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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Retro Look Flat Aviator Sunglasses
Retro and cool, these aviator sunglasses feature a flat top, tinted lenses with 100% UV protection, and nose supports. Perfect for everyday wear.
Fit & Features
- Flat top
- Tinted lenses
- 100% UV protection
- Nose supports
Style Number/Barcode: 07008-1107
Category Name: Night Out
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Edgy Glam Buckle Strap Mini Skirt
Fit & Features
- Denim fabrication, moderate stretch
- High rise waist
- Criss-cross grommet buckle straps
- Back zipper closure
- Mini length hem
- Runs true to size
Style Number/Barcode: 06601-0222
Category Name: Night Out
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sassy Impression Snake Print Stiletto Mules
Make a sassy impression with sleek faux leather mules that feature a trendy snake print, a pointy toe, and a stiletto heel. Complete your look with an LBD and hoops for your next GNO!
Fit & Features
- Stiletto heel
- Open pointy toe
- Faux leather material
- Snake print
- Runs true to size
Style Number/Barcode: 07401-5171
Category Name: Night Out
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Striking Chic Snake Print Stiletto Mules
Step into these striking snake print stiletto mules perfect for a date or a girl's night out! Pair with a clutch.
Fit & Features
- Stiletto heel
- Faux leather material
- Open square toe
- Wide strap over the toe
- Snake print
- Runs true to size
Style Number/Barcode: 07401-5178
Category Name: Night Out
Price: $9.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stunning Glam Twist Hoop Earrings
A pair of stunning glam twist hoop earrings perfect for elevating your dressy outfit. Complete the look with a clutch.
Fit & Features
- Large open hoop design
- Textured twist pattern
- Post-back closure
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: 07001-2179
Category Name: Night Out
Price: $4.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Pop The Bubbly Champagne Earrings
Fit & Features
- Champagne flute outline
- Rhinestone embellishments
- Faux pearl embellishments
- Fish hook closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-2322
Category Name: Night Out
Price: $4.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Glam Moment Faux Pearl Bracelet Multipack
Fit & Features
- Multipack includes three bracelets
- 1 rhinestone bracelet
- 1 chainlink with faux pearl bracelet
- 1 beaded bracelet
Style Number/Barcode: 07003-0682
Category Name: Night Out
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Stacked On Chic Stretch Bracelet
Fit & Features
- Single-row design
- Rectangular-shaped pattern
- Stretch fit
Style Number/Barcode: 07003-0638
Category Name: Night Out
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Glam Shine Rhinestone Two-Pack Ear Crawler Set
Fit & Features
- Multipack includes two ear crawlers
- Rhinestone leaf design
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-2205
Category Name: Night Out
Price: $3.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic Moment High-Slit Faux Leather Midi Skirt
Have your chic moment in this high-slit faux leather midi skirt. With a high-rise waist and form-hugging fit, this skirt was made to turn heads!
Fit & Features
- Faux leather fabrication, sewn-in knit lining
- High-rise waist
- Back zipper and hook-eye closure
- High front slit
- Form-hugging silhouette
- Midi length hem
- Runs true to size
Style Number/Barcode: 06401-0731
Category Name: Night Out
Price: $15.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Glitzy Era Rhinestone Statement Earrings
You'll be in your glitzy era with these gorgeous rhinestone statement earrings! They feature a small diamond-shaped rhinestone outlined with mini rhinestones connected to a large diamond-shaped design of rhinestone embellishments. Style with a floor-sweeping formal dress for your next black-tie affair.
Fit & Features
- Small diamond-shaped rhinestone, outlined with mini rhinestones
- Large diamond-shaped design, rhinestone embellishments
- Post-back closure, rubber stopper
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1490
Category Name: Night Out
Price: $2.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Night-Out Glamour Rhinestone Stiletto Heels
Level up your night-out look with these glamorous and glitzy satin stiletto heels! They feature an open square toe, a rhinestone-adorned braided toe strap, a matching asymmetric rhinestone braided strap that connects to the heel strap, and a sleek stiletto heel. Style with a bodycon mini dress for your next girl's night!
Fit & Features
- Open square-shaped toe
- Braided toe strap, mini rhinestones
- Asymmetrical braided strap, mini rhinestones, connects to heel strap
- Stiletto heel
- Satin material
- Runs true to size
Style Number/Barcode: 07401-4203
Category Name: Night Out
Price: $6.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Forever Trendsetter Metallic Stiletto Mules
You're a forever trendsetter, so these metallic stiletto mules are calling your name! They feature an open square-shaped toe, a twisted caged strap design, an open back for easy on-and-off styling, and a stiletto heel. Pair with your fave party dress!
Fit & Features
- Open square-shaped toe
- Twisted caged strap design
- Open back
- Stiletto heel
- Metallic sheen
- Faux leather material, subtle cushioned insole
- Runs true to size
Style Number/Barcode: 07401-4213
Category Name: Night Out
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Pretty Posh Metallic Faux Pearl Handbag
Pretty and posh! Elevate your outfit with this metallic mini handbag perfect for toting around your essentials in style. It features a faux pearl top handle, a front flap with snap-button closure, a detachable chain link strap, and a spacious lined interior. Complete the look in pointed-toe booties.
Fit & Features
- Faux pearl top handle
- Front flap, snap-button closure
- Detachable chain link strap
- Spacious lined interior
- Metallic faux leather material
Style Number/Barcode: 07203-1196
Category Name: Night Out
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fly To New Heights Six-Piece Necklace
Fly to new heights by elevating your style with this layered six-piece necklace perfect for accessorizing in multiple ways! It features one rose pendant necklace, one rhinestone necklace, one twisted chain necklace, one snake chain necklace, one butterfly charm necklace, and one dainty chain link necklace each has a lobster clasp closure. Complete the look in simple block heels.
Fit & Features
- Six-piece layered necklace
- One rose pendant necklace, one rhinestone necklace
- One twisted chain necklace, one snake chain necklace
- One butterfly charm necklace, one dainty chain link necklace
- Each has a lobster clasp closure
Style Number/Barcode: 07002-1521
Category Name: Night Out
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Rhinestone Stunner Pearl Fringe Earrings
Sparkly and stunning, these embellished fringe earrings are glam perfection. They feature a round rhinestone stud with three cascading rows of rhinestone and faux pearl-embellished fringe. Style with a chic satin midi dress for cocktail hour!
Fit & Features
- Round rhinestone stud
- Three rows of rhinestone and faux pearl-embellished fringe
- Post-back closure, rubber stopper
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1594
Category Name: Night Out
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Regal Vibes Gemstone Necklace And Earrings Set
Showcase regal vibes in this stunning necklace and earrings set for your next special occasion! The necklace features a rhinestone chain and teardrop-colored gemstone accents with matching dainty earrings. Complete the look with voluminous faux lashes for a dramatic effect!
Fit & Features
- Necklace and earrings set
- Necklace, rhinestone chain, teardrop-colored gemstones
- Back adjustable chain, lobster clasp closure
- Matching dainty earrings
- Rhinestones, colored gemstones
- Post-back closure, rubber stopper
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07002-1506
Category Name: Night Out
Price: $2.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Time To Strut Glitter Flower Stiletto Heels
Strut your shine in these glitter stiletto heels showcasing all the sparkle! They feature a platform round toe, a wide curved strap with a flower cutout design, and a thin ankle strap with adjustable buckle closure. Complete the look with an embellished clutch for a special occasion!
Fit & Features
- Platform round toe
- Wide curved strap, flower cutout design
- Thin ankle strap, buckle closure
- Stiletto heel
- Glitter mesh material
- Runs true to size
Style Number/Barcode: 07401-4426
Category Name: Night Out
Price: $9.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cutest Deets Butterfly Charm Anklet Set
This adorable charm anklet set has the cutest deets you'll love for summer! It features two separate anklets, one with a flat snake chain design and the other with a dainty chain and small hanging butterfly charms. Style with slide-on sandals!
Fit & Features
- Two-pack anklet set
- Snake chain
- Dainty chain, small hanging butterfly charms
- Adjustable chains, lobster clasp closures
Style Number/Barcode: 07003-0457
Category Name: Night Out
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Reign In Rhine Hoop Earrings
Reign in radiant rhinestones with these statement making gold hoops! The earrings feature an open ended hoop with beautiful blue rhinestones adorned on each side with a post back closure.
Style Number/Barcode: 07001-4526
Category Name: Night Out
Price: $4.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sleek And Strappy Satin Bodysuit
Sleek and strappy, this satin bodysuit will give you a sultry chic look. It features a sleeveless bodice, adjustable spaghetti straps that lead to an open back with dual horiztontal bar strap detailing, a square neck, and a thong bottom with snap button closures. The bodysuit is composed of a satin-like fabric, offering moderate stretch and a form hugging fit.
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06001-1872
Category Name: Night Out
Price: $11.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Basic Button Knit Midi Dress
Keep it basic with cute buttons! The midi dress features a sleeveless bodice, a plunging V neckline with a multi button down front, spaghetti straps and a midi length silhouette with a high side slit. Dress is composed of ribbed knit fabric that offers a relaxed fit with a moderate stretch.
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05102-0352
Category Name: Night Out
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Heat Up The Party Catsuit
Heat up the party with this glimmering iridescent heat stone embellished catsuit! It features long fitted sleeves, a complete open front, and long form-fitting pant legs. The jumpsuit is composed of a sheer mesh fabric with plenty of stretch and is adorned with all over glittery rhinestones and heat stones. Includes a partial bottom lining.Style Number/Barcode: 06502-0233
Category Name: Night Out
Price: $9.97 $76.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Drippin' In Gold Chain Belt
Walk into the room drippin' in gold, and if they don't know then spell it out for them!
- Adjustable lobster clasp closure
- Chain link design
- "Drippin" script
Style Number/Barcode: 07301-0125
Category Name: Night Out
Price: $5.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance