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.

  • Chic Alert Off-The-Shoulder Crop Top

    You'll look chic and snatched in this off-the-shoulder crop top designed with ruched knit fabric to hug your curves.

    Fit & Features

    • Stretchy knit fabric
    • V-wired neckline
    • Off-the-shoulder overlay design, short sleeves
    • Ruching
    • Cropped form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-5717

    Category Name: Night Out

    Price: $11.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Love To Shine Sequin Cutout Mini Dress

    You love to shine and have the spotlight on you, so this daring sequin mini dress is a perfect fit. The mini dress features a sleeveless square neckline, adjustable spaghetti straps, bold dual side cutouts at the waist that continue to the back, a mini-length hem, and a bodycon silhouette. The lined mesh fabric features all-over sequin embroidery for that ultimate glam vibe. Style with metallic heels.

    Fit & Features

    • Sleeveless square neckline, adjustable spaghetti straps
    • Dual side cutouts at the waist, continue to the back
    • Lower back zipper, hook and eye closure
    • Mini-length hem, bodycon silhouette
    • All-over sequin embroidery
    • Sheer mesh fabric, smooth knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-4745

    Category Name: Night Out

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fabulous By The Second Tweed Plaid Mini Skirt

    Step out looking fabulous in this tweed plaid mini skirt perfect for a posh day out in Beverly Hills! Crafted with a high-rise waist and form-hugging silhouette, this skirt exudes timeless 90s style. The tweed plaid fabric, sewn-in woven lining, and flirty front slit create a flawless finish. Complete the look with the matching blazer and loafers!

    Shop Matching Long Sleeve Blazer: Fabulous By The Second Tweed Plaid Crop Blazer

    Shop Matching Short Sleeve Blazer:
    Fabulous By The Second Short Sleeve Tweed Jacket

    Fit & Features

    • High-rise waist
    • Back zipper and hook-eye closure
    • Form-hugging fit
    • Front slit, mini-length hem
    • Tweed plaid fabric, sewn-in woven lining
    • Runs true to size

    Style Number/Barcode: 06401-0639

    Category Name: Night Out

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love The Feeling Short Sleeve Bodycon Mini Dress

    Get ready to love how you feel in this bodycon mini dress! With its asymmetrical neckline, short sleeves, side ruched seams, and bodycon fit, it's the perfect piece for a night out. And with its mini-length hem, you'll surely make a statement! Complete the look with hoop earrings.

    Fit & Features

    • Smooth knit fabric lined with knit, moderate stretch
    • Asymmetrical neckline
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3416

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Honey, I'm Home Faux Suede Bustier

    Flaunt your fab self for your honey in this faux suede bustier featuring a strapless bodice with non-slip grip lining, flexible boning inserts, a cropped hem, and a back zipper closure. Complete the look in a sleek mini skirt and basic heels. 

    Fit & Features

    • Lined faux suede fabric, minimal stretch
    • Strapless bodice
    • Non-slip grip lining
    • Flexible boning inserts
    • Cropped hem
    • Back zipper closure
    • Runs true to size

    Style Number/Barcode: 06003-1707

    Category Name: Night Out

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Satin Sleeveless Mini Dress

    Keep it sleek and stylish with this statement mini dress! It features a sleeveless bodice, a mini mock neck and a high waist that leads to a mini length silhouette. Dress is composed of a stretchy satin fabric that offers a body hugging fit with a slight stretch. Includes a back zipper closure.

     

    Style Number/Barcode: 05103-0307

    Category Name: Night Out

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Regining In Satin Bodysuit

    Reign like the stylin' queen you are in this stunning satin bodysuit!

    Fit & Features

    • Adjustable spaghetti straps
    • Plunging sweetheart neckline | Padded cups
    • High waist seam
    • Thong bottom | Dual snap button closures
    • Smooth satin-like fabric | Plenty of stretch

    Style Number/Barcode: 06003-0381

    Category Name: Night Out

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Extra Textured Door Knockers

    For the diva that is so extra, these door knockers are a must! The earrings feature a door knocker design and a textured finish that reflects a dazzling shine. Complete your look with a sleek bodycon dress to create a head-turning look.

    Fit & Features

    • Door knocker design
    • Textured finish
    • Post-back closure

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

    Style Number/Barcode: 07001-0922

    Category Name: Night Out

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Accents Triple Strap Heels

    Adding those luxe accents elevate your look, strap on these heels for a night out! The heels feature a zippered back, a triple strap design with chain-link accents, an open square toe, and a stiletto heel. The heels are composed of a satin-like material. Complete look with a glitter mini dress

    Fit & Features

    • Zippered back 
    • Triple strap design 
    • Chain link
    • Open square toe
    • Stiletto heel 
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-3484

    Category Name: Night Out

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Favorite Butterfly Earrings

    Let your style take flight with favorite butterfly earrings in gold. These 3-D beauties are perfect for adding a whimsical touch to any look. Effortlessly chic for any occasion!

    Fit & Features

    • 3-D butterfly design earrings
    • Post-back closure

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-2269

    Category Name: Night Out

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All About The Lace Crop Top

    Stun in this adorable lace crop top you can effortlessly dress up for a night out. It features a sleeveless sweetheart neckline with structured and padded cups, adjustable spaghetti straps, a lace-up front, and a cropped, form-hugging fit. Style this top with faux leather pants and heeled booties.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Structured and padded cups
    • Adjustable spaghetti straps
    • Lace-up front, tie closure
    • Cropped, form-hugging fit
    • Sheer lace fabric, front knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06001-3707

    Category Name: Night Out

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classy Yet Sassy Lace Trim Pleat Ponte Skater Romper

    Look classy and sassy in this ponte skater romper out on a day date! Featuring adjustable spaghetti straps for the perfect fit, a delicate sweetheart neckline with lace trim and a cute ribbon bow, and a flirty skater silhouette with a pleated short-length hem. Complete the look with a dainty layered necklace.

    Fit & Features

    • Ponte knit fabric, minimal stretch
    • Adjustable spaghetti straps
    • Sweetheart neckline, lace trim, ribbon bow
    • Skater silhouette
    • Pleated short-length hem
    • Runs true to size

    Style Number/Barcode: 06503-1191

    Category Name: Night Out

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Chic Cutout One-Shoulder Top

    Feel chic in this one-shoulder top featuring a flirty cutout and ruched silhouette that flatters your figure. Complete the look in high-waisted pants.

    Fit & Features

    • Double-lined brushed knit stretchy fabric
    • Asymmetric one-shoulder neckline
    • Front cutout
    • Long fitted sleeves
    • Ruching
    • Fitted mid-length hem
    • Runs true to size

    Style Number/Barcode: 06001-5460

    Category Name: Night Out

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • It's The Moment Floral Abstract Top

    It's your moment in this floral abstract top! Perfect for pairing with your go-to skirts or denim, this top is designed with an asymmetrical neckline and side ruched seams that flaunt your figure.

    Fit & Features

    • Floral abstract print, stretchy mesh fabric, sewn-in knit lining
    • Asymmetrical neckline
    • Side ruched seams
    • Fitted hem
    • Runs true to size

    Style Number/Barcode: 06001-000148

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glitter The Night Mesh Short Dress

    Twinkle all night in this glistening glitter short dress at the holiday cocktail party! The dress features a sleeveless sweetheart neck, adjustable spaghetti straps, a built-in padded bust with underwire support, and all-over ruched seams along the bodycon silhouette. The dress is composed of a glitter mesh-lined fabric with minimal stretch. Complete the look in platform heels for a chic style!

    Fit & Features

    • Sleeveless sweetheart neck, adjustable spaghetti straps
    • Back zipper and hook-eye closures
    • Built-in padded bust, underwire support
    • All-over ruched seams
    • Bodycon, short-length hem
    • Glitter mesh fabric, lined, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05101-1880

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam By Design Necklace And Earrings

    Showcase a glamorous style with this necklace and earrings set perfect for adorning your formal wear! It features an eight-layered rhinestone necklace and matching three-row fringe rhinestone earrings. Style with a chic ring set to complete the look!

