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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Cut The Drama Mini Dress
Cut out the drama in this must-have dress! Perfect for going out with your squad, pair this beauty with sleek stilettos for a look that's ready to slay!
Fit & Features
- Square Neckline
- Bust Cut Out Accent
- Adjustable Spaghetti Straps
- Ribbed Knit Fabric
- Mini Length Silhouette
- Form Hugging Fit
- Moderate Stretch
Style Number/Barcode: 06005-0633
Category Name: Night Out
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sleek Side Slit Midi Skirt
Sleek & oh so chic, this side slit midi skirt will amp up your trendy look! Pair with a graphic tee and some booties.
Fit & Features
- High rise elastic banded waist
- Thigh high side slit
- Flowy, A-line fit
- Satin-like fabric with a sheen
- Minimal stretch
Style Number/Barcode: 06401-0229
Category Name: Night Out
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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In the Clear Mini Crossbody
Make a clearly stylish statement with a crossbody that brings the chicness to your favorite outfits! The crossbody features a fold-over closure with matte button accents at the sides and a turn-lock detail. Complete look with a midi dress and clear heels.
Fit & Features
- Fold-over closure
- Turn-lock fasten
- Matte button accent at sides
- Mini rectangular body
- Clear body
- Detachable chain shoulder strap
Style Number/Barcode: 07203-0341
Category Name: Night Out
Price: $9.97 $20.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Trendy Chic Vibes Sleeveless Bodysuit
Keep it trendy with a chic bodysuit that makes a stylish statement! This trendy-inspired bodysuit features a cute print, a plunging V-neckline, corded straps, and a partially open back. The bodysuit is composed of a knit fabric that offers a form hugging fit with a moderate stretch. Complete your look with a high waist skirt and strappy heels.
Fit & Features
- Plunging V-neckline
- Corded spaghetti straps
- Partially open back
- Thong bottom with dual snap button closures
- Smooth knit fabric
- Form hugging fit, moderate stretch
- Available in a leopard and floral print
Style Number/Barcode: 06001-2971
Category Name: Night Out
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sultry Lace Back Bodysuit
Stay ever so sultry in this flattering lace back bodysuit! Paired with some high rise faux leather pants, you'll be stylin' bb!
Fit & Features
- Spaghetti straps that lead to a racer back
- Sheer lace back | Lower back cut out
- Padded bust
- V neckline
- Thong bottom | Dual snap button closures
- Stretchy knit fabric
Style Number/Barcode: 06001-2642
Category Name: Night Out
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Ruched Mesh Bandage Dress
Dare to show a little skin in this sultry bandage dress! Style it up with a pair of rhinestone earrings and heels to match!
Fits & Features
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Sweetheart Neckline
- Back Zipper Wth Hook & Eye Closure
- Sheer Ruched Long Sleeves
- Bandage-Style Bodice
- Mini Length Silhouette I Built-In Bodysuit
- Ruched, Sheer Mesh Skirt
- Form Hugging Fit I Plenty Of Stretch
Style Number/Barcode: 06005-0635
Category Name: Night Out
Price: $21.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sweetheart Neckline
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Put On The Spot Printed Satin Midi Skirt
Girl, everyone's going to want to know where you got this midi skirt! Style your look with a basic tee and a cute mini purse!
Fits & Features
- High Rise Waist
- Back Zipper With Hook & Eye Closure
- Ruching At Top Front
- Midi Length Silhouette I Front Slit
- Satin-Like Fabric I Unlined
- Relax Fit I Minimal Stretch
Style Number/Barcode: 06401-0228
Category Name: Night Out
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Treat Yourself Caged Block Heels
Treat yourself with chic caged heels that are so fab to dress up with! Perfect for your next date night, these heels can be styled with a ruffled romper and dainty rhinestone necklace. The heels feature a caged design, an open almond toe, and a sturdy block heel.
Fit & Features
- Closed zippered back
- Caged design with cutout detail
- Open almond toe
- Block heel
Style Number/Barcode: 07403-0298
Category Name: Night Out
Price: $14.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Polka Dot Cutie Mesh Crop Top
Hey cutie! This polka dot crop is a must have for your wardrobe. Layer it with a lace bralette and high waist denim for a night out look!
Fit & Features
- Crew Neck
- Fitted Long Sleeves
- Sheer Unlined Bodice
- Polka Dots
- Unlined Mesh Fabric
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06001-2640
Category Name: Night Out
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Hard To Forget Ruched Mini Dress
Keep it simply fab in a ruched dress that shows off your curves. Step out for your next GNO in this sleek dress that features a square neckline, a ruched body throughout, and a mini length silhouette. Complete your look with strappy clear heels and sleek hoop earrings.
Fit & Features
- Sleeveless square neckline
- Tank-like straps
- Ruched body throughout
- Mini length silhouette
- Form hugging fit, moderate stretch
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05103-1287
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ever So Detailed Mesh Bodysuit
It's all in the deets with this pretty mesh bodysuit! Get a trendy vibe by pairing it with some distressed straight leg jeans and chic and strappy mules!
Fit & Features
- V neckline
- Long fitted sleeves
- Thong bottom | Dual snap button closures
- Sheer mesh fabric | Plenty of stretch
- Center intricate applique detail
- Form hugging fit
Style Number/Barcode: 06001-2639
Category Name: Night Out
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sheer Striped Mesh Bodysuit
Chic & sheer, this striped mesh bodysuit will elevate your look. Pair with a bralette underneath, some faux leather pants, and strappy heels to give yourself an edgy vibe.
Fit & Features
- Mock neckline
- Long fitted sleeves
- Thong bottom | Dual snap button closures
- Sheer striped mesh fabric
- Moderate stretch
- Form hugging fit
Style Number/Barcode: 06001-2638
Category Name: Night Out
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Miss Extra Mesh Tie Front Top
They call you miss extra because you always have the tea girl, especially in this trendy tie front top! Featuring long fitted sleeves and a majorly cropped hem, this newspaper print mesh top would pair perfectly with distressed denim. Wear this top to go hang with your squad!
Fit & Features
- Long fitted sleeves
- V neckline
- Tie front detail
- Cropped
- Sheer mesh fabric with plenty of stretch
- Allover newspaper print
Style Number/Barcode: 06202-0087
Category Name: Night Out
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Seraphina Formal Pearl Mini Dress
Special Occasion
Bring the luxe and shine like the rare pearl you are in our dazzling Seraphina dress! Pair her unmatched beauty with slingback stilettos and a glitzy clutch to complete your evening look!
Fit & Features
- Plunging V-Neckline | Mesh Inset
- Tank-Like Straps
- Pearl and Heat Stone Embellishments
- Mini Skirt Length Silhouette
- Lined Smooth Knit Fabric
- Form Hugging Fit | Slight Stretch
- Hidden Back Zipper Closure
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0408
Category Name: Night Out
Price: $19.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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High Waist Tie Waist Linen Pants
Keep it chic in high waist pants that make a sophistication statement for your workwear attire. The wide-leg pants feature a high rise waist and a tie-waist belt with loops. Complete look with a statement sleeve top and sleek stiletto heels.
Fit & Features
- High rise waist
- Tie Waist belt with loops
- Flared wide-leg hem
- Linen fabric
- Relaxed fit
Model is 5'8" with 32" bust, 26" waist and 38" hips. She is wearing a size small.
Style Number/Barcode: 06302-0123
Category Name: Night Out
Price: $14.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Jump The Gun Puff Sleeve Jumpsuit
Jump the gun on this fun flirty jumpsuit before it's too late bae! An easy effortless chic that just needs a pair of heels to finish off the lewk!
Fit & Features
- V-neckline
- Long drop puff sleeves
- Elastic stretch waist band
- Zipper closure center back
- Relaxed fit | No stretch
- Smooth woven material
Style Number/Barcode: 06302-0121
Category Name: Night Out
Price: $6.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Read All About It Mesh Duster
You're so extra, everyone will come to you for style advice in this trendy mesh duster! It features long fitted sleeves, a flowy open front and a fab allover newspaper print. Layer this chic duster over a basic bodysuit and denim for a look your squad will love.
Fit & Features
- Long fitted sleeves
- Open front
- Flowy fit with a mid-length silhouette
- Sheer mesh fabric with plenty of stretch
- Allover newspaper print
Style Number/Barcode: 06202-0086
Category Name: Night Out
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Lookin' Fine In Floral Mesh Crop Top
You'll be lookin' fine in fresh floral in this gorg mesh crop top! Pair with a bralette underneath for chic lewk bb!
Fit & Features
- Crew neckline
- Long fitted sleeves
- Cropped
- Sheer mesh fabric | All over floral print
- Plenty of stretch | Form hugging fit
- Undergarment not included
Style Number/Barcode: 06001-2636
Category Name: Night Out
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Total Sweetheart Floral Mini Dress
Showcase your sweet style in this adorable floral printed mini dress! It features short sleeves, a V neckline, ruching at the bust with a front drawstring, a small cutout under the bust, and a short, form-hugging silhouette. The unlined knit fabric offers plenty of stretch. Complete your look with dainty earrings and a cute crossbody purse.
Fit & Features
- Short sleeves
- V neckline
- Ruching at the bust with a front drawstring
- Small cutout under the bust
- Ruching down the sides
- Mini-length, form-hugging fit
- Unlined knit fabric with plenty of stretch
- Floral print
- Runs true to size
Style Number/Barcode: 05102-0679
Category Name: Night Out
Price: $9.97 $31.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glitz and Glitter Open Back Mini Dress
Bring the glamour in this bold open back dress! The mini dress features a sleeveless square neckline, sleek spaghetti straps, and a bold open back with a sleek strappy back design. The dress is composed of a glitter knit fabric that offers a form hugging fit. Complete look with rhinestone heels.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Open back with lattice strap design
- Mini length silhouette
- Form hugging fit
Style Number/Barcode: 05103-3745
Category Name: Night Out
Price: $6.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweetheart Ruched Mesh Bodysuit
Yes girl, we can see you working this bodysuit! Make it your moment and pair this with some denim jeans and a faux leather jacket!
FIts & Features
- Bungee Spaghetti Straps
- Sweetheart Ruffle-Trim Neckline
- Self Tie At Center Front
- Ruching Throughout
- Mesh Lined Fabric
- Thong Bottoms With Dual Snap Button Closure
- Form Hugging Fit I Moderate Stretch
Style Number/Barcode: 06003-0834
Category Name: Night Out
Price: $11.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Stunning Sweetheart Mesh Mini Dress
You'll be such a stunning sweetheart in this gorgeous mesh mini dress! Featuring a flattering ruffled padded sweetheart neckline with an off-the-shoulder design and a curve-hugging fit with all-over ruched detailing, this dress is perf for your next date night with bae. Pair with some clear lucite heels for that it-girl look.
Fit & Features
- Off-the-shoulder neckline, short sleeve cuffs
- Sweetheart neck, built-in padded bust
- Ruffle trim detailing, all-over ruching
- Back zipper and hook and eye closure
- Short, form-hugging fit
- Sheer mesh fabric, knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1539
Category Name: Night Out
Price: $19.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Impress In Lace Lattice Back Bodysuit
Lace-up in a sexy bodysuit for your next date night out with bae. The sultry bodysuit features a plunging V-neckline with lace trim, sleek spaghetti straps, a two-tone floral lace bodice, and a head-turning lattice back. Complete your outfit with high waist skinny jeans and mules.
Fit & Features
- Plunging V-neckline
- Sleek spaghetti straps
- Floral lace fabric
- Two-tone
- Lattice back
Style Number/Barcode: 06001-2623
Category Name: Night Out
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Drama Queen Ruffle Detail Bodysuit
Babe, you're a total drama queen when it comes to your style! You need to be over the top always, and we don't blame you! Pair this statement making bodysuit with a pair of denim and some clear mules.
Fit & Features
- Tank-like shoulder straps
- Organza ruffle detailing
- V neckline
- Back zipper | Lower back cut out
- Thong bottom | Dual snap button closures
- Knit fabric | Moderate stretch
- 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: 06001-2629
Category Name: Night Out
Price: $11.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free