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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Classically Chic Boat Neck Catsuit
Keep it classically chic in a catsuit that is oh-so-gorgeous! The catsuit features an off-the-shoulder boat neckline, long sleeves, a cinching tie waist belt, and a skinny leg fit. The catsuit is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with mules.
Fit & Features
- Off the shoulder boat neckline
- Long sleeves
- Tie waist belt
- Skinny leg fit
- Smooth knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-0526
Category Name: Night Out
Price: $18.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Basic Essential Ribbed Knit Midi Dress
This ribbed knit midi dress is a basic essential you need in your closet that you can dress up or down. It features a sleeveless square neckline, spaghetti straps, a mid-length, curve-hugging silhouette, and a stylish side slit. Keep this dress casual with sneakers, or elevate the look with chic mules.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Form-hugging fit
- Side slit, midi-length hem
- Double-lined rib knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4961
Category Name: Night Out
Price: $19.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Adorable Finesse Knit Bow Stiletto Heels
Elevate your adorable finesse in these stiletto heels for a sweet look! The square toe and knit strap with bow inset provide a unique and stylish look, a stiletto heel and cushioned insole offer comfort. Complete the look with a trendy tote bag.
Fit & Features
- 4" Stiletto Heel
- Square toe
- Knit strap with bow inset
- Luxe fit cushioned insole
- Runs true to size
Style Number/Barcode: 07401-4917
Category Name: Night Out
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Glimmer Nights Off-The-Shoulder Glitter Mini Dress
Bring the sparkle in a glitter mini dress that features an asymmetrical off-the-shoulder neckline, popover accent, a fitted long sleeve, ruching to enhance curves, and a fitted short hem. Complete night out outfit with rhinestone heels.
Fit & Features
- Lined glitter knit fabrication
- Asymmetrical off-the-shoulder neckline
- Popover accent
- Fitted long sleeve
- Ruching
- Mini length hem
- Runs true to size
Style Number/Barcode: 05103-5870
Category Name: Night Out
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Dance Till Dawn Lace-Up Mini Dress
Show off on the dance floor in this iconic lace-up mini dress! Designed with a stretchy smooth knit fabric, it features a sleeveless cowl neckline, spaghetti straps that lead to an alluring open lace-up back design, all-over ruching to accentuate your curves, and a bodycon silhouette to flaunt your gorgeous figure. Complete the look in sparkly heels for a girl's night.
Fit & Features
- Smooth knit fabric with knit lining, moderate stretch
- Cowl neckline
- Spaghetti straps
- Open lace-up back
- Ruching
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05103-3944
Category Name: Night Out
Price: $19.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Zuri Formal Scalloped Lace Midi Dress
Special Occasion
Grace them all with enchanting lace in our Zuri dress! She features a partially lined scalloped floral lace bodice with a high round neckline, unlined long sleeves, a sweetheart bust lining that leads to a mini length silhouette and a midi length with scalloped lace hem. Dress is composed of a scalloped lace and smooth knit fabric that offers a form hugging fit with a slight stretch. Includes a back zipper closure.
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0233
Category Name: Night Out
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Shimmer In Rhinestone Block Heels
Step out and shine in these rhinestone block heels featuring a glitter mesh open almond-shaped toe, wide toe and ankle straps, a back zipper closure, a block heel, and all-over sparkling rhinestone embellishments. Complete the look with a stunning necklace and earring set.
Fit & Features
- Open almond toe
- Wide toe and ankle straps
- Back zipper closure
- Block heel
- Rhinestone embellishments
- Luxe fit cushioned insole
- Glitter mesh material
- Runs true to size
Style Number/Barcode: 07401-4542
Category Name: Night Out
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cue The Compliments Glitter Block Heels
Made for the spotlight and sparkle all night. These glitter block heels bring all the glam vibes without sacrificing comfort, perfect for weddings, formal events, or any occasion to shine!
Fit & Features
- Block heel
- Almond toe
- Closed ankle with a strap
- Back zipper closure
- Glitter mesh material
- Runs true to size
Style Number/Barcode: 07401-000370
Category Name: Night Out
Price: $12.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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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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Sleek And Snatched Bandage Mini Skirt
Keep your 'fit sleek and snatched with this bandage mini skirt designed to accentuate all over! It features a high-rise waist, back zipper closure, a bodycon silhouette, and a fitted mini-length hem. The skirt is composed of a specialty bandage-seamless knit fabric that hugs your body like a glove! Complete the look in a going-out top for a girl's night out.
Fit & Features
- High-rise waist
- Back zipper and hook-eye closure
- Bodycon silhouette
- Fitted mini-length hem
- Bandage-seamless knit fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06501-0972
Category Name: Night Out
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cropped Ruched Tie Front Top
Stay on-trend in a ruched crop top. The top features a plunging sweetheart neckline, a tie-front accent, ruched side seams, spaghetti straps, and a cropped hem. The top is composed of a smooth knit fabric that offers a relaxed fit with a moderate stretch. Complete your look with the matching skirt and heels.
Shop Matching Skirt: High Waist Ruched Pencil Skirt
Fit & Features
- Sweetheart neckline, spaghetti straps
- Tie-front accent
- Ruched side seam
- Cropped hem
- Smooth-knit stretch fabric
- Runs true to size
Style Number/Barcode: 06001-2674
Category Name: Night Out
Price: $6.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fiery Glamour Rhinestone Fishnet Mini Dress
Serve fiery looks in this iconic glam mini dress designed with a sheer fishnet fabric embellished with all-over mini rhinestones and a knit lining for coverage. The short dress features a sleeveless square neckline, adjustable spaghetti straps, and a bodycon silhouette to flaunt your curves.
Fit & Features
- Sheer fishnet fabric with knit lining, plenty of stretch
- All-over rhinestone embellishments
- Square neckline
- Adjustable spaghetti straps
- Mini-length bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5251
Category Name: Night Out
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Lydia Asymmetrical Formal Dress
Special Occasion
Sultry and striking, the Lydia formal dress is perfect for those babes who like to bring the bold vibes. She features a sleeveless asymmetrical one-shoulder neckline, a single spaghetti strap, dual waist cutouts, and a curve-hugging floor-length silhouette with ruching leading to an asymmetrical high side slit. Style this dress with a rhinestone necklace and strappy stilettos.
Fit & Features
- Sleeveless asymmetrical one-shoulder neckline, single spaghetti strap
- Strapless or adhesive bra recommended
- Dual waist cutouts
- Side ruched detailing
- Fitted floor-length silhouette, asymmetrical side slit
- Smooth sateen fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05002-2081
Category Name: Night Out
Price: $19.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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All Wrapped Up Asymmetrical Mini Dress
Wrap yourself in this versatile mini dress to take you from day to night! The dress features a sleeveless square neckline, flexible boning for structure, and an asymmetrical mini-length silhouette. The dress is composed of a lined mesh fabric that offers a form-hugging fit with minimal stretch. Dress this up for date night or use it as a stylishly spooky costume this season!
Fit & Features
- Sleeveless square neckline
- Flexible boning
- Back zipper and hook and eye closure
- Asymmetrical mini length
- Lined mesh fabric
- Form-hugging fit, minimal stretch
- Runs true to size
Style Number/Barcode: 05103-3871
Category Name: Night Out
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Daring Diva Ruched Halter Mini Dress
Dare to be a sultry diva in this sleeveless mini dress designed with a plunge-wired halter neckline and ruched side seams to accentuate your curves. Pair with earrings.
Fit & Features
- Lined smooth knit fabric with plenty of stretch
- Sleeveless halter neckline, plunging wired notched accent
- Halter strap with hook and bar closure, partially open back
- Ruched side seams
- Mini-length bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5838
Category Name: Night Out
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Leave An Impression Statement Bow Faux Leather Mini Skirt
Nail the look in this statement bow faux leather mini skirt. High-rise, form-hugging, and topped with a bold side bow—this skirt is your new go-to for standout style.
Fit & Features
- Faux leather fabric
- High-rise waist, side zipper closure
- Side statement bow
- Form-hugging fit
- Mini-length hem
- Runs true to size
Style Number/Barcode: 06401-0729
Category Name: Night Out
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Always Flattering Crepe A-Line Mini Dress
This crepe cowl neck mini dress flaunts an A-line silhouette with a slit accent and spaghetti straps for a truly stylish look. Feel confident and look amazing in this fashionable, yet comfortable, mini dress that will become your go-to for any occasion! Complete the look in statement stiletto heels and a cropped jacket for dressy to semi-formal occasions!
Fit & Features
- Sleeveless cowl neckline
- Spaghetti straps
- A-line silhouette, slit accent
- Mini-length hem
- Crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2797
Category Name: Night Out
Price: $19.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Trendy Attitude Strapless Ruffled Skater Romper
Show up and show off a trendy attitude at happy hour in this strapless skater romper. The drop waist leads to a mini-length overlay with the cutest ruffled design and hidden shorts for coverage.
Fit & Features
- Ponte knit fabric, moderate stretch
- Strapless straight neckline
- Drop waist
- Mini-length overlay, tiered ruffled design
- Skater silhouette
- Hidden fitted shorts
- Runs true to size
Style Number/Barcode: 06503-000046
Category Name: Night Out
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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High Waist Faux Leather Paperbag Pants
Make it edgy and glam with these trendy pants! These must-have pants feature a high-rise paper bag waist with a tie-waist belt, slant pockets, and a skinny straight leg. The pants are composed of a faux leather fabric that offers a form-hugging fit with a moderate stretch. Complete the look with a rhinestone bustier to create a glam date night outfit.
Fit & Features
- High-rise paper bag waist
- Front hidden button, zipper, and hook and bar closure
- Tie-waist belt
- Slant pockets
- Skinny straight leg
- Faux leather fabric with a moderate stretch, form-hugging fit
- Runs true to size
Style Number/Barcode: 06502-0505
Category Name: Night Out
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Butterfly Kiss Metallic Stiletto Heels
Wrapped in whimsical inspiration, these metallic stiletto heels are a major showstopper! Showcasing a square toe and rhinestone embellished toe and spiral ankle straps adorned with delicate butterfly decor. Complete the look with a clutch for a birthday party!
Fit & Features
- 4" Stiletto heel
- Metallic material
- Rhinestone straps, butterfly decor
- Cushioned insole
- Runs true to size
Style Number/Barcode: 07401-4749
Category Name: Night Out
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Flirt With Fate Crepe Mini Dress
It must have been fate to bring you and this crepe mini dress together! Bring the flirtatious vibes in this sultry dress featuring sheer, floral velvet burnout peasant sleeves and a sweetheart neckline, a lightly padded bust with underwire, and a bodycon silhouette. Complete your dressy look in doorknocker earrings and heels.
Fit & Features
- Sheer, floral velvet burnout peasant sleeves, cinched ruffled hems
- Sweetheart neckline, back zipper, hook and eye closure
- Lightly padded bust, underwire
- Bodycon silhouette
- Mini-length hem
- Lined crepe fabric, minimal stretch
- Fits true to size
Style Number/Barcode: 05101-1751
Category Name: Night Out
Price: $5.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Make It Chic Stiletto Heels
Make a chic impression with heels that elevate your look! The heels feature sleek lace-up straps, an open back, an open pointed toe, a sleek strap over the toe, and a sexy stiletto heel. The heels are composed of a faux leather material. Complete look with a bodysuit and a faux leather mini skirt.
Fit & Features
- Lace-up straps
- Open back
- Open pointed toe, strap over the toe
- Stiletto heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-3840
Category Name: Night Out
Price: $9.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Glam Rhinestone Square Buckle Belt
Glam up your look with this rhinestone square buckle belt! It features a black hued faux leather belt embellished with small silver rhinestones and has a rhinestone detailed square buckle. Complete the look in a rhinestone trim denim jacket for extra glitz!
Fit & Features
- Faux leather material
- Small rhinestones
- Detailed rhinestone square buckle
- Adjustable fit
Style Number/Barcode: 07301-1024
Category Name: Night Out
Price: $7.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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No Filter PU Slit Mini Skirt
Picture perfect and no filter needed, flaunt your best self in this sultry faux leather mini skirt featuring a sleek high-rise waist, back zipper closure, and a bodycon silhouette and sultry front slit. Style this skirt for a party completing your look with a crop top and heels.
Fit & Features
- High-rise waist
- Back zipper closure
- Bodycon silhouette
- Front slit
- Mini-length hem
- PU faux leather fabric
- Runs true to size
Style Number/Barcode: 06401-0489
Category Name: Night Out
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free