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.

  • Floral Passion Surplice Mesh Bodysuit

    Channel your romantic side with this charming bodysuit! The bodysuit features a plunging V-neckline, sheer long sleeves, a floral print, and a contrast knit bottom. The bodysuit is composed of a semi-sheer mesh fabric that offers a form hugging fit with a moderate stretch. Complete the look with a mini skirt.

    Fit & Features

    • Plunging V-neckline
    • Sheer long fitted sleeves
    • Floral print
    • Contrast knit bottom
    • Dual snap button closure  
    • Lined semi-sheer mesh fabric with moderate stretch
    • Form-hugging fit

    Style Number/Barcode: 06001-2973

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped In Lace Asymmetrical Mini Dress

    Wrap yourself in a sultry mini dress that puts you front and center! The dress features a sleeveless V-neckline with lace trim, spaghetti straps, ruching, and an asymmetrical wrap silhouette. The dress is composed of stretchy satin fabric that offers a form-hugging fit with a moderate stretch. Complete look with rhinestone heels and rhinestone door knocker earrings.

    Fit & Features

    • Sleeveless V-neckline, lace trim
    • Spaghetti straps
    • Ruching 
    • Asymmetrical wrap silhouette
    • Mini-length 
    • Satin fabric 
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1138

    Category Name: Night Out

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dazzling Glow Embellished Bustier

    Bring a dazzling glow to your night-out look in this gorgeous embellished bustier. It features a sweetheart neckline, structured and padded cups, adjustable and removable spaghetti straps, stunning front rhinestone embellishment, and a cropped, form-hugging fit. Style this bustier with faux leather pants and gold statement earrings.

    Fit & Features

    • Sleeveless sweetheart neckline, structured and padded cups
    • Adjustable and removable spaghetti straps
    • Back hook and eye closures
    • Front mini rhinestone embellishment
    • Cropped, form-hugging fit
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06003-1468

    Category Name: Night Out

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Pretty In Pleats Satin Cropped Corset

    Keep it pretty in pleats with a corset that brings major glam to your look! The corset features a plunging sleeveless V-neckline, pleated bust, corset seams with flexible boning, shoulder straps, and a cropped hem. The top is composed of a satin fabric that offers a form hugging fit with minimal stretch. Complete look with high waist pants.

    Fit & Features

    • Sleeveless V-neckline
    • Pleated bust
    • Corset seams, flexible boning
    • Shoulder straps
    • Cropped hem 
    • Satin fabric
    • Form hugging fit, minimal stretch, runs true to size

    Style Number/Barcode: 06003-1397

    Category Name: Night Out

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Never Basic Open Back Bodysuit

    We know you’re not basic, show some skin in this sleek bodysuit. Pair it with heels and denim for the perfect night out look.

    Fit & Features

    • Long sleeves
    • Open back
    • Form hugging fit

    Style Number/Barcode: 06001-2965

    Category Name: Night Out

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Hot on the Heist Buckled Pocket Stiletto Boots

    Steal the scene—these stiletto boots come strapped with attitude and storage. Perfect for late-night concerts or dinner with your crew.

    Fit & Features

    • 3” in heel height, 7.5” leg opening, 20.5” shaft height
    • Pointed toe
    • Pocket and buckle detailing
    • Knee-length shaft 
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000040

    Category Name: Night Out

    Price: $59.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Simply Glam Rhinestone Detail Mini Dress

    Give your white dress a simply glam upgrade with this stunning mini dress! It features a sleeveless bodice with double-row rhinestone spaghetti straps, a square neckline, a short, asymmetric front hem, and a curve-hugging silhouette. Complete your look with sparkly earrings and strappy heels.

    Fit & Features

    • Removable double-row rhinestone spaghetti straps
    • Square neckline with dart seam details
    • Mini-length, form-hugging fit
    • Asymmetric front hem
    • Crepe fabric with a moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-1299

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ruched to The Max Lace Up Mini Dress

    Lace-up in this sexy mini dress for your next night out with the squad! The dress features a sleeveless V-neckline, a ruched body, sleek spaghetti straps, and a mini length silhouette. Complete your look with clear mules

    Fit & Features

    • Sleeveless V-neckline
    • Sleek spaghetti straps
    • Ruched body
    • Mini length silhouette
    • Form hugging fit 

    Style Number/Barcode: 05103-1447

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Carly Formal Sequin V-Neck Dress

    Special Occasion

    Turn heads in the Carly formal sequin dress sure to leave every room dazzled! She features a sleek, sleeveless, V-neck, bungee spaghetti straps, and a form-fitting silhouette on a mid-length hem. The formal dress is composed of a mesh-lined fabric with minimal stretch. Complete the look in chic hoop earrings and lucite heels.

    Fit & Features

    • Sleeveless V-neck, bungee spaghetti straps
    • Form-fitting silhouette, midi-length hem
    • Back zipper closure
    • Sequin embroidery
    • Mesh-lined fabric, minimal stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1011

    Category Name: Night Out

    Price: $29.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Made To Sparkle Rhinestone Cowboy Boots

    These cowboy boots were made to sparkle and shine and have all eyes on you! They feature a below-the-knee length, side zipper closure, almond toe, and a stacked block heel with all-over rhinestone embellishments. Complete the look in a fringe denim jacket.

    Fit & Features

    • Almond toe
    • Side zipper closure
    • Stacked block heel
    • Below-the-knee shaft length
    • All-over rhinestone embellishments
    • Runs true to size

    Style Number/Barcode: 07403-1624

    Category Name: Night Out

    Price: $12.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Simple And Sexy High-Slit Midi Dress

    Simple and sexy, this ribbed cotton midi dress can be dressed up or down. It features a sleeveless crew neckline, tank shoulder straps that lead to a cross-back design, a high side slit, and a mid-length, curve-hugging silhouette. Style this dress with sandals to keep it casual, or heels for a chic vibe.

    Fit & Features

    • Sleeveless crew neckline
    • Tank shoulder straps
    • Open back, cross-back design
    • High side slit
    • Mid-length, form-hugging fit
    • Ribbed cotton fabric, lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4213

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glamorous Muse Bodycon Mini Dress

    Showcase your alluring glamorous style with this sexy LBD! The bodycon dress features a sleeveless cowl neckline, halter spaghetti straps, a strappy back design with center rhinestone accents, ruching down the back and side seams, and a short, curve-hugging silhouette. Complete the look with sparkly heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Halter spaghetti straps
    • Strappy back design, center rhinestone accents
    • Ruching down the back and side seams
    • Mini-length, form-fitting, bodycon silhouette
    • Sheer mesh fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4517

    Category Name: Night Out

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Andrea Sequin Mini Party Dress

    Special Occasion

    Embellished with sparkling sequins, the stunning Andrea party dress deserves a debut at homecoming or your next formal event! She features a sleeveless, square neckline with tank-style straps, a lightly padded bust, a high waist seam, and a short, curve-hugging silhouette. The formal dress is composed of a sequin-knit mesh fabric with lining and minimal stretch. Complete your dressy look with a glam hair accessory and heels. 

    Fit & Features

    • Sleeveless, square neck, tank-style straps
    • Lightly padded bust, bra opitional
    • High waist seam, back zipper closure
    • Mini, bodycon silhouette
    • Sequin scroll embellished
    • Mesh-lined fabric, minimal stretch
    • Fits true to sizr

    Style Number/Barcode: 05001-1118

    Category Name: Night Out

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Feeling Glam Crepe Crop Top

    Create a glam moment in a crop top that features chic deets! The top features a sweetheart neckline, vertical princess seams at the bust, long sleeves, and a cropped hem. Complete look with high waist mom jeans

    Fit & Features

    • Sweetheart neckline
    • Vertical princess seams
    • Long fitted sleeves
    • Cropped hem 
    • Crepe fabric
    • Form hugging fit 
    • Moderate stretch 

    Style Number/Barcode: 06001-2915

    Category Name: Night Out

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Come True Satin Mini Dress

    This mini dress is what dreams are made of! The dress features an off-the-shoulder neckline with a pleated accent, vertical princess seams, a faux wrap mini-length silhouette, and ruching. The dress is composed of a lined satin fabric that offers a form hugging fit with a slight stretch. Complete look with clear pumps and a rhinestone collar. 

    Fit & Features

    • Off the shoulder neckline with pleating
    • Vertical princess seams at bust
    • Ruching
    • Faux wrap hem
    • Mini length silhouette
    • Satin fabric
    • Form hugging fit, slight stretch, runs true to size

    Style Number/Barcode: 05103-3999

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glam Life Marabou Lace-Up Heels
    Live your best glam life in this pair of faux patent leather heels! They feature a fluffy marabou accent, lace-up details, and a square open toe. Wear them with leather leggings and a bustier for a killer look.

    Fit & Features
    • Square open toe
    • Lace-up details
    • Marabou accent
    • Stiletto heel
    • Fits true to size

    Style Number/Barcode: 07401-3149

    Category Name: Night Out

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hot Commodity Bodycon Mini Dress

    You'll be such a hot commodity in this sultry bodycon mini dress! Featuring a sleeveless scoop neckline, dual spaghetti straps that lead to a cross-back design, all-over ruched detailing, and a short, curve-hugging silhouette, this dress is perf for a night out on the town. Style with rhinestone hoops and embellished heels.

    Fit & Features

    • Sleeveless scoop neckline
    • Dual spaghetti straps
    • Open back, cross-back strappy design
    • Ruching
    • Mini-length hem, fitted bodycon silhouette
    • Glitter knit fabric, partial knit lining at the bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4484

    Category Name: Night Out

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Monroe Rhinestone Strap Velvet Formal Mini Dress

    Special Occasion

    Every girl needs a mini dress like the Monroe velvet formal dress that radiates elegance and glamour! She features a sleeveless sweetheart neckline with a built-in padded bust, sparkling rhinestone-embellished shoulder straps, a mini-length hem, and a bodycon silhouette to showcase your gorgeous figure. The luxe velvet fabric includes a knit lining at the bust and has a moderate stretch. Complete your look by pairing this party dress with rhinestone earrings and metallic heels!

    Show off your style in this standout dress. Feeling the short and chic vibe? Discover more fashion-forward short prom dresses or elevate your style with our formal dresses.

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust, curved underbust seam
    • Rhinestone shoulder straps
    • Back zipper, hook and eye closure
    • Mini-length hem, bodycon silhouette
    • Velvet fabric, knit lining at the bust, moderate stretch
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05001-1814

    Category Name: Night Out

    Price: $29.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Denim Dream Pleated Corset

    This corset is what your style dreams are made of! The corset features a sleeveless plunging sweetheart neckline, pleated, corset seams, tank-like shoulder straps, and a cropped hem. The corset is composed of a lined denim fabric that offers a relaxed fit with minimal stretch. Complete look with a wrap mini skirt.

    Fit & Features

    • Sleeveless sweetheart neckline, pleating
    • Contrast seams
    • Tank shoulder straps
    • Back zipper, hook and eye closure
    • Cropped hem 
    • Lined denim fabric
    • Form-hugging fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1825

    Category Name: Night Out

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Juliana Open Back Heat Stone Dress

    Special Occasion 

    Shine bright like the star you are in our gleaming Juliana dress!

    Fits & Features

    • High round neckline
    • Fitted long sleeves
    • Open back with bar strap accent
    • Mini length silhouette
    • Glitter knit fabric with glitzy heat stones throughout
    • Form hugging fit with slight stretch
    • Zipper not included

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

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0242

    Category Name: Night Out

    Price: $25.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Laura Formal Mesh One Shoulder Dress

    Special Occasion

    Elegant with sultriness, the Laura formal dress is ready to make her debut at the party! She features a sleeveless, one-shoulder neckline, dual adjustable spaghetti straps, and side ruched seams that create an hourglass appearance on her form-fitting silhouette. Showcase some skin with her sexy high-cut side slit along the floor-length hem. The formal dress is composed of a partially sheer mesh fabric with an inner knit lining and a moderate stretch. Complete your dressy look in doorknocker earrings and heels.

    Fit & Features

    • One-shoulder neckline, dual adjustable spaghetti straps
    • Strapless or adhesive bra recommended
    • Back zipper, hook and eye closure, side ruched seams
    • Form-fitting silhouette
    • High-cut side slit, floor-length hem
    • Partially sheer mesh fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-2097

    Category Name: Night Out

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Side Slit Ruched Midi Dress

    Showcase some leg with this sleek ruched midi dress! It features a sleeveless V-neckline with a wrap-front design, spaghetti straps that lead to an open back with a cross-back strap design, ruching down one side, and a mid-length, form-hugging silhouette with a sultry side slit. Style this dress with clear heels.

    Fit & Features

    • Sleeveless V-neckline, wrap-front design
    • Spaghetti straps, open back, cross-back strap design
    • Ruching down one side
    • Mid-length, form-fitting silhouette
    • Side slit
    • Lightweight knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1354

    Category Name: Night Out

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Reputation Sequin Snake Mini Skirt

    Shimmer with an edgy reputation in this sequin snake mini skirt for a night out!

    Fit & Features

    • Sequin embellished, snake print, stretchy knit lining
    • High-rise waist, hidden side zipper and hook-eye closure
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06401-0744

    Category Name: Night Out

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Frankie Glitter Velvet Lace-Up Mini Dress

    Special Occasion

    Velvet and glitter? Sparkle in party dresses like the Frankie mini dress! She features a cowl neckline, sleek bungee spaghetti straps that shape the strappy lace-up open back, and a sexy bodycon silhouette. The short dress is composed of a textured velvet fabric with shimmering glitter that offers the perfect shine all night! Complete the look with a necklace and heels for a party or a dressy girl's night!

    This dress brings the fun and the fashion. If you love a bold, playful look, explore our stylish short prom dresses or make an entrance in our stunning short wedding guest dresses in short and mini lengths.

    Fit & Features

    • Sleeveless cowl neckline
    • Bungee spaghetti straps
    • Strappy lace-up open-back
    • Bodycon silhouette, mini-length hem
    • Textured glitter velvet fabric, full-length knit lining, moderate stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1825

    Category Name: Night Out

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free