    Fit & Features

    • Necklace and earrings set
    • Eight-layered rhinestone necklace
    • Lobster clasp closure
    • Three-row fringe rhinestone earrings
    • Post-back closure

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07002-1270

    Category Name: Night Out

    Price: $4.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Off the Shoulder Floral Lace Top

    Bring a chic touch in a floral lace top. This basic lace top features an off the shoulder neckline, fitted unlined long sleeves and a floral lace design throughout. The top is composed of an unlined lace fabric that offers a relaxed fit with a slight stretch. Complete your casually cute look with an adhesive strapless bra and fringe earrings

    Fit & Features

    • Off the shoulder neckline
    • Fitted unlined long sleeves
    • Floral lace fabric 
    • Relaxed fit with a slight stretch 
    • Bralettes sold separately 

    Style Number/Barcode: 06003-0955

    Category Name: Night Out

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Iconic Cropped Satin Bustier

    Keep your look iconic and in a bustier that radiates timeless luxe. The bustier features a plunging sweetheart neckline, piping detail to streamline bodice and composed of a glamourous satin-like fabric. Complete your look with high waist shorts and sleek hoops.

    Fit & Features

    • Plunging sweetheart neckline
    • Vertical piping detail
    • Satin-like fabric
    • Cropped hem

    Style Number/Barcode: 06003-1020

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Light The Night Rhinestone Fringe Sphere Clutch

    Let this sphere clutch light up your night to add that special detail to your formal evening outfit. The clutch features a one-of-a-kind sphere shape, a cascading fringe design throughout and a rhinestone embellished O-ring handle. Complete your glitzy look with a velvet dress and rhinestone cuff. 

    Fit & Features

    • Sphere-shaped body
    • Cascading rhinestone fringe design 
    • Rhinestone embellished O-ring handle

    Style Number/Barcode: 07204-0164

    Category Name: Night Out

    Price: $17.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Mia Sequin Tulle Party Dress

    Special Occasion

    Showcase a head-turning look in the flirty glam Mia party dress! She features a sleeveless V-neckline with a wrap-front design, adjustable spaghetti straps, a high waist, and a flowy flared-out party skirt. The sheer tulle fabric has all-over iridescent sequin details and has a full knit lining. Style this dress with rhinestone earrings and block heels.

    Fit & Features

    • Sleeveless V-neckline, wrap-front design
    • Adjustable spaghetti straps
    • Low scoop back design, zipper and hook and eye closure
    • High waist, flared-out party skirt
    • Sheer tulle fabric, iridescent sequin detailing, full knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-0581

    Category Name: Night Out

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Mood Lucite Block Heels

    Step into a trendy mood with heels that keep your look on point! The heels feature an open back, an adjustable ankle strap, an open almond toe with a clear strap over the toe, and a lucite block heel. Complete look with a ribbed midi dress and a moto jacket

    Fit & Features

    • Open back 
    • Adjustable ankle strap 
    • Open almond toe, strap over the toe
    • Lucite block heel 
    • Faux suede material, faux leather insole lining
    • Runs true to size 

    Style Number/Barcode: 07401-3326

    Category Name: Night Out

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stunning Look Satin One-Shoulder Dress

    You'll be looking so stunning in this satin mini dress for a glam night out! It features a one-shoulder strap neckline that leads to the strappy open-back design on a bodycon silhouette with an empire waistline. Complete the look in statement earrings.

    Fit & Features

    • One-shoulder strap neckline
    • Strappy open-back
    • Bodycon silhouette 
    • Empire waistline
    • Satin fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05103-4326

    Category Name: Night Out

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • In The Limelight V-Neck Mini Dress

    Enter the limelight with a mini dress that's sure to attract all the attention! This sultry bodycon dress flaunts your figure on a long sleeve and v-neckline with a faux wrap bust and a cutout waist accent. Complete the look in strappy mules for girl's night.

    Fit & Features

    • Long sleeves, v-neck
    • Faux wrap bust
    • Cutout waist
    • Bodycon silhouette
    • Mini-length hem
    • Slinky knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4683

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make The Cut One-Shoulder Mini Dress

    This sultry-chic dress will def make the cut and become a part of your wardrobe! It features an asymmetrical one-shoulder neckline, an alluring cutout above the bust, a single long fitted sleeve, and a mini-length bodycon silhouette. The smooth and lightweight knit fabric offers plenty of stretch so you can dance all night long! Style with sleek hoops and strappy heels for a night out at the club.

    Fit & Features

    • Asymmetrical one-shoulder neckline
    • Cutout above the bust
    • Single long fitted sleeve
    • Mini-length hem, fitted bodycon silhouette
    • Knit fabric, lining at the bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-4767

    Category Name: Night Out

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale