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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Take Notice Rhinestone Spiral Heels
In these heels, everyone will take notice of you! They feature an almond toe, dual rhinestone-embellished foot straps, a spiral rhinestone-embellished ankle strap, and a glitzy rhinestone ball decorated heel. Complete the look with a glam shoulder bag for a black tie soiree!
Fit & Features
- Almond toe
- Rhinestone-embellished foot straps
- Spiral rhinestone-embellished strap
- Rhinestone ball decorated heel
- Faux leather cushioned footbed
- Runs true to size
Style Number/Barcode: 07401-4583
Category Name: Night Out
Price: $4.97 $50.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Diva Alert Marabou Feather Trim Pumps
Create an absolutely iconic vibe that is totally diva-worthy with these marabou feather trim pumps! The heels feature a closed pointed toe, a fabulous marabou feather trim, an open back for easy on-and-off styling, and a sleek stiletto heel. Style with a metallic clutch for a fun night out!
Fit & Features
- Closed pointed toe
- Marabou feather trim
- Open back
- Stiletto heel
- Runs true to size
Style Number/Barcode: 07401-4582
Category Name: Night Out
Price: $36.90
Availability: Out of Stock
Product Badge:- Ships Free
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Eye-Catching Flair Rhinestone Satin Block Heels
Make a statement in these satin block heels at parties and special occasions! The heels feature a stylish square toe and glittering rhinestone-embellished toe strap and block heel that brings eye-catching flair to any look. The closed ankle and adjustable ankle strap with buckle closure make for a secure fit. Complete the look with a statement purse.
Fit & Features
- Square toe
- Rhinestone-embellished toe strap and block heel
- Closed ankle
- Adjustable ankle strap, buckle closure
- Satin material
- Runs true to size
Style Number/Barcode: 07401-4579
Category Name: Night Out
Price: $16.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Pure Heart PVC Rhinestone Mules
Take a daring step in these faux leather mules! With a square toe, wide PVC clear strap, and rhinestone heart detailing, a thin lucite block heel, you'll be feeling both stylish and confident in these faux leather beauties. Complete the look in a fabulous ruffled midi dress for a dressy party or event!
Fit & Features
- Square toe
- Wide clear PVC strap
- Rhinestone heart detailing
- Thin lucite block heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-4585
Category Name: Night Out
Price: $8.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sultry Beauty Floral Velvet Burnout Bodysuit
Allure your special someone with your sultry beauty in this floral velvet burnout bodysuit. It features a sweetheart neckline with built-in padded underwire cups, a sexy bustier-style bodice with sheer mesh inserts and flexible boning, long fitted sleeves, a cheeky bottom, and a form-hugging fit. The sheer mesh fabric features a chic floral velvet burnout pattern. Complete your look for date night with a satin mini skirt and strappy stilettos.
Fit & Features
- Sweetheart neckline, built-in padded underwire cups
- Bustier-style bodice, sheer mesh inserts, flexible boning
- Long fitted sleeves
- Cheeky bottom, form-hugging fit, snap-button closures
- Floral velvet burnout pattern
- Sheer mesh fabric
- Runs true to size
Style Number/Barcode: 06001-4992
Category Name: Night Out
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Power Vibe Satin Wide-Leg Trouser Pants
Strut like a power babe in these satin trouser pants! They feature a flattering high-rise waist with pleating, hidden side pockets, and a wide-leg silhouette on silky satin fabric that brings a luxurious feel to your outfit. Complete the look in a chic blazer for a networking event or lunch meeting!
Fit & Features
- High-rise waist, pleating, belt loop accents
- Hidden side pockets
- Wide-leg silhouette
- Hidden front zipper and hook-eye closure
- Silky satin woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06402-1351
Category Name: Night Out
Price: $6.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Perfect Shine Gemstone Fold-Over Clutch
This chic gemstone fold-over clutch will give off the perfect shine for your dressy 'fits. It features a sleek rectangular shape with a fold-over design, all-over baguette and round gemstone embellishments for a gorgeous sheen, and an included attachable chain-link shoulder strap to convert the clutch to a crossbody purse. Style with a rhinestone ring set for all the more glamour.
Fit & Features
- Rectangular shape
- Fold-over design
- All-over baguette and round gemstones
- Attachable chain-link shoulder strap
Style Number/Barcode: 07204-0739
Category Name: Night Out
Price: $13.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Hello Darling Sweetheart Lace Bustier
Everyone will be totally smitten with you in this lace bustier! The top is designed with a flattering sweetheart neckline, detachable and adjustable spaghetti straps, a built-in padded underwire bust, flexible boning inserts, a cropped hem, and multiple back hook and eye closures on lace-lined fabric. Complete the look in high-rise jeans for a brunch or day party!
Fit & Features
- Sleeveless sweetheart neckline
- Detachable and adjustable spaghetti straps
- Built-in padded underwire bust
- Flexible boning inserts, cropped hem
- Multiple back hook and eye closures
- Lace fabric, lining, minimal stretch
- Runs true to size
Style Number/Barcode: 06003-2243
Category Name: Night Out
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Bling On The Glam Metal Mesh Shoulder Bag
Bling on the glam vibes with this totally trendy shoulder bag that will make a stunning statement. It features a short shoulder strap, a top zipper closure, and a glitzy metal mesh chain-link exterior design. Style with lace-up stiletto heels for a club night with the girls!
Fit & Features
- Small shoulder bag design
- Short shoulder strap
- Top zipper closure
- Lined spacious interior
- Metal mesh chain-link exterior
Style Number/Barcode: 07204-0736
Category Name: Night Out
Price: $3.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic 'Fit Pinstripe Paperbag Dress Pants
Create an elevated and chic 'fit with these pinstripe paperbag dress pants. They feature a high-rise paperbag waist with pleated detailing, a tie-front belt to snatch your silhouette, front pockets, and a tapered skinny-leg fit. The woven fabric features a classic pinstripe pattern for a sophisticated look. Style these dressy pants with a bodysuit and mules to wear from the office to drinks with the squad!
Fit & Features
- High-rise paperbag waist, pleating
- Tie-front belt, hidden front zipper closure
- Dual front pockets
- Tapered skinny-leg fit
- Pinstripe pattern
- Woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06402-1355
Category Name: Night Out
Price: $21.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Mood Forever Mesh Lace-Up Mini Dress
Dare to fall in love with your style in this mesh mini dress! Designed with a sultry sweetheart neckline, this short dress features dainty spaghetti straps, and an alluring open lace-up back, a classic bodycon silhouette and ruched seams flatter your figure, while the soft and lightweight mesh fabric provides plenty of stretch.
Fit & Features
- Mesh fabric, sewn-in knit lining, moderate stretch
- Sleeveless sweetheart neckline
- Spaghetti straps, lace-up open back
- Back zipper and hook-eye closure
- Bodycon silhouette
- All-over ruching, mini-length hem
- Runs true to size
Style Number/Barcode: 05103-5269
Category Name: Night Out
Price: $7.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Send My Love Velvet Off-The-Shoulder Bustier
Send your love to every admirer looking completely smitten in this velvet off-the-shoulder bustier top! Sheer-fitted long sleeves, adjustable spaghetti straps, and a sweetheart neckline create a flattering silhouette, while the ruched and padded bust, hook and eye closures, and cropped hem make this piece comfortable and stylish. The burnout velvet pattern will add a touch of glamour to any occasion. Complete the look in sleek faux leather pants.
Fit & Features
- Off-the-shoulder, sweetheart neckline
- Adjustable spaghetti straps, ruched and padded bust
- Sheer fitted long sleeves
- Front hidden hook and eye closures
- Cropped hem
- Burnout velvet pattern, mesh fabric, sewn-in knit lining
- Runs true to size
Style Number/Barcode: 06001-4989
Category Name: Night Out
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Floral Dates Velvet Strapless Bustier
Reserve a seat at a chic restaurant wearing this floral velvet bustier! Made of luxurious flocked floral velvet fabric, it features flexible boning and hidden front hook and eye closures for a secure fit. With a flattering cropped hem and romantic lace-up back, you'll feel like a vision in this dreamy piece! Style with the matching skirt.
Shop Matching Bottoms: Floral Dates Velvet Mini Skirt
Fit & Features
- Strapless neckline
- Flexible boning
- Hidden front hook and eye closures
- Cropped hem
- Lace-up back
- Flocked floral velvet fabric, lined, minimal stretch
- Runs true to size
Style Number/Barcode: 06001-5037
Category Name: Night Out
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Statement Sequin Shoulder Handbag
This stunning sequin shoulder handbag is the perfect statement accessory for any stylish wardrobe. With a sparkling sequin exterior, shoulder strap, and top zipper closure, it offers a spacious interior for your things while keeping your outfit looking glam. Complete the look with hoop earrings.
Fit & Features
- Sequin embellished exterior
- Shoulder strap
- Top zipper closure
- Spacious interior
Style Number/Barcode: 07203-1445
Category Name: Night Out
Price: $13.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Disco Club Sequin Mini Skirt
Dance the night away in this statement sequin mini skirt at the disco! The fabulous skirt features a flattering high-rise waist, a form-hugging silhouette, and a mini-length hem with sequin embellishments on mesh fabric and a sewn-in knit lining. Complete the look in a going-out top and strappy heels!
Fit & Features
- High-rise waist
- Back zipper and hook-eye closure
- Form-hugging silhouette
- Mini-length hem
- Sequin embellishments
- Mesh fabric, sewn-in knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 06401-0603
Category Name: Night Out
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Treat Yourself Lace-Up Stiletto Heels
Treat yourself to a daring look with these stiletto heels! Show off your edgy style with the square-shaped toe with a thin strap, tall stiletto heel, and daring lace-up design on faux leather material. Complete the look with a trendy purse for a birthday or brunch!
Fit & Features
- Square toe
- Thin toe strap
- Stiletto heel
- Lace-up design, tie closure
- Faux leather material
- Faux leather subtle cushioned insole
- Runs true to size
Style Number/Barcode: 07401-4578
Category Name: Night Out
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Luxe Embellished Rhinestone Handbag
Adorn your outfit with this luxe rhinestone handbag featuring a slouchy design, a top handle, and a spacious interior with pockets for keeping your essentials in. Plus, the purse has a detachable crossbody chain strap for multiple styling options! Complete the look in a sultry bustier and skirt for a date night.
Fit & Features
- Slouchy design
- Top handle
- Detachable crossbody chain strap
- Top zipper closure
- Lined spacious interior with pockets, one zipper pocket
- Rhinestone embellished
Style Number/Barcode: 07203-1535
Category Name: Night Out
Price: $10.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Vamped Up Rhinestone Lace-Up Crop Top
Be dazzlingly beautiful in this rhinestone crop top. Featuring sheer fitted long sleeves, a mock neckline with back button closures, and a front cutout with lace-up bungee straps, on glittery rhinestone-embellished mesh fabric, it's the perfect top for making a bold statement. Complete the look in high-rise pants for dinner and drinks!
Fit & Features
- Fitted sheer long sleeves
- Mock neckline, back button closures
- Front cutout lace-up bungee straps
- Cropped hem
- Rhinestone-embellished mesh fabric, partial lining
- Runs true to size
Style Number/Barcode: 06001-4991
Category Name: Night Out
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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All The Attention Metallic Strapless Jumpsuit
This metallic strapless jumpsuit is an eye-catching and sophisticated statement. Featuring a strapless sweetheart neckline, knot bust accent, wide-leg silhouette, and metallic pleated fabric, it's the perfect outfit for stylishly turning heads. Complete the look in platform heels.
Fit & Features
- Strapless sweetheart neckline
- Non-slip grip lining, back zipper and hook-eye closure
- Knot bust accent
- Wide-leg silhouette
- Metallic pleated fabric, no stretch
- Runs true to size
Style Number/Barcode: 06402-1347
Category Name: Night Out
Price: $9.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Katheryn Rhinestone Bodycon Party Mini Dress
Special Occasion
For all glamorous babes, the Katheryn rhinestone party mini dress is the one! Strike the room with your presence in her sleeveless V-neckline adorned with adjustable spaghetti straps, a sexy bodycon silhouette, and a mini-length hem. She showcases a shimmering display of rhinestone embellishments on lightweight mesh fabric and has a stretchy knit lining. Complete the look with earrings and heels for a bachelorette, holiday party, or Vegas!
Fit & Features
- Sleeveless V-neckline, adjustable spaghetti straps
- Hidden side zipper and hook-eye closure
- Bodycon silhouette, mini-length hem
- Rhinestone embellishments
- Mesh fabric, stretchy knit lining
- Pasties or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05001-2021
Category Name: Night Out
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Visions Of You Metallic Halter Mini Dress
Be a vision in this metallic mini dress for a space babe vibe at the club! The sultry mini dress features a strappy halter neckline, bust cutout, ruched seams along the bodycon silhouette that flaunts your figure, and a mini-length hem. Complete the look with earrings.
Fit & Features
- Strappy halter neckline
- Bust cutout
- Ruched seams, bodycon silhouette
- Mini-length hem
- Metallic fabric, sewn-in knit lining
- Moderate stretch
- Runs true to size
Style Number/Barcode: 05103-5268
Category Name: Night Out
Price: $19.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Style Essential Mini Tote Bag
This mini tote bag is the perfect size for all your essentials - small, yet spacious enough to store your everyday items. With comfortable handles a detachable chain shoulder strap, and a puff textured design, it'll carry your things in style. Complete the look in a lace top and skirt for a date night!
Fit & Features
- Handles
- Detachable chain shoulder strap
- Puff textured design
- Spacious lined interior, zipper pocket
Style Number/Barcode: 07203-1542
Category Name: Night Out
Price: $3.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Luxe Affair Sheer Long Sleeve Mini Dress
This chic sheer long sleeve mini dress will make your next dressy night out a luxe affair! It features a square neckline, sheer mesh long fitted sleeves that provide coverage while adding a chic allure, a faux wrap-front design with ruched detailing creating an asymmetric mini-length, and a bodycon silhouette to hug your curves. The crepe fabric offers a moderate stretch. Style this mini dress with a gemstone necklace and stud earrings to add that glam factor!
Fit & Features
- Square neckline, dart seams
- Sheer mesh long fitted sleeves
- High waist seam, faux wrap-front design, ruching
- Asymmetric mini-length hem
- Bodycon silhouette
- Crepe fabric, knit lining at the bust, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2861
Category Name: Night Out
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Retro Luxe Velvet Mock Neck Mini Dress
Embrace a luxurious and retro look in this velvet mini dress! It features fitted long sleeves, a mock neckline, a mini-length hem, and a bodycon silhouette that flatters your curves. The flocked velvet retro pattern gives it a glamorous look and brings a luxe vibe. The sheer mesh fabric features a sleeveless knit lining down the body of the dress. Complete the look in metallic heels for a party!
Fit & Features
- Fitted long sleeves
- Mock neckline, dual back button closures, keyhole cutout
- Mini-length hem
- Bodycon silhouette
- Flocked velvet design, retro pattern
- Sheer mesh fabric, sleeveless knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2856
Category Name: Night Out
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale