabric, partial lining, minimal stretch
- Spagehtti straps
- Cowl neckline
- Strappy back
- Flexible boning
- Runs true to size
Style Number/Barcode: 06001-5311
Category Name: Night Out
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Daring Diva Abstract Print Cutout Halter Mini Dress
Dare to be a diva in this abstract mini dress flaunting a sexy cowl halter neckline and side cutout while the bodycon fit shows your curves. Style this dress with heels.
Fit & Features
- Abstract marble printed sheer mesh fabric with knit lining, plenty of stretch
- Halter neckline, cowl bust
- Tie-back spaghetti straps with O-ring chain-link accent
- Waist cutout, O-ring accent
- Side slit with ruffled accents
- Mini-length bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5844
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Sultry Glam Cutout Lace Bodysuit
Romance with a side of sultry! This lace bodysuit boasts a flirty cutout accent, a sheer bodice, and snap-button closures for a chic tucked-in look with your favorite bottoms.
Fit & Features
- Sheer lace fabrication, floral pattern
- Crew neckline
- Cap sleeves
- Cutout at the bust with hook closure
- Thong bottom, snap-button closures
- Runs true to size
Style Number/Barcode: 06001-5550
Category Name: Night Out
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Touch Of Fab Rhinestone Strap Jumpsuit
Treat yourself to this fabulous jumpsuit perfect for your next girl's night! Featuring a sleeveless cowl neckline, adjustable spaghetti straps with rhinestone trim, a fitted bodice, and a wide-leg silhouette on stretchy lined-knit fabric. Complete the look with statement earrings.
Fit & Features
- Sleeveless cowl neckline
- Adjustable spaghetti straps with rhinestone trim
- Fitted bodice
- Wide-leg silhouette
- Lined stretchy knit fabric
- Runs true to size
Style Number/Barcode: 06502-2270
Category Name: Night Out
Price: $6.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Alexa Rhinestone Lace-Up Party Dress
Special Occasion
Who's that girl? It's you in the stunning Alexa party dress ready to hit the town for a Vegas bachelorette or dressy birthday celebration! She features a V-neckline with a nude mesh insert, spaghetti straps that create the customizable lace-up back, and a bodycon silhouette with a mini-length hem. The formal dress showcases dazzling all-over rhinestone embellishments in a figure-flattering pattern on mesh fabric with a stretchy knit lining. Complete the look in sassy stiletto heels and a clutch.
Fit & Features
- Sleeveless V-neckline, nude mesh insert, spaghetti straps
- Customizable lace-up back, zipper and hook-eye closure
- Bodycon silhouette, mini-length hem
- All-over rhinestone embellishments
- Mesh fabric, stretchy knit lining
- Sticky bra or pasties recommended
- Runs true to size
Style Number/Barcode: 05001-1358
Category Name: Night Out
Price: $9.97 $99.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Feel The Heat Stone Dress
Rich and sultry in plush velvet, this mini will raise the temperature in the room! Dress features a long-sleeve, deep V surplice bodice, curve-hugging wrap effect skirt, and gather detail through middle punctuated by rows of shimmering heat stones. Dress is composed of a lined velvet fabric that offers a form hugging fit with a moderate stretch.Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-4105
Category Name: Night Out
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Up A Notch Front Bustier
Elevate your wardrobe game by keeping it sleek and sultry with this structured satin bustier! It features adjustable spaghetti straps, light padding, V notch detail at bust, boning at cups and front, and a back zip. Bustier is made from a smooth, shiny fabric with a hint of stretch.Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06003-0186
Category Name: Night Out
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Chic Chain Detail Tunic
Ever so chic, this chain detail tunic will elevate your stylish look. It features a mock neck, long fitted sleeves, a front three layered chain detail with detailed buttons on each side, and a short, form hugging fit. The top is composed of a ribbed knit fabric with plenty of stretch.
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small
Style Number/Barcode: 06005-0260
Category Name: Night Out
Price: $4.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Satin Tie Front Kimono
Designed with a satin fabric, a deep V neckline, quarter sleeves, and a cropped hem, this kimono tie front top is feeling like a new closet staple! Offering a relaxed fit, this satin blouse adds style to your look. Pair with high waist pants and you are good to go!
Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06204-0165
Category Name: Night Out
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Wrap Front Snake Print Bodysuit
Get wrapped up in stylish snake print with this trendy bodysuit! It features a sleeveless bodice, adjustable spaghetti straps, a twist front creating a V neckline, and a thong bottom with dual snap button closures. Bodysuit is composed of a thin knit fabric, offering moderate stretch and a form hugging fit.Style Number/Barcode: 06001-1797
Category Name: Night Out
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Thigh High Peep Toe Stiletto Boots
Peep this pair hottie! This pair of thigh high boots are designed with a slip on form fit, a peep pointed toe, and a skinny stiletto heel. They are composed of a nylon material that offers a little bit of stretch.Style Number/Barcode: 07402-0087
Category Name: Night Out
Price: $28.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
One Shoulder Velvet Bodysuit
This bold velvet bodysuit is perfect for all your holiday parties! It features a one shoulder neckline with a puff shoulder and a fitted long sleeve, a high waist seam, and a knit thong bottom with dual snap button closures. The velvet fabric offers moderate stretch and a form-fitting style.Style Number/Barcode: 06001-2140
Category Name: Night Out
Price: $11.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Shine & Divine Ruffle High-Low Dress
Sleek and polished, the Shine & Divine High-Low dress is just what you need for an effortless look!
Fits & Features
- Wrap V-Neckline
- Spaghetti Straps With Criss Cross Design At Back
- High-Low, Ruffle Trim Hem
- Smooth Satin-Like Composition I Fully Lined
- Form Flattering Fit
- Plenty Of Stretch
Style Number/Barcode: 05101-0390
Category Name: Night Out
Price: $9.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Scalloped Rhinestone Clutch
Bring some bling to the party! This clutch features a rectangular shape with slanted sides, and an envelope snap closure with scalloped edges. Clutch includes an inner lining with an open pocket, as well as a chain link strap that is detachable. Detailed in rhinestones this piece is the perfect pair for your special occasion outfit!Style Number/Barcode: 07204-0405
Category Name: Night Out
Price: $14.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Street Style Chic Bodycon Mini Skirt
Hit the streets looking stylishly chic in this bodycon mini skirt for dinner and drinks to a late night of dancing!
Fit & Features
- Sleek knit fabric, stretchy lining
- Mid-rise waist
- Bodycon silhouette
- Mini-length hem
- Runs true to size
Style Number/Barcode: 06501-000041
Category Name: Night Out
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Leopard Print Chainmail Face Mask
Stay safe while looking extra glam in this sassy leopard print face mask! It features a chainmail fabric and earloops to secure. Pair with a little black dress and some gorgeous gold duster earrings for a look to remember.
Fit & Features
- Chainmail fabric
- Leopard print
- Earloops
- This is not a medical-grade mask nor is a substitute for medical-grade equipment
- Wash before and after use is recommended
- Please consult local health authority for guidance on the use of non-medical grade masks
Face masks are final sale merchandise and may not be returned or exchanged.
Style Number/Barcode: 07305-0190
Category Name: Night Out
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Penny Formal Woven Glitter Asymmetrical Mini Dress
Special Occasion
Dazzle and glow in our shimmery Penny dress that brings that megawatt shine to your special evening. She features a wrap V-neckline, adjustable spaghetti straps, and a mini length silhouette with an asymmetrical hem. She is composed of woven glitter knit fabric that offers a form hugging fit with a moderate stretch. Complete your formal evening outfit with rhinestone earrings and a dainty rhinestone bracelet.
Fit & Features
- Sleeveless V-neckline
- Adjustable spaghetti straps
- Mini length silhouette
- Asymmetrical hem
- Woven glitter fabric
- Form hugging fit
- Moderate stretch
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0470
Category Name: Night Out
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
High Waist Faux Leather Skinny Pants
Strike a pose in skinny pants that offer that sleek streamlined look for your night out outfits. The pants feature a single button closure with zipper closure, side pockets, belt loops, and a skinny leg with cropped tapered hem. The pants are composed of a faux leather fabric that offers a form hugging fit. Complete look with a crop top.
Fit & Features
- High rise fit
- Belt loops
- Single-button with zipper closure
- Side pockets
- Skinny leg with a cropped tapered hem
- Faux leather fabric
- Form hugging fit
Style Number/Barcode: 06402-0293
Category Name: Night Out
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Romantic Vibes Floral Burn Out Crop Top
Bring the romantic vibes in this gorgeous floral burn out crop top! It features a sweetheart neckline with a structured, lined, and padded bust, long sheer bishop sleeves with smocked hems, a stretchy smocked back, and a cropped, form-fitting style. Pair this top with a faux leather mini skirt and heeled mules for that perf date night look.
Fit & Features
- Sweetheart neckline
- Lined and padded bust
- Long sheer bishop sleeves
- Smocked back
- Cropped
- Sheer woven fabric
- Floral velvet burn out pattern
Style Number/Barcode: 06003-1097
Category Name: Night Out
Price: $23.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
See Me Now Lucite Block Heels
Get seen and noticed in chic heels that command attention. The heels feature an adjustable ankle strap, an open almond toe with a clear strap over the toe, and a lucite block heel. Complete look with a sweater dress for a casual date night.
Fit & Features
- Open-back
- Adjustable ankle strap
- Open almond toe
- Clear strap over the toe
- Lucite heel
Style Number/Barcode: 07401-2461
Category Name: Night Out
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free