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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Strappy In Satin Crop Top
Look oh so sultry in sleek satin with this strappy crop top! The tube top features a sleeveless square neckline, a partial open back with a strappy back closure, and a cropped hem. The top is composed of a smooth satin-like fabric with a pretty sheen and offers moderate stretch.Style Number/Barcode: 06001-2070
Category Name: Night Out
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Spotted Ruffle Midi Skirt
Trendsetter spotted ahead! Designed with a high waistline, a ruffled high-low hem that leads down to mid calf, and a high thigh slit at one side. Midi skirt is composed of a satin material that offers no stretch. Hidden zipper located side hip. Skirt is fully lined.
Model is 5'9" with a 32" bust, 24.5" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06401-0120
Category Name: Night Out
Price: $15.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Zebra Flared Midi Satin Skirt
Unleash your wild side with this statement skirt! It features a high rise waist and a flared midi length silhouette with a slightly rounded hem. Skirt features a bold zebra print to pair with your favorite tops! Includes a hidden zipper closure. Skirt is composed of a textured satin fabric that offers a relaxed fit with minimal stretch.
Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06401-0121
Category Name: Night Out
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Leopard Sequin Tube Top
Bring the glam with this sparkling sequin tube top! Pick up the matching pants to make a dazzling impression!
Fit & Features
- Straight Neckline
- Sequins
- Leopard Print
- Lined
- Form Hugging Fit | Moderate Stretch
- Matching Pants: 06402-0136
Style Number/Barcode: 06003-0453
Category Name: Night Out
Price: $6.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sequin Tiger Print Crop Top
Stun in this trendy sequin adorned tiger print crop top! Pair with the matching mini skirt for the ultimate fierce look.
Fit & Features
- Bungee spaghetti straps
- Square neckline
- Cropped
- All over clear sequins
- Tiger print
- Knit fabric | Moderate stretch
- Matching mini skirt sold separately (06501-0146)
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06001-2060
Category Name: Night Out
Price: $6.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Irresistable In Velvet Jumpsuit
Look simply irresistable in luxe velvet in this stunning jumpsuit!
Fit & Features
- Spaghetti straps
- Wrap front | V neckline
- High waist seam
- Flowy wide pant legs
- Smooth velvet fabric
- Moderate stretch
Style Number/Barcode: 06502-0203
Category Name: Night Out
Price: $6.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Go Wild Leopard Print Crop Top
You'll go wild over this stylish sequin adorned leopard print crop top! Be sure to complete your fashionably fierce look with the matching mini skirt!
Shop Matching Skirt: Go Wild Leopard Print Mini Skirt
Fit & Features
- Bungee spaghetti straps
- Scoop neck and back
- Cropped
- Clear sequin embellishment
- Stretchy knit fabric | Knit lining
- Mini skirt sold separately
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06001-2061
Category Name: Night Out
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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High Waist Satin Leggings
Sleek satin gives these high waist leggings their chic edge. They feature an elastic banded waist paired with slim fitting pant legs. The satin-like fabric offers plenty of stretch.
Model is 5'7" with a 32" bust, 23" waist and 35.5" hips. She is wearing a size small.
Style Number/Barcode: 06502-0201
Category Name: Night Out
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Simply Stunning Sequin Midi Skirt
You'll create a simply stunning look in this iridescent sequined midi skirt! Pair with the matching crop top for a glamorous 'fit!
Shop Matching Top: Simply Stunning Sequin Crop Top
Fit & Features
- High rise elastic banded waist
- Pencil skirt fit
- All over sequins in center pattern
- Sheer mesh fabric | Knit lining
Model is 5'7" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06401-0117
Category Name: Night Out
Price: $14.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Go Wild Leopard Print Mini Skirt
You'll go wild over this stylish sequin adorned leopard print mini skirt! Be sure to complete your fashionably fierce look with the matching crop top!
Shop Matching Top: Go Wild Leopard Print Crop Top
Fit & Features
- High rise elastic banded waist
- Short, form hugging fit
- Leopard print
- Clear sequin embellishment
- Stretchy knit fabric
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06501-0147
Category Name: Night Out
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Coated Faux Leather Mini Skirt
Simple and chic, pair this faux leather mini skirt with any of your cute 'fits!
Fit & Features
- High rise elastic banded waist
- Back zipper closure
- Short, form hugging fit
- Coated faux leather fabric
- Moderate stretch
Style Number/Barcode: 06401-0116
Category Name: Night Out
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Faux Suede Lace Up Mini Skirt
Lace up into this absolutely adorable mini! The skirt features a high rise waist, a back zipper closure, a front lattice detail, and a short, form hugging fit. The smooth faux suede fabric offers moderate stretch.Style Number/Barcode: 06501-0144
Category Name: Night Out
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fiery Fashionista Wide Leg Pants
Yes girl, you're a fiery fashionista for sure! Style it up in these red hot wide leg pants and pair them with the matching top.
