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.

  • Glimmer Goals Glitter Mesh Stiletto Heels

    Showcase glimmer goals with these classic glam glitter mesh stiletto heels. They feature an open almond-shaped toe with a strap, a thin adjustable ankle strap, a closed back, a short platform sole, and a stiletto heel. The glitter mesh material will shimmer with each step you take! Style these heels with rhinestone earrings for some added sparkle.

    Fit & Features

    • Open almond-shaped toe, toe strap
    • Thin adjustable ankle strap, buckle detail
    • Closed back
    • Short platform sole
    • Stiletto heel
    • Glitter mesh material
    • Runs true to size

    Style Number/Barcode: 07401-4362

    Category Name: Night Out

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Walk The Runway Rhinestone Stiletto Heels

    Strut in these metallic stiletto heels for the most glamorous runway walk! They feature a square toe, dual rhinestone toe straps an asymmetrical foot strap, a glitzy rhinestone ball stiletto heel,  and an adjustable ankle strap with buckle closure. Complete the look with a glitzy ring set for a formal occasion!

    Fit & Features

    • Square toe
    • Dual rhinestone toe straps
    • Rhinestone asymmetrical foot strap
    • Rhinestone ball stiletto heel
    • Adjustable ankle strap, buckle closure
    • Metallic material
    • Runs true to size

    Style Number/Barcode: 07401-4551

    Category Name: Night Out

    Price: $4.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Absolute Dream Velvet Midi Dress

    Make your entrance in this velvet midi dress designed to stun! It features a sleeveless square neck, spaghetti straps, fitted bodice with side pleats leading to the form-hugging asymmetrical wrap hem. Complete your dreamy look with a chic clutch and heels.

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Fitted bodice, side pleats
    • Form-hugging silhouette
    • Asymmetrical wrap midi hem
    • Lined velvet fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1886

    Category Name: Night Out

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glimmer And Glitter Mini Dress

    Glimmer and glitter the night away in this mini dress that will be sure to make you stand out! It features a sleeveless bodice, spaghetti straps, a square neckline, a sheer waist inset with a mini waistband detail, and a short, form-hugging fit. The dress is composed of a sheer glitter mesh fabric with a knit lining and offers moderate stretch. Glitter may transfer.

    Style Number/Barcode: 05103-0311

    Category Name: Night Out

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Puff Sleeve Ruched Knit Mini Dress

    Keep on trend in a puff sleeve dress. This must-have dress features a sweetheart neckline with ruched detailing, puff sleeves, and a mini length silhouette. The dress is composed of a knit fabric that offers a form hugging fit with a slight stretch. Complete look with a pair of pumps and earrings

    Fit & Features 

    • Sweetheart neckline 
    • Ruched detailing at the bust 
    • Short puff sleeves 
    • Knit fabric 
    • Form hugging fit 
    • Moderate stretch 

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

    Style Number/Barcode: 05102-0733

    Category Name: Night Out

    Price: $10.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wicked Games Faux Patent Leather Crop Top

    Dare to go bold in this crop top that brings the heat to your night out. The crop top features a trendy square neckline, spaghetti straps, and composed of a faux patent leather fabric. Complete your head-turning look with the matching mini skirt and faux patent leather boots

    Shop Matching Mini Skirt: Wicked Games Faux Patent Leather Mini Skirt

    Fit & Features

    • Sleeveless 
    • Square neckline
    • Spaghetti straps
    • Cropped hem
    • Faux patent leather fabric
    • Form hugging fit, slight stretch 
    • Matching skirt sold separately

     

    Style Number/Barcode: 06003-1031

    Category Name: Night Out

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Leopard Print Mock Neck Bodysuit

    Layer up in trendy leopard print with this mock neck bodysuit. It features long fitted sleeves paired with a thong bottom with dual snap button closures. The knit fabric offers plenty of stretch and a form hugging fit.

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

    Style Number/Barcode: 06001-2146

    Category Name: Night Out

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Slay In Style Ribbed Scoop Neck Midi Dress

    Slay in this midi dress that brings some major chic vibes! The dress features a scoop neckline, tank-straps, and a chic tie-waist belt to create an hourglass illusion. Complete your night-out look with a faux leather jacket.

    Fit & Features

    • Scoop neckline
    • Tank-straps
    • Tie-waist belt 
    • Ribbed sweater knit fabric
    • Midi-length silhouette
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-0929

    Category Name: Night Out

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Twisted Rhinestone Hoop Earrings

    Add a glam touch to your look with these glitzy rhinestone hoop earrings! They feature a large hoop earring with a twisted rhinestone design. Pair these hoops with a basic tee and distressed denim to elevate your everyday casual 'fit.

    Fit & Features

    • Large hoop earring
    • Twisted rhinestone design

     

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

    Style Number/Barcode: 07001-0417

    Category Name: Night Out

    Price: $4.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Holiday Sparkle Sequin Crop Top

    Shine bright this holiday season in this chic sequin top. The top features sequins, a mock neck, long sleeves, and a cropped hem. Complete look with the matching mini skirt and heels.

    Shop Matching Burgundy Skirt: Holiday Sparkle Sequin Faux Wrap Skirt

    Shop Matching Black Skirt: Holiday Sparkle Sequin Faux Wrap Skirt

    Fit & Features

    • Mock neck
    • Long sleeves
    • Cropped hem
    • Sequins
    • Lined mesh fabric
    • Form hugging fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1526

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Edge Faux Leather Hoodie

    Bring some major edge to your look with a hoodie that dares to go bold! The hoodie features a zipper front closure, a drawstring hood, long sleeves, and an elastic cropped hem. The jacket is composed of a faux leather fabric that offers a relaxed fit. Complete the look with a bodysuit and skinny jeans.

    Fit & Features

    • Drawstring hood
    • Zipper front closure
    • Long sleeves, hidden side pockets
    • Elastic cropped hem
    • Lined faux leather fabric
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06204-1087

    Category Name: Night Out

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Criss Cross Clear Heels
    Dress up your everyday look with a pair of clear heels! Designed with an open almond toe, criss cross pvc straps, and a wrap around ankle strap with a  pin buckle closure. Our fav part is that they also have a clear block heel! Pair with your favorite denim to amp up your day to day style.

    Style Number/Barcode: 07401-0466

    Category Name: Night Out

    Price: $24.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitz And Glimmer Faux Wrap Front Crop Top

    Get all that glitz and glimmer in this gorgeous crop top! It features a faux-wrap front creating a flattering V neckline and is composed of a shimmery lurex knit fabric. Pair this top with denim and rhinestone earrings to give your everyday look a touch of glam.

    Fit & Features

    • Long fitted sleeves
    • Faux wrap front
    • V neckline
    • Tie front detail
    • Cropped
    • Shimmery lurex knit fabric

    Style Number/Barcode: 06001-2857

    Category Name: Night Out

    Price: $13.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Gimme More Twist Cutout Bodysuit

    Elevate your basics in this long sleeve bodysuit featuring a crew neck and a sultry front cutout design with a twisted bodice, dual snap closure, and a thong cut bottom. Complete the look in faux leather pants.

    Fit & Features

    • Long fitted sleeves, crew neck
    • Front cutout design, twisted bodice
    • Dual snap closure
    • Thong-cut bottom
    • Soft knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3979

    Category Name: Night Out

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Go With The Vibe Slit Midi Skirt

    Embrace your daring side and let this midi skirt elevate your look. Its sleek high-rise waist and side slit highlight your confidence and flair, perfect for making a statement at any event. Pair with the matching top.

    Shop Matching Top: Go With The Vibe Halter Crop Top

    Fit & Features

    • Slinky knit stretchy fabric
    • High-rise waist
    • Side pleated hip seam
    • High side slit
    • Form-hugging silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 06501-000062

    Category Name: Night Out

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Gorgeous Gal Corset Mini Dress

    Showcase your gorgeous silhouette in this chic corset mini dress. It features a sleeveless V-neckline, spaghetti straps that lead to a cross-back lace-up design, a corset-designed bodice, and a short, curve-hugging, bodycon silhouette. Style this dress with platform heels.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Cross-back lace-up strappy design, tie closure
    • Corset-designed bodice
    • Mini-length hem, fitted bodycon silhouette
    • Smooth lined knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-4644

    Category Name: Night Out

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Front Runner Satin Lace-Up Dress

    Lead the way for sultry style in this satin mini dress featuring a sleeveless v-neck, spaghetti straps, a front slit accent, and a lace-up back design. Complete the look with glitzy earrings.

    Fit & Features

    • Sleeveless v-neck
    • Spaghetti straps
    • Lace-up back design
    • Bodycon silhouette
    • Front slit along the mini-length hem
    • Smooth satin fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05101-2087

    Category Name: Night Out

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Long Sleeve Ribbed Mini Dress

    Keep it cozy with this pretty knit dress! It features a plunging V neckline, long puff sleeves and a mini length silhouette. Dress is composed of a ribbed knit fabric that offers a form hugging fit. 

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

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

    Style Number/Barcode: 05102-0365

    Category Name: Night Out

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cuddle Up Faux Fur Bomber Jacket

    Cuddle up this season with a cute bomber jacket to layer over your casual outfits! The jacket features a collared neckline, a zipper front closure, long sleeves, hidden side pockets, and a cropped elastic hem. The jacket is composed of a lined faux fur fabric that offers a relaxed fit with minimal stretch. Complete look with faux suede boots!

    Fit & Features

    • Collared neckline
    • Zipper front closure
    • Long sleeves, elastic banded hems
    • Hidden side pockets
    • Cropped elastic hem
    • Lined faux fur fabric, relaxed fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06201-0304

    Category Name: Night Out

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Rise And Stun Lace-Up Crop Top

    It's time to rise and stun in this crop top! It features long sleeves, a sweetheart neckline with a rhinestone lace-up design, and chic ruching on a cropped hem. Composed of a smooth knit fabric with a moderate stretch. Perfect for styling with a sexy mini skirt and boots.

    Fit & Features

    • Long sleeves, sweetheart neckline
    • Rhinestone lace-up front design
    • Ruching detail
    • Cropped hem
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3718

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • A Total Vibe Halter Bodysuit

    You in this sultry-chic bodysuit would be a total vibe! Featuring a sleeveless twist-front halter neckline with a center keyhole cutout at the bust, this bodysuit will elevate your basic look. Style with a faux leather skirt and mules.

    Fit & Features

    • Sleeveless twist-front halter neckline
    • Center keyhole cutout
    • Open back
    • Thong bottom, dual snap-button closure
    • Smooth knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-4271

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lace Me Up Glitter Mini Dress

    Lace yourself up in this glitter mini dress for a fabulous strut into the party or club! The sassy mini-length dress features a square neckline, dual spaghetti straps that lead to the lace-up open-back design, and a bodycon silhouette. Complete the look in rhinestone heels.

    Fit & Features

    • Sleeveless square neckline
    • Dual spaghetti straps
    • Lace-up, open-back design
    • Bodycon silhouette, mini-length hem
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5443

    Category Name: Night Out

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Nothing Sweeter Off-The-Shoulder Crop Top

    Nothing's sweeter than you in this off-the-shoulder crop top perfect for sunny days out and about! Crafted from a soft rib knit stretchy fabric, an alluring off-the-shoulder neckline, and fitted long sleeves, the top accentuates your figure. The front ruched drawstring adds a touch of detail while the cropped hem gives you a flirty and playful look. Complete the look in denim jeans and sandals for a trendy vibe!

    Fit & Features

    • Soft rib knit stretchy fabric
    • Front ruched drawstring
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06002-1755

    Category Name: Night Out

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Essential Faux Nubuck Block Heels

    Complete your ensembles with this versatile black heels for that polishing touch! They feature a closed back, an adjustable ankle strap with velcro closure, an open toe with single strap and a low block heel. Shoes are composed of a black hued faux nubuck material and faux leather insole lining.

    Style Number/Barcode: 07401-0183

    Category Name: Night Out

    Price: $21.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free