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.

  • So Fab Halter Strappy Knit Jumpsuit

    So fab and fierce, showcase your figure in this halter knit jumpsuit featuring a sleeveless, cross strap halter neck, keyhole accent, strappy bodice, and a flared leg silhouette on knit fabric. Complete your night-out look in statement earrings and heels.

    Fit & Features

    • Sleeveless, halter neck, cross straps
    • Front keyhole
    • Strappy bodice
    • Flared leg silhouette
    • Brushed knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06502-1055

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Vintage Elegance Rhinestone Earrings

    Bring vintage elegance to your formal night out look with these glamorous statement earrings. They feature four baguette-shaped rhinestones attached to a four-row oval design with mini rhinestone embellishments. Style with a sleek satin dress and heels.

    Fit & Features

    • Four baguette-shaped rhinestones
    • Four-row oval design, mini rhinestone embellishments
    • Post-back closures


    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-1354

    Category Name: Night Out

    Price: $2.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Main Event Mesh Square Neck Dress

    You'll be the main event showcasing your curves in this mesh mini dress on your next dressy occasion! The dress features a sleeveless square neck with sleek bungee spaghetti straps, all-over ruching, a strappy open-back, and a side ruffle along the bodycon silhouette. Complete the look in lace-up stiletto heels and a purse.

    Fit & Features

    • Sleeveless square neck, bungee spaghetti straps
    • Strappy open-back
    • All-over ruching
    • Side ruffle, bodycon silhouette
    • Mini-length hem
    • Lined mesh-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1759

    Category Name: Night Out

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Florals Flocked Velvet Bustier

    Create a head-turning look with this trendy floral bustier! It features a sleeveless sweetheart neckline with structured and padded cups, adjustable spaghetti straps, flexible boning at the bodice with front hook and eye closures, and a cropped, form-hugging fit. The lined knit fabric features an all-over flocked velvet floral pattern for a chic vibe. Style with a mini skirt and mules.

    Fit & Features

    • Sleeveless sweetheart neckline, structured underwire, padded cups
    • Adjustable spaghetti straps
    • Flexible boning, front hook and eye closures
    • Cropped hem
    • Form-hugging fit
    • Flocked velvet floral pattern
    • Sheer knit fabric, full knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06001-4448

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stunning Elegance Rhinestone Necklace And Earrings Set

    Radiate stunning elegance in this rhinestone necklace and earrings set. It features a V-shaped collar necklace with mini rhinestones, teardrop-shaped gemstone accents, and a short center lariat design. The matching earrings feature a linear duster design with mini rhinestones and teardrop-shaped gemstones. Style this set with a floor-sweeping formal velvet dress and heels.

    Fit & Features

    • Necklace and earrings set
    • V-shaped collar necklace, center round rhinestone, short lariat
    • Adjustable chain, lobster clasp closure
    • Duster earrings, linear design
    • Post-back closures
    • Mini rhinestones, teardrop-shaped gemstones


    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07002-1354

    Category Name: Night Out

    Price: $2.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Cutest Overall Faux Leather Side Tie Skort

    This faux leather skort will be the cutest overall style this season! It features a sleek high-rise waist, a faux wrap skirt overlay with a side tie, a form-hugging fit, and shorts lining. Complete the look in a sassy crop top and booties for a girl's night or concert!

    Fit & Features

    • High-rise waist
    • Hidden side zipper and hook-eye closure
    • Faux wrap skirt overlay, side tie
    • Form-hugging fit, shorts lining
    • Faux leather fabric, soft fleece lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06403-0308

    Category Name: Night Out

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Love Game Rhinestone Heart Crepe Mini Dress

    Spotlight ready—this strapless mini dress is all about shimmer and shape. The rhinestone-studded heart and bodycon fit make it perfect for date night, parties, or any excuse to shine!

    Fit & Features

    • Crepe fabric, knit lining
    • Strapless sweetheart neckline
    • Rhinestone-embellished heart shape
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000400

    Category Name: Night Out

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Off The Chain Mesh Bustier

    Dare to turn heads? Step out in this mesh bustier to capture every eye in the room! It features a sweetheart neckline, adjustable spaghetti straps, a built-in underwire bra top with a pleated bust, flexible boning inserts with chain trim, a sheer curved cropped hem, and a sheer back with multiple hook and eye closures. Complete the look in new high-rise jeans and heels for dinner and drinks!

    Fit & Features

    • Sleeveless sweetheart neckline, adjustable spaghetti straps
    • Built-in under bra top, pleated bust
    • Flexible boning inserts, chain trim
    • Sheer curved cropped hem
    • Sheer back, multiple hook and eye closures
    • Mesh fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06001-4962

    Category Name: Night Out

    Price: $7.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Maldives Please Tropical Mesh Mini Skirt

    Pack your bags with this stunning tropical mesh mini skirt on your way to the Maldives! Enjoy fun in the sun in this sultry mini skirt featuring a high-rise waist, flattering ruching, and a bodycon silhouette. Style with the matching top and duster to complete the look!

    Shop Matching Top And Duster: Maldives Please Tropical Mesh Bustier, Maldives Please Tropical Mesh Duster

    Fit & Features

    • High-rise elastic banded waist
    • Dual front vertical seams, ruched detailing
    • Back zipper, hook and eye closure
    • Bodycon silhouette
    • Tropical print
    • Sheer lightweight mesh fabric, sewn-in knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0933

    Category Name: Night Out

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Standing Out Wedge Over-The-Knee Boots

    These faux leather boots stand out from the crowd! They feature a pointed toe, an inner zipper closure, a trendy wedge-style heel, and a sleek over-the-knee shaft height. Complete the look with a crossbody bag for day or night plans!

    Fit & Features

    • Pointed toe
    • Inner zipper closure
    • Wedge-style heel
    • Over-the-knee shaft height
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0988

    Category Name: Night Out

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All That Shines Rhinestone Fishnet Maxi Skirt

    Fit & Features

    • Partially lined fishnet fabrication
    • High-rise waist
    • Rhinestone and gemstone accents
    • Mini skirt-length knit lining
    • Sheer maxi length hem
    • Runs true to size


    Shop Matching Top: All That Shines Rhinestone Crop Top

    Style Number/Barcode: 06501-1097

    Category Name: Night Out

    Price: $6.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Night Drives Faux Leather Striped Moto Jacket

    Effortlessly cool and cute, this faux leather moto jacket makes the night your own! It features long sleeves with zipper cuffs, a mock neckline with snap-button closure, a trendy contrast striped design, a zipper front closure and zipper pockets for keeping your hands warm, and a cropped hem. Complete the look in knee-high boots.

    Fit & Features

    • Long sleeves, zipper cuffs
    • Mock neckline, snap-button closure
    • Contrast striped design
    • Zipper pockets, cropped hem
    • Faux leather fabric, sewn-in woven lining
    • Runs true to size

    Style Number/Barcode: 06204-1620

    Category Name: Night Out

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • A Little Bit Sultry Flocked Velvet Mini Dress

    Amp up your date night outfit with this stunning velvet mini dress that exudes a sultry vibe! It features a sleeveless sweetheart neckline with a center V-wired design and a built-in padded bust, adjustable spaghetti straps, chic vertical seams running down the front for a figure-flaunting look, an all-over floral flocked velvet pattern, a mini-length hem, and a bodycon silhouette to hug your curves. The sheer mesh fabric includes a nude-tone full-length lining. Complete your alluring date look with a pair of strappy stilettos.

    Fit & Features

    • Sleeveless sweetheart neckline, V-wired design, padded bust
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Front vertical seam design
    • Floral flocked velvet pattern
    • Mini-length hem, bodycon silhouette
    • Sheer mesh fabric, nude-tone full-length knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5501

    Category Name: Night Out

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Strut Marabou Feather Satin Pumps

    Show off a chic strut in these of-the-moment marabou feather satin pumps! They feature a closed pointed toe, a fabulous marabou feather trim, a thin adjustable ankle and heel strap, and a short stiletto heel. Style with a sleek envelope clutch.

    Fit & Features

    • Closed pointed toe
    • Marabou feather trim
    • Adjustable ankle strap, buckle detail
    • Heel strap
    • Short stiletto heel
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-4636

    Category Name: Night Out

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet Charm Off-The-Shoulder Floral Mesh Mini Dress

    Showcase your sweet charm at spring and summer parties in this floral mesh mini dress! The airy sheer mesh fabric is accented with a dainty floral print for the prettiest vibe and includes a full-length knit lining for coverage. The off-the-shoulder sweetheart neckline gives the dress a feminine touch, and features sheer short-sleeved cuffs and a V-cut bust design with a tie-front detail. The ruching down the side seams will accentuate your gorgeous curves along the bodycon silhouette. Style this adorable mini dress with clear heels.

    Fit & Features

    • Stretchy sheer mesh fabric with knit lining
    • Floral print
    • Off-the-shoulder sweetheart neckline, short sleeve cuffs
    • V-cut bust design with tie-front detail
    • Ruched bust and side seams
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3050

    Category Name: Night Out

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Charm Lace Up Eyelet Lace Corset Top

    Charm comes effortlessly in this eyelet lace corset top for a patio date, brunch, or bridal shower! The square neckline and form-hugging fit flatter your figure, while the back lace-up adds a hint of allure. Made with eyelet lace fabric, this corset top is perfect for your upcoming occasions! Complete the look with the matching skirt.

