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.

  • Disco Daze Velvet Booties

    Get inspired by glitter, and retro vibes this season my love! These booties have that party ready vibe that we've been searching for!

    • Velvet Corduroy 
    • Block heel
    • Almond shaped toe
    • Metallic Glitter stripes
    • Zipper closure 
    • Ankle fit

    Style Number/Barcode: 07403-0129

    Category Name: Night Out

    Price: $27.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Leopard Print Ruched Satin Mini Skirt

    Satin and leopard print, need we say more?! This ruched detail mini skirt is effortlessly on trend.

    Fit & Features

    • High rise waist
    • Back zipper closure
    • Ruched sides with ties at hem
    • Short, curve hugging fit
    • Leopard print
    • Smooth satin-like fabric

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06401-0155

    Category Name: Night Out

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Snake Print Face Mask

    Stay safe while making a sassy statement in this adorable face mask! It features an allover snake print and earloops for comfortable wear. Pair this face mask with your basic everyday 'fit to give it a trendy vibe.

    Fit & Features

    • Allover snake print
    • Earloops
    • This is not a medical-grade mask nor is a substitute for medical-grade equipment
    • Wash before and after use is recommended
    • Please consult local health authority for guidance on the use of non-medical grade masks

     

    Face masks are final sale merchandise and may not be returned or exchanged.

    Style Number/Barcode: 07305-0206

    Category Name: Night Out

    Price: $2.97 $6.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Major Babe One Shoulder Crop Top

    Hey major babe! Get a stunning, sexy look in this one shoulder crop top! Pair it with some light wash high rise distressed jeans or a sleek satin midi skirt to dress it up!

    Fit & Features

    • One shoulder neckline
    • Tank-like shoulder strap
    • Sweetheart twist front
    • Exposed back zipper
    • Cropped | Drop detail
    • Ribbed knit fabric

    Style Number/Barcode: 06003-0799

    Category Name: Night Out

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Daring Diva Lace Up Stiletto Heels

    Dare to go bold with stiletto heels that amp your night out outfit! The heels feature a zippered back, a bold caged cutout design, lace-up ties, a peep toe, and a sleek stiletto heel. Complete look with an LBD. 

    Fit & Features

    • Zippered back 
    • Caged cutout design 
    • Lace-up ties
    • Peep toe 
    • Stiletto heel
    • Faux suede
    • Runs true to size 

    Style Number/Barcode: 07403-1251

    Category Name: Night Out

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek And Stylin' Ruched Midi Skirt

    Slay the day in this sleek and stylish midi skirt featuring a high-rise waist, ruched sides, and a curve-hugging silhouette. Composed of smooth knit fabric with a moderate stretch. Perfect for styling with a crop denim jacket.

    Fit & Features

    • High-rise waist
    • Ruched sides
    • Curve-hugging silhouette
    • Midi hem
    • Smooth knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06501-0566

    Category Name: Night Out

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Budding Romance Floral Mesh Bodysuit

    Your date won't be able to keep their eyes off of you in this sweet and stylish floral bodysuit. It features a square neckline, sheer long peasant sleeves, front ruching, a thong bottom, and an all-over blooming rose print. The airy mesh fabric includes a front knit lining. Pair this bodysuit with a high-rise skirt and mules.

    Fit & Features

    • Square neckline
    • Sheer long peasant sleeves, elastic cinched hems
    • Front ruching
    • Thong bottom, dual snap button closure
    • Form-hugging fit
    • Rose print, sheer mesh fabric, front knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-4365

    Category Name: Night Out

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Coolest Style Bleach Dye Denim Mini Skirt

    Unlock this coolest style with this denim mini skirt featuring a trendy belted waist and a bleach-dye design to give it a little edge. Pair with booties.

    Fit & Features

    • Denim fabric, bleach dye design
    • Mid-rise belted waist
    • Front button and hidden zipper closure
    • Mini-length form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06601-0218

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sheer Coverage Mesh Sleeve Cutout Crop Top

    Discover this sexy crop top with eye-catching detail for maximum impact wherever you wear it! The top features sheer mesh fitted long sleeves, an asymmetrical cut neckline, a cutout bust, and a fitted crop hem. Complete the look in sultry faux leather shorts for a GNO!

    Fit & Fetaures

    • Sheer mesh fitted long sleeves
    • Asymmetrical cut neckline
    • Cutout bust
    • Fitted crop hem
    • Double-lined front bodice
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4910

    Category Name: Night Out

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • In Bloom Velvet Floral Mini Dress

    This mini dress is in bloom for the holiday season! It features sheer fitted long sleeves, a sweetheart neckline with a padded bust, a front ruched seam for added flair, and a bodycon silhouette. The dress is designed with a romantic velvet floral burnout pattern on mesh fabric with a stretchy knit lining. Complete the look with earrings for a holiday dinner or party!

    Fit & Features

    • Sheer fitted long sleeves
    • Sweetheart neckline, padded bust
    • Back zipper and hook-eye closure
    • Front ruched seam, bodycon silhouette, mini-length hem
    • Velvet floral burnout pattern
    • Mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2848

    Category Name: Night Out

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Breaking News Denim Slit Mini Skirt

    You'll make the headlines in this newspaper mini skirt! It features a high-rise waist, a flattering bodycon silhouette, and a slit accent along the fitted hem on rigid denim fabric with minimal stretch. Complete the look with a basic tee and crop jacket for a cute everyday style!

    Fit & Features

    • High-rise waist
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Slit accent
    • Mini-length hem
    • Newspaper print, rigid denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06601-0172

    Category Name: Night Out

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Fashion Patent Platform Block Heels

    These high fashion patent block heels are the perfect addition to any wardrobe! Featuring a square toe, platform sole, block heel, and adjustable ankle strap with buckle closure, this patent leather shoe will keep you looking chic and fashionable. Complete the look with a trendy shoulder bag.

    Fit & Features

    • Square toe
    • Platform sole
    • Block heel
    • Adjustable ankle strap, buckle closure
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07401-4648

    Category Name: Night Out

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Drama Rhinestone Strappy Platform Heels

    Bring the glam drama to your party 'fit with these rhinestone strappy platform heels. They feature an open almond-shaped toe, an asymmetric thin strappy design with sparkling rhinestone embellishments, an adjustable heel strap, a platform sole, and a tall block heel. Style with a glitzy clutch.

    Fit & Features

    • Open almond-shaped toe
    • Asymmetric strappy design, rhinestone embellishments
    • Adjustable heel strap, buckle detail
    • Platform sole, tall block heel
    • Faux leather material, subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4626

    Category Name: Night Out

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Country Girl Cow Print Ruched Knit Mini Dress

    Create a cute country girl 'fit for festival season with this adorable cow print mini dress! The lightweight brushed knit fabric offers plenty of stretch to dance all day. The sleeveless bodice has a classic square neck and back design with spaghetti straps. Ruching down the side seams will accentuate your curves on the form-hugging mini-length silhouette. Style this bodycon dress with a cropped denim jacket and rhinestone cowboy boots!

    Fit & Features

    • Stretchy brushed knit fabric
    • Cow print
    • Sleeveless square neck and back
    • Spaghetti straps
    • Ruched side seams
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5582

    Category Name: Night Out

    Price: $6.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitzy Allure Glitter Strappy Back Mini Dress

    Glitz up the night in this iconic mini dress designed with a diamond-shaped stitched and glitter pattern for a gorgeous look. The short bodycon dress features a sweetheart neckline accented with a draped cowl overlay and an alluring open back detailed with sleek bar straps.

    Fit & Features

    • Glitter knit fabric lined with knit, plenty of stretch
    • Stitched and glitter diamond-shaped pattern
    • Sweetheart neckline with padded bust, draped cowl overlay
    • Spaghetti straps
    • Open back with vertical bar straps, lower back ruching
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5492

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ready For Cocktail Hour Satin Mesh Midi Dress

    This gorgeous satin mesh midi dress will have you ready for cocktail hour! Featuring a sleeveless sweetheart neckline with a sleek satin bust, adjustable spaghetti straps, a ruched mesh body, and a midi-length hem with a curve-hugging silhouette, this dress is so elevated and chic. The sheer mesh fabric includes a full knit lining. Complete the look with strappy stilettos.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Satin bust, padded cups
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Ruched mesh body
    • Midi-length hem, back slit accent, curve-hugging fit
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1901

    Category Name: Night Out

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Natural Feels Floral Lace-Up Corset

    Unveil your natural beauty in this femme floral print corset top! It features a strapless neckline, front hook and eye closures, a curved crop hem, and an open lace-up back design. The corset is composed of a lined woven fabric with no stretch. Complete the look in faux leather pants for date night!

    Fit & Features

    • Strapless neckline
    • Front hook and eye closures
    • Curved crop hem
    • Open lace-up back design
    • Floral print
    • Lined woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-2091

    Category Name: Night Out

    Price: $7.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • O Ring Buckle Skinny Belts

    O my goodness, these belts are too cute! The pack features two faux leather skinny belts in black and tan that have gold hued O ring metal buckles for added flair.

    Style Number/Barcode: 07301-1017

    Category Name: Night Out

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glistening Satin Mini Dress

    Glisten and gleam in your next favorite little dress! This sweet mini features a deep V neckline that is wired, spaghetti straps that are adjustable and lead to a square back, and a double vertical seam that leads down to mini slits at either side of the hem. Hem of dress hits above thigh. This mini is composed of a satin-like material that offers a form fitting silhouette with moderate stretch, also has a zipper closure center back.

    Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0214

    Category Name: Night Out

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Velvet Glamour Bralette

    Channel a luxe look with this chic bralette! It features an all over velvet fabric, triangle-shaped cups, adjustable spaghetti straps and a hook and eye closure. Be sure to pick up the matching pants to complete your look! 

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

    Style Number/Barcode: 06001-1535

    Category Name: Night Out

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cubic Zirconia Floral Stud Earrings

    This pair of earrings show major class with the design of a beautiful blooming flower. They have a post back closure and are composed of cubic zirconia rhinestones which have more sparkle and gleam than the average stone!

     

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

    Style Number/Barcode: 07001-0200

    Category Name: Night Out

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Cut Out Mini Dress

    Cute and casual, this mini dress needs to be in your closet! It features an elastic banded off the shoulder square neckline, long fitted sleeves, a front waist cut out, and a short, curve hugging fit. Dress is composed of a ribbed knit fabric with plenty of stretch.

    Hunter: Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Rust: Model is 5'8" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0260

    Category Name: Night Out

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Laylah Sequin Mermaid Gown

    Special Occasion

    Have the time of your life and dance the night away in our Layla! She features a v neckline, adjustable spaghetti straps that lead to a square back with a zipper closure. She features a cup stitching at the bodice and a subtle banded waist line. She has a mini skirt lining that is sewn in place which makes her easy to move around in, and a floor length mermaid hemline. She is composed of a mesh material that offers a form fitting silhouette with slight stretch, that showcases a beautifully detailed geometric and floral sequin pattern! 

    Model is 5'7" with a 34" 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: 05002-0272

    Category Name: Night Out

    Price: $29.97 $119.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux Patent Leather Leggings

    Step out in the edge with these sleek faux leather leggings! 

    Fit & Features 

    • Elastic High Waist 
    • Skinny Leg Fit
    • Patent Faux Leather
    • Curve Hugging Fit
    • Minimal Stretch 

    Style Number/Barcode: 06502-0244

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance