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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Perfectly On Point Pearl Clear Stiletto Heels
These chic embellished clear heels are perfectly on point! They feature a closed pointed toe, a closed back, all-over faux pearl embellishments on the clear PVC material, and a tall clear lucite stiletto heel. Style with rhinestone statement earrings for a total glam moment.
Fit & Features
- Closed pointed toe
- Closed back
- Faux pearl embellishments, clear PVC material
- Clear lucite stiletto heel
- Faux leather insole
- Runs true to size
Style Number/Barcode: 07401-4281
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Perfectly Sleek Faux Leather Blazer
Layer on this trendy faux leather blazer for a perfectly sleek style! It features a lapel collar, long sleeves, dual front pockets, and a long-length hem with a fitted silhouette. Pair this blazer with a layered necklace and hoop earrings.
Fit & Features
- Lapel collar
- Long sleeves
- Dual front pockets
- Long-length hem
- Fitted silhouette
- Faux leather fabric, smooth lining
- Runs true to size
Style Number/Barcode: 06204-1589
Category Name: Night Out
Price: $6.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Like A Princess Rhinestone Bow Mules
Walk like a princess in these glam satin mules for a party! They feature a square toe, a clear PVC wide strap with a rhinestone bow and trim, a faux leather footbed, and a stiletto heel. Style with a sparkly clutch to complete your dressy look!
Fit & Features
- Square toe
- Clear PVC wide strap
- Rhinestone bow and trim
- Faux leather footbed
- Stiletto heel
- Satin material
- Runs true to size
Style Number/Barcode: 07401-4280
Category Name: Night Out
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glitz And Glitter Pearl Handle Handbag
For all the glam girls, this glitzy glitter mesh handbag is for you! It features a small square shape with a fold-over design, a faux pearl top handle strap, a detachable chain-link shoulder strap, a glamorous glitter mesh exterior, and a woven interior. Style with a rhinestone ring set.
Fit & Features
- Small square shape
- Fold-over design, magnetic button closure
- Faux pearl top handle strap
- Detachable metal chain-link shoulder strap, lobster clasps
- Glitter mesh exterior
- Woven interior, single pocket
Style Number/Barcode: 07204-0702
Category Name: Night Out
Price: $16.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Diva Alert Denim Platform Block Heels
These diva-worthy denim platform block heels will level up all of your fab 'fits! They feature an open almond-shaped toe with a strap, a thin adjustable ankle strap, a bold platform sole, and an ultra-tall block heel. Style with a trendy shoulder bag.
Fit & Features
- Open almond-shaped toe
- Toe strap
- Thin adjustable ankle strap, buckle detail
- Platform sole
- Ultra-tall block heel
- Denim material
- Runs true to size
Style Number/Barcode: 07401-4279
Category Name: Night Out
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Classic Staple Quilted Faux Leather Crossbody Bag
This chic faux leather crossbody bag is a classic staple that needs to be in your closet! It features a rectangular shape, a fold-over design with a snap-button closure, a lined interior with three divided spaces, a zippered pouch, card slots, and a chain-link and faux leather shoulder strap that is removable to convert the crossbody bag to a clutch. The faux leather exterior features a luxe quilted design. Style with a mini dress and mules.
Fit & Features
- Rectangular shape
- Fold-over design, metal snap-button closure
- Lined interior, three divided spaces, zippered pouch, card slots
- Removable chain-link and faux leather shoulder strap
- Quilted faux leather exterior
Style Number/Barcode: 07201-0104
Category Name: Night Out
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Luxe And Glam Rhinestone Bow Satin Heels
These luxe and glam satin heels will elevate your date night 'fit! They feature an open square toe, a thin toe strap with a rhinestone adorned bow accent, a thin strappy design that wraps around the leg, and a sleek stiletto heel. Style with a fab clutch.
Fit & Features
- Open square toe
- Thin toe strap
- Rhinestone bow accent
- Thin strappy wrap-around design, tie closure
- Stiletto heel
- Satin material
- Runs true to size
Style Number/Barcode: 07401-4273
Category Name: Night Out
Price: $12.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Glam VIP Rhinestone Mini Crossbody Bag
This gorgeous rhinestone mini crossbody bag was made for a glam VIP like you. It features a mini square shape with an envelope-style fold-over closure, sparkling mini round rhinestones and square rhinestones in a vertical striped design, and a chain-link shoulder strap. Style with metallic heels.
Fit & Features
- Mini square shape
- Envelope-style fold-over closure
- Mini round rhinestones, square rhinestones, vertical striped design
- Chain-link shoulder strap
- Faux leather material
Style Number/Barcode: 07201-0102
Category Name: Night Out
Price: $12.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Clearly Glam Rhinestone Earrings
These earrings are clearly a glam choice to create a stunning look! They feature a square and clear rhinestone post-back closure with a rectangular clear rhinestone connected with a dainty chain link. Style with clear strap heels for a seamless-chic outfit!
Fit & Features
- Clear square rhinestone post
- Dainty chain link
- Clear rectangular rhinestone
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1573
Category Name: Night Out
Price: $5.97 $11.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Festival-Chic Bangle Bracelet Set
Let festival season inspire your spring wardrobe with this trendy bracelet set! It features three bangles with a sleek chain-link design. Style with statement earrings for a boho-chic look.
Fit & Features
- Bracelet set
- Three bangles
- Chain-link design
Style Number/Barcode: 07003-0450
Category Name: Night Out
Price: $3.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Clear Statement Chic Box Clutch
Make a stylish clear statement with this chic box clutch that will elevate your dressy looks. It features a clear design with a rectangular shape, an acrylic material, a metal trim with a top clasp closure, a detachable faux pearl top handle strap, and a detachable chain-link shoulder strap. Style with a lace mini dress and rhinestone earrings.
Fit & Features
- Clear design
- Rectangular shape
- Acrylic material, metal trim
- Top clasp closure
- Detachable faux pearl top handle strap, lobster clasps
- Detachable chain-link shoulder strap, lobster clasps
Style Number/Barcode: 07203-1249
Category Name: Night Out
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Next Level Glam Nubuck Rhinestone Heels
Take it to the next level in these glam nubuck chunky heels for your next dressy occasion! They feature a square toe, rhinestone embellished toe and spiral ankle straps, a chunky platform sole, and a block heel. Complete the look with a choker necklace.
Fit & Features
- Square toe
- Rhinestone embellished toe and spiral ankle straps
- Chunky platform sole
- Chunky block heel
- Nubuck material
- Runs true to size
Style Number/Barcode: 07401-4278
Category Name: Night Out
Price: $12.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Unforgettable Rhinestone Chain Belt
Create an unforgettable outfit cinching your look with this chain belt featuring a wide rhinestone design and an adjustable lobster clasp closure. Accessorize with a glitzy clutch purse for your next cocktail event!
Fit & Features
- Wide rhinestone design
- Chain with adjustable lobster clasp closure
- Skirt is not apart of the belt
Style Number/Barcode: 07301-0613
Category Name: Night Out
Price: $4.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fab Affair Marabou Feather Trim Pearl Bucket Bag
Make your next party a fabulous affair with this chic statement bucket bag! It features a faux pearl beaded design with a top marabou feather trim, a short pearl strap, a long, thin, and removable pearl shoulder strap, and an included woven satin drawstring bag with pearl accents. Style with gold hoop earrings.
Fit & Features
- Faux pearl beaded design
- Marabou feather trim
- Short pearl strap
- Long, thin, and removable pearl shoulder strap, lobster clasp accents
- Included woven satin drawstring bag, pearl accents
Style Number/Barcode: 07203-1243
Category Name: Night Out
Price: $14.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Best Style Forward Lace-Up Block Heels
Put your best style forward in these eye-catching block heels featuring a square toe, and a strappy design that leads to the lace-up ankle on sleek faux leather material. Complete the look with a mini handbag for a dinner date!
Fit & Features
- Square toe
- Strappy design
- Lace-up ankle, tie closure
- Block heel
- Sleek faux leather material
- Runs true to size
Style Number/Barcode: 07401-4271
Category Name: Night Out
Price: $12.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Kayleigh Sequin Sweetheart Party Dress
Special Occasion
This body-hugging beauty will have you glistening like never before! The Kayleigh sequin party dress features a sleeveless sweetheart neckline, adjustable spaghetti straps, a built-in padded and underwire bust, a sexy bodycon silhouette, and a mini-length hem. The party dress is designed with an eye-catching sequin pattern on mesh fabric with a stretchy knit lining. Complete the look in strappy heels for a birthday or school dance!
Fit & Features
- Sleeveless sweetheart neckline, adjustable spaghetti straps
- Side zipper and hook-eye closure
- Built-in padded and underwire bust
- Bodycon silhouette, mini-length hem
- Sequin pattern, mesh fabric, stretchy knit lining
- No bra required
- Runs true to size
Style Number/Barcode: 05001-1636
Category Name: Night Out
Price: $29.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Style Swerve Rhinestone Block Heels
These faux suede heels look good weaving in and out the crowds! They feature a square toe, thin toe, and ankle strap with a rhinestone zig-zag trim, a block heel, and a closed ankle with zipper closure. Complete the look in a chic ring set.
Fit & Features
- Square toe
- Thin toe and ankle strap
- Rhinestone zig-zag trim
- Block heel
- Closed ankle, zipper closure
- Faux suede material
- Runs true to size
Style Number/Barcode: 07401-4276
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Heart Attraction Fishnet Tights
Wrap your legs up in these sheer fishnet tights featuring an ultra-high-rise elastic waistband, a large gauge design, and dainty heart embellishments along the diamond pattern. Layer under a chic tight little black dress for date night!
Fit & Features
- Ultra-high-rise elastic waistband
- Sheer large gauge fishnet design
- Mini heart embellishments
- Diamond pattern
- Soft and comfortable
- Moderate stretch
Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07306-0184
Category Name: Night Out
Price: $4.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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In My Jeans Denim Sling Back Platform Heels
It's in your jeans to be stylish! These denim block heels elevate every outfit. They feature a peep round toe, a wide top strap with classic jean stitching, and metal grommet, a slingback ankle strap with buckle closure, and a chunky platform sole. Complete the look in a sultry jumpsuit for a party!
Fit & Features
- Peep round toe
- Wide top strap, classic jean stitching, metal grommet
- Slingback ankle strap, buckle closure
- Chunky platform sole
- Block heel
- Denim material
- Runs true to size
Style Number/Barcode: 07401-4275
Category Name: Night Out
Price: $18.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Tilted Magic Angled Stiletto Heels
Catch all the attention in these fashion-forward heels featuring a square toe, thin toe strap, an angled stiletto heel, and a wrap-around ankle strap with buckle closure. The heels are composed of sleek and smooth faux leather material. Style with a trendy mini handbag.
Fit & Features
- Square toe
- Thin toe strap
- Angled stiletto heel
- Wrap-around ankle strap with buckle closure
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-4274
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Polished Pearls Caged Floral Mini Handbag
Add a polished look to your party dress with this mini handbag sure to capture every eye in the room! It features a metal-caged basket frame with a faux pearl pull-tab closure, a faux suede bag lining with an adjustable drawstring, a spacious interior for keeping your must-haves, and faux pearl and floral decoration! Complete the look in faux pearl embellished heels for a chic style!
Fit & Features
- Metal caged basket frame
- Faux pearl pull-tab closure
- Faux suede bag lining, adjustable drawstring
- Spacious interior
- Faux pearl and floral decorations
Style Number/Barcode: 07204-0701
Category Name: Night Out
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Stand Out In Rhinestone Stiletto Heels
For the girlies who love to stand out! These glam satin stiletto heels feature a sleek square toe, rhinestone-embellished asymmetrical straps, a thin ankle strap, and an adjustable buckle closure. Complete the look with a statement ring set.
Fit & Features
- Square toe
- Rhinestone-embellished asymmetrical straps
- Thin ankle strap, buckle closure
- Stiletto heel
- Cushioned footbed
- Satin material
- Runs true to size
Style Number/Barcode: 07401-4277
Category Name: Night Out
Price: $9.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Bring It Back Glitter Caged Mini Dress
Bring it back and drop it low in this glitter mesh dress perfect for the club! It features a sleeveless square neckline, spaghetti straps, a low-caged back design, and a flattering bodycon silhouette. Complete the look in platform heels.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Low caged back design
- Bodycon silhouette
- Mini-length hem
- Glitter mesh fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05103-5015
Category Name: Night Out
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Jenny Iridescent Rhinestone Sheer Formal Mini Dress
Special Occasion
Radiate your sultry glamorous aura in the Jenny iridescent rhinestone sheer formal mini dress! She features a plunging sweetheart neckline with a structured bust underwire, long fitted sleeves with flared hems and slit accents, ruching down the side seams, a mini-length hem, and a bodycon silhouette to flaunt your figure. She features all-over iridescent rhinestone embellishments in an intricate pattern, with the rhinestones in a chic draped design on the skirt. The dress is composed of a sheer mesh fabric with an unlined top and a knit skirt lining. Style with fringe earrings for a truly stunning vibe.
Fit & Features
- Plunging sweetheart neckline, structured underwire, long fitted sleeves, flared hems, slits
- Back zipper, hook and eye closure, high waist seam, ruched side seams
- Mini-length hem, bodycon silhouette
- All-over iridescent rhinestone embellishments, draped skirt design
- Sheer mesh fabric, knit skirt lining, moderate stretch
- Sticky bra or pasties recommended
- Runs true to size
Style Number/Barcode: 05001-1631
Category Name: Night Out
Price: $9.97 $159.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance