Night Out

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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.

  • Diva Night Marabou Trim Jumpsuit

    Be a diva for the night! Stunning and sultry, this jumpsuit features a sleeveless, square neck with a V-notch cutout and marabou feather trim, spaghetti straps, a fitted bodice, and a straight-leg silhouette. Complete the look in fringe rhinestone earrings.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • Marabou feather trim, V-notch wired insert
    • Fitted bodice
    • Straight-leg silhouette
    • Back zipper closure 
    • Crepe knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-1062

    Category Name: Night Out

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Time And Lace Bodysuit

    Get your boudoir game in high gear with this gorgeous lace bodysuit. Pair it with jeans and layer it beneath a blazer or denim jacket. Bodysuit features spaghetti straps, beige fabric-lined underwire cups, a V neckline, a hidden back zipper and hook and eye closure, a thong-style bottom, and snap-button closure. Suit is form fitting and constructed with little to no stretch.

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06001-1569

    Category Name: Night Out

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sassy Sequins High Waist Skirt

    Keep it sassy with a sparkling sequin skirt! The skirt features a high-rise waist, dazzling sequins, and a mini-length silhouette. The skirt is composed of a lined mesh fabric that offers a form hugging fit with minimal stretch. Complete look with the matching bustier.

    Shop Matching Bustier: Sassy Sequins Cropped Bustier

    Fit & Features

    • High rise waist
    • Sequins
    • Mini length silhouette
    • Lined mesh fabric 
    • Form hugging fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0433

    Category Name: Night Out

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keep The Spark Off-The-Shoulder Lace Mini Dress

    This lace mini dress will keep the spark of romance perfect for dates or parties! The foldover off-the-shoulder neckline adds a touch of elegance, while the sheer lace fitted sleeves bring a hint of romance. Flaunt your figure with the bodycon silhouette and mini-length hem. Complete the look with rhinestone earrings and strappy sandals for a chic night out!

    Fit & Features

    • Lace fabric, sewn-in knit lining, stretchy
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3293

    Category Name: Night Out

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simple And Sexy Bodycon Mini Skirt

    Style up this simple and sexy bodycon mini skirt for the perf night out 'fit. It features a high-rise waist, a mini-length scoop hem, and a form-fitting silhouette that will hug your curves. Pair with an embellished bustier and clear heels.

    Fit & Features

    • High-rise elasticized waist
    • Mini-length scoop hem
    • Fitted bodycon silhouette
    • Ponte knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0751

    Category Name: Night Out

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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
  • Sultry Sparkle Rhinestone Zip-Up Romper

    Made to dazzle from every angle, this rhinestone romper is the ultimate glow-up. The sleek zip-up front and body-hugging fit keep it equal parts sultry and glam.

    Fit & Features

    • Knit fabric, high stretch
    • All-over tonal rhinestone embellishments
    • Mock neckline
    • Zip-front design
    • Long fitted sleeves
    • Cheeky form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06503-000132

    Category Name: Night Out

    Price: $54.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Keeping It Sleek Halter Bodycon

    Keep it sleek with a bodycon that hugs curves in all the right places! The dress features a halter neck with a single strap, a square-neck bust, and a mini-length silhouette. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with clear heels and sleek rhinestone hoops

    Fit & Features

    • Halter neck 
    • Neck strap
    • Square-neck bust
    • Mini length silhouette
    • Smooth knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1349

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stunning Sultry Satin Corset Top

    Stunning and sultry, this sleek satin corset top is perf for date night! It features a sleeveless sweetheart neckline, adjustable spaghetti straps, a corset-designed front with a structured bust, a lattice front detail, and a mid-length flirty peplum hem. Style this top with your fave distressed jeans and chic mules.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps, back zipper and hook and eye closure
    • Corset-designed front, structured bust
    • Lattice front detail
    • Mid-length peplum hem
    • Satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1400

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Rock Of Ages Faux Leather Straight-Leg Pants

    Whether you have tickets for a rock concert or just want to dress edgy, these faux leather straight-leg pants will give your 'fit a cool vibe! They feature a high-rise waist, front button and hidden zipper closure, five-pocket styling, belt loops, and contrast stitched seams. The sleek faux leather fabric has minimal stretch. Complete the look in a crop top and heels.

    Fit & Features

    • High-rise waist
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loops
    • Straight-leg fit
    • Contrast stitched seams
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-0594

    Category Name: Night Out

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Bold Faux Leather Mini Skirt

    Show off your bold side in this sleek trendy faux leather mini skirt! It features a high-rise waist, an asymmetrical seam leading to a chic side slit, and a short, curve-hugging silhouette. Style with a basic bodysuit and strappy stilettos.

    Fit & Features

    • High-rise waist
    • Back zipper, hook, and eye closure
    • Asymmetrical seam, side slit
    • Mini-length hem
    • Fitted bodycon silhouette
    • Latex-like faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06501-0731

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sparkle The Most Glitter Platform Stiletto Heels

    Sparkle a little brighter than the rest in a pair of dazzling glitter stiletto heels! Style with your cocktail attire, or dress them up for an even fancier occasion like prom or wedding szn!

    • Open almond toe
    • Single band over the toe
    • Ankle strap with stretch
    • Zipper closure back of heel
    • Skinny stiletto heel
    • Mesh with full glitter

    Style Number/Barcode: 07401-0648

    Category Name: Night Out

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Workwear Chic Paperbag Wide-Leg Pants

    Create an office chic look that will garner all the compliments in these paper bag pants! They feature a high-rise paper bag style waist with an adorable tie-front design, front pockets, and a form-hugging fit at the hips that leads to a wide-leg silhouette. The crepe fabric offers a moderate stretch. Style with a bodysuit and mules.

    Fit & Features

    • High-rise paper bag waist
    • Tie-front design, belt loop accents
    • Front side pockets
    • Hip-hugging, wide-leg silhouette 
    • Pull-on/off styling
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-2299

    Category Name: Night Out

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Who's That Girl Rhinestone Chain Bra

    Who's that girl? It's you looking stunning in this bra perfect for festivals or Vegas! Featuring a sweetheart neckline, adjustable spaghetti straps, a padded underwire bra top with rhinestone and faux pearl pattern, cascading rhinestone strands that are detachable, and back hook and eye closures. Complete the look in a sultry mid-rise mini skirt.

    Fit & Features

    • Sweetheart neckline, adjustable spaghetti straps
    • Padded and underwire bra top
    • Rhinestone and faux pearl patterns on cups
    • Cascading and detachable rhinestone strands
    • Back hook and eye closures
    • Lined smooth woven fabric
    • Runs true to size

    Style Number/Barcode: 06003-2165

    Category Name: Night Out

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Livin' It Up Ruched Mini Dress

    You're out here livin' your best life, and babe we're here for it! Pair this sexy ruched mini dress with some strappy heels for a fun night out.

    Fit & Features

    • Spaghetti straps
    • Square neck and back
    • Ruched sides with drawstrings at hem
    • Short, curve hugging fit
    • Stretchy knit fabric

    Style Number/Barcode: 05102-0612

    Category Name: Night Out

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Tapered Skinny Leg Dress Pants

    Style tapered pants from day to night. These staple statement dress pants feature a high rise waist, slant pockets, a skinny straight leg with tapered hem, and a back zipper closure for a secure fit. During the day, style with a statement blouse and transition to a daring crop top for a night out.

    Fit & Features

    • High rise waist
    • Slant pockets
    • Skinny straight leg
    • Tapered hem
    • Back zipper closure 

    Model is 5'4" with 33" bust, 24.5" waist, and 39" hips. She is wearing a size small.

    Style Number/Barcode: 06402-0180

    Category Name: Night Out

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • After Party Bodycon Mini Dress

    You'll be ready for the after-party in this sleek and chic bodycon mini dress. It features a sleeveless square neckline, spaghetti straps, an open back with a lace-up design, ruching down one side, and a short, curve-hugging fit. Style this dress with strappy heels.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps, adhesive bra recommended
    • Open back, lattice design, tie closure
    • Side ruching
    • Mini-length form-fitting silhouette
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4196

    Category Name: Night Out

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam It Up Rhinestone Hoop Earrings

    Glam up your look and make it luxe with these gorg rhinestone hoop earrings! They feature an extra-large hoop earring design with rhinestone embellishment inside and out of the hoop. Pair with a basic mini dress and some chunky sneakers for a casual-chic vibe.

    Fit & Features

    • Extra-large hoop earring design
    • All over rhinestone embellishment

     

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07001-0595

    Category Name: Night Out

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wicked Games Faux Patent Leather Mini Skirt

    Dare to go bold in this skirt that brings the heat to your night out. The mini skirt features a high rise waist, front-facing vertical seams, a mini side slit, and is composed of a faux patent leather fabric. Complete your head-turning look with the matching crop top and faux patent leather boots

    Shop Matching Crop Top: Wicked Games Faux Patent Leather Crop Top

    Fit & Features

    • High rise waist
    • Front-facing vertical seams
    • Mini side slit
    • Faux patent leather fabric
    • Form hugging fit, slight stretch 
    • Matching crop top sold separately

     

    Style Number/Barcode: 06401-0253

    Category Name: Night Out

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish Vixen Asymmetrical Short Dress

    Keep it stylish in a wrap dress that makes major waves! The dress features a sleeveless square neckline with spaghetti straps, ruching at the waist, and a wrap silhouette. The dress is composed of a lined crepe fabric that offers a form-hugging fit with a moderate stretch. Complete look with heels and a rhinestone bracelet. 

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Ruching 
    • Short wrap silhouette 
    • Lined crepe fabric 
    • Form-hugging fit, moderate stretch
    • Runs true to size 

    Style Number/Barcode: 05103-4159

    Category Name: Night Out

    Price: $5.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Love Satin Cowl Neck Dress

    Chic and in love! Spice up your night in this satin cowl neck dress featuring a sleeveless bodice with sleek spaghetti straps, a front ruched drawstring that lets you customize the fit, and a mini-length hem with a slit accent. Complete the look in a chic bracelet and clutch.

    Fit & Features

    • Sleeveless, cowl neck, spaghetti straps
    • Front ruched customizable drawstring
    • Curve-hugging fit
    • Mini-length hem with slit
    • Smooth satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-4563

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Graced In Lace Bustier Bodysuit

    Grace them all with a lace bustier bodysuit that stuns! The bodysuit features a sleeveless sweetheart neckline, adjustable spaghetti straps, bustier-like padded cups, an unlined lace bodice, and a lower back keyhole. Complete your look with high waist jeans

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps
    • Bustier-like padded cups
    • Unlined lace bodice
    • Lower back keyhole

    Style Number/Barcode: 06001-3018

    Category Name: Night Out

    Price: $13.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Card Leopard Print Mini Skort

    A little wild, a lot unforgettable. This leopard print mini skort is the perfect amount of flirty with a sultry short overlay and hidden fitted shorts for coverage. Style with the matching tube top!

    Shop Matching Top: Wild Card Leopard Print Cutout Tube Top

    Fit & Features

    • Sheer mesh fabric, high stretch
    • Abstract leopard print
    • Mid-rise waist, ruched sides
    • Asymmetric mini-length overlay, A-line fit
    • Hidden fitted knit shorts
    • Runs true to size

    Style Number/Barcode: 06503-000112

    Category Name: Night Out

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stun On Them Satin Mini Dress

    Create a stunning impression with a mini dress that brings out your sultry side! The dress features a sleeveless wired V-neckline, padded cups with underwire, adjustable spaghetti straps, a corset-like bodice, and a mini-length silhouette. The dress is composed of a satin fabric that offers a form-hugging fit with a moderate stretch. Complete look with clear heels.

    Fit & Features

    • Sleeveless wired V-neckline
    • Padded cups, underwire
    • Adjustable spaghetti straps, back zipper and hook and eye closure
    • Corset-like bodice
    • Mini-length silhouette
    • Satin fabric, form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-3997

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale