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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Polka Dot Cutie Mesh Crop Top
Hey cutie! This polka dot crop is a must have for your wardrobe. Layer it with a lace bralette and high waist denim for a night out look!
Fit & Features
- Crew Neck
- Fitted Long Sleeves
- Sheer Unlined Bodice
- Polka Dots
- Unlined Mesh Fabric
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06001-2640
Category Name: Night Out
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Wild At Heart Leopard Print Jumpsuit
Keep it wild and stylish with a jumpsuit that is perf for making a trendy impression! The jumpsuit features a leopard print bodice, a sleeveless v-neckline with a twist front accent, sleek spaghetti straps, and a relaxed fit bodice that leads to a straight leg fit. The jumpsuit is composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with platforms and hoops.
Fit & Features
- Sleeveless v-neckline
- Twist-front
- Spaghetti straps
- Leopard print
- Straight leg
- Brushed knit fabric
- Form hugging fit, moderate stretch
Style Number/Barcode: 06502-0521
Category Name: Night Out
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Falling For Glam Lucite Block Heels
Fall for glam heels that make each step a stylish one! The heels feature an open back, adjustable clear ankle strap, an open almond toe with a clear strap over the toe, a low lucite block heel. Complete look with a matching crop top and mini skirt set for a cute brunch look.
Fit & Features
- Open back
- Adjustable clear ankle strap
- Open almond toe, clear strap over toe
- Low lucite block heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-3823
Category Name: Night Out
Price: $12.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sparks Fly Velvet Sequin Crop Top
Let the sparks fly in this enchanting sequin crop top! It features bungee spaghetti straps, a square neckline, and a velvet-lined knit fabric with a moderate stretch. Complete the look in the matching skirt.
Shop The Matching Skirt: Sparks Fly Velvet Sequin Mini Skirt
Fit & Features
- Bungee spaghetti straps
- Squareneck
- Cropped hem
- Sequin-velvet lined fabric
- Moderate stretch
- Fits true to size
Style Number/Barcode: 06003-1535
Category Name: Night Out
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Major Chain Strap Open Back Bodysuit
Showcase a major edgy allure in this knit bodysuit featuring a sleeveless, one-shoulder neckline, a single chain-link strap that leads to the open-back design, and a form-hugging fit. Complete the look with high-rise pants for drinks with the girls.
Fit & Features
- Sleeveless, one-shoulder neckline
- Single chain-link strap
- Open-back design
- Form-hugging fit
- Sleek knit fabric
- Fits true to size
Style Number/Barcode: 06001-4327
Category Name: Night Out
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fashionable Caged Lace-Up Metallic Heels
Walk in fashionable style in these caged strappy heels. A square-toe block heel combines with a metallic material to offer a modern twist that will take any look to the next level and features a strappy caged design with lace-up straps that wrap around the ankle. Complete the look in a fab one-shoulder mini dress for a party or dressy event!
Fit & Features
- Square toe
- Caged strappy design
- Lace-up
- Block heels
- Metallic material
- Runs true to size
Style Number/Barcode: 07401-4614
Category Name: Night Out
Price: $10.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Smooth Silhouette Sweetheart Underwire Bodysuit
Flatter yourself in the smooth and silky-like comfort of this essential bodysuit for a sleek silhouette! Designed from a smooth knit and stretchy knit fabric, this bodysuit features a sweetheart neckline with adjustable spaghetti straps for a customizable fit and a built-in padded underwire bust that gives you support and lift. Finished with form-hugging fit and a thong bottom with snap-button closures. Style this bodysuit alone or under a tight-fitting dress for a sultry look!
Fit & Features
- Smooth, silky-like stretchy knit fabric
- Adjustable spaghetti straps
- Sweetheart neckline
- Built-in padded underwire bust
- Snap-button closures
- Form-hugging
- Runs true to size
Style Number/Barcode: 06001-5166
Category Name: Night Out
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flirt Alert Rhinestone Heart Sheer Mesh Crop Top
Bring the flirty vibes to your party 'fit with this sexy sheer mesh crop top! The stretchy mesh fabric is detailed with a double rhinestone-embellished heart design in a cheeky placement. The form-hugging top features a crew neckline, long fitted sleeves, and a cropped hem for a snatched look. Style this trendy top with a mini skirt and mules!
Fit & Features
- Stretchy sheer mesh fabric
- Double rhinestone heart design
- Crew neckline
- Long fitted sleeves
- Cropped hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-5321
Category Name: Night Out
Price: $6.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Lindsey Sleeveless Bodycon Glitter Mirror Party Dress
Special Occasion
Shine like a mirror in the Lindsey party dress for Vegas weekends to bachelorettes, or a birthday party! Its square neckline and shoulder straps frame the bodycon silhouette perfectly. Shimmer and shine all night with the mini-length hem and glitter fabric adorned with mirror tiles. Complete the look in high heels and earrings!
Fit & Features
- Glitter fabric with mirror tiles, stretchy knit lining
- Square neckline
- Shoulder straps
- Back zipper and hook-eye closure
- Bodycon silhouette
- Sticky bra or pasties recommended
- Runs true to size
Style Number/Barcode: 05001-2236
Category Name: Night Out
Price: $29.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Luxe Sparkle Rhinestone Mesh Mini Dress
Dazzle in a sleeveless mini dress with a sleeveless v-neckline, adjustable spaghetti straps for a secure fit, and rhinestone embellishments on a stretchy mesh fabric. Perfect for styling with a sleek clutch and fringe earrings.
Fit & Features
- Stretchy mesh fabric
- Rhinestone embellishments
- Sleeveless V-neckline
- Adjustable spaghetti straps
- Mini length hem
- Runs true to size
Style Number/Barcode: 05103-5489
Category Name: Night Out
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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First Position Rib Satin Wrap Top
Graceful and poised, this rib satin top will inspire your inner ballerina! It features long bell sleeves, a V-neckline, and a surplice cropped hem with a wrap tie-back that lets you customize the style. Complete the look in a flirty skirt and lace-up heels.
Fit & Features
- Long bell sleeves
- V-neckline
- Surplice cropped hem
- Wrap tie-back closure
- Rib satin non-stretch woven fabric
- Runs true to size
Style Number/Barcode: 06003-1883
Category Name: Night Out
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Trendy Details Chain Strap Mini Dress
Silky and sleek, this satin mini dress has trendy deets you'll love! It features a sleeveless scoop neckline, chic chain-link shoulder straps, dual vertical seams running down the front to enhance your figure, and a short, curve-hugging silhouette. The satin-knit fabric offers a moderate stretch. Style with clear heels.
Fit & Features
- Sleeveless scoop neckline
- Chain-link shoulder straps
- Dual front vertical seams
- Mini-length hem
- Fitted bodycon silhouette
- Stretch satin-knit fabric, knit lining at the bust
- Runs true to size
Style Number/Barcode: 05103-4685
Category Name: Night Out
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Caught In A Mesh Top
Get caught up in this hot mesh of a top! This black, crop top has a flattering V neckline paired with a tie front, knot closure and long, narrow sleeves. The crop top is composed of a sheer, unlined mesh that offers plenty of stretch.Model is 5'6" with a 34" bust, 26.5" waist and 38" hips. Bra Size: 32D. She is wearing a size small.
Style Number/Barcode: 06202-1098
Category Name: Night Out
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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All That Glitter Skater Dress
Leave a trail of glitter everywhere you walk babe! This dress features a v neckline, pockets, and spaghetti straps that lead to a criss cross design. The bodice is fitted and meets high waist with the skater style skirt. Dress is fully lined and composed of a knit material offers some stretch and flow, that is adorned with glitter that reflects a multitude of colors.
Model is 5'8" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05101-0189
Category Name: Night Out
Price: $9.97 $47.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Velvet Viper Snake Mini Dress
Slay in statement snake with this sultry mini dress!
Fits & Features
- Plunging Scoop Neckline I Square Back
- Mini Length Silhouette
- Zipper Not Included
- Smooth Knit With Velvet Snake Print Throughout
- Curve Hugging Fit I Slight Stretch
- Complete The Look With The Matching Blazer: (06204-0170)
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05103-0303
Category Name: Night Out
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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She's Got It Ruched Crop Top
Serve up that wow factor in this top that stuns! Perfect for a night out with the squad, this top features a plunging surplice neckline, a cropped hem and a ruched detailing throughout. Complete your look with the matching skirt and a pair of clear heels!
Shop Matching Skirt: She's Got It Ruched Mini Skirt
Fit & Features
- Surplice V-neckline
- Spaghetti straps
- Ruching
- Cropped hem
- Lined mesh fabric
- Matching skirt sold separately
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06001-2550
Category Name: Night Out
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fab and Fringe Cropped Bustier
Keep it fab in a fringe bustier that stuns! The bustier features a plunging sweetheart neckline, adjustable spaghetti straps, bustier-like cups, and a cropped hem with a fringe rhinestone hem. Complete your look with a high waist mini skirt.
Fit & Features
- Sleeveless sweetheart neckline
- Adjustable spaghetti straps
- Bustier-like padded cups
- Cropped hem
- Rhinestone fringe
- Multi-row hook and eye closure
Style Number/Barcode: 06003-0997
Category Name: Night Out
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Clearly Yours Lucite Heeled Mules
Clearly these lucite heeled mules couldn't be anymore you! They feature a trendy square toe and double clear PVC straps. Pair these of the moment heels with distressed denim to level up your everyday casual look and make it all the more chic.
Fit & Features
- Open square toe
- Double clear PVC straps
- Open back
- Clear lucite heel
- Faux leather sole
Please be advised that these mules run one size small.
Style Number/Barcode: 07401-2477
Category Name: Night Out
Price: $12.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Own It Faux Leather Zipper Booties
Own your look with bold booties that dare to take your look to the next level! The booties feature an around the ankle fit, a lace-up front, dual zipper closure, an open almond toe, and a block heel. The booties are composed of a faux leather material. Complete look with a crop top and mini skirt.
Fit & Features
- Around the ankle fit
- Lace-up front
- Dual zipper closure
- Open almond toe
- Block heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-1342
Category Name: Night Out
Price: $18.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Forever Glam Marabou Block Heels
Keep it forever glam in heels that bring that dazzle to your look! The heels feature a zippered back, a faux marabou trim, an open almond toe, a rhinestone embellished strap over the toe, and a block heel. The heels are composed of a faux leather material. Complete look with a rhinestone mini dress.
Fit & Features
- Zippered back
- Faux marabou trim
- Open almond toe
- Rhinestone strap
- Block heel
- Faux leather
- Runs true to size
Style Number/Barcode: 07401-3225
Category Name: Night Out
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic Tie-Waist Twill Pants
Elevate your workwear outfits with these chic twill pants. They feature a high-rise waist with a cute tie-front accent, front pockets, cargo-style side pockets, and a relaxed fit. Pair these pants with a cropped blouse and mules.
Fit & Features
- High-rise fit, elastic waistband
- Tie-front detail
- Front pockets
- Cargo-style side pockets
- Relaxed fit
- Twill fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06402-0412
Category Name: Night Out
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Edgy Glam Lace-Up Booties
These faux leather booties will bring an edgy glam look to your outfits! They feature a round toe, a trendy lace-up design, an inner zipper closure, a lug sole, and a tall block heel. Style these booties with a graphic tee and skinny jeans.
Fit & Features
- Round toe
- Lace-up front
- Inner zipper closure
- Lug sole
- Block heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-1343
Category Name: Night Out
Price: $18.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Layers Of Rhine Necklace
This layered rhinestone necklace is perfect for dressing up an outfit! It features a five-row design with a mix of snake chains and rhinestones with a lobster clasp closure. Complete the look in a sultry cocktail dress.
Fit & Features
- Five-row layered design
- Snake chains
- Rhinestones
- Lobster clasp closure
Style Number/Barcode: 07002-1173
Category Name: Night Out
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Fit For A Queen Ruched Corset
This chic corset crop top is a fit for a stylish queen like you! It features a sleeveless, square neck bodice with adjustable spaghetti straps, a ruched bust, flexible boning for structure, and back hook-eye closures. Complete the look in a faux leather skirt.
Fit & Features
- Square neckline, ruched bust
- Adjustable spaghetti straps
- Flexible boning along bodice
- Back hook-eye closures
- Cropped hem
- Chiffon-lined fabric, no stretch
- Runs true to size
Style Number/Barcode: 06003-1753
Category Name: Night Out
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free