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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Lush Pencil Midi Skirt
Shop Matching Top: Lush Bungee Crop Top
Embrace the matching set trend! This lush skirt has a high waist line, and a hem that hits right above the knee. It is composed of an extremely soft knit material that showcases a very on trend pattern! Midi offers a form fit with moderate stretch. Don't forget the matching crop top to complete your fierce look!
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06501-0053
Category Name: Night Out
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dramatic Flair Rhinestone Ruffle Mini Dress
Bring the glam dramatic flair in this sleeveless mini dress at parties! The dress features a dazzling display of rhinestone embellishments along the ruffled bodycon fit. Pair with heels.
Fit & Features
- Rhinestone embellished mesh fabric, lining
- Adjustable spaghetti straps
- Square neckline
- Ruffled
- Bodycon fit
- Mini-length hem
- Runs true to size
Style Number/Barcode: 05101-3548
Category Name: Night Out
Price: $9.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Daisy Days Smocked Mini Dress
Keep sweet in a charming floral print! This mini dress features a ruffled mock neck, long unlined chiffon sleeves with elastic cuffs and a smocked body with mini length silhouette. The all over floral print features bright hues to contrast the background. Dress is composed of a smocked and chiffon fabric that offers a form hugging 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: 05101-0403
Category Name: Night Out
Price: $20.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Kayden Sequin Glitter Party Dress
Special Occasion
Who is she?! She is a glam goddess that sparkles to the heavens! Introducing our Kayden glitter party dress!
Fits & Features
- Deep V neckline
- Long Sleeves with puff wrists
- Keyhole cut out at the back with button closure atop I Zipper closure at lower back
- Vertical seam at center and flattering ruching down to the mini hem
- Glitter lurex mesh composition I Fully lined
- Form-fitting and offers moderate stretch
- Glitter pattern with dainty sequins throughout
Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0224
Category Name: Night Out
Price: $25.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sultry Sequins Midi Dress
This jaw-dropping midi dress is just what you need for your holiday outings!
Fits & Features
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Adjustable Spaghetti Straps
- Sweetheart Neckline With Padded Cups
- Zipper With Hook & Eye Closure At Back
- Midi Length Silhouette
- Lined, Sheer Mesh Fabric With Diamond & Scroll Print Pattern Sequins
- Curve Hugging Fit I Moderate Stretch
Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05101-0603
Category Name: Night Out
Price: $24.97 $62.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Adjustable Spaghetti Straps
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Short Sleeve Tie Waist Utility Jumpsuit
Step out in a chic utility jumpsuit. The statement jumpsuit features a plunging V-neckline, two utility pockets, short sleeves and a tie waist belt with loops. The relaxed fit waist leads to a straight leg fit that tapers to a skinny leg fit. The jumpsuit is composed of a utility cargo knit fabric that offers a relaxed fit with a slight stretch. Complete your outfit with extra-large hoops and stiletto heels.
Fit & Features
- Plunging v-neckline
- Short sleeves
- Utility pockets
- Tie waist belt with loops
- Skinny leg fit
- Cargo knit fabric
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06302-0100
Category Name: Night Out
Price: $14.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Faux Suede Platform Lace-Up Booties
Elevate your chic everyday style with these faux suede booties! They feature a chunky platform and an adorable lace-up back detail. Pair these booties with dark wash skinny jeans for an elongated look.
Fit & Features
- Ankle-high design
- Almond toe
- Inner zipper closure
- Chunky platform
- Tall block heel
- Lace-up back detail
- Faux suede material
Style Number/Barcode: 07403-0345
Category Name: Night Out
Price: $20.97 $34.90
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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Total Stud Lucite Block Mules
Get on the stud trend with these lucite block mules! They feature an almond toe, PVC straps with stud detailing, and a clear, block heel. Complete your edgy look with a moto jacket.
Fit & Features
- Almond toe design
- PVC straps with stud insets
- Lucite block heel
- Faux leather exterior
- Runs true to size
Style Number/Barcode: 07401-3808
Category Name: Night Out
Price: $15.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Harper Mid-Rise Distressed Crop Skinny Jeans
Fall for the Harper crop skinny jeans that are perfect for dressing up or down! They feature a mid-rise waist, a skinny-leg fit, subtle distressed accents, and color fading for the perfect worn-in look and feel. The dark wash denim fabric offers a moderate stretch for comfortable wear. Complete your outfit with a chic bodysuit and hoop earrings.
Fit & Features
- Mid-rise waist
- Five-pocket and belt loop design
- Front button and zipper closure
- Skinny-leg fit, cropped hem
- Slight distressed detailing
- Dark wash denim fabric, color fading effect, moderate stretch, form-hugging fit
- Runs true to size
Style Number/Barcode: 06602-0298
Category Name: Night Out
Price: $5.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Heat Things Up Crew Neck Dress
Heat things up in this figure-flaunting mini dress sure to leave a lasting impression! Featuring a sleeveless, crew neck, cutout front accents with a hoop insert, and a bodycon silhouette on stretch-lined knit fabric. Complete the look in strappy heels and a clutch.
Fit & Features
- Sleeveless, crew neck
- Cutout front accents with hoop insert
- Bodycon silhouette
- Mini-length hem
- Stretch-lined knit fabric
- Fits true to size
Style Number/Barcode: 05103-4475
Category Name: Night Out
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Diva Darling Mesh Marabou Bolero
Embrace your diva-darling status by layering on this mesh bolero over your formal dress! It features fitted long sleeves with a marabou feather trim, an open front design, and an ultra-cropped hem. Complete the look with fringe earrings.
Fit & Features
- Fitted long sleeves
- Marabou feather trim cuffs
- Open front design
- Ultra, cropped hem
- Sheer mesh fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06202-0391
Category Name: Night Out
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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She's Glowing Sequin Corset Top
Mesmerize the room in this glowing sequin corset top featuring a strapless square neck, pleat detailing, a structured bodice, a cropped hem, and a back zipper closure. Complete your dressy look in trouser pants and heels.
Fit & Features
- Strapless, square neck
- Pleat detailing
- Structured bodice, flexible boning
- Cropped hem
- Back zipper, hook and eye closure
- Sequin embroidered woven fabric
- Runs true to size
Style Number/Barcode: 06003-1958
Category Name: Night Out
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Glam Entrance Iridescent Rhinestone Bodycon Mini Dress
Make a gorgeous and glam entrance on your next GNO in this rhinestone mini dress! It features a sleeveless V-neckline, spaghetti straps that lead to an alluring open back with a lace-up strappy design, a mini-length hem, a bodycon silhouette, and all-over mini rhinestone embellishments with a stunning iridescent sparkle. The smooth knit fabric has a moderate stretch. Style with spiral heels!
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps, open back, lace-up strappy design, tie closure
- Lower back zipper, hook and eye closure
- Mini-length hem, bodycon silhouette
- Iridescent mini round rhinestone embellishments
- Smooth knit fabric, lined bust, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-4943
Category Name: Night Out
Price: $9.97 $46.90
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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Summer Vibes Ruffled Tie-Front Top
Bring the heat with a sultry top that will radiate summer vibes! It features a V-neckline with a ruffled trim, a tie-front design, long fitted sleeves with cute flared hems, and a cropped, form-hugging fit. The red top has a sheer mesh fabric with an eye-catching swirl print pattern. The black top has a solid sheer mesh fabric. Style with high-rise shorts and sandals.
Fit & Features
- V-neckline, ruffled trim
- Tie-front design
- Long fitted sleeves, flared hems, lettuce-edge trim
- Cropped, form-hugging fit
- Red top has sheer mesh fabric with a swirl print
- Black top has solid sheer mesh fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06202-0377
Category Name: Night Out
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Lindsey Marabou Crepe Short Dress
Special Occasion
Meet your look for formal parties and dances! The Lindsey short dress elevates your night in a sleeveless square neckline with non-slip grip lining, adjustable spaghetti straps, and a marabou feathered bodice atop her bodycon silhouette with a flirty hem slit. The formal dress is composed of a lined smooth woven crepe fabric with minimal stretch. Style with sassy stiletto heels to complete the look!
Fit & Features
- Sleeveless square neckline, non-slip grip lining
- Adjustable spaghetti straps, back zipper and hook-eye closure
- Marabou feathered bodice
- Bodycon silhouette, slit accent, short-length hem
- Lined smooth woven crepe, minimal stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05001-1557
Category Name: Night Out
Price: $9.97 $74.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Draped In Style Bodysuit
Drape yourself in style with this simple glam bodysuit! It features a sleeveless bodice, spaghetti straps, a draped cowl neckline, a square back, and a thong bottom with snap button closures. The black bodysuit is composed of a stretchy knit fabric with a slight sheen for a pretty look.Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06001-1228
Category Name: Night Out
Price: $19.00 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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All Eyes On You Rhinestone Mesh Corset Top
Draw all the attention in this rhinestone mesh corset top for a girl's night out. With a fitted crop hem and flexible boning, you'll look snatched all night.
Fit & Features
- Sheer mesh fabric, rhinestone embellishments
- Strapless neckline
- Built-in strapless padded bra
- Back zipper and hook-eye closure
- Flexible boning
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06001-5707
Category Name: Night Out
Price: $8.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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She's No Basic Mini Dress
This dress is anything but basic! Featuring a square neckline, spaghetti straps that lead to a square back and a zipper closure. Vertical seams leading down create a form fitting silhouette. The short hem of this dress hits mid thigh. Dress is composed of a pu material that offers moderate stretch and a form fit.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05103-0243
Category Name: Night Out
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Glitz And Glimmer Sequin Mini Dress
She's looking all types of glam with the Glitz And Glimmer Sequin mini dress.
Fits & Features
- Skinny Cord Straps
- Square Neckline
- Open Back With Bar Strap At Center
- Glitter Rib Knit WIth Glimmering Sequins Throughout
- Fully Lined
- Curve Hugging Fit With Moderate Stretch
Style Number/Barcode: 05103-0504
Category Name: Night Out
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chic Silhouette Abstract Print Corset Top
Keep it chic with the chic silhouette abstract print corset top. Featuring a lined mesh fabric and a sleek square neckline, this top is your go-to for effortless style.
Fit & Features
- Lined mesh fabrication
- Sleeveless square neckline
- Abstract watercolor print
- Mid-length hem
- Runs true to size
Style Number/Barcode: 06001-5619
Category Name: Night Out
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Off The Shoulder Basic Smocked Romper
Keep it simply smocked in a romper. Make this romper a summer staple to take you from brunch to date night. The romper features an off the shoulder neckline, a smocked bodice, and a small keyhole with a tie-front accent. The relaxed fit bodice leads to a pair of wide-leg shorts. The romper is composed of a smocked fabric that offers a relaxed fit with a moderate stretch. Complete your look with a dainty necklace and wedges.
Fit & Features
- Off the shoulder neckline
- Smocked bodice
- Small keyhole with a tie-front accent at the center of the bodice
- Wide-leg shorts
- Smocked knit fabric
- Relaxed fit, moderate stretch
Model is 5'8" with a 34" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06303-0052
Category Name: Night Out
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sleek And Stunning Satin Crop Top
Keep it sleek and stunning with a crop top that elevates your outfits! The crop top features a sleeveless cowl neckline, spaghetti straps, a lace-up back, and a cropped hem. The top is composed of a stretchy satin fabric that offers a form hugging fit. Complete look with the matching mini skirt.
Shop Matching Mini Skirt: Sleek And Stunning Satin Mini Skirt
Fit & Features
- Sleeveless cowl neckline
- Spaghetti straps
- Lace-up back
- Cropped hem
- Stretchy satin fabric
- Form hugging fit
- Runs true to size
Style Number/Barcode: 06001-3637
Category Name: Night Out
Price: $9.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale