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.

  • Have It All V-Neck Halter Crop Top

    Care to have it all with this sultry crop top? It boasts a halter V-neckline with a spaghetti strap tie, a low back cut to flaunt some skin, and adjustable side drawstrings let you customize the fit along the cropped hem. Complete the look in women's best-selling bottoms for any casual occasion!

    Fit & Features

    • Knit fabric
    • Halter V-neckline, spaghetti strap tie
    • Low cut back
    • Adjustable side drawstrings
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06001-5353

    Category Name: Night Out

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Senorita Mesh Strappy Mini Dress

    Look and feel like a sultry senorita in this mesh mini dress perfect for an chic night on the town! It features a sleeveless cowl neckline, dual adjustable spaghetti straps with a tie-neck closure, and side and back ruched seams designed to flaunt your curves along the bodycon silhouette. Complete the look with hoop earrings.

    Fit & Features

    • Sleeveless cowl neckline
    • Dual adjustable spaghetti straps, tie-neck closure
    • Side and back ruched seams
    • Back zipper and hook-eye closure
    • Bodycon silhouette, mini-length hem
    • Mesh fabric, brushed soft knit stretchy lining
    • Runs true to size

    Style Number/Barcode: 05103-4919

    Category Name: Night Out

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Camryn Sweetheart Long Gown

    Special Occasion

    Start off your special night with the perfect attire. Introducing our Camryn, designed with a deep sweetheart  neckline, off shoulder sleeves, and a form fitting silhouette. The ruching down the center gives a flattering curve hugging detail and shows a high slit up the center. Her hem is floor sweeping and she is composed of a crepe material that offers moderate stretch.

    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: 05002-0375

    Category Name: Night Out

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Hard To Forget Ruched Mini Dress

    Keep it simply fab in a ruched dress that shows off your curves. Step out for your next GNO in this sleek dress that features a square neckline, a ruched body throughout, and a mini length silhouette. Complete your look with strappy clear heels and sleek hoop earrings

    Fit & Features

    • Sleeveless square neckline
    • Tank-like straps
    • Ruched body throughout 
    • Mini length silhouette
    • Form hugging fit, moderate stretch 

     

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

    Style Number/Barcode: 05103-1287

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Luxe Faux Fur Cropped Jacket

    Wrap yourself with a luxe jacket to accent your fancy dresses for your next night out. The jacket features an open front with a hook and eye closure, long sleeves, and a cropped fit. The jacket is composed of a soft to the touch faux fur fabric that offers a relaxed fit with minimal stretch. Complete look with a glitter mini dress

    Fit & Features  

    • Open front with hook and eye closure
    • Long sleeves
    • Cropped fit
    • Lined faux fur fabric
    • Relaxed fit
    • Minimal stretch 

    Style Number/Barcode: 06201-0136

    Category Name: Night Out

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Scene Stealer Tube Top

    Step into the spotlight with a tube top that draws all eyes on you! The top features a sleeveless square neckline and a cropped hem. The top is composed of a crepe fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching pants. 

    Shop Matching Pants: Scene Stealer High Waist Pants

    Fit & Features

    • Sleeveless square neckline
    • Cropped hem 
    • Crepe fabric 
    • Form hugging fit 
    • Moderate stretch 
    • Runs true to size 

    Style Number/Barcode: 06001-3250

    Category Name: Night Out

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Feels Faux Suede Stiletto Booties

    Channel a luxe look with booties that give your look that elevated touch! The booties feature a mid-calf fit, an inner zipper closure, a pointed toe, and a stiletto heel. The booties are composed of a faux suede material. Complete look with a plaid jacket and skinny jeans.

    Fit & Features

    • Mid-calf fit
    • Inner zipper closure
    • Pointed toe
    • Stiletto heel
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1476

    Category Name: Night Out

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Let Me Shine Cowl Tie-Back Top

    This cowl neck top lets you shine and shimmer all night! It features a sleeveless, cowl neck bodice, dual tie-back closures, cropped hem, and a shimmer metallic knit fabric with a moderate stretch. Complete the look in faux leather leggings.

    Fit & Features

    • Sleeveless, cowl neck
    • Dual tie-back closures
    • Cropped hem
    • Shimmer metallic knit fabric
    • Fits true to size, moderate stretch

    Style Number/Barcode: 06001-3787

    Category Name: Night Out

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Delivery Rhine Chainmail Bra

    Your package has arrived and it's looking so glam! Showcase your shine in this rhinestone chainmail bra featuring a halter V-neckline, center front hoop, cropped hem, and an open-back design with dual lobster clasp closures. Complete the look in a layered necklace and denim shorts.

    Fit & Features

    • Halter V-neckline
    • Center front hoop insert
    • Cropped hem
    • Open-back design
    • Dual lobster clasp closures
    • Rhinestone chainmail material
    • Runs true to size

    Style Number/Barcode: 07107-0784

    Category Name: Night Out

    Price: $13.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic Trendsetter Mary Jane Platform Heels

    You'll be a classic trendsetter in these adorable mary jane platform heels! They feature a closed almond toe, a thin adjustable ankle strap, a platform sole, and a block heel. Style with a chic handbag.

    Fit & Features

    • Closed almond toe
    • Thin adjustable ankle strap, buckle detail
    • Closed back
    • Platform sole
    • Block heel
    • Faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-4174

    Category Name: Night Out

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Midnight Sparkle Rhinestone Sheer Mini Dress

    Sparkle up the dance floor past midnight in this alluring sheer mini dress! It features a sleeveless sweetheart neckline with a built-in padded bust, adjustable spaghetti straps for a customized fit, a sheer waist panel with seam details to give the illusion of a corset bodice, and all-over glimmering rhinestone embellishments. The high waist seam leads to a mini-length hem with a bodycon silhouette, a knit lining, and all-over heat stone embellishments. Complete the look with strappy stilettos.

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust
    • Adjustable spaghetti straps
    • Sheer waist panel, corset seam details, sheer back
    • Back zipper, hook and eye closure, high waist seam
    • Mini-length hem, bodycon silhouette, knit lining
    • Rhinestone and heat stone embellishments
    • Sheer mesh fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4584

    Category Name: Night Out

    Price: $19.97 $62.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Gleaming Glitter Mini Dress

    Gleam on in dazzling glitter in this perf mini dress!

    Fits & Features

    • Square Neckline
    • Corded Straps
    • Mini Length Silhouette
    • Lined Velvet Fabric Adorned With Sparkling Glitter Accents
    • Curve-Hugging Fit I Moderate Stretch
    • Includes Back Zip Closure 

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

    Style Number/Barcode: 05103-0319

    Category Name: Night Out

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lace Be Real Organza Sleeve Mini Dress

    But srsly tho..you're def going to want to add to cart. Strut your stuff in the Lace Be Real mini dress!

    Fits & Features:

    • Lace-Up At Center Bodice
    • Ruffle-Trim Along The Neckline, Shoulders, And Hem
    • Zipper & Hook And Eye Closure At Back 
    • Sheer, Long Organza Sleeves With Elastic Cuffs
    • Linear Seaming Details At The Front I Adjustable Drawstring At The Hem
    • A-Line, Mini-Length Silhouette Skirt 
    • Fully Lined, Sheer Woven Knit Composition

     

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

    Style Number/Barcode: 05101-0757

    Category Name: Night Out

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Living For Lace Strappy Back Bodysuit

    Lace-up in this sultry bodysuit that brings major lace appeal. The bodysuit features a lace bodice, long sleeves, and a sexy strappy back design. Complete your look with a bralette and high waist jeans

    Fit & Features

    • High round neckline
    • Long sleeves
    • Sheer unlined
    • Lace bodice
    • Completely sheer, bralette pictured not included 
    • Dual snap closure
    • Thong bottom

    Style Number/Barcode: 06003-1008

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make It Sultry Halter Mini Dress

    Create a sultry moment with a mini dress that makes a bold statement! The dress features a ruched halter neck, adjustable ties at the neck, cutout at the bodice, and a mini-length silhouette. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with platforms

    Fit & Features

    • Ruched halter neck 
    • Adjustable ties at the neck
    • Cutout at the bodice
    • Mini length silhouette
    • Smooth knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05103-4179

    Category Name: Night Out

    Price: $6.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Only You Floral Midi Dress

    They'll have eyes for only you in this gorgeous floral midi dress. It features a sleeveless V-neckline, spaghetti straps, and a mid-length, curve-hugging fit with an asymmetrical hem. The lightweight stretchy knit fabric showcases an all-over romantic floral print. Style this dress with strappy heels.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Mid-length, form-fitting silhouette, asymmetrical hem
    • Knit fabric, moderate stretch
    • Floral print
    • Runs true to size

    Style Number/Barcode: 05101-1360

    Category Name: Night Out

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic And Iconic Textured Knit Midi Dress

    Step out in this chic and iconic midi dress for your bridal shower or birthday party! It features a sleeveless sweetheart neckline with a structured and padded bust, adjustable spaghetti straps, a corset-designed bodice with piping details and a high waist seam, a midi-length hem with a back slit accent, and a curve-hugging fit. The lined knit fabric features an all-over horizontal textured pattern. Style with a rhinestone jewelry set and clear heels.

    Fit & Features

    • Sleeveless sweetheart neckline, bust outline, structured and padded bust
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Corset-designed bodice, piping details, high waist seam
    • Midi-length hem, back slit
    • Curve-hugging silhouette
    • Textured knit fabric, smooth knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2403

    Category Name: Night Out

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fab Icon Butterfly Rhinestone Stiletto Heels

    A showstopping stiletto heel adorned with a whimsical rhinestone butterfly accent on sleek metallic that turns heads! 

    Fit & Features

    • Stiletto heel
    • Square toe
    • Rhinestone-embellished twist toe straps
    • Rhinestone-embellished ankle support strap
    • Adjustable ankle strap, buckle closure, rhinestone butterfly accent
    • Metallic faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000181

    Category Name: Night Out

    Price: $32.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • At My Best Crepe Lace Trim Corset Mini Dress

    Embrace your best look yet in this crepe corset mini dress for a daringly romantic vibe for date night! The crepe mini-length dress features a lace trim sweetheart neckline, shoulder straps, a sultry corset-style bodice with an underwire bust, flexible boning insert, and sheer lace trim that shows a peak of skin along the bodycon silhouette. Complete the look with a heart charm necklace and heels.

    Fit & Features

    • Sleeveless lace trim sweetheart neckline
    • Shoulder straps, back zipper and hook-eye closure
    • Corset-style bodice, underwire bust
    • Sheer lace trims, flexible boning
    • Bodycon silhouette, mini-length hem
    • Crepe fabric, bust knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2930

    Category Name: Night Out

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Perfect Silhouette Corset Bodycon Mini Dress

    This chic corset bodycon mini dress will give you the perfect silhouette to showcase your stunning curves! It features an off-the-shoulder sweetheart neckline with short sleeve cuffs, a fitted corset-style bodice with flexible boning for a snatched look, ruched side and back seams, a mini-length hem, and a bodycon fit to flaunt your figure. Complete your look with rhinestone heels for a pop of glamour.

    Fit & Features

    • Off-the-shoulder sweetheart neckline, short sleeve cuffs
    • Corset-style bodice, flexible boning, high waist seam
    • Ruched side and back seams
    • Back zipper, hook and eye closure
    • Mini-length hem, bodycon silhouette
    • Lined crepe top, lined sheer mesh skirt, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2529

    Category Name: Night Out

    Price: $5.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Essential Faux Suede Stiletto Thigh High Boots

    Kick-off the season in chic boots that are perfect for your next date night! The boots feature a thigh-high length, a pointed toe, and a sleek stiletto heel. Complete your look with a stunning mini skirt and sleeveless top

    Fit & Features

    • Thigh-high length
    • Inner zipper closure
    • Pointed toe
    • Stiletto heel 
    • Faux suede material 

    Style Number/Barcode: 07402-0191

    Category Name: Night Out

    Price: $22.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feelin' Girly Glitter Knit Mini Dress

    You'll be feelin' oh-so-girly in this pretty glitter knit mini dress! It features a square neck, a lace-up back, and a short, curve-hugging fit with an asymmetric hem. Pair this dress with a glimmering rhinestone cuff for a gorgeous look.

    Fit & Features

    • Spaghetti straps that lead to a lace-up back
    • Square neckline
    • Lower back zipper and hook and eye closure
    • Short, form-hugging fit
    • Asymmetric hem
    • Glitter knit fabric with moderate stretch

    Style Number/Barcode: 05103-3696

    Category Name: Night Out

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Glamour Rhinestone Strap Pumps

    Radiate classic glamour in these chic pumps! They feature a closed pointed toe, a sparkly rhinestone-adorned ankle strap, a closed back, and a block heel. Style with a little black dress and an envelope clutch for your next dinner date.

    Fit & Features

    • Closed pointed toe
    • Rhinestone embellished ankle strap, adjustable, buckle detail
    • Closed back
    • Block heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07401-4020

    Category Name: Night Out

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Janelle Sequin V-Neck Wrap Party Dress

    Special Occasion

    Play up your sparkle in the Janelle sequin party dress destined for the dance floor at prom, quinceaneras, or weddings! She features a sleeveless V-neckline with a sheer mesh insert, adjustable spaghetti straps, a padded bust, a bodycon silhouette, and a faux wrap mini-length hem. The formal dress is composed of a sequin-embellished fabric with a stretchy knit lining. Complete the look in glam rhinestone spiral heels.

    Fit & Features

    • Sleeveless V-neckline, sheer mesh insert
    • Adjustable spaghetti straps, padded bust
    • Back zipper and hook-eye closure
    • Bodycon silhouette, faux wrap mini-length hem
    • Sequin-embellished fabric, stretchy knit lining
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05001-1503

    Category Name: Night Out

    Price: $54.90

    Availability: Out of Stock

    Product Badge:
    • Sale