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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Sultry Styles Mini Dress
Keep your style sleek and sultry with this stunning mini!
Fits & Features
- Spaghetti Straps
- Square Neck & Back
- Front Waist Cut Out With Bar Accent
- Ruched Side Detail
- Asymmetrical Mini Length Hem
- Crepe Fabric
- Moderate Stretch I Curve-Hugging Fit
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05103-0175
Category Name: Night Out
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Pleat Me Tonight Asymmetrical Mini Dress
Just the way you like it. This sexy mini dress features a plunging V neckline, adjustable spaghetti straps, a wrap-like skirt with pleated accents, and an asymmetrical hemline. Knit fabric offers a form hugging fit with plenty of stretch.
Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05103-0235
Category Name: Night Out
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Such A Babe Jumpsuit
Babe alert! Showcase stunning looks in this sultry jumpsuit. It features a sleeveless bodice, a bustier style top with lined cups and a partial lined front, sheer mesh sides and back, a square back with a zipper closure, a high waist seam, and straight pant legs. Jumpsuit offers a form hugging fit to flatter your figure.Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06502-0021
Category Name: Night Out
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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In The Mail Envelope Clutch
Ready for forever style that always delivers? Then be sure and have this clutch in tow. Purse features a multi-color, lightly textured reptile print, a single-flap envelope silhouette, and detachable metal shoulder chain.
Style Number/Barcode: 07203-0031
Category Name: Night Out
Price: $10.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Elevated Essential Lace Bodysuit
It's all about maximizing key closet pieces like this versatile, anything-but-basic bodysuit! It features adjustable spaghetti straps, soft cups with lace overlay and wire V detail at bust, a solid bodice with lace trim through middle, and a solid thong-style bottom with snap-button closure. Bodysuit is made from a soft, jersey-like woven material with moderate stretch.
Style Number/Barcode: 06001-1312
Category Name: Night Out
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Spotlight Stunner Bustier Bodysuit
Shine in the spotlight like the stunner you are in this beyond gorg bustier bodysuit! It features a sleeveless bodice, adjustable spaghetti straps, a lined bustier style top with molded cups, a sheer square back, and a thong bottom with snap button closures. The bodysuit is composed of a sheer mesh fabric and is adorned with beads and rhinestones in an intricate design for that added glam factor.Model is 5'9" with a 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06003-0057
Category Name: Night Out
Price: $19.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Strappy Statement Lucite Mules
Make a statement with these chic mules! They feature an open back, a double row of wide clear straps and a block lucite heel. They are composed of a PVC material and a faux leather insole lining.
Style Number/Barcode: 07401-0353
Category Name: Night Out
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Up A Notch Front Bustier
Elevate your wardrobe game by keeping it sleek and sultry with this structured satin bustier! It features adjustable spaghetti straps, light padding, V notch detail at bust, boning at cups and front, and a back zip. Bustier is made from a smooth, shiny fabric with a hint of stretch.Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06003-0186
Category Name: Night Out
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Exquisite In Lace Bodysuit
Hey bae you are already exquisite, but why not kick it up a knotch with a sexy lace bodysuit! This sweet piece features a deep V neckline wired at the center, spaghetti straps that are adjustable, and a cup like stitching at the breast. Bodysuit has a lace detailing that compliments the style, and leads down to mid waist. This suit has a snap closure at the crotch, and a thong style bottom. It is composed of a knit material that is form fitting and offers moderate stretch.
Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06001-1313
Category Name: Night Out
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Two Ring Ribbed Tube Top
Keep the compliments coming in this adorable cropped tube top! It features all-over ribbing, a modified sweetheart neckline, two acrylic tortoise rings at bust and chest, and a strategic cutout through the middle. Top is made from a super-soft rayon blend with moderate stretch.
Style Number/Barcode: 06001-1532
Category Name: Night Out
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Katelyn Ruched Midi Dress
Chic and fab, the Katelyn ruched midi dress is a new go-to. She features a sleeveless bodice, a Y neck with halter straps, a knot detail, and a front keyhole cut out, and a square back with a zipper closure. Her high waist band leads to a curve hugging skirt with ruched side details and a mid-length hem. The dress is composed of a stretchy knit fabric with a pretty sheen.
Model is 5'8" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0238
Category Name: Night Out
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Casually Quilted Crossbody Purse
Keep it casual or dress her up! This purse has a rectangular structured body, with a fold over flap closure that matches the body and an outer open pocket, as well as a turn lock closure. The inside is lined with a knit material, and two compartments with a zipper compartment divider. Purse has a hidden chain strap that is attached on the inside and is composed of a faux leather material with a V shaped quilt stitching.Style Number/Barcode: 07203-0043
Category Name: Night Out
Price: $12.97 $25.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Croc Print Crossbody Purse
Wondering how to amp up your purse game? Throw in some crocodile print of course! This purse features a flap front closure with a cross body chain link strap. It is composed of a faux leather material with a crocodile texture. We love!
Style Number/Barcode: 07203-0018
Category Name: Night Out
Price: $12.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Laced In Leather Mini Skirt
This one's for the trendy ladies. Featuring a sexy lace-up front with silver-tone grommet accents, this glossy skirt is cut to a feminine high-rise with an exposed back zipper closure. Skirt is composed of a high-shine, faux patent leather material with smooth textile lining and plenty of stretch.Style Number/Barcode: 06401-0054
Category Name: Night Out
Price: $4.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Three Pack Chain Link Bracelets
Layer up with these must have bracelets to add the finishing touch to your look! The pack features three bracelets with a chunky chain link design.Style Number/Barcode: 07003-0012
Category Name: Night Out
Price: $6.97 $13.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Rhinestone Queen Hoop Earrings
Stack on the glam like the queen you are with these statement making hoops! The earrings feature an extra large hoop design with large circular rhinestones adorned for some added sparkle and bling.
Style Number/Barcode: 07001-0066
Category Name: Night Out
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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It's Lit Heat Stone Top
You know your night is going to be lit in this sparkling tube top! It features a sleeveless strapless elastic banded square neckline, an exposed back zipper closure, a cropped hem, and dazzling silver heat stones throughout. Top is composed of a lined stretchy smooth knit fabric. Be sure to pick up the matching skirt to complete your fire look!Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06001-1514
Category Name: Night Out
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Snake Print Maxi Skirt
This maxi skirt features a high waistline, and a high thigh side slit cut out. The ruched hip gives a hugging effect to show off those curves! Skirt is composed of a soft knit material that is a snake print pattern, is form fitting and offers moderate stretch. The hem of the skirt hits above ankle and includes a smooth black mini skirt inner lining. Don't forget the matching crop top for a full on look girl!Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06501-0031
Category Name: Night Out
Price: $4.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Style It In Satin Crop Top
Style up your look with sleek and chic satin with this adorable crop! The top features an off the shoulder slight sweetheart neckline with a tie front detail, short sleeves with ruffle hems and elastic cuffs, a hidden back zipper and hook and eye closure, a partially stretchy smocked back, and a cropped hem. The top is composed of a lightweight satin-like fabric.Style Number/Barcode: 06003-0279
Category Name: Night Out
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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It's Lit Heat Stone Skirt
Shop Matching Top: It's Lit Heat Stone Top
You know your night is going to be lit in this sparkling mini skirt! It features a mid rise fit, a curve hugging mini length silhouette to accentuate curves and dazzling silver heat stones throughout. Skirt is composed of a lined stretchy smooth knit fabric. Be sure to pick up the matching top to complete your fire look!
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06501-0023
Category Name: Night Out
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Gia Rhinestone Mini Dress
Special Occasion
We all know diamonds are a girl's best friend, shine in sparkling rhinestones in our glitzy Gia dress! She features a sleeveless bodice, a built in no slip strip, a plunging wired sweetheart neckline accented with a rhinestone embellished fringe and adjustable spaghetti straps. Her slim fit bodice leads to a curve hugging mini length silhouette. Dress is composed of a lined crepe fabric that offers a moderate stretch. Includes a back zipper closure with a hook and eye fasten closure
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0241
Category Name: Night Out
Price: $19.97 $99.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Eye And Lips Hair Clip Set
Bat those lashes and pucker up with these sassy hair clips! The pack includes two hair barretts, one being an eye design with lash accents and the other being outlined lips. Hair clips composed of a flat metal material.
Style Number/Barcode: 07006-0038
Category Name: Night Out
Price: $3.97 $8.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Teardrop Gemstone Barrettes Pack
Create a luxe hair look with sparkling gems fit for a Queen! Pack includes two barrettes that feature a wide oval design adorned with sparkling teardrop gemstones.Style Number/Barcode: 07006-0052
Category Name: Night Out
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Mini Twisted Hoops
Time to accessorize! These mini hoops offer a twisted detail that will bring plenty of glam to your evening look or your day time dazzle!
Style Number/Barcode: 07001-0058
Category Name: Night Out
Price: $3.97 $8.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance