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.

  • Midnight Muse Glitter Knit Mini Dress

    Meet your special someone at midnight in this alluring glitter knit mini dress. It features a sleeveless sweetheart neckline with padded cups, dual bungee spaghetti straps that lead to a cross-back design, and a short, curve-hugging, bodycon silhouette. The glitter knit fabric includes a full knit lining. Style with sleek hoops and strappy heels.

    Fit & Features

    • Sleeveless sweetheart neckline, padded cups
    • Dual bungee spaghetti straps, cross-back design
    • Hidden back zipper, hook and eye closure
    • Mini-length hem
    • Fitted bodycon silhouette
    • Textured glitter knit fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1831

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fly Away Butterfly Applique Spiral Strap Heels

    Create an enchanting and ethereal look with these pretty spiral strap heels! They feature an open almond toe with dual thin straps, a thin spiral strap design that wraps around the heel and leg, mini rhinestone embellishments on the straps, multi-colored organza butterfly applique accents, an open back, and a thin stiletto heel. Style with a short skater dress for the perfect party look!

    Fit & Features

    • Open almond-shaped toe, dual thin straps
    • Thin spiral strap design, wraps around the heel and leg
    • Mini rhinestone embellishments
    • Multi-colored organza butterfly applique accents
    • Open back, stiletto heel
    • Faux leather material, subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4387

    Category Name: Night Out

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitz And Glitter Mini Dress
    With some glitz and glitter, you're bound for best style! This mini dress features a sleeveless bodice, tank-like shoulder straps, a square neck and back, and a short, form hugging fit. The dress is composed of a glitter knit fabric with plenty of stretch and a knit lining.

    Style Number/Barcode: 05103-0437

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lace Trim Satin Mini Dress

    The little lace detail this satin mini has gives it a sexy edge.

    Fits & Features

    • Adjustable Spaghetti Straps
    • Lace-Trimmed V Neck & Back
    • Hidden Back Zipper With Hook & Eye Closure
    • Flattering Bust Seams I High Waist Seam
    • Short, Form-Hugging Fit 
    • Small Front Slit
    • Satin Fabric I Minimal Stretch 

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

    Style Number/Barcode: 05103-0673

    Category Name: Night Out

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Spotlight Stealin' Satin Mini Dress

    YASSS. You go steal the spotlight in that satin mini dress bby! 

    Fit & Features

    • V- neckline | Spaghetti straps
    • Vertical seams down the center
    • Ruche Detailing
    • Satin 
    • Minimal stretch
    • No Zipper
    • Mid-length

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

      Style Number/Barcode: 05101-0380

      Category Name: Night Out

      Price: $9.97 $37.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Scoop Neck Asymmetric Maxi Dress

      Sunny days are finally here! Add this form-hugging maxi dress into your OOTDs! Style it up with a denim jacket for a casual look or edge it up with a leather jacket! 

      Fits & Features

      • Scoop Neckline
      • Spaghetti Straps That Cross At The Back 
      • Asymmetric Maxi Length Hemline Reveals Front Slit 
      • Smooth Jersey Knit Fabric 
      • Form Hugging Fit 
      • Plenty Of Stretch 

      Style Number/Barcode: 05101-0508

      Category Name: Night Out

      Price: $14.97 $37.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Flocked Velvet Leopard Print Bodycon

      Step up your night out look with trendy animal print! The dress features an off the shoulder neckline, sweetheart bust, long sleeves, a flocked velvet leopard print design, and a mini length hem. Complete look with stilettos and a quilted crossbody

      Fit & Features

      • Off the shoulder neckline
      • Sweetheart bust
      • Long sleeves
      • Flocked velvet leopard print 
      • Mini length silhouette
      • Lined

      Style Number/Barcode: 05103-3766

      Category Name: Night Out

      Price: $6.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Own The Night Faux Wrap Mini Dress

      Modern and sleek, this bodycon mini dress is ready for a night on the town! The dress features a sleeveless square neckline, spaghetti straps, a crepe bodice with a high-waist seam, and a satin asymmetrical wrap hem. Complete your party look in sassy heels.

      Fit & Features

      • Sleeveless square neck
      • Spaghetti straps
      • Crepe bodice, high waist seam
      • Satin asymmetrical wrap hem
      • Bodycon, mini-length
      • Minimal stretch
      • Runs true to size

      Style Number/Barcode: 05103-4525

      Category Name: Night Out

      Price: $9.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Sultry Stunner Lace-Up Satin Crop Top

      A sultry satin crop top that pairs perfectly with your favorite jeans and a rooftop bar! The stunning top boasts a lace trim neckline and lace-up back that'll attract all the compliments. 

      Fit & Features

      • Premium satin fabric
      • Lace trim cowl neckline
      • Spaghetti straps
      • Lace-up back
      • Cropped hem
      • Runs true to size

      Style Number/Barcode: 06003-2712

      Category Name: Night Out

      Price: $14.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Compliment Staple Basic Faux Leather Block Heels

      These faux leather heels are a staple for receiving so many compliments! They feature an almond toe with a sleek strap, a block heel, a padded footbed for comfort, and a closed ankle with a strap and zipper closure. Complete the look with a sleek handbag for any occasion!

      Fit & Features

      • 3" Block heel
      • Almond toe
      • Padded footbed
      • Closed ankle with strap, zipper closure
      • Faux leather material
      • Runs true to size

      Style Number/Barcode: 07401-4950

      Category Name: Night Out

      Price: $9.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Clearly On Trend PVC Strap Lucite Block Heels

      These nubuck heels are clearly on trend! They showcase a slender square toe, dual PVC clear straps, a lucite block heel, and a luxe fit breathable cushioned insole for comfort. Complete the look with a chic hair accessory.

      Fit & Features

      • 3.5" Lucite Block Heels
      • Square toe
      • PVC clear dual straps
      • Luxe fit breathable cushioned insole
      • Nubuck material
      • Runs true to size

      Style Number/Barcode: 07401-4960

      Category Name: Night Out

      Price: $9.97 $30.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Play The Game Checker Mini Dress

      Play the game of style with this checkered mini dress and you'll definitely get a checkmate! The sleeveless dress features a square neck, tank-style straps, flexible boning inserts, a bodycon silhouette, and a mini-length hem. Complete the look in a crop denim jacket for a casual daytime outing.

      Fit & Features

      • Sleeveless, square neck, tank-style straps
      • Flexible boning inserts
      • Back zipper and hook-eye closure
      • Bodycon fit, short-length hem
      • Checkered pattern
      • Rib-knit fabric, knit lining, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05102-4877

      Category Name: Night Out

      Price: $9.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Not Over Satin Halter Corset Top

      Once you catch sight of this satin corset top, you'll be falling for it over and over again! The sleeveless top features a halter plunge V-neckline with tie-back closure, low-cut sides with lace-up packets, hidden front hook and eye closures, flexible boning inserts, a cropped hem, and a partial open-back. Style with sleek skinny pants to complete the look!

      Fit & Features

      • Sleeveless halter plunge V-neckline, tie-back closure
      • Low-cut sides, lace-up plackets
      • Hidden front hook and eye closures
      • Flexible boning inserts, cropped hem
      • Partial open-back
      • Lined satin fabric, minimal stretch
      • Runs true to size

      Style Number/Barcode: 06003-2261

      Category Name: Night Out

      Price: $6.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Key To My Heart Mini Dress

      This chic mini will be the key to your heart! It features a mock neck, a semi-sheer back with a zipper and hook and eye closure, a sultry front key hole cut out, a semi-sheer waist inset, and a short, form hugging fit. The dress is composed of a flocked knit fabric that offers moderate stretch and showcases an all over intricate print.

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

      Style Number/Barcode: 05103-0195

      Category Name: Night Out

      Price: $9.97 $38.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Sparkle Diva Mini Dress

      Shine like the diva you are in this commanding mini dress!

      Fits & Features

      • Scoop Neckline With Padded Cups
      • Spaghetti Straps
      • Mini Length Silhouette
      • Lined Knit Fabric With Flocked Velvet & Glitter Accents Throughout
      • Curve Hugging Fit I Moderate Stretch 
      • Glitter May Transfer

       

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

      Style Number/Barcode: 05103-0412

      Category Name: Night Out

      Price: $9.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Glitter Nights Strappy Back Dress

      Shine under the moonlight wearing this bodycon dress featuring a cowl neckline, glitter accents, and a strappy back design. The luxe velvet fabric hugs your curves while offering a moderate stretch. Complete your look with heels.

      Fit & Features

      • Cowl neckline
      • Sleeveless
      • Strappy back design
      • Luxe velvet fabric, moderate stretch 
      • Bodycon fit, mini length
      • Runs true to size

      Style Number/Barcode: 05103-4143

      Category Name: Night Out

      Price: $6.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Crushing On Velvet Wrap Mini Dress

      You'll be all over this velvet mini dress on your next club night! It features a square neckline, spaghetti straps, a fitted bodice, and a short wrap skirt. Complete the look in sparkly heels and a clutch.

      Fit & Features

      • Sleeveless, spaghetti straps
      • Square neckline, fitted bodice
      • Wrap mini skirt
      • Luxe velvet-lined fabric
      • Moderate stretch
      • Fits true to size

      Style Number/Barcode: 05103-3966

      Category Name: Night Out

      Price: $19.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Lady's Night Nubuck Buckle Stiletto Heels

      Grab the girls and slip on these sexy stiletto heels for a night on the town! They feature a square toe, platform sole, wide toe strap, and closed ankle with dual adjustable buckle strap closures. Complete the look in a sultry satin dress.

      Fit & Features

      • Square toe
      • Platform sole
      • Stiletto heel
      • Dual adjustable buckle ankle straps
      • Closed ankle, wide toe strap
      • Nubuck material
      • Runs true to size

      Style Number/Barcode: 07401-3639

      Category Name: Night Out

      Price: $12.97 $30.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Wonderstruck Beauty Lace-Up Dress

      Everyone will be struck by your beauty n this glitter mini dress perf for a club night! It features a sleeveless square neck with halter straps, a hip pleat seam to accentuate your curves, an asymmetrical hem, and an open lace-up back with tie closure. Complete the look in glitzy heels. 

      Fit & Features

      • Sleeveless square neck
      • Halter straps
      • Hip pleat seam, bodycon fit
      • Asymmetrical mini hem
      • Open lace-up back with tie closure
      • Glitter knit fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05103-4531

      Category Name: Night Out

      Price: $9.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Better Together Bodycon Mini Skirt

      You and this mini skirt are better together on a Friday night out! It features a sleek high-rise waist, bodycon silhouette, and a fitted hem on textured knit fabric with a lining. Complete the look with the matching bodysuit.

      Shop Matching Bodysuit: Better Together Strapless Bodysuit

      Fit & Features

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

      Style Number/Barcode: 06501-0859

      Category Name: Night Out

      Price: $9.97 $22.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Dazzling Starlet Sequin Long Sleeve Mini Dress

      Dazzle like a star in this sequin mini dress to make your grand debut at parties! The mini-length dress features sheer fitted long sleeves, a mock neckline, and a sexy ruched bodycon silhouette that flaunts your figure on sequin embroidered knit fabric. Complete the look in sparkling block heels.

      Fit & Features

      • Sheer fitted long sleeves
      • Mock neckline
      • Back zipper, hook and eye closure
      • Ruching, bodycon silhouette, mini-length hem
      • Sequin embroidery
      • Sheer knit fabric, partial knit lining, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05101-2761

      Category Name: Night Out

      Price: $5.97 $54.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Flaunt Your 'Fit Sleek Bodycon Mini Dress

      You'll love flaunting your sultry 'fit in this sleek stretchy knit mini dress featuring a sleeveless square neck and back, thin tank shoulder straps, and a short bodycon silhouette to highlight your gorgeous curves. Iconic for a night out, pair with stiletto heels.

      Fit & Features

      • Stretchy sleek knit fabric
      • Square neck and back
      • Tank shoulder straps
      • Under-bust seam, dual vertical seams
      • Mini-length bodycon fit
      • Runs true to size

      Style Number/Barcode: 05103-5853

      Category Name: Night Out

      Price: $9.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • What An Angel Bustier Bodysuit

      What's your secret for being sweet and sexy? This black bodysuit features a plunging sweetheart neckline, a lace bustier bodice with padding and underwire, long fitted sleeves, a hidden back zipper closure, and a knit bottom with snap button closures. Bodysuit is composed of a sheer mesh fabric. 

      Style Number/Barcode: 06003-9718

      Category Name: Night Out

      Price: $12.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Butterfly Fly Away Cubic Zirconia Studs

      These adorable butterfly earrings give us all the nostalgic vibes, and just put us in a good mood! Right!? You need.

      • Butterfly stud earrings
      • Available in silver or pink
      • Baguette rhinestone detailing
      • Cubic Zirconia
      • Post back closure

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

      Style Number/Barcode: 07001-0360

      Category Name: Night Out

      Price: $6.97 $14.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale