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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On The Hunt Strappy Bodysuit
You've been on the hunt for a fierce new look, and babe, we've found it! This leopard print bodysuit is all you need and more.
Fit & Features
- Dual spaghetti straps that lead to a strappy cross back
- Cowl neckline
- Thong botton | Dual snap button closures
- Knit fabric | Plenty of stretch
- Leopard print
Model is 5'4" with a 33" bust, 24.5" waist and 39" hips. She is wearing a size small.
Style Number/Barcode: 06001-2457
Category Name: Night Out
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Such A Sleek Vibe Mini Skirt
Get such a sleek & chic vibe in this sexy faux leather mini! The skirt's croc embossed print adds an extra edge.
Fit & Features
- High rise waist
- Back zipper closure
- Two vertical front seams leading to small slits
- Short, form hugging fit
- Croc embossed PU fabric
- Moderate stretch
Style Number/Barcode: 06401-0204
Category Name: Night Out
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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So Posh Ponte Knit Mini Skirt
Hey babe, you'll be looking so posh in this ponte knit mini skirt! Pair with a classic blouse and some heels for an on point office look!
Fit & Features
- High rise waist
- Short, curve hugging fit
- Ponte knit fabric
- Moderate stretch
Style Number/Barcode: 06501-0274
Category Name: Night Out
Price: $5.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Gloss Up Glitter Rhinestone Platform Block Heels
Gloss up your wardrobe in these glitter rhinestone platform block heels! Accented with a sleek almond toe, rhinestone embellished toe straps and asymmetrical straps, a closed ankle, and an adjustable ankle strap with buckle closure.
Fit & Features
- 3.5" Block heel
- Almond toe, platform sole
- Rhinestone embellished straps, asymmetrical strap
- Closed ankle, adjustable ankle strap, buckle closure
- Luxe fit cushioned footbed
- Glitter mesh material
- Runs true to size
Style Number/Barcode: 07401-4700
Category Name: Night Out
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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High Waist Glitter Knit Ruched Mini Skirt
Bring the glam and glitz in this mini skirt that illuminates your night out outfits. The skirt features a high-rise waist, ruched side seams, and composed of a glitter knit fabric. Complete your look with a statement sleeve top.
Fit & Features
- High rise waist
- Ruched side seams
- Mini length silhouette
- Glitter knit fabric
- Form hugging fit
- Moderate stretch
Style Number/Barcode: 06501-0330
Category Name: Night Out
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Feline Fierce Leopard Print Crop Top
You'll be feelin' fierce and fashionable in this sultry leopard print crop top. It features a slight sweetheart neckline that can be worn off the shoulder, long blouson sleeves with tapered ruffled hems, a tie back detail, and a cropped elastic banded hem with a form-hugging fit. Style this woven top with mom jeans for a casual vibe, or a faux leather mini skirt for a night out.
Fit & Features
- Sweetheart neckline
- Long blouson sleeves
- Tie back detail
- Cropped
- Form-fitting style
- Unlined woven fabric with no stretch
- Leopard print
Style Number/Barcode: 06003-1146
Category Name: Night Out
Price: $13.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sultry Stylish Moment Halter Top
Have a major sultry stylish moment in this chic halter top! It features a sleeveless halter neckline with wide straps in a cross design, a front keyhole cutout above the bust, and a mid-length, form-hugging fit. Complete the look with a cute mini skirt.
Fit & Features
- Sleeveless halter neckline
- Wide straps, cross design
- Front keyhole cutout
- Mid-length, form-hugging fit
- Ribbed sweater knit fabric
- Runs true to size
Style Number/Barcode: 06005-0970
Category Name: Night Out
Price: $11.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Dark Romance Crochet Mesh Bodysuit
Bring the allure at night in this romantic crochet mesh bodysuit featured in short sleeves, a crew neck with dual snap and zipper closure. Complete the look in high-rise pants and heels.
Fit & Features
- Short sleeves, crew neck
- Crochet applique
- Dual snap and zipper closure
- Sheer mesh fabric, minimal stretch
- Fits true to size
Style Number/Barcode: 06001-3731
Category Name: Night Out
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sleek Look Faux Leather Bomber Jacket
Give your style a sleek look in this bomber jacket perfect for keeping cozy and cute! It features rib-knit cuffed long sleeves, a standing collar neckline, front zipper closure, side pockets, rib-knit waist, and a faux fur lining. Complete the look in flare jeans.
Fit & Features
- Faux fur lining for a cozy wear
- Collar neckline
- Long sleeves with rib-knit cuffs
- Front zipper closure
- Side pockets
- Rib-knit waist
- Runs true to size
Style Number/Barcode: 06204-1359
Category Name: Night Out
Price: $19.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Between The Lines Paper Bag Shorts
Read between the lines...these paper bag plaid shorts are so trendy for summer! They feature a high-rise elasticized waist, belt loop accents, tie-front belt, side pockets, and a fitted short-length hem.
Fit & Features
- High-rise elasticized waist, paper bag style
- Belt loop accents, tie-front belt
- Side pockets
- Fitted short-length hem
- Pull-on/off styling
- Plaid pattern, knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 06403-0231
Category Name: Night Out
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Most Coveted Box Crossbody Bag
This box crossbody bag will be the most coveted accessory in your lineup! It features a croc faux leather material, detachable chain-link strap, top push-lock closure, and a spacious and lined interior for keeping your essentials in. Complete the look in a boss babe blazer.
Fit & Features
- Box shape
- Croc faux leather material
- Detachable chain-link strap
- Top push-lock closure
- Spacious and lined interior
Style Number/Barcode: 07203-1066
Category Name: Night Out
Price: $13.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Rhinestone Chic Woven Skinny Pants
Add some chic sparkle with these on-trend woven skinny pants. They feature a high-rise waist, front vertical seams with mini rhinestone embellishments, a form-hugging silhouette with a skinny-leg fit, and front slit accents at the ankles. Style with a crop top and clear heels.
Fit & Features
- High-rise waist, elasticized band
- Front vertical seams, rhinestone embellishments
- Form-hugging silhouette, skinny-leg fit
- Front slit accents at the ankles
- Woven Ponte fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-1107
Category Name: Night Out
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Style Series Chain Choker Mesh Top
Create a series of unique and stylish looks in this mesh crop top featuring long sleeves, a mock neck, a chain-link choker, and a crepe corset-overlay along the bodice with lightly padded cups. Complete the look in skinny jeans for happy hour.
Fit & Features
- Long sleeves, mock neck
- Back zipper closure
- Chain-link choker
- Crepe corset-overlay, lightly padded cups
- Cropped hem
- Semi-sheer mesh fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 06001-4349
Category Name: Night Out
Price: $7.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Striking In Sequin Open Back Top
Create a striking look in this sequin crop top for a night out! It features a sleeveless cowl neckline, spaghetti straps, cropped hem, and an open back with tie closure. The top is composed of a lined sequin mesh knit fabric with minimal stretch. Style with chic faux leather pants to complete the look!
Fit & Features
- Sleeveless cowl neckline
- Spaghetti straps
- Cropped hem
- Open back with tie closure
- Lined sequin mesh knit fabric
- Minimal stretch
- Fits true to size
Style Number/Barcode: 06001-4774
Category Name: Night Out
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Star Of The Show Metallic Crop Top
Make the audience go wild when you show up in this metallic crop top! It features puff long sleeves with elastic cuffs, a sweetheart neck, an adjustable front ruched tie, and a striped pattern on pleated fabric. Style with hot faux leather shorts to complete the look!
Fit & Features
- Puff long sleeves, elastic cuffs
- Sweetheart neck
- Adjustable front ruched tie
- Cropped hem
- Metallic striped pattern
- Pleated fabric, lined, minimal stretch
- Fits true to size
Style Number/Barcode: 06001-4545
Category Name: Night Out
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Just A Peak Sequin Halter Dress
Give em' just a peak from the front something to look back at! This sexy sequin halter mini dress features a sleeveless halter neck with dual button closures, a slit bust, a bodycon silhouette, and an open lace-up back with tie and zipper closure. Style with an envelope clutch and heels to complete the look.
Fit & Features
- Sleeveless halter neck, dual button closures
- Slit bust
- Open lace-up back with tie and zipper closure
- Bodycon silhouette
- Mini-length hem
- Sequin-knit lined fabric, minimal stretch
- Fits true to size
Style Number/Barcode: 05103-4753
Category Name: Night Out
Price: $22.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Encounter Rhinestone Strappy Stiletto Heels
Make it a chic encounter at your next fancy affair in these rhinestone strappy stiletto heels! They feature an open square toe, a thin strappy design across the foot with a center knot detail, an adjustable ankle strap, sparkling rhinestone embellishments on the straps, and a sleek stiletto heel. The patent faux leather material will give off a stylish sheen. Pair with rhinestone fringe earrings.
Fit & Features
- Open square-shaped toe
- Thin strappy design, center knot detail
- Adjustable ankle strap, buckle detail
- Rhinestone embellishments
- Stiletto heel
- Patent faux leather material, faux leather subtle cushioned insole
- Runs true to size
Style Number/Barcode: 07401-4510
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Poised And Proper Mary Jane Platform Heels
Take style and comfort to the next level with these mary jane heels! With a closed square toe, sides, and ankle, chunky platform sole, and block heel, these patent leather shoes will make you feel poised and proper. Complete your look with faux lashes and get ready to strut your stuff at every party!
Fit & Features
- Closed square toe, sides, and ankle
- Chunky platform sole
- Block heel
- Adjustable ankle strap, buckle closure
- Cushioned insole
- Patent leather material
- Runs true to size
Style Number/Barcode: 07401-4514
Category Name: Night Out
Price: $18.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Shine Always Rhinestone Block Heels
With these rhinestone block heels, you'll be shining always! The metallic heels feature a square toe, a wide toe strap, a closed ankle, and an adjustable ankle strap with buckle closure. Complete the look with sparkly earrings for a birthday party!
Fit & Features
- Square toe
- Wide toe strap
- Block heel, closed ankle
- Adjustable ankle strap, buckle closure
- All-over rhinestone embellishments
- Metallic material
- Runs true to size
Style Number/Barcode: 07401-4533
Category Name: Night Out
Price: $10.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Don't Be Shy Satin Ruched Crop Top
Show off your flirty side with this satin crop top sure to make headlines! The sleeveless top features a V-neckline with a wire insert, adjustable spaghetti straps, a pleated bust, a ruched bodice, and a cropped hem. Complete the look in best-selling boyfriend jeans for a daytime outing with the girls!
Fit & Features
- Sleeveless V-neckline, wire insert
- Adjustable spaghetti straps
- Pleated bust
- Ruched bodice
- Cropped hem
- Lined satin fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06003-2276
Category Name: Night Out
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sparkle and Shine Off-The-Shoulder Glitter Mini Dress
Sparkle in this glitter mini dress designed with an off-the-shoulder neckline and a bodycon silhouette that flatters your figure. Complete the look with heels.
Fit & Features
- Sheer glitter mesh fabric with knit lining, plenty of stretch
- Off-the-shoulder neckline, sweetheart padded bust, short sleeve cuffs
- Ruching
- Mini-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05103-5825
Category Name: Night Out
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Own The Night Rhinestone Mesh Bodysuit
Turn heads and own the night in this rhinestone mesh bodysuit! Designed with sheer fitted long sleeves, a plunging V-neckline, form-hugging fit, gorgeous rhinestone embellishments, and a thong bottom with snap-button closures, this stunning bodysuit adds a bold allure to any outfit. Complete the look in chic trousers to play up your style!
Fit & Features
- Sheer fitted long sleeves
- Plunge v-neckline, back zipper and hook-eye closure
- Form-hugging fit
- Thong bottom, snap-button closures
- Rhinestone embellishments
- Lined mesh fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-5144
Category Name: Night Out
Price: $3.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Special Night Out Velvet Rhinestone Mini Dress
Fall in love with this stunning velvet mini dress! Feel beautiful and confident in this mini-length dress featuring a cowl neckline, adjustable spaghetti straps, and rhinestone trim bodice to ensure a flattering look, while the bodycon silhouette and mini-length hem add a chic finish. Complete the look with a clutch for a party!
Fit & Features
- Cowl neckline, adjustable spaghetti straps
- Rhinestone trim bodice
- Back zipper and hook-eye closure
- Bodycon silhouette, mini-length hem
- Velvet fabric, bust knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-5306
Category Name: Night Out
Price: $6.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Best Dressed Faux Pearl Rhinestone Crop Top
You always know how to arrive best dressed, and this statement crop top is happy to help! With a glamorous allure, this mesh crop top stuns featuring sheer fitted rhinestone embellished long sleeves with faux pearl trim cuffs, a crew neckline, front faux pearl and rhinestone embellishments, and a sheer back. Complete the look in a sleek midi skirt for a holiday soiree!
Fit & Features
- Sheer fitted rhinestone embellished long sleeves
- Faux pearl trim cuffs
- Crew neckline
- Front faux pearl and rhinestone embellishments
- Cropped hem, sheer back
- Mesh fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06001-4961
Category Name: Night Out
Price: $9.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance