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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Lace Contrast Lingerie Romper
Girl, you're looking so good! Feel your sexiest in this sultry lace romper.
Fits & Features
- Adjustable spaghetti straps
- Dual hook and bar closures at the back
- Underwire bust
- Lace bodice
- Seamless shaper I Lace short bottoms
- Compression fit I Moderate stretch
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06503-0091
Category Name: Night Out
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fierce And Fiesty Wrap Mini Dress
Take a walk on the wild side in the Fierce And Fiesty wrap mini dress! It features a plunging v-neckline with a wrap tie design at the waist, long bell sleeves, and a mini-length silhouette with ruffle trim. The garment is composed of smooth satin and features tiger-inspired print design, offering little to no stretch. Zipper not included.
Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05103-0646
Category Name: Night Out
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Kick It Up A Notch Faux Leather Moto Jacket
Edge up your outfits in a moto jacket that takes it to the next level! The jacket features a notched collar, an asymmetrical zipper front, zippered hand pocket, and is composed of a faux leather fabric that offers a moderate stretch to easily move in. Complete your look with high waist jeans and combat boots.
Fits & Features
- Notched collar
- Asymmetric zipper front
- Zippered hand pockets
- Long sleeves with zippered cuffs
- Faux side hem adjusters
- Faux leather composition, fully lined
- Moderate amount of stretch
Style Number/Barcode: 06204-0379
Category Name: Night Out
Price: $15.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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High Rise Bandage Leggings
These high rise bandage leggings will amp up any look! They feature a high rise banded waist, slim fitting pant legs, and an overall flattering, curve hugging fit. The thick bandage knit fabric offers moderate stretch.Style Number/Barcode: 06502-0237
Category Name: Night Out
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Flocked Mesh Floral Bodysuit
Bring the drama in this bold and sultry flocked mesh floral bodysuit!
Fit & Features
- Crew neckline
- Long fitted sleeves
- Back keyhole cut out with single button closure
- Thong bottom | Dual snap button closures
- Sheer flocked mesh fabric with floral pattern | Sheer mesh back
- Moderate stretch
Style Number/Barcode: 06001-2189
Category Name: Night Out
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sheer She Goes Mesh Rhinestone Crop Top
Diamonds and rhinestones? Ooh, she fancy! Pair with your fav bralette and show your bougie-side in this sheer crop top!
Fits & Features
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Crew Neckline
- Fitted Long Sleeves
- Crop Hemline
- Sheer, Mesh Fabric With Embroidered Diamond Pattern Design
- Rhinestone Embellishments Throughout
- Moderate Stretch
Style Number/Barcode: 06001-2198
Category Name: Night Out
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Crew Neckline
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Beautifully Beaded Rhinestone And Pearl Crop Top
Get a bold and beautifully beaded look with this embellished top, and don't forget to pick up the matching briefs!
Shop Matching Bottoms: Beautifully Beaded Rhinestone And Pearl Crop Briefs
Fit & Features
- Off the shoulder neckline | Long fitted sleeves
- V neck and square back | No slip strip
- Slight V neckline
- Back zipper | Hook and eye closure
- Cropped
- Rhinestone and pearl embellishment
- Knit fabric | Moderate stretch
Model is 5'4" with 33" bust, 24.5" waist and 39" hips. She is wearing a size small.
Style Number/Barcode: 06001-2199
Category Name: Night Out
Price: $6.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Metallic Leopard Ruched Mini Dress
You can never have enough leopard print! This dress features a sweetheart bustier top with padded cups, lace-up detail down the front, a square back, long, unlined sleeves with elastic shoulders, and a ruched mini-length silhouette. The garment is made of chiffon and showcases leopard and metallic detailing throughout. It has a fully lined body and offers little to no stretch. Zipper at back.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05103-0647
Category Name: Night Out
Price: $9.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Living On The Edge Faux Leather Moto Jacket
Adventure awaits, but don't forget your jacket! It features a notched collar, asymmetric zipper front, zippered hand pockets, long sleeve zippered cuffs, and an adjustable belt buckle at the hem. Composed of faux leather and fully lined, this jacket showcases seaming details throughout and offers a moderate 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: 06204-0375
Category Name: Night Out
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Betta' Than Eva' Snake Print Moto Jacket
Step out with a little edge, feelin' betta than eva' in snake print! Style this lightweight faux leather moto in a casual way with high waist denim and a simple tank!
Fit & Features
- Cropped hemline
- Collared neckline | Long sleeves
- Zip front closure
- Two slanted zipper pockets
- One faux breast pocket
- Buckle fastener at waistline
- Faux leather | Shiny + textured snake print pattern
Model is 5'9" with 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06204-0373
Category Name: Night Out
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Hiss And Tell Crop Top
This snake print crop top is so sultry! Purchase the matching mini skirt and slither with style.
Shop Matching Skirt: Hiss And Tell Mini Skirt
Fit & Features
- Bungee spaghetti straps
- Slight cowl neckline
- Cropped
- Burnout snake print | Velvet mesh fabric
Style Number/Barcode: 06001-2184
Category Name: Night Out
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Hiss And Tell Mini Skirt
This snake print mini skirt is so sultry! Purchase the matching crop top and slither with style.
Shop Matching Top: Hiss And Tell Crop Top
Fit & Features
- High rise elastic banded waist
- Faux wrap front
- Ruched detailing
- Short, curve hugging fit
- Burnout snake print | Velvet mesh fabric with a front knit lining
Style Number/Barcode: 06501-0177
Category Name: Night Out
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Lace Bell Sleeve Beauty Bodysuit
You have a love for the drama, and this lace bodysuit shows it!
Fit & Features
- Mock neckline
- Back neck button closure | Keyhole cut out
- Long flowy bell sleeves
- Thong bottom | Dual snap button closures
- Completely sheer floral lace fabric | Moderate stretch
Style Number/Barcode: 06001-2185
Category Name: Night Out
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Faux Leather Bomber Jacket
No time to spare! It's jacket season, and this faux leather bomber is a closet staple! Designed with a knit collar, long sleeves with a knit wrist band, and a mid waist hemline that has a knit ribbed trim as well. Jacket is fully lined with a knit polyester, and includes two hidden pockets. Composed of a faux leather material and offers a relaxed fit with no stretch.
Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06204-0369
Category Name: Night Out
Price: $18.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Triple Strap Lucite Block Heels
Bring triple the appeal in these heels that slay. They feature an open back, a triple row thin clear PVC straps, and an almond toe. Complete look with a curve-hugging bodycon dress.
Fit & Features
- Open back
- Triple-row clear PVC straps
- Almond toe
- Lucite block heel
Style Number/Barcode: 07401-0929
Category Name: Night Out
Price: $12.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Feeling Fancy Rhinestone Mules
Dress it your look with glitzy mules that bring the shine! The mules feature an open back, three rhinestone embellished straps, and an open almond toe. Complete your look with a sleek satin dress and clutch for the perfect evening outfit.
Fit & Features
- Open back
- Triple-row straps
- Rhinestones
- Open almond toe
- Sleek stiletto heel
Style Number/Barcode: 07401-0906
Category Name: Night Out
Price: $13.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sparks Fly Rhinestone Bustier
Set off those sparks in this dazzling rhinestone bustier! Completely embellished with rhinestones in the front, it is rich in sparkle! Style with high waist faux leather pants or skirt for the ultimate night time lewk!
Fit & Features
- Sweetheart neckline | Padded bust
- Long-line design
- Internal structured boning
- Four hook and eye adjustments
- Non-slip silicone inner trim
- Adjustable & Removable spaghetti straps
- Full front rhinestone embellishment
Style Number/Barcode: 06003-0564
Category Name: Night Out
Price: $19.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chic Sheer Lace Bodysuit
Chic & sheer, this bodysuit's dainty lace detail gives it that added gorgeous touch!
Fit & Features
- Adjustable and removable spaghetti straps
- Off the shoulder neckline
- Long fitted sleeves
- Tiered popover with lace detail
- Piping detailing
- Thong bottom | Dual snap button closures
- Sheer mesh fabric with all over swiss dot detailing
Style Number/Barcode: 06003-0569
Category Name: Night Out
Price: $6.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Crushin' On You Mesh Top
You'll be everyone's crush in this sultry sheer mesh bodysuit! Pair with a classic pair of denim and some edgy booties for a total vibe.
Fit & Features
- Mock neckline
- Back keyhole cut out with two button closure
- Long fitted sleeves
- Mid-length, form-fitting style
- Sheer mesh fabric | Swiss dot pattern
- Plenty of stretch
Style Number/Barcode: 06001-2176
Category Name: Night Out
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Lacy Baby Mock Neck Bodysuit
Get a little racy in lace baby! This sheer lace bodysuit is sexy and easily pairs with a bralette underlay and a mini skirt for the perfect night out look!
Fit & Features
- Mock neckline
- Long sleeves
- Form fitting
- Zipper closure center back
- Sheer lace | Moderate stretch
- Double snap closure | Thong bottom
Style Number/Barcode: 06003-0565
Category Name: Night Out
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Real Show Stopper Croc Embossed Stiletto Booties
Ur a real show stopper with that style babee! Make a statement with every step you take in a pair of stiletto booties with all the right vibez.
- Pointed toe
- Lace up front
- Inner zipper closure
- Croc embossed
- Faux leather
- Skinny tall stiletto heel
- Mid-calf fit
Style Number/Barcode: 07403-0238
Category Name: Night Out
Price: $39.90
Availability: Out of Stock
Product Badge:- Ships Free
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Satin Boat Neck Mini Dress
Smooth out your worries about what to wear tonight with this satin number. It features a boat neckline, open back with self ties at the top, zipper at center back, long sleeves, and an asymmetrical mini-length silhouette. Fully lined, this dress showcases a form-hugging fit with little-to-no stretch. Includes zipper at back.
Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05101-0522
Category Name: Night Out
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Free Bird Faux Leather Moto Jacket
Yes you free bird show us your edgy side! This faux leather jacket is designed for a baddie! Featuring a collared neckline, long sleeves, three zipper pockets and one mini faux pocket. Jacket is lined with a full red lining, and has metal button detailing at the collar. Hemline hits mid waist and features a belted detail at one side. Jacket is fitted and offers no stretch.
Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06204-0371
Category Name: Night Out
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Mesh With The Best Top
You only mess with the best style. This leopard printed mesh top features a high crew neckline, long fitted sleeves, and a mid-length, form-fitting hem. The sheer mesh fabric offers moderate stretch.Style Number/Barcode: 06001-2179
Category Name: Night Out
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance