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.

  • Strut It Out Snake Handbag

    Strut it out with a chic handbag that adds the finishing touch to your look! The handbag features a multi-hued snake print, a rectangular body, a fold-over closure, top handle, and a shoulder strap. Complete look with a LBD and clear mules for your next date night look! 

    Fit & Features

    • Rectangular body
    • Multi-hued snake print
    • Fold-over closure
    • Top handle
    • Shoulder strap
    • Faux leather material 

    Style Number/Barcode: 07203-0613

    Category Name: Night Out

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glow And Go Chrome Stiletto Heels

    Get ready to showcase that glow with heels that bring the luxe! The heels feature a closed-back, an adjustable ankle strap with a large square-shaped buckle, an open almond toe with a strap over the toe, and a stiletto heel. The heels are composed of a faux patent leather material with a chrome finish. Complete look with a satin midi dress. 

    Fit & Features

    • Closed-back 
    • Adjustable ankle strap 
    • Open almond toe, strap over the toe
    • Stiletto heel
    • Faux patent leather
    • Chrome finish 

    Style Number/Barcode: 07401-2837

    Category Name: Night Out

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Clear Choice Block Heels

    These chic block heels are clearly a stylish choice for date night or cocktail hour with friends. They feature an open almond toe, a clear toe strap, an adjustable ankle strap with a sleek buckle, and a sturdy block heel. Complete your look with a trendy crossbody purse.

    Fit & Features

    • Open almond toe
    • Clear PVC toe strap
    • Adjustable ankle strap, buckle detail
    • Block heel
    • Faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-2838

    Category Name: Night Out

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Edge Faux Leather Puffer Jacket

    Take your style to the edge in this faux leather puffer jacket! It features long sleeves, a collared neckline, a front zipper, a snap button-down front, side pockets, and an elasticized hem. The jacket is composed of lined faux leather fabric with minimal stretch. Complete the look with high-rise leggings and booties.

    Fit & Features

    • Long sleeves, tapered elastic hems, collared neckline
    • Front zipper, snap button-down front
    • Lined side pockets
    • Elasticized hem
    • Faux leather fabric, smooth lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06201-0355

    Category Name: Night Out

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Style Tie-Front Top

    Showcase a sassy style in this trendy tie-front top! It features long bishop sleeves, a V-neckline, a tie-front detail, a cropped fit, and a chic snake print. Style this satin top with a faux leather mini skirt and heels.

    Fit & Features

    • Long bishop sleeves
    • V-neckline
    • Tie-front
    • Cropped
    • Satin fabric, snake print
    • Runs true to size

    Style Number/Barcode: 06204-1018

    Category Name: Night Out

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle Gal Rhinestone Lucite Block Heels

    Bring the sparkle with heels that illuminate your look! The heels feature an open back, an adjustable ankle strap, an open square toe with a clear strap over the toe, rhinestones, and a lucite block heel. The heels feature a faux leather material body with a chrome finish. Complete look with an LBD and clutch! 

    Fit & Features

    • Open-back 
    • Adjustable ankle strap 
    • Open square toe 
    • Clear strap over the toe
    • Rhinestones 
    • Lucite block heel 
    • Faux leather material, chrome finish 

    Style Number/Barcode: 07401-2845

    Category Name: Night Out

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic And Glam Platform Wedges

    Keep it chic and glam with wedges that elevate your look! The wedges feature an adjustable ankle strap, an open square toe with a clear strap over the toe, a wide platform, and a wedge heel. The wedges are composed of a faux nubuck material. Complete look with a midi dress and a blazer. 

    Fit & Features

    • Adjustable ankle strap
    • Open square toe, clear strap over the toe 
    • Wide platform 
    • Wedge heel 
    • Faux nubuck material 
    • Runs true to size

    Style Number/Barcode: 07401-2832

    Category Name: Night Out

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All That Glam Square Toe Block Platform Heels

    You'll be bringing all the glam to any event in this pair of platform heels! They feature an ultra-high block heel, buckled ankle strap and an almond open toe. They're a total must-have to give you confidence at your next birthday bash!

    Fit & Features

    • Open almond toe
    • Block heel and platform
    • Buckled ankle strap
    • Runs true to size

    Style Number/Barcode: 07401-2834

    Category Name: Night Out

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Must-Have Stiletto Heels

    These stylish stiletto heels are a chic must-have for sure. They feature a trendy open square toe with a strap, an adjustable ankle strap, a platform, and a sleek stiletto heel. Pair these shoes with a curve-hugging midi dress and a cute clutch.

    Fit & Features

    • Open square toe
    • Toe strap
    • Adjustable ankle strap, buckle detail
    • Platform
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-2829

    Category Name: Night Out

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stunning Beauty Satin Mini Dress

    Showcase your stunning beauty in this chic and sleek satin dress designed to showcase your curves! It features a cowl neckline, spaghetti straps, piping detailing at the bust, and a mini-length, curve-hugging silhouette. Style this dress with rhinestone earrings and heels for a night out.

    Fit & Features

    • Cowl neckline, bra-friendly
    • Spaghetti straps,
    • Piping detailing at the bust
    • Short, form-hugging fit
    • Satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1052

    Category Name: Night Out

    Price: $5.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Daring Diva Lace Up Stiletto Heels

    Dare to go bold with stiletto heels that amp your night out outfit! The heels feature a zippered back, a bold caged cutout design, lace-up ties, a peep toe, and a sleek stiletto heel. Complete look with an LBD. 

    Fit & Features

    • Zippered back 
    • Caged cutout design 
    • Lace-up ties
    • Peep toe 
    • Stiletto heel
    • Faux suede
    • Runs true to size 

    Style Number/Barcode: 07403-1251

    Category Name: Night Out

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bold Vibes Platform Stiletto Heels

    Bring bold vibes to your night-out look with these fab stiletto heels! They feature a trendy open square toe with a strap, an adjustable ankle strap, a platform, and a sleek stiletto heel. Complete your outfit with a glam clutch.

    Fit & Features

    • Open square toe
    • Toe strap
    • Adjustable ankle strap, buckle detail
    • Platform
    • Stiletto heel
    • Faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-2830

    Category Name: Night Out

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bling It On Rhinestone Cutout Bodysuit

    Bring on the bling with a bodysuit that dazzles it up! The bodysuit features a sleeveless V-neckline, sleek bungee straps that lead to a cross-back design, a rhinestone embellished bodice, a small cutout at the underbust, a cutout at the midriff, and a contrast bottom. Complete look with high waist jeans. 

    Fit & Features

    • Sleeveless V-neckline
    • Bungee straps, cross-back design 
    • Rhinestone embellished 
    • Cutout at the underbust, cutout at the midriff
    • Contrast bottom
    • Form hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-3406

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On Trend Faux Fur Cow Print Jacket

    Stay on trend this season with a jacket that is perf for those layered looks! The jacket features a cow print, a collared neckline, long sleeves with snap button closure at cuff, multi-snap button front closure, two chest faux pockets, and a cropped hem. The jacket is composed of a lined faux fur fabric that offers a relaxed fit with minimal stretch. Complete look with a bodysuit and distressed jeans. 

    Fit & Features

    • Cow print
    • Collared neckline
    • Long sleeves, snap button closure at cuff
    • Multi-snap button front closure
    • Two faux chest pockets
    • Cropped hem, hidden side pockets
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 06201-0208

    Category Name: Night Out

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Simplicity Chiffon Crop Top

    Showcase a chic and simple style with this airy chiffon and crepe crop top. It features a crepe bodice with a deep V-neckline, long sheer chiffon bishop sleeves, and a cropped, form-hugging fit. Style this top with your fave high-waisted jeans.

    Fit & Features

    • Crepe bodice
    • V-neckline, no-slip strip
    • Long sheer chiffon bishop sleeves, elastic cinched hems
    • Back zipper, hook and eye closure
    • Cropped, form-hugging fit
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06003-1382

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Vamp It Up Snake Tie Front Top

    Vamp up your look with a snake print top that is perf for your next night out! The top features a snake print pattern, a plunging V-neckline with tie front accent, long sleeves, and a cropped hem. Complete look with black skinny jeans and mules.

    Fit & Features

    • Snake print
    • V-neckline
    • Tie-front
    • Long sleeves
    • Cropped hem
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06202-0202

    Category Name: Night Out

    Price: $10.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lay On The Style Criss Cross Block Heels

    Lay on the style with block heels that make a stylish impression! The heels feature an adjustable ankle strap with metal grommets, wide criss-cross straps over the toe, an open almond toe, and a block heel. Complete look with a midi dress and moto jacket for a night out! 

    Fit & Features

    • Open back 
    • Adjustable ankle strap 
    • Wide criss-cross straps
    • Open almond toe
    • Faux nubuck material 

    Style Number/Barcode: 07401-2826

    Category Name: Night Out

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Timeless Chic Lattice Crepe Corset

    Keep it timelessly chic in a corset that elevates your look! The corset features a sweetheart neckline, padded cups, contrast piping with flexible boning, long sleeves with a lattice design, and a cropped hem. The top is composed of a lined crepe fabric that offers a form-hugging fit with minimal stretch. Complete look with mom jeans and mules.

    Fit & Features

    • Sweetheart neckline, padded cups
    • Contrast piping, flexible boning
    • Back zipper and hook and eye closure
    • Long sleeves with a lattice design
    • Cropped hem
    • Lined crepe fabric, form-hugging fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1383

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Make It Chic Cutout Mini Dress

    Make it a chic moment with a stunning dress that draws all eyes on you! The dress features a plunging halter neck, tie-up neck ties, a cutout at the midriff, 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 wedges and hoops.

    Fit & Features

    • Plunging halter neck 
    • Tie-up neck ties
    • Cutout at the midriff
    • Mini-length silhouette
    • Knit fabric, form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05103-3855

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish And Chic Slinky Knit Midi Dress

    Stylish and chic, this slinky knit midi dress is a must-have for a night out with the girls. It features a sleeveless cowl neckline, spaghetti straps that lead to an open back with a strappy caged design, and a mid-length, form-fitting silhouette that will hug your curves. Complete the look with clear heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Open back, strappy caged design
    • Mid-length, form-hugging fit
    • Slinky knit fabric
    • Runs true to size

    Style Number/Barcode: 05101-1048

    Category Name: Night Out

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Sultry Lace-Up Bodysuit

    Lace-up in this sleek bodysuit that brings the luxe! The bodysuit features a plunging sleeveless V-neckline, tank-shoulder straps, a lace-up bodice with a slinky chain-link, and a dual snap button closure. Complete look with high waist jeans and mules. 

    Fit & Features

    • Sleeveless V-neckline
    • Tank-shoulder straps
    • Lace-up bodice
    • Chain-link 
    • Dual snap button closure 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3404

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry In Lace Cap Sleeve Bustier

    Give your look a sultry touch in this lace cap sleeve bustier! It features a sweetheart neckline with padded cups, underbust support, a fitted bodice with flexible boning, and an alluring open back with zipper closure. Complete the look with a bodycon skirt and boots.

    Fit & Features

    • Lace cap sleeves
    • Sweetheart neck, padded cups, underbust support
    • Fitted bodice, flexible boning
    • Open back, zipper closure
    • Cropped length hem
    • Crepe-lined fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06003-1381

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Nobody Like You Cutout Mini Dress

    Nobody nails their look like you! The dress features a halter neck with ties at the neck, a racer bust, sexy waist cutouts, and a mini-length silhouette. The dress is composed of brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with heels. 

    Fit & Features

    • Halter neck, ties at the neck
    • Dual waist cutouts 
    • Mini length silhouette
    • Brushed knit fabric
    • Form hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-3853

    Category Name: Night Out

    Price: $6.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simply Sultry Sleeveless Mini Dress

    Simply sultry, this sleeveless mini dress is your new go-to for a girl's night out! It features a square neckline, bungee spaghetti straps that lead to a cross-back strappy design, ruched detailing, and a mini-length, curve-hugging silhouette. Complete the look with sparkly statement earrings and heels.

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Cross-back strappy design
    • Ruching
    • Short, form-hugging fit
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-3851

    Category Name: Night Out

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free