Night Out

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.

  • Dreamy Beauty Floral Ruched Mesh Corset Top

    Captivate them all with your dreamy beauty in this floral ruched mesh corset top. Designed with a lightweight mesh fabric accented with a gorgeous floral print pattern, this corset top will have you dressed to impress. It features a sleeveless sweetheart neckline with a sweet ruffled trim, padded cups so you don't need to wear a bra, and thin tank straps that lead to back adjustable spaghetti straps for a customized fit. The front is detailed with ruching and hook and eye closures, followed by a fitted, angled, and cropped hem for a chic look. Style with a satin midi skirt and mules for a spring party!

    Fit & Features

    • Floral printed sheer mesh fabric, knit lining, moderate stretch
    • Sleeveless sweetheart neckline with ruffled trim
    • Thin tank shoulder straps, back adjustable spaghetti straps
    • Padded bust, front hook and eye closures
    • Ruching
    • Fitted, angled, and cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-5138

    Category Name: Night Out

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Arrive On The Scene Ruffle Bodycon Crepe Mini Dress

    Show everyone how chic you can look arriving on the scene in this crepe mini dress! With chiffon ruffled shoulder straps and a sweetheart neckline, this bodycon mini dress will make you stand out. The built-in padded underwire bust and flexible boning provide the perfect snatched fit and support. Complete the look with a clutch.

    Fit & Features

    • Crepe fabric lined with stretchy knit
    • Sweetheart neckline, chiffon ruffled shoulder straps
    • Back zipper and hook-eye closure
    • Built-in padded underwire bust
    • Flexible boning
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5465

    Category Name: Night Out

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Effortless Charm High Rise Eyelet Lace Mini Skirt

    Charm comes effortlessly in this eyelet lace mini skirt for a patio date, brunch, or bridal shower! The high-rise waist and bodycon fit flatter your figure, while the front slit adds a hint of allure. Made with eyelet lace fabric, this mini skirt is perfect for your upcoming occasions! Complete the look with the matching top.

    Shop Matching Top: Effortless Charm Lace Up Eyelet Lace Corset Top

    Fit & Features

    • Eyelet lace fabric, woven lining, no stretch
    • High rise waist
    • Back zipper and hook-eye closure
    • Front slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06301-0184

    Category Name: Night Out

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Charm Lace Up Eyelet Lace Corset Top

    Charm comes effortlessly in this eyelet lace corset top for a patio date, brunch, or bridal shower! The square neckline and form-hugging fit flatter your figure, while the back lace-up adds a hint of allure. Made with eyelet lace fabric, this corset top is perfect for your upcoming occasions! Complete the look with the matching skirt.

    Shop Matching Bottoms: Effortless Charm High Rise Eyelet Lace Mini Skirt

    Fit & Features

    • Eyelet lace fabric, woven lining, no stretch
    • Shoulder straps
    • Hidden front hook and eye closures
    • Flexible boning
    • Lace-up
    • Runs true to size

    Style Number/Barcode: 06003-2334

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Business High-Rise Lace-Up Denim Jeans

    Elevate your style and feel empowered in these chic denim jeans! With a flattering high-rise waist and straight-leg silhouette, these jeans provide a flattering fit for any body type. The side lace-ups add a unique touch to the classic denim fabric, making them a must-have for any wardrobe! Complete the look in a bodysuit and mules for dinner and drinks with friends!

    Fit & Features

    • Light wash non-stretch denim fabric
    • Side lace-ups
    • Straight-leg silhouette
    • High-rise waist
    • Front button and hidden zipper closure
    • Four-pocket styling
    • Style runs large

    Style Number/Barcode: 06602-0493

    Category Name: Night Out

    Price: $6.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dance All Night Rhinestone Fishnet Mini Dress

    This iconic rhinestone fishnet mini dress will have you dancing all night with a stunning sparkle! Crafted with a sheer fishnet fabric with a knit lining and all-over mini rhinestone embellishments, this mini-length dress will leave a dazzling impression. It features a sleeveless V-neckline with adjustable spaghetti straps for a customized fit, and a bodycon silhouette to flaunt your figure. Style this party dress with strappy stilettos.

    Fit & Features

    • Sheer fishnet fabric with knit lining, minimal stretch
    • Mini rhinestone embellishments
    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5464

    Category Name: Night Out

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sheer Flirt Long Sleeve Crop Sweater

    Look flirty and fabulous in this sheer crop sweater! The sheer knit design gives a delicate, airy look that will be sure to turn heads, while the bell long sleeves, crew neckline, and cropped hem make it ultra-flattering. Complete the look in sleek shorts.

    Fit & Features

    • Bell long sleeves
    • Crew neckline
    • Cropped hem
    • Sheer knit design
    • Runs true to size

    Style Number/Barcode: 06005-1893

    Category Name: Night Out

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Step Out And Sparkle Rhinestone Strappy Block Heels

    Step out and sparkle in these fabulous rhinestone strappy block heels! They feature an open square-shaped toe, a knotted strappy design with sparkling rhinestone embellishments, thin adjustable ankle and heel straps with rhinestones, a block heel, and are composed of a faux leather material. Style with a metallic clutch for girl's night!

    Fit & Features

    • Open square toe
    • Knotted strappy design, rhinestone embellishments
    • Thin ankle and heel straps, buckle detail, rhinestone embellishments
    • Block heel
    • Faux leather material
    • Faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4616

    Category Name: Night Out

    Price: $4.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All About Floral Sweetheart Crepe Skater Dress

    Sweet and sassy, this floral skater dress is a must-have for your wardrobe! Featuring a trendy sweetheart neckline and adjustable spaghetti straps, this dress is perfect for any spring or summer occasion. Its skater silhouette and short-length hem will have you twirling all day, while the playful floral print will make you stand out in style! Complete the look with hoop earrings.

    Fit & Features

    • Floral print
    • Stretchy crepe fabric, knit lining at the bust
    • Sweetheart neckline
    • Adjustable spaghetti straps
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3196

    Category Name: Night Out

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fresh Vibe High-Rise Destructed Straight-Leg Jeans by Windsor Denim

    These trendy destructed straight-leg jeans by Windsor Denim will give you that fresh vibe you crave for the summer season. Made with a stretchy cotton-blend denim fabric, they feature a high-rise waist and a straight-leg fit with destructed detailing for an effortlessly cool look. Include a five-pocket and belt loop design with a front button and hidden zipper closure. Style these jeans with a graphic tee and ankle booties.

    Fit & Features

    • Cotton-blend denim fabric with moderate stretch
    • High-rise waist
    • Straight-leg fit
    • Destructed detailing
    • Five-pocket and belt loop design
    • Front button, zipper closure
    • Runs true to size

    Style Number/Barcode: 06602-0492

    Category Name: Night Out

    Price: $6.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bloom With A View V-Neck Floral Crop Top

    Take in your beauty in this floral crop top on vacation! Designed with a stretchy sheer mesh fabric with a front lining, the delicate floral bloom print will bring out a touch of chic to any outfit. Featuring a flattering V-neckline with ruching, long fitted sleeves, and a cropped hem with a form-hugging fit, this top is perfect for any getaway. Complete the look with the matching mini skirt!

    Shop Matching Bottoms: Bloom With A View High Rise Floral Mini Skirt

    Fit & Features

    • Stretchy sheer mesh fabric, front knit lining
    • Floral bloom print
    • V-neckline, ruching
    • Long fitted sleeves
    • Cropped hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-5137

    Category Name: Night Out

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bloom With A View High Rise Floral Mini Skirt

    Take in your beauty in this floral mini skirt on vacation! Designed with a stretchy sheer mesh fabric with a lining, the delicate floral bloom print will bring out a touch of chic to any outfit. Featuring a high-rise elasticized waist, flattering side ruching to accentuate your curves on the bodycon fit, and a mini-length hem, this skirt is perfect for any getaway. Complete the look with the matching crop top!

    Shop Matching Top: Bloom With A View V-Neck Floral Crop Top

    Fit & Features

    • Stretchy sheer mesh fabric, sewn-in knit lining
    • Floral bloom print
    • High-rise elasticized waist
    • Bodycon fit
    • Ruched side seams
    • Runs true to size

    Style Number/Barcode: 06501-0965

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Charm Floral Tapestry Corset Mini Dress

    Exude a chic charm in this floral patterned corset mini dress for date nights! Designed with a floral tapestry woven fabric with alluring details, this dress is both sweet and sexy. The sleeveless bodice is shaped with a sweetheart neckline with a bust seam outline and a corset-style bodice with structured underwire and flexible boning for that iconic snatched look. The adjustable spaghetti straps offer a customized fit, leading to a back zipper closure. The bodycon fit on the mini-length silhouette will show off your stunning curves. Style with gold hoops and strappy mules!

    Fit & Features

    • Floral tapestry woven fabric with lining, no stretch
    • Sleeveless sweetheart neckline
    • Corset bodice, underwire, boning
    • Adjustable spaghetti straps, back zipper with hook and eye closure
    • High waist seam
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3191

    Category Name: Night Out

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lilly Allure Lite Faux Lashes

    Finish your party glam look with the Lilly Allure Lite faux lashes for instant volume and length! Just follow the easy three-step application to set, glue, press, and wow everyone in the room with your makeup look. These faux lashes are reusable and offer up to fifteen wears. Accessorize with a chic rhinestone purse for your next formal or dressy occasion!

    Fit & Features

    • Faux lashes
    • Volume and length 
    • Reusable, up to fifteen wears
    • Easy three-step application on the back
    • Glue not included

     

    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: 07307-0167

    Category Name: Night Out

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lilly Full Faux Lashes

    Finish your party glam look with the Lilly drama faux lashes for instant volume, length, and fullness! Just follow the easy three-step application to set, glue, press, and wow everyone in the room with your makeup look. These faux lashes are reusable and offer up to fifteen wears. Accessorize with a chic rhinestone purse for your next formal or dressy occasion!

    Fit & Features

    • Faux lashes
    • Volume, length, fullness
    • Reusable, up to fifteen wears
    • Easy three-step application on the back
    • Glue not included

     

    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: 07307-0166

    Category Name: Night Out

    Price: $10.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lilly Reusable Posh Faux Lashes

    Finish your party glam look with the Lilly posh faux lashes for instant volume and length! Just follow the easy three-step application to set, glue, press, and wow everyone in the room with your makeup look. These faux lashes are reusable and offer up to fifteen wears. Accessorize with a chic rhinestone purse for your next formal or dressy occasion!

    Fit & Features

    • Faux lashes
    • Volume and length 
    • Reusable, up to fifteen wears
    • Easy three-step application on the back
    • Glue not included

     

    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: 07307-0165

    Category Name: Night Out

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Forever A Vision Strapless Velvet Floral Mini Dress

    You'll always be a striking vision in this strapless mini dress at birthdays, graduations, or spring soirees! The non-slip grip lining and padded bra cups keep you secure along the flattering strapless neckline while the side ruched seams accentuate your curves along the bodycon fit. The asymmetrical ruffled hem and flocked floral velvet pattern add a touch of whimsy to stand out from the crowd! Complete the look with hoop earrings and heels.

    Fit & Features

    • Flocked floral velvet pattern
    • Mesh stretchy fabric with sewn-in knit lining
    • Padded bra cups, non-slip grip lining
    • Back zipper and hook-eye closure
    • Side ruched seams
    • Bodycon fit, ruffles
    • Runs true to size

    Style Number/Barcode: 05101-3178

    Category Name: Night Out

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Abby Lace-Up Sequin Satin Party Dress

    Special Occasion

    Gorgeous sequins shine on the Abby satin party dress with daring sultry details sure to turn heads at bachelorettes or parties! Be a showstopper in her sexy plunge V-neckline and mini-length bodycon silhouette that enhances your curves, while the padded bra cups provide support. The lace-up back adds a touch of sophistication, complementing the satin fabric and intricate sequin scroll pattern. Complete the look in platform heels, jewelry, and a clutch for an unforgettable night!

    This dress proves that short and stylish is always a vibe. Want more? Discover our bold short prom dresses or find a celebration-ready fit in our party dresses.

    Fit & Features

    • Sequin scroll pattern, satin fabric lined with stretchy knit
    • Padded bra cups
    • Spaghetti straps
    • Lace-up back
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2150

    Category Name: Night Out

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flirty Mood Long Sleeve Sheer Lace Crop Top

    Get in a flirty mood for your next night out in this long sleeve sheer lace crop top! Crafted with a sultry sheer lace fabric for a sexy flair, the crop top features a trendy mock neckline, long fitted sleeves with flared hems, and a form-hugging fit for a chic silhouette. Style with a basic bralette and denim to get drinks with the girls!

    Fit & Features

    • Sheer lace fabric
    • Moderate stretch
    • Mock neckline
    • Long fitted sleeves with flared hems
    • Cropped fitted hem
    • Runs true to size

    Style Number/Barcode: 06001-5135

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Extra Chic Pearl Ruched Mesh Mini Dress

    Step out and stun looking extra chic at parties in this pearl ruched mesh mini dress! The airy sheer mesh fabric is embellished with mini tonal faux pearls and includes a knit lining for coverage. The sleeveless bodice is shaped with a square neckline and adjustable spaghetti straps offering a customized fit, leading to a secure back zipper closure. The ruching down the side seams will accentuate your stunning curves on the mini-length bodycon silhouette. Style with rhinestone heels for a pop of sparkle!

    Fit & Features

    • Stretchy sheer mesh fabric, knit lining
    • Tonal faux pearls
    • Square neckline, adjustable spaghetti straps
    • Back zipper with hook and eye closure
    • Ruched side seams
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5456

    Category Name: Night Out

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • She's A Gem Bodycon Rhinestone Mini Skirt

    Sparkle like a gem in this rhinestone mini skirt for a diva-dazzle on your next night out! This sexy skirt boasts a flattering high-rise waist, a bodycon fit to flaunt your curves, and a mini-length hem. Complete the look with the matching top and knee-high boots. 

    Shop Matching Top: She's A Gem Plunge Neck Buckle Rhinestone Crop Top

    Fit & Features

    • Rhinestone embellished mesh fabric
    • Bikini panty lining with snap-button closures
    • Bodycon fit
    • Side zipper and hook-eye closure
    • Runs true to size

    Style Number/Barcode: 06501-0964

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Illuminate The Night Sequin Mesh Mini Dress

    Illuminate the dance floor in this sequin mesh mini dress out on the town! Crafted with a dazzling sequin embellished bodice, this dress strikes everyone with its shine. A sweetheart neckline flatters with built-in padded underwire bra cups and adjustable spaghetti straps for a perfect fit. The side ruching and bodycon silhouette hug your curves to the mini-length hem on mesh-lined fabric. Complete the look with earrings and heels!

    This dazzling dress was made for the spotlight! Love the shimmer? Discover more sequin prom dresses or find a sophisticated look in our wedding guest dresses.

    Fit & Features

    • Sequin embellished bodice, mesh lined with knit
    • Built-in padded underwire bra cups
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Ruching
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-5457

    Category Name: Night Out

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cute Charm Sweater Knit Cropped Tank Top

    Give off a cute charm in this adorable sweater knit tank top! Made with soft and stretchy ribbed knit fabric, this crop top features a thin contrast seam design along the hems. The top is shaped with a sleeveless crew neckline and tank shoulder straps, and features a curved front hem for a trendy touch. Style with boyfriend jeans and mules!

    Fit & Features

    • Stretchy ribbed sweater knit fabric
    • Contrast seam design
    • Sleeveless crew neckline
    • Tank shoulder straps
    • Cropped hem with curved front
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06005-1892

    Category Name: Night Out

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • She's A Gem Plunge Neck Buckle Rhinestone Crop Top

    Sparkle like a gem in this rhinestone crop top for a diva-dazzle on your next night out! This sexy crop top boasts a plunge V-neckline and back to flaunt some skin, a fitted crop hem, and a center buckle decor with rhinestone trim. Complete the look with the matching bottoms and knee-high boots. 

    Shop Matching Bottoms: She's A Gem Bodycon Rhinestone Mini Skirt

    Fit & Features

    • Rhinestone embellished mesh lined fabric
    • Crop hem
    • Center bucke decor with rhinestone trim
    • Side zipper and hook-eye closure
    • Runs true to size

    Style Number/Barcode: 06001-5134

    Category Name: Night Out

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale