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.

  • Sheerly Sexy Ruched Midi Skirt

    Sheer and sexy, slip into this mesh midi skirt for your next night on the town! It features an elasticized high-rise waist with attached cheeky panties, and all-over ruched seams to accentuate your curves along the bodycon silhouette. Complete the look in platform sandals.

    Fit & Features

    • High-rise elasticized waist
    • Attached cheeky panties
    • All-over ruched seams
    • Bodycon silhouette
    • Midi-length hem
    • Sheer mesh fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06501-0857

    Category Name: Night Out

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Timeless Style Crepe Off The Shoulder Dress

    The perfect crepe mini dress to wear season to season! It features a timeless off-the-shoulder neckline, flattering sheer mesh flare long sleeves, a side ruched seam to accentuate your curves, and a bodycon silhouette. Complete the look with a ring set for a wine bar with the girls!

    Fit & Features

    • Off-the-shoulder neckline
    • Sheer mesh flare long sleeves
    • Bodycon silhouette, side ruched seam
    • Mini-length hem
    • Crepe fabric, bust lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5076

    Category Name: Night Out

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Endless Fun Rhinestone Fringe Skirt Belt

    This fun and striking skirt belt is perfect for stepping up your outfit! It features a dynamic rhinestone fringe design with an adjustable fit and a lobster clasp closure. Style over cute denim shorts for a country bar night!

    Fit & Features

    • Rhinestone fringe design
    • Adjustable fit
    • Lobster clasp closure

    Style Number/Barcode: 07301-0636

    Category Name: Night Out

    Price: $22.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Factor Cat-Eye Sunglasses

    Amp up the chic factor of your everyday looks with these sleek shades! The sunglasses feature an angled cat-eye design, gold metal arms with chain detailing, and tinted lenses. Style with hoop earrings and a mini handbag.

    Fit & Features

    • Angled cat-eye design
    • Plastic frame
    • Gold metal arms, chain detailing
    • Tinted lenses

    Style Number/Barcode: 07008-1012

    Category Name: Night Out

    Price: $3.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Good Girl Gone Glam Rhinestone Faux Leather Shorts

    You'll look like a good girl gone glam in these rhinestone-embellished faux leather shorts! They feature a high-rise waist, sparkly rhinestone trims along the front pockets, a hidden front zipper and button closure, and a form-hugging fit. The smooth faux leather fabric offers minimal stretch. Style with a corset top and clear mules for your next night out.

    Fit & Features

    • High-rise waist
    • Dual front pockets, rhinestone trims
    • Hidden front zipper, button closure
    • Form-hugging fit
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06403-0310

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Coolness In Check Oversized Chain Sunglasses

    Keep your coolness in check with these oversized sunglasses perfect for everyday styling! They feature square-shaped plastic frames, tinted lenses, and chain-link accented arms. Complete the look in sleek large hoop earrings.

    Fit & Features

    • Square-shaped oversized plastic frames
    • Tinted lenses
    • Chain-link accented arms

    Style Number/Barcode: 07008-1014

    Category Name: Night Out

    Price: $3.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simply Sweet Ponte Knit Mini Skirt

    You'll look simply sweet in this curve-hugging ponte knit mini skirt! Featuring a high-rise waist, a mini-length hem, and a form-fitting silhouette, this skirt styles effortlessly with crop tops, bustiers, and bodysuits. Complete the look with strappy mules.

    Fit & Features

    • High-rise waist
    • Mini-length hem
    • Form-hugging fit
    • Double-lined ponte knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0824

    Category Name: Night Out

    Price: $11.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Party Mood Rhinestone Sheer Fishnet Mini Skirt

    This sexy sparkly and sheer rhinestone fishnet mini skirt will definitely put you in a party mood! It features a high-rise elasticized waist, a mini-length knit lining, a longer sheer fishnet overlay, and a form-hugging fit. The sheer fishnet fabric features all-over glitzy rhinestone embellishments. Style with a crop top and platform heels!

    Fit & Features

    • High-rise elasticized waist
    • Mini-length knit lining
    • Longer sheer fishnet overlay
    • Form-hugging fit
    • Sheer fishnet fabric, minimal stretch
    • All-over rhinestone embellishments
    • Runs true to size

    Style Number/Barcode: 06501-0855

    Category Name: Night Out

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Karly Sequin Strappy Back Party Dress

    Special Occasion

    Own the spotlight in the Karly sequin party dress out on the dance floor as a bachelorette or birthday girl! She features a sleeveless V-neckline, a padded bust, dual sleek bungee spaghetti straps that creates the strappy open-back design, a sexy bodycon silhouette, and a mini-length hem. The party dress is designed with an intricate and regal sequin-embellished pattern on mesh fabric sure to make you stand out and has a stretchy knit lining. Complete the look in rhinestone heels and earrings for a glamorous finish!

    Fit & Features

    • Sleeveless V-neckline, padded bust
    • Dual bungee spaghetti straps
    • Strappy open back design, lower zipper and hook-eye closure
    • Bodycon silhouette, mini-length hem
    • Regal sequin-embellished pattern, mesh fabric, stretchy knit lining
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05001-1845

    Category Name: Night Out

    Price: $14.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Time To Be Bold Oversized Round Sunglasses

    This summer, it's time to be bold with your trendy 'fits! Style up these glam oversized shades for your iconic looks. The sunglasses feature an oversized round shape with a plastic frame, gold metal detailed accents with mini rhinestones, and tinted lenses. Pair with large hoop earrings.

     Fit & Features

    • Oversized round shape
    • Plastic frame, gold metal detailed accents, mini rhinestones
    • Tinted lenses
    • Polycarbonate blocks 100% UV

    Style Number/Barcode: 07008-1010

    Category Name: Night Out

    Price: $3.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Posh Moment Cross Waist Skinny Pants

    Show up poised and posh in these skinny pants for a chic moment in the office or a business lunch! They feature a flattering high-rise cross V-waist, a skinny-leg design, tapered hem, and are crafted from woven fabric with a slight stretch. Complete the look in a blouse and pumps.

    Fit & Features

    • High-rise cross V-waist
    • Back zipper closure
    • Skinny-leg design
    • Tapered hem
    • Woven fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06402-1306

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glam Up Your Look Rhinestone Bow Mini Handbag

    Glam up your night-out look with this adorable mini handbag! It features a rectangle shape with a fold-over design, a top handle strap, a double rhinestone-adorned bow accent at the front, and an included attachable chain-link shoulder strap. Style with rhinestone heels.

    Fit & Features

    • Rectangle shape
    • Fold-over design
    • Top handle strap, sleek metal detailing
    • Double rhinestone-adorned bow front accent
    • Faux microsuede material
    • Included attachable chain-link shoulder strap, clasp closures

    Style Number/Barcode: 07203-1303

    Category Name: Night Out

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Delaney Sequin Striped Mesh Party Dress

    Special Occasion

    Glitzy sequin mini dresses will forever make a sparkly entrance, and the Delaney party dress is no exception! She features a sleeveless V-neckline with a built-in padded bust, sleek bungee spaghetti straps that lead to a cross-back design, a mini-length hem, a bodycon silhouette to showcase your gorgeous figure, and shimmering iridescent sequin embroidery in an intricate angled striped pattern. The sheer mesh fabric includes a full-length knit lining. Style this party or homecoming dress with rhinestone heels!

    Fit & Features

    • Sleeveless V-neckline, padded bust
    • Bungee spaghetti straps, cross-back design
    • Mini-length hem, bodycon silhouette
    • Iridescent sequin embroidery, angled striped pattern
    • Sheer mesh fabric, stretchy knit lining
    • Strapless or sticky bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1850

    Category Name: Night Out

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shelly Sequin Feather Off-The-Shoulder Dress

    Special Occasion

    When glam is your middle name the Shelly sequin mini dress checks all the boxes! Own your moment in this party dress featuring an off-the-shoulder neckline with a sheer mesh insert, adjustable spaghetti straps, a padded bust, short-sleeve cuffs with feather trim, and a flattering bodycon silhouette and mini-length hem. The party dress is crafted from a brilliant iridescent sequin-embellished mesh fabric with a stretchy knit lining. Complete the look in glitter platform heels for a dressy occasion!

    Fit & Features

    • Off-the-shoulder neckline, sheer mesh insert
    • Adjustable spaghetti straps, padded bust
    • Short-sleeve cuffs, feather trim, back zipper and hook-eye closure
    • Bodycon silhouette, mini-length hem
    • Iridescent sequin-embellished mesh fabric, stretchy knit lining
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05001-1846

    Category Name: Night Out

    Price: $9.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Party Mood Rhinestone Sheer Fishnet Top

    This sexy sparkly and sheer rhinestone fishnet top will definitely put you in a party mood! It features a round neckline, long sleeves with fab flared hems, a cropped hem with a relaxed fit, and a cropped front knit lining with a cowl neckline. The sheer fishnet fabric features all-over glitzy rhinestone embellishments. Style with the matching mini skirt and platform heels!

    Shop Matching Bottoms: Party Mood Rhinestone Sheer Fishnet Mini Skirt

    Fit & Features

    • Round neckline
    • Long sleeves, flared hems
    • Cropped hem, relaxed fit
    • Cropped front knit lining, cowl neckline
    • Sheer fishnet fabric, minimal stretch
    • All-over rhinestone embellishments
    • Runs true to size

    Style Number/Barcode: 06001-4875

    Category Name: Night Out

    Price: $21.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Phoenix Sequin Strappy Back Party Dress

    Special Occasion

    You'll always turn heads in the Phoenix sequin party mini dress at the club or as the birthday queen! She features a sleeveless V-neckline, dual bungee spaghetti straps, a sexy open back with strappy details, and a mini-length bodycon silhouette that flaunts your gorgeous curves! The party dress is composed of a sparkling sequin-scroll pattern on mesh fabric and includes a stretchy knit lining. Complete the look with a glam necklace, bracelet, and earrings for extra shine!

    Fit & Features

    • Sleeveless V-neckline
    • Dual bungee spaghetti straps
    • Open strappy back
    • Bodycon silhouette, mini-length hem
    • Sequin-scroll pattern, mesh fabric, stretchy knit lining
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1842

    Category Name: Night Out

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Space Glam Coated Faux Leather Cargo Pants

    These fabulous faux leather cargo pants will give off major space glam vibes! They feature a high-rise waist, a front zipper and button closure, front and back pockets, a straight-leg silhouette, and are composed of a coated faux leather fabric with a metallic sheen. Style with a basic crop top and clear mules.

    Fit & Features

    • High-rise waist, belt loops
    • Hidden front zipper, button closure
    • Dual front and back pockets
    • Straight-leg silhouette
    • Coated faux leather fabric, metallic sheen
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-1305

    Category Name: Night Out

    Price: $22.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Totally Iconic Bubble Mesh Bodycon Mini Dress

    Create a fabulous club look that is totally iconic with this bodycon mini dress! It features a sleeveless square neckline, bungee spaghetti straps, a mini-length hem, a bodycon silhouette that will flaunt your figure, and is composed of a textured bubble mesh fabric. The lined mesh fabric offers plenty of stretch. Style with platform heels.

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Mini-length hem
    • Bodycon fit
    • Textured bubble mesh fabric, sewn-in knit lining
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5202

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simply Irresistible Marabou Stiletto Heels

    These irresistible stiletto heels are a must-have for all the divas out there! They feature a sleek pointed toe, a marabou trim toe, and an ankle strap with buckle closure on patent leather material. Style with a clutch purse for a cocktail party.

    Fit & Features

    • Pointed-toe
    • Marabou trim toe strap
    • Marabou trim ankle strap, buckle closure
    • Stiletto heel
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07401-4356

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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
  • Allure Them All Satin Wrap Mini Dress

    Allure them all with your chic style in this curve-hugging satin mini dress! It features an off-the-shoulder V-neckline with a wrap-front design, short sleeve cuffs, figure-flattering pleated detailing at the waist, a mini-length hem with an asymmetric wrap-front, and a bodycon silhouette. Complete your look with rhinestone fringe earrings and silver heels.

    Fit & Features

    • Off-the-shoulder V-neckline, wrap-front design
    • Short sleeve cuffs
    • Pleated waist
    • Mini-length hem, asymmetric wrap-front
    • Bodycon silhouette
    • Satin-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2505

    Category Name: Night Out

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make Heads Turn Satin Bodycon Party Dress

    This little satin party dress demands to turn heads! It features a sleeveless sweetheart neckline, spaghetti straps, a bust tie front with a cutout and underbust seams, a sexy bodycon silhouette, and a mini-length hem. The dress is composed of a silky satin fabric that brings a luxe vibe. Complete the look in this mini dress with earrings for a birthday party!

    Fit & Features

    • Sleeveless sweetheart neckline
    • Spaghetti straps
    • Bust tie front, cutout, underbust seams
    • Bodycon silhouette
    • Mini-length hem
    • Lined silky satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2506

    Category Name: Night Out

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dance Tonight Iridescent Sequin Mini Dress

    This iridescent sequin mini dress is ready to be taken out to dance tonight! It features a sleeveless square neckline, sleek bungee spaghetti straps, a bodycon silhouette, and a flirty front slit along the hem. Complete the look with a choker and heels.

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Bodycon silhouette
    • Front slit accent, mini-length hem
    • Iridescent sequin embellishments
    • Mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05103-5074

    Category Name: Night Out

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stars Do Sparkle Glitter Long Sleeve Party Dress

    This glitter party dress is proof that stars like you do sparkle! It features fitted long sleeves, a square neckline, a flattering bodycon silhouette, and a side pleated seam, creating the asymmetrical wrap mini-length hem. The dress is composed of a sparkly glitter knit fabric with moderate stretch. Complete the look with a statement ring set for a birthday or night out!

    Fit & Features

    • Fitted long sleeves
    • Square neckline
    • Bodycon silhouette
    • Side pleated seam
    • Asymmetrical wrap, mini-length hem
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5073

    Category Name: Night Out

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale