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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The One You Want Faux Leather Leggings
Yes girl, amp up your style with these edgy faux leather leggings! Designed with a firming stretch and an elastic-free waistband for superior comfort, and are composed of a faux leather fabric with a pretty sheen. Style with a beaded bustier top and heels for a glam night out!
Fit & Features
- High-rise waistband
- Skinny-leg design
- Back zipper and hook-eye closure
- Faux leather fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06502-0646
Category Name: Night Out
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Iridescent Beauty Embellished Bra
Get an iridescent glow with this beautifully bedazzled bra top! It features a sleeveless bodice, adjustable spaghetti straps, padded and molded cups, a square back with hook and eye closures, and a cropped hem. Top is composed of a knit fabric and is embellished with glimmering teardrop and round shaped multi-faceted gems. Complete your angelic Halloween costume with the coordinating pieces from our Halloween shop!
Model is 5'9" with a 34" bust, 24" waist, and 34.5" hips. She is wearing a size small.
Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics and lingerie are considered final sale merchandise FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 06003-0189
Category Name: Night Out
Price: $16.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Take The Plunge Crop Top
Take the plunge with your sultry style in this crop top! It features a sleeveless bodice, tank-like shoulder straps, a deep V neckline with a wired detail, flattering seam detailing, a square back, multiple hook and eye closures, and a cropped hem. The top is composed of a bandage knit fabric that offers moderate stretch and a form hugging fit.
Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06005-0080
Category Name: Night Out
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Mesh Moving On Duster
Move on from the drama in this must have duster! It features a drape open front, long sleeves and all over semi-sheer fabric. Duster is composed of a stretchy mesh fabric that offers a relaxed fit with a moderate stretch.
Style Number/Barcode: 06202-0018
Category Name: Night Out
Price: $10.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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On The Town Suede Trench
In need of a little layering pick me up? Then elevate your ensemble with this chic faux suede trench! Versatile and elegant, it features a drape-front collar, long sleeves, an open front, belt loops, and a removable tie. The jacket is made from a soft, suede-like fabric with a moderate stretch. Pair this trench over a basic bodysuit and trendy mom jeans.
Fit & Features
- Drape-front collar
- Long fitted sleeves
- Open front
- Tie-front belt
- Faux suede fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06202-0024
Category Name: Night Out
Price: $34.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Spotted In Style Mesh Duster
Get spotted in this fierce duster! It features a drape open front, long sleeves and an all over leopard print. Duster is composed of a semi-sheer mesh fabric that offers a relaxed fit with a moderate stretch.Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06202-0019
Category Name: Night Out
Price: $10.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Shine Brighter Heat Stone Bodysuit
Shine on in this dazzling bodysuit! It features a sleeveless bodice, a scoop neckline, adjustable spaghetti straps and a thong bottom with snap button closure. The all over heat stones give this piece plenty of glitz! Garment is composed of a ribbed sweater knit fabric that offers a form hugging fit with a moderate stretch.Style Number/Barcode: 06005-0098
Category Name: Night Out
Price: $4.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Off The Shoulder Marabou Crop Top
Girl you're extra! Show off your affinity for the fancier things with this statement top! It features an off the shoulder neckline with a marabou trim, long sleeves and a cropped hem. Top is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch.
Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06005-0059
Category Name: Night Out
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Look At Me Now Tank Top
Check yourself out in this sequin-embellished crop tank. This statement-maker features a scoop neckline and classic tank straps. All over sequins make for a glittery glow. Piece is unlined - don't forget to grab the matching mini!
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06003-0176
Category Name: Night Out
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Bring The Bling Mini Dress
This stunning dress brings the bling factor! It features a sleeveless bodice, adjustable spaghetti straps, a plunging V neckline with a wrap front, a square back with a zipper and hook and eye closure, flattering slanted vertical seams along the bust, a high waist seam, a short asymmetrical hem, and a major side slit with double rhinestone chain details. The dress is composed of a crepe fabric that offers moderate stretch and a curve hugging fit.Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small.
Style Number/Barcode: 06003-0118
Category Name: Night Out
Price: $11.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cozy Chic Shaggy Cardigan
Elevate your OOTDs with this cozy cute cardi! It features a crew neckline, open front with hook and eye closure at the top, and long sleeves. Fully lined and composed of a woven shaggy knit, this sweater offers a relaxed fit with a minimal amount of stretch.
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06201-0023
Category Name: Night Out
Price: $20.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Miss Profesh Trench Dress
Show that professional side boss! This trench dress features a zip down front with an O-ring detail, narrow long sleeves, a cinching tie waist belt with loops, and a flared hemline. Dress is composed of a faux suede material and offers slight stretch.Style Number/Barcode: 06202-0011
Category Name: Night Out
Price: $15.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Purrfectly On Trend Leopard Coat
We love a chic leopard moment! Get spotted in this fierce faux fur coat this season!
Fit & Features
- Collared Neckline
- Multi-Row Hook Fasten Closure
- Long Sleeves
- Leopard Print
- Hidden Side Pockets
- Lined Faux Fur
- Relaxed Fit | Minimal Stretch
Style Number/Barcode: 06201-0017
Category Name: Night Out
Price: $18.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Professional In Peplum Blazer
Get preppy, feel pretty! This jacket features a plunging collared neckline, long sleeves, front zipper detail, and a peplum trim hem that is mid length. Blazer is composed of a crepe material that offers moderate stretch and a form fit.Style Number/Barcode: 06202-0014
Category Name: Night Out
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Dressy Deep V Crepe Bodysuit
Time for an upgrade! Your fave black bodysuit gets a makeover in elegant crepe—perfect for evenings out. Suit features an off-the-shoulder neckline, a plunging V with wire boning and seamed, padded cups, back zip with hook-and-eye closure, a thong-style bottom, and snap-button closure. Suit is lined and made from a mid-weight woven material with moderate stretch.
Model is 5'3" with a 32" bust, 22.5" waist, and 34" hips. She is wearing a size small.
Style Number/Barcode: 06003-0149
Category Name: Night Out
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Satin Stunner Bodysuit
Create a stunning and sultry look in this sexy satin bodysuit! It features a sleeveless bodice, adjustable spaghetti straps, a bustier style top with structured padded cups, an exposed back zipper closure, hook and eye front closures, seam detailing along the sides, and a thong bottom with snap button closures. The bodysuit is composed of a satin-like fabric with moderate stretch and a form-fitting style.
Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06003-0120
Category Name: Night Out
Price: $16.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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All The Cozy Vibes Shaggy Cardigan
Elevate your OOTDs with this cute and cozy cardi! It features a crew neckline, an open front with hook and eye closure at the top, and long sleeves. Fully lined and composed of a woven shaggy knit, this sweater offers a relaxed fit with a minimal amount of stretch.
Style Number/Barcode: 06201-0024
Category Name: Night Out
Price: $20.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Miss Profesh Trench Dress
Show that professional side boss! This trench dress features a zip down front with an O-ring detail, narrow long sleeves, a cinching tie waist belt with loops, and a flared hemline. Dress is composed of a faux suede material and offers slight stretch.
Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06202-0012
Category Name: Night Out
Price: $15.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Metallic Mama Glitter Bustier
Be the baddie in the room! This bustier is definitely a flattering one! Designed with wired and padded cups, an inset structured boning, adjustable and detachable spaghetti straps, and a cropped hem. This crop is composed of a metallic glittering knit fabric that offers moderate stretch and a flattering fit.
Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.Style Number/Barcode: 06003-0113
Category Name: Night Out
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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The Drama Bell Sleeve Bodysuit
Bring the drama in a bodysuit that screams straight QUEEN!! Designed with a deep v neckline, and long flared bell sleeves. Bodysuit is fully lined, padded at the shoulders, and leads to a thing bottom with a double snap closure. Composed of a soft chiffon material that offers a relaxed fit with slight stretch.
Model is 5'8" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06003-0108
Category Name: Night Out
Price: $11.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Bead It Bustier Top
Easy on the embellishment? Nah, so not you! Glam it up in this gorgeous beaded bustier. It features rows of differently sized, solid black circular beads, adjustable bra-style straps, hook-and-eye closure at back, and a lightly padded underwire bust. Top is made from a nylon blend with ample stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06003-0074
Category Name: Night Out
Price: $11.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chic And Sultry Lace Bodysuit
This lace bodysuit will give you all the chic and sultry vibes! It features a sleeveless bodice, adjustable spaghetti straps that lead to a sheer square back, a plunging V neckline with a lace trim, a sheer lace bodice with a front lining, and a thong bottom with snap button closures. The bodysuit is composed of a sheer mesh and lace fabric that offers a form-fitting style.Style Number/Barcode: 06003-0126
Category Name: Night Out
Price: $11.97 $36.90
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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Satin Chic Wrap Front Bodysuit
Sleek and ever so chic, this satin bodysuit can be dressed up or down. It features long sleeves with buttons to cuff, a wrap front fold over V neckline with a snap button, and a knit partial covered bottom with dual snap button closures. The bodysuit's top is composed of a satin-like fabric with minimal stretch.Style Number/Barcode: 06003-0138
Category Name: Night Out
Price: $11.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free