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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50/50 Trendy Stunner Over The Knee Boots
Step out and command the room with trendy boots that make a bold statement! The boots feature an over-the-knee fit, an inner zipper closure, a pointy toe, and a block heel. The boots are composed of a half faux suede and half knit composition. Complete look with a sweater dress and statement earrings.
Fit & Features
- Over the knee fit
- Inner zipper closure
- Pointy toe
- Block heel
- 50/50 composition
- Runs true to size
Style Number/Barcode: 07402-0350
Category Name: Night Out
Price: $17.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Luxe Glamour Chrome Platform Heels
Keep it luxe with glam platform heels that complete your formal occasion outfits like weddings! The heels feature a closed-back, an adjustable ankle strap, an open square toe with a strap over the toe, a wide platform, and a stiletto heel. The heels are composed of a faux patent leather material with a chrome finish.
Fit & Features
- Closed-back
- Adjustable ankle strap
- Open square toe, strap over the toe
- Wide platform
- Stiletto heel
- Faux patent leather, chrome finish
- Runs true to size
Style Number/Barcode: 07401-3182
Category Name: Night Out
Price: $12.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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In The Sun Tie Strap Corset
Sun's out, shoulders out! This cute corset top features a sleeveless bodice, tie shoulder straps, and a corset-style top with a built-in padded bust and back zipper closure. Complete the look in trendy boyfriend jeans and heels.
Fit & Features
- Sweetheart neckline
- Tie shoulder straps
- Corset-style bodice
- Built-in padded bust
- Back zipper and hook and eye closure
- Woven fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06003-1938
Category Name: Night Out
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Luxe And Chic Sherpa Moto Coat
Oh-so-luxe and chic, this faux sherpa moto coat is perf for this winter season. It features a faux sherpa collared neckline, an asymmetrical zip-front, long sleeves, and strap accents at the hem to further elevate the look. The coat is composed of a faux suede fabric with an ultra-soft faux sherpa lining. Style this coat with a casual mini dress and knee-high boots.
Fit & Features
- Lapel collar, faux sherpa
- Asymmetrical zip-front, faux leather trim
- Long sleeves
- Zippered pockets, faux leather trim, smooth lining
- Faux leather strap accents at the hem
- Faux suede fabric, faux sherpa lining, no stretch
- Runs true to size
Style Number/Barcode: 06201-0259
Category Name: Night Out
Price: $9.97 $89.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Time To Sparkle Cowl Neck Mini Dress
It's your time to sparkle in this mini dress for your next night out! It features a sleeveless cowl neckline, spaghetti straps, and a bodycon silhouette to flaunt your figure. The glitter knit-lined fabric offers a moderate stretch. Style this mini-length dress with a clutch for the perfect finishing touch.
Fit & Features
- Sleeveless cowl neckline
- Spaghetti straps
- Mini-length hem
- Bodycon fit
- Glitter knit-lined fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 05103-4042
Category Name: Night Out
Price: $19.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Oh So Classic Block Heels
You'll be so classic in this pair of block heels! They're complete with an open toe, a buckled ankle strap, and a faux leather material. Wear them with a blazer and denim for a chic everyday look.
Fit & Features
- Ankle strap
- Open toe
- Faux leather
- Fits true to size
Style Number/Barcode: 07401-3183
Category Name: Night Out
Price: $12.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Stylish And Edgy Chain Link Booties
Keep it stylish and edgy with booties that bring the swag to your look! The booties feature an around the ankle fit, an inner zipper closure, a double-row swag chain accent, a square toe, and a thin block heel. Complete look with a sweater and mini skirt.
Fit & Features
- Around the ankle fit
- Inner zipper closure
- Double row swag chain accent
- Square toe
- Thin block heel
Style Number/Barcode: 07403-1289
Category Name: Night Out
Price: $7.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Clear The Way Patent Leather Crossbody
They'll be clearing the way for you to strut in when you wear this crossbody! It's made from PVC with faux patent leather trim, a twist-lock closure, and a top handle. Wear with a matching set for a chic finish.
Fit & Features
- Clear PVC
- Faux patent leather trim
- Top handle
- Front closure
- Removable strap
Style Number/Barcode: 07203-0691
Category Name: Night Out
Price: $6.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Bring The Glitz Glitter Platform Block Heels
Make it a glam night to remember babe in these sparkling platform heels! They're accented with glitter, a buckled ankle strap and a block heel. Wear with a jumpsuit to totally wow them on your next GNO.
Fit & Features
- Buckled ankle strap
- Open toe
- Block heel
- All-over glitter embellishment
- Runs true to size
Style Number/Barcode: 07401-3173
Category Name: Night Out
Price: $12.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Everday Chic Basic Block Heels
Channel a chic look any day with basic block heels that go with dressy and casual outfits! The heels feature a closed-back, an adjustable ankle strap, an open almond toe with a strap over the toe, a wide platform, and a block heel. The heels are composed of a faux nubuck material. Complete look with a matching top and skirt set.
Fit & Features
- Closed-back
- Adjustable ankle strap
- Open almond toe, strap over the toe
- Wide platform
- Block heel
- Faux nubuck material
- Runs true to size
Style Number/Barcode: 07401-3180
Category Name: Night Out
Price: $12.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Spotted Cheetah Print Faux Fur Jacket
It's tough to fly under the radar in this cheetah print jacket! It features cuffed long sleeves, a collared neckline, asymmetrical front hidden zipper, side pockets, faux fur lining, and a ribbed hem with a moderate stretch. Style with a mini dress.
Fit & Features
- Cuffed long sleeves
- Collared neckline
- Asymmetrical front hidden zipper
- Side pockets
- Cheetah print
- Ribbed hem with a moderate stretch
- Lined faux fur
- Runs true to size
Style Number/Barcode: 06201-0257
Category Name: Night Out
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Glitzy Rhinestone Detailed Stiletto Heels
You'll sparkle with every step in these glitzy stilettos! They feature an open square-shaped toe with a strap, a thin lace-up strappy design, and a stiletto heel adorned with mini rhinestones. Style these glam shoes with sparkling statement earrings.
Fit & Features
- Open square-shaped toe
- Toe strap
- Lace-up strappy design, tie closure
- Open back
- Stiletto heel, rhinestone embellishment
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-3185
Category Name: Night Out
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Basic High Slit Midi Skirt
Keep it sleek with a sleek skirt that is perf to take you from day to night! The skirt features a high-rise waist, a seamless body, and a high side slit. The skirt is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a keyhole bodysuit and heels.
Fit & Features
- Elastic high rise waist
- High side slit
- Midi length silhouette
- Smooth knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0454
Category Name: Night Out
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Stacked On Style Lace-Up Boots
Stack on the style with boots that dare to go bold! The boots feature an over-the-knee fit, a sexy lace-up back, an inner zipper closure, a pointed toe, and a sleek stiletto heel. The boots are composed of a faux suede material. Complete look with an oversized sweater and high ponytail.
Fit & Features
- Over the knee fit
- Lace-up back
- Inner zipper closure
- Pointed toe
- Stiletto heel
- Faux suede material
- Runs true to size
Style Number/Barcode: 07402-0349
Category Name: Night Out
Price: $9.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glitz Moments Rhinestone Leaf Belt
Create a glitzy moment with a belt that cinches your formal outfit! The belt features a leaf design, rhinestones throughout, and a lobster clasp closure. Complete look with a satin dress and heels.
Fit & Features
- Leaf design
- Rhinestone embellishment
- Adjustable chain, lobster clasp closure
Style Number/Barcode: 07301-0320
Category Name: Night Out
Price: $4.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Lifting Body Tape
Create custom seamless looks with body tape! The lifting body tape features a neutral tone with a sticky adhesive to help lift and hold up your breasts with even the most revealing silhouettes or cutout designs. Don't let the trendy and unique cutout shapes of your bodycon dress or backless jumpsuit stop you from wearing them out on your next GNO. The durable body tape is cut to your preference and offers plenty of lift to wear with backless cocktail dresses and offers a discreet finish.
Fit & Features
- Neutral tone
- Lifting medical adhesive glue
- Waterproof, sweatproof, and anti-shedding
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: 07101-0284
Category Name: Night Out
Price: $10.90
Availability: In Stock
Available Color: NUDE
Available Size: NS
Product Badge:- Best Seller
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Level Up Faux Leather Mini Dress
Level up your look for girl's night out with this sultry faux leather mini dress. It features a sleeveless V-neckline, spaghetti straps that lead to a cross-back strap design, a chic side slit with a lattice design, and a short, curve-hugging silhouette. Style this dress with clear heels.
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps, cross-back strap design
- Back zipper and hook and eye closure
- Side slit, lattice design
- Mini-length, form-fitting silhouette
- Smooth faux leather fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-4004
Category Name: Night Out
Price: $19.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Twirl And Glow Glitter Skater Dress
Get ready to glow with a skater dress that brings major bling to your look! The short dress features a sleeveless V-neckline, spaghetti straps, draped overlay at the bodice, and a fit-and-flare skater silhouette with subtle pleating. The dress is composed of glitter knit fabric that offers a moderate stretch. Complete the look with rhinestone heels and a glitter mesh clutch.
Fit & Features
- Sleeveless V-neckline
- Draped overlay at bodice
- Spaghetti straps
- Short-length hem
- Skater silhouette, pleating
- Glitter knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2205
Category Name: Night Out
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fierce Leopard Velvet Burnout Corset
Make a fierce impression with a corset that taps into your wild instincts! The corset features a sleeveless square neckline, adjustable spaghetti straps, contrast seams with flexible boning, and a trendy leopard print. The corset is composed of a lined mesh fabric with flocked velvet. Complete look with high waist jeans and ankle booties.
Fit & Features
- Sleeveless square neckline
- Adjustable spaghetti straps
- Contrast seams, flexible boning
- Hook and eye closures at back
- Lined mesh fabric, flocked velvet, leopard print
- Form-hugging fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06003-1476
Category Name: Night Out
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cinched And Chic Ruched Mini Dress
Get cinched in a fab LBD that showcases curves from all the right places! The dress features a sweetheart neckline, sheer balloon sleeves, a ruched drawstring at the center, and a mini-length silhouette. The dress is composed of mesh and nylon-knit fabric that offers a form hugging fit with a moderate stretch. Complete look with stiletto heels and a faux leather crossbody.
Fit & Features
- Sweetheart neckline
- Long balloon sleeves
- Ruched drawstring at center
- Mini length silhouette
- Mesh and lined nylon knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-4005
Category Name: Night Out
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Eve One-Shoulder Ruched Midi Dress
Special Occasion
Sultry and stunning, the Eve midi dress is perf for your next night out. She features a sleeveless one-shoulder neckline, an open back with a strappy lace-up design, ruched detailing, and a mid-length, curve-hugging silhouette with a trendy side drawstring. Style this dress with clear heels.
Fit & Features
- Sleeveless one-shoulder neckline
- Open back, strappy lace-up design
- Ruching
- Mid-length, form-hugging fit
- Side drawstring
- Knit fabric, addtional mini skirt length lining
- Runs true to size
Style Number/Barcode: 05001-0734
Category Name: Night Out
Price: $29.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Celeste Sleeveless Halter Midi Dress
Special Occasion
Get a gorgeous silhouette in the stunningly chic Celeste midi dress. She features an on-trend sleeveless square neckline with a halter strap, ruched detailing down the back, and a mid-length, curve-hugging silhouette. Complete the look with hoop earrings and chic heels.
Fit & Features
- Sleeveless square neckline
- Halter strap
- Ruching down the back
- Mid-length, form-hugging fit
- Lined knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05001-0941
Category Name: Night Out
Price: $14.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Edgy-Chic Faux Leather Leggings
Edgy-chic will be your vibe in these sleek faux leather leggings. They feature a high-rise waist, a partial lattice lace-up design starting at the ankles, and a fitted silhouette. Style these leggings with a trendy crop top and clear heels.
Fit & Features
- High-rise waist
- Lattice lace-up design at the ankles
- Fitted silhouette
- Faux leather fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06502-0644
Category Name: Night Out
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Vintage Glamour Rhinestone And Pearl Sphere Clutch
Channel vintage glamour by accessorizing with this gorgeous clutch! It features a sphere-shaped design with cascading rhinestone fringe, pearl accents, includes a rhinestone-adorned O-ring handle, and a chain shoulder strap to convert the bag to a crossbody. Complete your look with a sleek little black dress and strappy heels.
Fit & Features- Sphere-shaped design
- Rhinestone fringe detail
- Pearl accents
- Rhinestone adorned O-ring handle
- Chain shoulder strap
Style Number/Barcode: 07204-0486
Category Name: Night Out
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free