    Shop Matching Bottoms: Effortless Charm High Rise Eyelet Lace Mini Skirt

    Fit & Features

    • Eyelet lace fabric, woven lining, no stretch
    • Shoulder straps
    • Hidden front hook and eye closures
    • Flexible boning
    • Lace-up
    • Runs true to size

    Style Number/Barcode: 06003-2334

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Iconic Staple High-Rise Wide-Leg Jeans

    This pair of high-rise wide-leg jeans is an iconic staple that needs to be in your wardrobe! Made with a structured cotton-blend denim fabric, these jeans feature a high waist and a trendy wide-leg silhouette with a clean design and subtle front distressing for a chic relaxed look. The waist is detailed with belt loops, a hidden button-down closure, and front and back pockets. Style these jeans with your fave crop top and sneakers.

    Fit & Features

    • Cotton-blend denim fabric, minimal stretch
    • High waist
    • Wide-leg fit
    • Clean design, subtle distressing
    • Belt loops, button-down closure
    • Pockets
    • Runs true to size

    Style Number/Barcode: 06602-0512

    Category Name: Night Out

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • City Sensation High-Rise Buckle Pleated Skort

    Hit the city streets looking sensational in this mini skort! It features a high-rise waist with dual buckle accents for a trendy edge and a sassy pleated mini-length hem on twill denim fabric. Complete the look in a crop jacket and sneakers!

    Fit & Features

    • Twill denim fabric, stretchy knit shorts lining
    • High-rise waist, dual buckle accents
    • Side zipper and hook-eye closure
    • Pleated mini-length hem
    • Skort in size small has an 11" front rise with a 1.5" inseam
    • Runs true to size

    Style Number/Barcode: 06303-0269

    Category Name: Night Out

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sporty Sass Ankle Tie Twill Pants

    Sport a sassy and stylish look in these twill woven pants featuring a high-rise drawstring waist with a tie-front closure, hidden side pockets and a back flap pocket, a straight-leg silhouette, and drawstring ankle ties. Complete the look in a corset top for happy hour.

    Fit & Features

    • High-rise drawstring waist, tie-front closure
    • Hidden side pockets, back flap pocket
    • Straight-leg silhouette
    • Drawstring ankle ties
    • Twill woven fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06302-0712

    Category Name: Night Out

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All About The 70s Mesh Print Bodysuit

    Look and feel like a groovy babe styling this sheer mesh print bodysuit with your favorite bottoms! It features fitted long sleeves, a crew neck, and a 70s-inspired swirl print. Complete the look in sleek faux leather pants.

    Fit & Features

    • Fitted long sleeves
    • Crew neck
    • Thong bottom, dual snap button closure
    • 70s-inspired swirl print
    • Sheer mesh knit fabric, no lining
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-4411

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Kimberly Sequin One Shoulder Dress

    Special Occasion

     Kimberly is here for your dramatic entrance into every holiday party! She glistens and gleams in a shimmering array of sequins that dance along her one-shoulder neckline, flowy kimono-style sleeve leading to her draped bodice, and short bodycon silhouette. The formal dress is composed of a sequin-knit fabric with a sewn-in knit lining and minimal stretch. Style your hair with a glamorous comb or barrette to create a flawless side part!

    Fit & Features

    • One-shoulder neckline
    • Kimono-style sleeve
    • Draped bodice
    • Bodycon silhouette, short-length hem
    • Sequin-knit fabric, sewn-in knit lining, minimal stretch
    • Strapless bra or pasties recommended
    • Fits true to size

    Style Number/Barcode: 05001-1559

    Category Name: Night Out

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Posh Beauty Bow Block Heel Mules

    Your posh beauty in these mules has entered the chat! Sashay in style featuring a pointed toe, a bow strap, a PVC clear strap, and a block heel. Complete the look with a beaded clutch.

    Fit & Features

    • Open pointed toe
    • Bow strap
    • PVC clear strap
    • Block heel
    • Faux leather cushioned insole
    • Black heels are satin
    • White heels are faux leather
    • Runs true to size

    Style Number/Barcode: 07401-4262

    Category Name: Night Out

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glitter Twist Front Jumpsuit

    Girl you are so posh right now! This jumpsuit features a sweetheart neckline, tank straps that lead to a square back. Bodice is composed of a knit material that offers  moderate stretch and a form fit, with a tie front accent. Pants meet high waist and flare into a wide leg. 

     Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.  

     

    Style Number/Barcode: 06502-0130

    Category Name: Night Out

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek Steps Strappy Wide Fit Block Heels

    From desk to dinner, these strappy, wide fit block heels are the definition of effortless polish. Comfortable enough for the daily grind, chic enough for your night out plans.

    Fit & Features

    • Block heel
    • Square toe
    • Strappy design
    • Adjustable ankle strap with buckle closure
    • Luxe fit cushioned insole
    • Faux leather material
    • Wide fit design, runs true to size

    Style Number/Barcode: 07401-000368

    Category Name: Night Out

    Price: $30.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free