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.

  • Dare To Be Sultry Patent Faux Leather Mini Dress

    Dare to show off your sultry side this Halloween season with this sleek patent faux leather mini dress! It features a sleeveless square neckline, spaghetti straps, a sexy open back with a cross-back lace-up strappy design for a customized fit, a curved underbust seam and high waist seam to give the illusion of a corset design, a mini-length hem, and a bodycon silhouette that will put your curves on display. The patent faux leather fabric has a minimal stretch. Complete your DIY costume as a Cupid cutie with the rhinestone heart headband and adorable bow and arrow accessory!

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Open back, cross-back lace-up strappy design, tie closure
    • Underbust seam, high waist seam
    • Mini-length hem
    • Bodycon silhouette
    • Patent faux leather fabric, knit lining at the bust, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-5201

    Category Name: Night Out

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Holiday Hottie Glitter Bodycon Mini Skirt

    Slay the holidays in this glitter rhinestone mini skirt perfect for decking the halls into the new year! It features a flattering high-rise waist and bodycon silhouette. Complete the look with the matching top.

    Shop Matching Top: Holiday Hottie Glitter Cowl Neck Crop Top

    Fit & Features

    • High-rise waist
    • Bodycon silhouette
    • Mini-length hem
    • Glitter rhinestone knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0889

    Category Name: Night Out

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Allure Rose Burnout Mesh Crop Top

    Bring the elevated allure to your next date night in this rose burnout mesh crop top. It features a sleeveless sweetheart neckline with a built-in padded bust, tie-front details with a sultry partial open-front design, adjustable spaghetti straps, and a cropped hem. The sheer mesh fabric features a romantic rose print velvet burnout pattern for a chic vibe. Complete your look with the matching midi skirt and stiletto heels!

    Shop Matching Bottoms: Elevated Allure Rose Burnout Mesh Midi Skirt

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust
    • Tie-front details, partial open-front design
    • Adjustable spaghetti straps
    • Cropped hem
    • Rose print velvet burnout pattern
    • Sheer mesh fabric, partial knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-5026

    Category Name: Night Out

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stunned By Luxe Rhinestone Mesh Bustier

    Get stunned by this luxe bustier to showcase your inner glam goddess! Perfect for birthdays or concerts, this bustier dazzles with a display of rhinestone embellishments on sheer mesh fabric that ups the sultry factor. Designed with a darling sweetheart neckline, adjustable straps for a customizable fit, a built-in underwire padded bust that eliminates the need for a bra, and a sexy sheer bodice with flexible boning to snatch your figure along the cropped hem. Complete the look in a fabulous mini skirt and lace-up heels!

    Fit & Features

    • Rhinestone embellishments
    • Sheer mesh fabric, bust lining, slight stretch
    • Adjustable spaghetti straps
    • Built-in padded underwire bust
    • Multiple back hook and eye fasteners
    • Flexible boning
    • Runs true to size

    Style Number/Barcode: 06001-5067

    Category Name: Night Out

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dazzling Glam Rhinestone Bow Satin Stiletto Heels

    Fit & Features

    • Stiletto heel
    • Satin-like material
    • Open almond toe
    • Wide strap over toe
    • Large bow accent with rhinestone trim
    • Cushioned luxe fit
    • Runs true to size

    Style Number/Barcode: 07401-5142

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All About The Flair High-Rise Pants

    Bring the fab flair in these sleek coated faux leather pants! They feature a flattering high waist, a form-hugging fit throughout the leg, and a trendy flared-out hem. Style these pants with a basic bodysuit and strappy heels.

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Form-hugging fit throughout the leg
    • Flared hem
    • Coated faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-0460

    Category Name: Night Out

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Pour It Up Mesh Ruched Mini Dress

    Pour yourself a glass of this mesh mini dress perfect for a bachelorette babe! Featuring a sleeveless sweetheart neck, tank-style straps, a lightly padded bust, side and back ruched seams, and a curve-hugging silhouette. Complete the look in statement heels.

    Fit & Features

    • Sleeveless sweetheart neck, tank-style straps
    • Lightly padded bust
    • Back zipper and hook-eye closure
    • Side and back ruched seams
    • Bodycon silhouette, mini-length hem
    • Lined mesh fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4725

    Category Name: Night Out

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lace-Up And Light Up Rhinestone Heels

    Lace up and light up the night in a pair of dazzlin' heels! Designed with an almond toe, a clear band over the front end and a lace up detail that leads into a strappy lace wrap around detail up the ankle. Heels are thick and a block style embellished with rhinestones!

    Please be advised that this style runs 1/2 size small.

    Style Number/Barcode: 07401-0363

    Category Name: Night Out

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Irresistable In Velvet Jumpsuit

    Look simply irresistable in luxe velvet in this stunning jumpsuit!

    Fit & Features

    • Spaghetti straps
    • Wrap front | V neckline
    • High waist seam
    • Flowy wide pant legs
    • Smooth velvet fabric
    • Moderate stretch

    Style Number/Barcode: 06502-0203

    Category Name: Night Out

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lacy Baby Mock Neck Bodysuit

    Get a little racy in lace baby! This sheer lace bodysuit is sexy and easily pairs with a bralette underlay and a mini skirt for the perfect night out look!

    Fit & Features

    • Mock neckline
    • Long sleeves
    • Form fitting
    • Zipper closure center back
    • Sheer lace | Moderate stretch
    • Double snap closure | Thong bottom

    Style Number/Barcode: 06003-0565

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • She's A Queen Lace Detail Mini Dress

    You're such a chic & stylish queen, and everyone will bow down to you in this pretty lace detail mini dress! Paired with some strappy stilettos, you'll rule the room.

    Fit & Features

    • Adjustable spaghetti straps
    • Padded sweethart neckline | Lace trim
    • Center lace bodice detail | High waist
    • Back zipper | Hook and eye closure
    • Short, form hugging fit | Tulip hem with ruched detailing
    • Crepe fabric | Moderate stretch

    Style Number/Barcode: 05101-0698

    Category Name: Night Out

    Price: $14.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Buckle Detail Square Toe Block Heels

    Complete your chic workwear look by adding on these block heels! They feature a trendy open square toe, a thick ankle strap with an adjustable buckle closure, and a sturdy block heel. Pair these shoes with a curve-hugging pencil skirt for an elongated look.

    Fit & Features

    • Open square toe with strap
    • Thick ankle strap with adjustable buckle
    • Closed back
    • Block heel
    • Faux nubuck material

    Style Number/Barcode: 07401-2521

    Category Name: Night Out

    Price: $18.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Belted Baddie Faux Leather Moto Jacket

    Show off your baddie side with a jacket that can be layered to create chic night out outfits. The moto jacket features a collared neckline, an asymmetrical zipper front, faux zippered pocket, faux small pocket, side pockets, and a belted waist. Complete look with a ribbed midi dress and combat boots.

    Fit & Features

    • Collared neckline
    • Asymmetrical zippered front
    • Faux zippered pocket
    • Faux small pocket with snap button closure
    • Side pockets
    • Long sleeves, belted waist
    • Lined faux leather fabric, form-hugging fit, slight stretch 

    Style Number/Barcode: 06204-0740

    Category Name: Night Out

    Price: $20.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sultry Style Ruched Mesh Mini Skirt

    Showcase a sultry style for your next night out in this chic mesh mini skirt. It features a high-rise waist, ruched detailing, two front vertical seams, and a mini-length, curve-hugging silhouette. Complete the look with the matching crop top and new heels.

    Shop Matching Top: Sultry Style Ruched Mesh Crop Top

    Fit & Features

    • High-rise elastic banded waist
    • Two front vertical seams
    • Short, form-hugging fit
    • Ruched sheer mesh fabric with a knit lining
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0381

    Category Name: Night Out

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Vibes Lace-Up Sock Booties

    Bring those trendy vibes to your casual 'fit with these cool sock booties. They feature a round toe, a front lace-up design, a chunky lug sole, and an above the ankle fit. Style these booties with a mini dress and a cute denim jacket.

    Fit & Features

    • Round toe
    • Lace-up design
    • Lug sole
    • Above the ankle fit
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1436

    Category Name: Night Out

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Walk It Out Faux Suede Booties

    Walk it out in style with booties that take your look to the next level! The booties feature a mid-calf fit, a pointed toe, and a block heel. The booties are composed of a faux suede material. Complete look with a plaid top and high waist jeans.

    Fit & Features

    • Mid-calf fit
    • Pointed toe
    • Block heel 
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07403-1455

    Category Name: Night Out

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Be Square Door Knocker Earrings

    Be glam and square! These door knocker earrings are the perfect statement piece. They feature square outlines with rhinestone insets and a post-back closure. Complete the look in dazzling heels. 

    Fit & Features

    • Square outline design
    • Rhinestone insets
    • Post-back closure

     

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

    Style Number/Barcode: 07001-1215

    Category Name: Night Out

    Price: $5.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kendra Rhinestone V-Neck Party Mini Dress

    Special Occasion

    Sparkle a little extra in the Kendra party mini dress and make your dazzling entrance into parties and celebrations! She features a V-neckline and V-cut back, sheer fitted long sleeves with flared slit cuffs, a flattering bodycon silhouette, and a mini-length hem. Crafted from a lightweight mesh fabric, this formal dress showcases all-over rhinestone embellishments for the perfect shimmer and has a stretchy knit lining. Complete the look in block heels and earrings!

    This dress proves that short and stylish is always a vibe. Want more? Discover our bold short prom dresses or find a celebration-ready fit in our party dresses.

    Fit & Features

    • V-neckline, V-cut back
    • Sheer fitted long sleeves, flared slit cuffs
    • Bodycon silhouette, mini-length hem
    • All-over rhinestone embellishments
    • Mesh fabric, stretchy knit lining
    • Bra-friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1914

    Category Name: Night Out

    Price: $14.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Timeless Square Neck Denim Corset

     A denim corset like this is timeless and always in style! It features a sleeveless, square neck, tank straps, built-in padded bust, and a fitted crop bodice with a back zipper closure. Complete the look in a chic mini skirt and heels.

    Fit & Features

    • Squareneck
    • Tank straps
    • Built-in padded bust
    • Corset crop bodice
    • Back zipper closure
    • Woven denim fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06003-1703

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alluring Muse Sleeveless Jumpsuit

    Show off your muse-worthy style in this alluring sleeveless jumpsuit. It features a V-neckline, a padded bust, spaghetti straps with a caged-front design, sheer mesh inserts at the waist, a form-hugging fit, and a trendy flared-out hem. Complete your night-out look with sparkling statement earrings.

    Fit & Features

    • Sleeveless V-neckline
    • Padded bust
    • Adjustable spaghetti straps, caged-front design
    • Sheer mesh inserts at the waist
    • Back zipper, hook and eye closure
    • Form-hugging fit throughout, flared hem
    • Stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 06502-0981

    Category Name: Night Out

    Price: $6.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Slit Attraction Cutout Mini Skirt

    Attract all the attention in this bodycon mini skirt featuring a high-rise waist and side slit cutout design on slinky-knit-lined fabric with plenty of stretch. Complete your fabulous look in a crop top and heels.

    Fit & Features

    • High-rise waist
    • Side slit cutout design
    • Bodycon silhouette
    • Mini-length hem
    • Slinky-knit-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06501-0698

    Category Name: Night Out

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Night In Satin Wrap Mini Skirt

    Have a chic night in this satin mini skirt designed to flaunt your curves in a flattering, high-rise elasticized waist, asymmetrical wrap front, and bodycon silhouette. Complete your party look in a bustier and strappy heels.

    Fit & Features

    • High-rise elasticized waist
    • Asymmetrical wrap front
    • Bodycon silhouette
    • Mini-length hem
    • Smooth satin fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06501-0750

    Category Name: Night Out

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Especially Cool High-Rise Belted Cargo Denim Jeans

    Your street style will look especially cool in these on-trend cargo denim jeans for your off-duty days! They feature a flattering high-rise belted waist with belt loop accents, five flap pockets, and a straight-leg silhouette on rigid denim fabric. Complete the look in a strapless corset for an afternoon lunch and movie!

    Fit & Features

    • High-rise waist, adjustable belt, buckle closure
    • Straight-leg silhouette
    • Five flap pockets, belt loop accents
    • Hidden front zipper and button closure
    • Rigid denim fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06602-0448

    Category Name: Night Out

    Price: $6.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Boho Dreamer Tie-Front Sheer Knit Crop Top

    Create a dreamy boho-inspired look in this sheer knit crop top. Designed with a stretchy sheer textured knit fabric, this top features an alluring sweetheart neckline that includes a lined and padded bust and an open front with a trendy tie-front design. The long sleeves have flared hems with slit accents for an effortlessly-chic look. Style this crop top with flare pants for a music festival!

    Fit & Features

    • Stretchy sheer textured knit fabric
    • Sweetheart neckline, lined and padded bust
    • Open front with tie-front, center bust cutout
    • Long sleeves with flared hems, slit accents
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-5072

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale