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.

  • Classically Chic Boat Neck Catsuit

    Keep it classically chic in a catsuit that is oh-so-gorgeous! The catsuit features an off-the-shoulder boat neckline, long sleeves, a cinching tie waist belt, and a skinny leg fit. The catsuit is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with mules.

    Fit & Features

    • Off the shoulder boat neckline
    • Long sleeves
    • Tie waist belt
    • Skinny leg fit
    • Smooth knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06502-0526

    Category Name: Night Out

    Price: $18.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Essential Ribbed Knit Midi Dress

    This ribbed knit midi dress is a basic essential you need in your closet that you can dress up or down. It features a sleeveless square neckline, spaghetti straps, a mid-length, curve-hugging silhouette, and a stylish side slit. Keep this dress casual with sneakers, or elevate the look with chic mules.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Form-hugging fit
    • Side slit, midi-length hem
    • Double-lined rib knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4961

    Category Name: Night Out

    Price: $19.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Adorable Finesse Knit Bow Stiletto Heels

    Elevate your adorable finesse in these stiletto heels for a sweet look! The square toe and knit strap with bow inset provide a unique and stylish look, a stiletto heel and cushioned insole offer comfort. Complete the look with a trendy tote bag.

    Fit & Features

    • 4" Stiletto Heel
    • Square toe
    • Knit strap with bow inset
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4917

    Category Name: Night Out

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glimmer Nights Off-The-Shoulder Glitter Mini Dress

    Bring the sparkle in a glitter mini dress that features an asymmetrical off-the-shoulder neckline, popover accent, a fitted long sleeve, ruching to enhance curves, and a fitted short hem. Complete night out outfit with rhinestone heels.

    Fit & Features

    • Lined glitter knit fabrication
    • Asymmetrical off-the-shoulder neckline
    • Popover accent
    • Fitted long sleeve
    • Ruching
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 05103-5870

    Category Name: Night Out

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dance Till Dawn Lace-Up Mini Dress

    Show off on the dance floor in this iconic lace-up mini dress! Designed with a stretchy smooth knit fabric, it features a sleeveless cowl neckline, spaghetti straps that lead to an alluring open lace-up back design, all-over ruching to accentuate your curves, and a bodycon silhouette to flaunt your gorgeous figure. Complete the look in sparkly heels for a girl's night.

    Fit & Features

    • Smooth knit fabric with knit lining, moderate stretch
    • Cowl neckline
    • Spaghetti straps
    • Open lace-up back
    • Ruching
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-3944

    Category Name: Night Out

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Zuri Formal Scalloped Lace Midi Dress

    Special Occasion 

    Grace them all with enchanting lace in our Zuri dress! She features a partially lined scalloped floral lace bodice with a high round neckline, unlined long sleeves, a sweetheart bust lining that leads to a mini length silhouette and a midi length with scalloped lace hem. Dress is composed of a scalloped lace and smooth knit fabric that offers a form hugging fit with a slight stretch. Includes a back zipper closure.

    Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small

     

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0233

    Category Name: Night Out

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shimmer In Rhinestone Block Heels

    Step out and shine in these rhinestone block heels featuring a glitter mesh open almond-shaped toe, wide toe and ankle straps, a back zipper closure, a block heel, and all-over sparkling rhinestone embellishments. Complete the look with a stunning necklace and earring set.

    Fit & Features

    • Open almond toe
    • Wide toe and ankle straps
    • Back zipper closure
    • Block heel
    • Rhinestone embellishments
    • Luxe fit cushioned insole
    • Glitter mesh material
    • Runs true to size

    Style Number/Barcode: 07401-4542

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cue The Compliments Glitter Block Heels

    Made for the spotlight and sparkle all night. These glitter block heels bring all the glam vibes without sacrificing comfort, perfect for weddings, formal events, or any occasion to shine!

    Fit & Features

    • Block heel
    • Almond toe
    • Closed ankle with a strap
    • Back zipper closure
    • Glitter mesh material
    • Runs true to size

    Style Number/Barcode: 07401-000370

    Category Name: Night Out

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Night-Out Allure Strappy Back Knit Bodysuit

    Create iconic night-out 'fits with this sexy strappy back bodysuit! Designed with a stretchy brushed knit fabric, this sultry bodysuit features a sleeveless V-neckline and spaghetti straps that lead to an alluring open-back design of cross-back straps and lower-back bar straps. Style this form-hugging bodysuit with boyfriend jeans and a faux leather jacket for bar-hopping!

    Fit & Features

    • Stretchy brushed knit fabric
    • Sleeveless V-neckline
    • Spaghetti straps
    • Open-back design
    • Cross-back straps, lower-back bar straps
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-5163

    Category Name: Night Out

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Snatched Bandage Mini Skirt

    Keep your 'fit sleek and snatched with this bandage mini skirt designed to accentuate all over! It features a high-rise waist, back zipper closure, a bodycon silhouette, and a fitted mini-length hem. The skirt is composed of a specialty bandage-seamless knit fabric that hugs your body like a glove! Complete the look in a going-out top for a girl's night out.

    Fit & Features

    • High-rise waist
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Fitted mini-length hem
    • Bandage-seamless knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06501-0972

    Category Name: Night Out

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cropped Ruched Tie Front Top

    Stay on-trend in a ruched crop top. The top features a plunging sweetheart neckline, a tie-front accent, ruched side seams, spaghetti straps, and a cropped hem. The top is composed of a smooth knit fabric that offers a relaxed fit with a moderate stretch. Complete your look with the matching skirt and heels

    Shop Matching Skirt: High Waist Ruched Pencil Skirt

    Fit & Features

    • Sweetheart neckline, spaghetti straps
    • Tie-front accent 
    • Ruched side seam
    • Cropped hem 
    • Smooth-knit stretch fabric
    • Runs true to size

    Style Number/Barcode: 06001-2674

    Category Name: Night Out

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fiery Glamour Rhinestone Fishnet Mini Dress

    Serve fiery looks in this iconic glam mini dress designed with a sheer fishnet fabric embellished with all-over mini rhinestones and a knit lining for coverage. The short dress features a sleeveless square neckline, adjustable spaghetti straps, and a bodycon silhouette to flaunt your curves.

    Fit & Features

    • Sheer fishnet fabric with knit lining, plenty of stretch
    • All-over rhinestone embellishments
    • Square neckline
    • Adjustable spaghetti straps
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5251

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lydia Asymmetrical Formal Dress

    Special Occasion

    Sultry and striking, the Lydia formal dress is perfect for those babes who like to bring the bold vibes. She features a sleeveless asymmetrical one-shoulder neckline, a single spaghetti strap, dual waist cutouts, and a curve-hugging floor-length silhouette with ruching leading to an asymmetrical high side slit. Style this dress with a rhinestone necklace and strappy stilettos.

    Fit & Features

    • Sleeveless asymmetrical one-shoulder neckline, single spaghetti strap
    • Strapless or adhesive bra recommended
    • Dual waist cutouts
    • Side ruched detailing
    • Fitted floor-length silhouette, asymmetrical side slit
    • Smooth sateen fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-2081

    Category Name: Night Out

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Wrapped Up Asymmetrical Mini Dress

    Wrap yourself in this versatile mini dress to take you from day to night! The dress features a sleeveless square neckline, flexible boning for structure, and an asymmetrical mini-length silhouette. The dress is composed of a lined mesh fabric that offers a form-hugging fit with minimal stretch. Dress this up for date night or use it as a stylishly spooky costume this season!

    Fit & Features

    • Sleeveless square neckline
    • Flexible boning
    • Back zipper and hook and eye closure
    • Asymmetrical mini length 
    • Lined mesh fabric
    • Form-hugging fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 05103-3871

    Category Name: Night Out

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Daring Diva Ruched Halter Mini Dress

    Dare to be a sultry diva in this sleeveless mini dress designed with a plunge-wired halter neckline and ruched side seams to accentuate your curves. Pair with earrings.

    Fit & Features

    • Lined smooth knit fabric with plenty of stretch
    • Sleeveless halter neckline, plunging wired notched accent
    • Halter strap with hook and bar closure, partially open back
    • Ruched side seams
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5838

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Leave An Impression Statement Bow Faux Leather Mini Skirt

    Nail the look in this statement bow faux leather mini skirt. High-rise, form-hugging, and topped with a bold side bow—this skirt is your new go-to for standout style.

    Fit & Features

    • Faux leather fabric
    • High-rise waist, side zipper closure
    • Side statement bow
    • Form-hugging fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06401-0729

    Category Name: Night Out

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Always Flattering Crepe A-Line Mini Dress

    This crepe cowl neck mini dress flaunts an A-line silhouette with a slit accent and spaghetti straps for a truly stylish look. Feel confident and look amazing in this fashionable, yet comfortable, mini dress that will become your go-to for any occasion! Complete the look in statement stiletto heels and a cropped jacket for dressy to semi-formal occasions!

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • A-line silhouette, slit accent
    • Mini-length hem
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2797

    Category Name: Night Out

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Attitude Strapless Ruffled Skater Romper

    Show up and show off a trendy attitude at happy hour in this strapless skater romper. The drop waist leads to a mini-length overlay with the cutest ruffled design and hidden shorts for coverage.

    Fit & Features

    • Ponte knit fabric, moderate stretch
    • Strapless straight neckline
    • Drop waist
    • Mini-length overlay, tiered ruffled design
    • Skater silhouette
    • Hidden fitted shorts
    • Runs true to size

    Style Number/Barcode: 06503-000046

    Category Name: Night Out

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • High Waist Faux Leather Paperbag Pants

    Make it edgy and glam with these trendy pants! These must-have pants feature a high-rise paper bag waist with a tie-waist belt, slant pockets, and a skinny straight leg. The pants are composed of a faux leather fabric that offers a form-hugging fit with a moderate stretch. Complete the look with a rhinestone bustier to create a glam date night outfit.

    Fit & Features

    • High-rise paper bag waist
    • Front hidden button, zipper, and hook and bar closure
    • Tie-waist belt
    • Slant pockets
    • Skinny straight leg
    • Faux leather fabric with a moderate stretch, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06502-0505

    Category Name: Night Out

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Butterfly Kiss Metallic Stiletto Heels

    Wrapped in whimsical inspiration, these metallic stiletto heels are a major showstopper! Showcasing a square toe and rhinestone embellished toe and spiral ankle straps adorned with delicate butterfly decor. Complete the look with a clutch for a birthday party!

    Fit & Features

    • 4" Stiletto heel
    • Metallic material
    • Rhinestone straps, butterfly decor
    • Cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4749

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flirt With Fate Crepe Mini Dress

    It must have been fate to bring you and this crepe mini dress together! Bring the flirtatious vibes in this sultry dress featuring sheer, floral velvet burnout peasant sleeves and a sweetheart neckline, a lightly padded bust with underwire, and a bodycon silhouette. Complete your dressy look in doorknocker earrings and heels.

    Fit & Features

    • Sheer, floral velvet burnout peasant sleeves, cinched ruffled hems
    • Sweetheart neckline, back zipper, hook and eye closure
    • Lightly padded bust, underwire
    • Bodycon silhouette
    • Mini-length hem
    • Lined crepe fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05101-1751

    Category Name: Night Out

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Make It Chic Stiletto Heels

    Make a chic impression with heels that elevate your look! The heels feature sleek lace-up straps, an open back, an open pointed toe, a sleek strap over the toe, and a sexy stiletto heel. The heels are composed of a faux leather material. Complete look with a bodysuit and a faux leather mini skirt.

    Fit & Features

    • Lace-up straps
    • Open back 
    • Open pointed toe, strap over the toe
    • Stiletto heel
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07401-3840

    Category Name: Night Out

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glam Rhinestone Square Buckle Belt

    Glam up your look with this rhinestone square buckle belt! It features a black hued faux leather belt embellished with small silver rhinestones and has a rhinestone detailed square buckle. Complete the look in a rhinestone trim denim jacket for extra glitz!

    Fit & Features

    • Faux leather material
    • Small rhinestones
    • Detailed rhinestone square buckle
    • Adjustable fit

    Style Number/Barcode: 07301-1024

    Category Name: Night Out

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • No Filter PU Slit Mini Skirt

    Picture perfect and no filter needed, flaunt your best self in this sultry faux leather mini skirt featuring a sleek high-rise waist, back zipper closure, and a bodycon silhouette and sultry front slit. Style this skirt for a party completing your look with a crop top and heels.

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Bodycon silhouette
    • Front slit 
    • Mini-length hem
    • PU faux leather fabric
    • Runs true to size

    Style Number/Barcode: 06401-0489

    Category Name: Night Out

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free