Fit & Features
- High rise elastic banded waist
- Wide pant legs
- Glitter lurex fabric | Moderate stretch
- Matching top sold separately (06001-2066)
Style Number/Barcode: 06502-0202
Category Name: Night Out
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Draped Basic Knit Surplice Bodysuit
Drape yourself with basic knits to create a gorgeously layered look this season! The must have bodysuit is perfect for dressing up or dressing down!
Fit & Features
- Plunging Surplice V-Neckline
- Long Sleeves
- Contrast Thong Bottom | Snap Button Closure
- Smooth Knit
- Relaxed Fit
- Moderate Stretch
Model is 5'6.5" with 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06001-2063
Category Name: Night Out
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Leopard Sequin Wide Leg Pants
Bring the glam with these sparkling sequin pants! Pick up the matching top to make a dazzling impression!
Fit & Features
- High Rise Fit
- Sequins
- Leopard Print
- Form Hugging Fit | Moderate Stretch
- Matching Top: 06003-0453
Style Number/Barcode: 06402-0136
Category Name: Night Out
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Simply Stunning Sequin Crop Top
You'll create a simply stunning look in this iridescent sequined crop top! Pair with the matching midi skirt for a glamorous 'fit!
Shop Matching Skirt: Simply Stunning Sequin Midi Skirt
Fit & Features
- High crew neckline
- Sleeveless bodice
- Cropped
- All over sequins in center pattern
- Sheer mesh fabric | Knit lining
Model is 5'7" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06003-0454
Category Name: Night Out
Price: $6.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sultry Slit Snake Print Mini Skirt
Effortelessly edge up your everdyday look with this sultry snake print mini!
Fit & Features
- High rise elastic banded waist
- Small front slit
- Short, curve hugging fit
- Unlined, glitter lurex fabric
- Moderate stretch
Style Number/Barcode: 06501-0142
Category Name: Night Out
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sizzling Sequin Crop Top
Sizzle in sequins with this sultry crop top! Pair with the matching mini skirt for a such a stylish lewk!
Shop Matching Skirt: Sizzling Sequin Mini Skirt
Fit & Features
- Cross back spaghetti straps
- Slight V neckline
- Cropped
- Sequin adorned velvet knit fabric
- Moderate stretch
Style Number/Barcode: 06001-2057
Category Name: Night Out
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Party Ready Peplum Sequin Top
Get ready for an on point party look with this peplum sequin top! You'll dazzle the night away on that dance floor!
Fit & Features
- Adjustable spaghetti straps
- Sweetheat neckline | Bust stitching
- Back zipper | Hook and eye closure
- Mid-length peplum hem
- Knit fabric | Sequin embroidery
Style Number/Barcode: 06003-0447
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Off The Shoulder Glitter Knit Bodysuit
Glitz up for the night with this glitter knit bodysuit! It features an off the shoulder square neckline with a notched wired V front, long sleeves with elastic banded cuffs, flowy pleated details, and a thong bottom with dual snap button closures. The glitter knit fabric offers plenty of stretch.
Style Number/Barcode: 06003-0448
Category Name: Night Out
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sultry Satin Crop Top
Sultry and a little edgy, this crop top will have you ready for a night out! It features a sleeveless bodice, adjustable spaghetti straps, a sweetheart neckline, three rows of back hook and eye closures, and a majorly cropped hem. The top is composed of a satin-like fabric, offering a form hugging fit. Complete your night out look with the matching mini skirt!
Model is 5'9" with a 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06003-0445
Category Name: Night Out
Price: $13.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Adore You Ribbed Knit Bodysuit
Everyone will simply adore you in this ribbed knit bodysuit babe!
Fit & Features
- Off the shoulder neckline
- Long fitted sleeves
- Wrap front detail
- Front cut out
- Thong bottom | Dual snap button closures
- Ribbed knit fabric | Plenty of stretch
Style Number/Barcode: 06005-0309
Category Name: Night Out
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sizzling Sequin Mini Skirt
Sizzle in sequins with this sultry mini skirt! Pair with the matching crop top for a such a stylish lewk!
Shop Matching Top: Sizzling Sequin Crop Top
Fit & Features
- High rise elastic banded waist
- Short, curve hugging fit
- Sequin adorned velvet knit fabric
- Moderate stretch
Style Number/Barcode: 06501-0143
Category Name: Night Out
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Faux Leather Embossed Snake Print Mini Skirt
Faux leather AND snake print?! Could you get any trendier? This mini skirt is a must-have!
Fit & Features
- High rise waist
- Back zipper closure
- Short, form hugging fit
- Embossed snake print
- PU fabric
- Moderate stretch
Style Number/Barcode: 06401-0112
Category Name: Night Out
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance