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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Star Of The Show Platform Block Heels
You'll be the star of the show in these chunky metallic heels made to be seen at themed parties or formal affairs! They feature a square toe, thin toe straps, a chunky platform sole, a closed ankle with lace-up straps, and a block heel. Complete the look in a short formal dress!
Fit & Features
- Square toe
- Thin toe straps
- Chunky platform sole
- Closed ankle, lace-up straps
- Block heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-4221
Category Name: Night Out
Price: $34.90
Availability: Out of Stock
Product Badge:- Ships Free
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Vivid Color Gemstone Floral Platform Heels
Turn up the bold factor in these statement nubuck heels to create a colorful party-girl look! They feature a square toe, wide and curved toe strap, a chunky platform sole, an adjustable ankle strap with buckle closure, and a closed ankle and block heel with colored floral gemstones. Style with a fab ring set for a celebration!
Fit & Features
- Square toe, wide and curved toe strap
- Chunky platform sole
- Adjustable ankle strap, buckle closure
- Closed ankle, block heel
- Colored floral gemstones
- Nubuck material
- Runs true to size
Style Number/Barcode: 07401-4218
Category Name: Night Out
Price: $9.97 $43.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Let's Party Satin Low-Heel Mules
These sassy satin low-heel mules were made to create glam party looks. They feature an open square toe, a wide toe strap, an open back for easy on-and-off styling, and a low block heel for comfortable wear so you can dance all night long. The smooth satin material will show off a stunning sheen. Complete your 'fit with a rhinestone clutch.
Fit & Features
- Open square-shaped toe
- Wide toe strap
- Open back
- Low block heel
- Satin material
- Faux leather subtle cushioned insole
- Runs true to size
Style Number/Barcode: 07401-4216
Category Name: Night Out
Price: $9.96 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Major Statement Satin Lace-Up Mini Dress
Little dress, big statement! Show up to the club looking major in this satin mini dress featuring a sleeveless sweetheart neckline, spaghetti straps, a ruched bust seam, a cutout accent, an eye-catching lace-up open back, and a bodycon silhouette. Complete the look with rhinestone hoop earrings.
Fit & Features
- Sleeveless sweetheart neckline, spaghetti straps
- Ruched bust seam, cutout accent
- Lace-up open back
- Bodycon silhouette
- Mini-length hem
- Smooth satin fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 05103-4998
Category Name: Night Out
Price: $9.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Fancy Seeing You Surplice Jumpsuit
Bring an unexpected wow factor to your night in this surplice jumpsuit! Featuring peasant long sleeves, a plunge v-neckline, a tie-front belted waist, and a fitted straight-leg silhouette. The jumpsuit is composed of a plisse shimmer knit fabric with partial lining and minimal stretch. Style with a sleek long necklace to complete the look!
Fit & Features
- Peasant long sleeves
- Plunge surplice v-neckline
- Tie-front belted waist
- Fitted straight-leg silhouette
- Plisse shimmer knit fabric, partial lining
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06502-2290
Category Name: Night Out
Price: $10.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Born Free Motor Graphic Bustier
Flaunt your edge and love for the fast life! This graphic bustier features a sleeveless square neck, tank straps, a cropped hem, and a front graphic with a script that reads, "Born Free Motors". Complete the look in a denim mini skirt and heels for happy hour!
Fit & Features
- Sleeveless square neck
- Tank straps
- Cropped hem
- Front graphic, script reads, "Born Free Motors"
- Runs true to size
Style Number/Barcode: 06002-1543
Category Name: Night Out
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Edgy Babe Coated Faux Leather Skinny Pants
Showcase a sleek edgy style in these of-the-moment faux leather pants! They feature a high-rise fit, a corset-designed waist with front seam detailing to give the illusion of boning, a front zipper closure, skinny pant legs, and a form-hugging fit. The coated faux leather fabric offers a minimal stretch for comfortable wear. Complete the look with a cropped blouse and strappy heels.
Fit & Features
- High-rise fit
- Corset-designed waist
- Front zipper closure, hidden button closure
- Skinny pant legs
- Form-hugging fit
- Coated faux leather fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06402-1297
Category Name: Night Out
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Made For The Drama Platform Block Heels
These fabulous platform block heels were made to show off a dramatic vibe! They feature an open square toe with a wide strap, thin adjustable ankle straps with mini rhinestone embellishments, a double-stacked chunky platform, and an ultra-tall block heel. Style these satin heels with a corset top and a faux leather mini skirt.
Fit & Features
- Open square toe, wide strap
- Thin adjustable ankle strap, criss-cross design, heel strap
- Rhinestone embellishments
- Double-stacked chunky platform
- Ultra-tall block heel
- Satin material
- Runs true to size
Style Number/Barcode: 07401-4209
Category Name: Night Out
Price: $12.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Glam Tonight Faux Leather Rhinestone Mini Skirt
Step out looking glam tonight in this faux leather mini skirt for a bachelorette in Vegas! It features a flattering high-rise waist, bodycon silhouette, and a side cutout with dazzling rhinestone fringe trim. Complete the look in a sultry corset top and heels.
Fit & Features
- High-rise waist
- Back zipper and hook-eye closure
- Bodycon silhouette
- Side cutout, rhinestone fringe trim
- Mini-length hem
- Faux leather fabric, smooth interior, minimal stretch
- Runs true to size
Style Number/Barcode: 06401-0579
Category Name: Night Out
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Enchant In Rhinestone Stiletto Mules
Enchant everyone with your sparkle in these rhinestone mules perfect for weddings, formals, and dressy events! They feature a pointed toe, a wide curved toe strap, and a metallic footbed. Complete the look in a fab faux fur wrap.
Fit & Features
- Pointed toe
- Wide and curved toe strap
- Stiletto heel
- Metallic footbed
- All-over rhinestone embellishments
- Runs true to size
Style Number/Barcode: 07401-4215
Category Name: Night Out
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Forever Trendsetter Metallic Stiletto Mules
You're a forever trendsetter, so these metallic stiletto mules are calling your name! They feature an open square-shaped toe, a twisted caged strap design, an open back for easy on-and-off styling, and a stiletto heel. Pair with your fave party dress!
Fit & Features
- Open square-shaped toe
- Twisted caged strap design
- Open back
- Stiletto heel
- Metallic sheen
- Faux leather material, subtle cushioned insole
- Runs true to size
Style Number/Barcode: 07401-4213
Category Name: Night Out
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fierce In Fringe Stiletto Heels
Why blend in when you can stand out in these fierce stiletto heels at your next cocktail soiree? They feature a pointed toe, a wide and curved toe strap, and a fringe trim along the back on faux leather material. Complete the look in a chic satin dress.
Fit & Features
- Pointed toe
- Wide and curved toe strap
- Stiletto heel
- Back fringe trim
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-4210
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Amp It Up Spiral Stiletto Heels
Amp up your night-out look with these hot spiral stilettos that will set the vibe. They feature an open almond toe with a strap, an asymmetric strap across the foot, a spiral strap design that wraps around the leg, an open back, and a sleek stiletto heel. Pair with a rhinestone clutch.
Fit & Features
- Open almond-shaped toe
- Toe strap, asymmetric strap across the foot
- Spiral strap, wrap-around design
- Open back
- Stiletto heel
- Faux nubuck material, faux leather subtle cushioned insole
- Runs true to size
Style Number/Barcode: 07401-4207
Category Name: Night Out
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Keep It Alluring Cutout Bodycon Mini Dress
Keep your going-out look alluring and chic with this bodycon mini dress that will draw all the attention. It features a sleeveless V-neckline with a ruched twist-front design at the bust, spaghetti straps, a bold front cutout at the waist, a mini-length hem, and a curve-hugging silhouette. The smooth knit fabric offers plenty of stretch. Style with glitzy rhinestone earrings for a touch of sparkle!
Fit & Features
- Sleeveless V-neckline
- Ruched twist-front design at the bust
- Spaghetti straps
- Front waist cutout
- Mini-length hem, bodycon silhouette
- Knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05103-4996
Category Name: Night Out
Price: $14.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Flirty Eyes Ponte Faux Wrap Skort
Catch all the flirty eyes when you're seen in this ponte skort perfect for lunch with friends or date nights! Featuring a high-rise waist, faux wrap overlay with a side tie, and a short hem. Complete the look in a sleek corset top.
Fit & Features
- High-rise waist
- Faux wrap overlay, side tie
- Back zipper closure
- Short hem
- Back zipper closure
- Ponte knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06503-1037
Category Name: Night Out
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cute And Fresh Swiss Dot Mesh Mini Dress
Get a cute and fresh 'fit for your bridal shower or birthday party with this swiss dot mesh mini dress! It features a square neckline, long sheer balloon sleeves with cinched hems, all-over ruching for a figure-flattering look, a mini-length hem, and a bodycon silhouette. The lined mesh fabric features an all-over swiss dot pattern for the cutest vibe. Style with block heels.
Fit & Features
- Square neckline
- Long sheer balloon sleeves, cinched hems
- All-over ruching
- Mini-length hem, bodycon fit
- All-over swiss dot pattern
- Sheer mesh fabric, partial knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2379
Category Name: Night Out
Price: $19.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Desert Chic Detailed Drop Earrings
Keep your festival 'fits chic with these boho-inspired statement earrings. They feature a fish hook leading to a drop design with two intricate detailed filigree accents, a center rhinestone embellishment, and dangling hammered metal fringe. Style with a layered charm necklace.
Fit & Features
- Fish hook closure, rubber stopper
- Drop design
- Two detailed filigree accents
- Center rhinestone
- Hammered metal fringe
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1564
Category Name: Night Out
Price: $3.97 $11.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Too Cool Coated Faux Leather Straight Leg Pants
You'll be too cool in these coated faux leather pants that flaunt your edgy-fashionista style! They feature a high-rise faux belted waist, belt loop accents, pintuck seams down the front, and a straight-leg silhouette. Style with a turtleneck bodysuit and heels to complete the look!
Fit & Features
- High-rise faux belted waist, belt loop accents
- Back zipper closure
- Pintuck seams down the front
- Straight-leg silhouette
- Coated faux leather fabric
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06402-0878
Category Name: Night Out
Price: $16.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Simply Chic Side Slit Skort
Create a simply chic everyday outfit with this classic crepe skort. It features a high-rise waist, a back zipper closure, a mini-length overlay with a side slit, and fitted shorts. The crepe fabric offers a moderate stretch. Complete the look with a bodysuit and mules.
Fit & Features
- High-rise waist
- Back zipper closure
- Mini-length overlay, side slit
- Fitted shorts
- Crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06503-1038
Category Name: Night Out
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flawless Glam Rhinestone Strap Mini Dress
Radiate flawless glamour in this curve-hugging bodycon mini dress! It features a sleeveless square neckline, spaghetti straps with dual rhinestone strap accents, a mini-length hem with a short front slit, and a form-fitting silhouette. The crepe fabric includes a full-length knit lining. Complete your look for a night out clubbing with strappy stilettos.
Fit & Features
- Sleeveless square neckline, dart seams at the bust
- Spaghetti straps, dual rhinestone-adorned straps
- Mini-length hem, short front slit
- Form-hugging fit
- Crepe fabric, full-length knit lining
- Moderate stretch
- Runs true to size
Style Number/Barcode: 05103-5187
Category Name: Night Out
Price: $5.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Feather Princess Marabou Stiletto Heels
Stand out looking like a princess in these trend-worthy stiletto heels! They feature a pointed-toe, marabou toe, and ankle strap with buckle closure, and are composed of faux leather patent material. Complete the look with a mini handbag for cocktail hour.
Fit & Features
- Pointed-toe
- Marabou toe and ankle strap, buckle closure
- Stiletto heel
- Faux leather patent material
- Runs true to size
Style Number/Barcode: 07401-4201
Category Name: Night Out
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Night-Out Glamour Rhinestone Stiletto Heels
Level up your night-out look with these glamorous and glitzy satin stiletto heels! They feature an open square toe, a rhinestone-adorned braided toe strap, a matching asymmetric rhinestone braided strap that connects to the heel strap, and a sleek stiletto heel. Style with a bodycon mini dress for your next girl's night!
Fit & Features
- Open square-shaped toe
- Braided toe strap, mini rhinestones
- Asymmetrical braided strap, mini rhinestones, connects to heel strap
- Stiletto heel
- Satin material
- Runs true to size
Style Number/Barcode: 07401-4203
Category Name: Night Out
Price: $6.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Tie New Trends Long Sleeve Top
New year, new style! Give this crop top a try the next time you're going out. It features bell long sleeves, an open front design with tie closure, and is composed of plisee knit fabric with minimal stretch. Complete the look in faux leather pants.
Fit & Features
- Bell long sleeves
- Open front design with tie closure
- Cropped hem
- Plisee knit fabric
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06202-0386
Category Name: Night Out
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Feelin' Fab In Fringe Bodysuit
Move and groove at your next concert in this fab fringe bodysuit! It features a sleeveless halter neckline with tie-back spaghetti straps, a trendy front-tiered fringe design, a sultry open back with lower tie-back straps, and full coverage bottoms with button closures. Style with faux leather pants and clear heels.
Fit & Features
- Sleeveless halter neckline, tie-back spaghetti straps
- Front-tiered fringe design
- Open back, lower tie-back spaghetti straps
- Full coverage bottoms, dual snap button closures
- Stretchy knit fabric
- Runs true to size
Style Number/Barcode: 06001-4820
Category Name: Night Out
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free