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.

  • Luxe Statement Rhinestone Halter Body Necklace

    Make a statement in this luxe and glamorous halter body jewelry embellished with high-shine rhinestones. Its alluring V-neckline and fringe trim create a sexy silhouette that is further enhanced by the back dual adjustable chains with lobster clasp closures. Style over a sultry satin cocktail dress or under a chic top.

    Fit & Features

    • Rhinestone halter body necklace
    • V-neckline
    • Dual adjustable chains with lobster clasp closures
    • Fringe trim

    Style Number/Barcode: 07002-1670

    Category Name: Night Out

    Price: $2.97 $75.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Midnight Glitz Rhinestone High Slit Maxi Skirt

    Bring the glitz and glamour as you party past midnight in this rhinestone maxi skirt! It features a high-rise waist, a maxi-length hem with an iconic thigh-high side slit, a form-hugging silhouette, and a front embellished design of gleaming mini rhinestones. The metallic lurex threading in the sweater knit fabric will give off a stunning shine. Complete your party look with the matching crop and stiletto heels.

    Shop Matching Top: Midnight Glitz Rhinestone Long Sleeve Crop Top

    Fit & Features

    • High-rise waist
    • Maxi-length hem
    • Thigh-high side slit
    • Form-hugging fit
    • Front rhinestone embellished design
    • Lurex sweater knit fabric
    • Runs true to size

    Style Number/Barcode: 06501-0958

    Category Name: Night Out

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sculpted Sultry Bandage Halter Crop Top

    This flirty and sultry bandage crop top has everything you need to stand out! Featuring a sleeveless plunge halter neckline with strap, flexible boning and hidden front hook and eye closures, and open back, it flatters your curves with every move. Crafted from a seamless bandage knit fabric designed to fit like a glove. Complete the look with the matching skirt.

    Shop Matching Bottoms: Sculpted Sultry Bandage Mini Skirt

    Fit & Features

    • Sleeveless halter neckline with strap
    • Open back
    • Flexible boning, front hook and eye closures
    • Cropped hem
    • Seamless bandage knit fabric
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06005-1941

    Category Name: Night Out

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Impressed V-Neck Button Faux Leather Vest

    You're sure to impress in this faux leather vest at concerts, girl's night, or festivals! The vest style silhouette and cropped hem add a touch of edginess, while the faux leather and faux suede lining provide a luxe feel. With button front closures and djustable wide straps, it's both comfortable and stylish. Pair the V-Neck vest with high-rise pants and simple earrings for a trendy look!

    Fit & Features

    • Faux leather fabric lined with faux suede
    • Adjustable wide straps
    • Button front closures
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06003-2394

    Category Name: Night Out

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Blooming Beauty Floral Ruched Mesh Corset Top

    You'll be blooming with beauty in this chic floral ruched mesh corset top, perfect for a bridal shower or weekend brunch. It features a sheer airy mesh fabric detailed with a gorgeous floral print for a soft feminine vibe. The top has a sleeveless square neckline with tank shoulder straps and flexible boning inserts for a structured look. The front ruching leads to an alluring open lace-up back design that offers a customized fit. The fitted, angled, and cropped hem will give you a snatched silhouette. Style this corset top with dress pants and clear heels!

    Fit & Features

    • Sheer floral-printed mesh fabric, full knit lining
    • Moderate stretch
    • Sleeveless square neckline, tank shoulder straps
    • Ruching
    • Flexible boning, open lace-up back with tie closure
    • Fitted, angled, and cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-5075

    Category Name: Night Out

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped Up In Style Satin Mini Dress

    Wrap yourself up in this stylish satin mini dress for your next GNO! The dress features a sleeveless surplice V-neckline, spaghetti straps, a pleated side seam, a flattering bodycon silhouette, and a wrap hem. Complete the look in strappy block heels.

    Fit & Features

    • Sleeveless surplice V-neckline
    • Spaghetti straps
    • Pleated side seam
    • Back zipper with hook-eye closure
    • Bodycon silhouette, wrap mini-length hem
    • Smooth satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-5188

    Category Name: Night Out

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Season Staple Denim Print Faux Leather Stiletto Heels

    Trendy with chic details, these denim print faux leather heels are a staple for the season. Designed with a medium-wash denim print on smooth faux leather material, these heels are a fabulous must-have! They feature an open square-shaped toe with a thin strappy design across the foot, thin adjustable ankle and heel straps with a buckle closure, and a stiletto heel. Pair with the matching shoulder bag for a seamlessly stylish 'fit!

    Shop Matching Bag: Season Staple Denim Print Faux Leather Shoulder Bag

    Fit & Features

    • 4" Stiletto heel
    • Faux leather material with medium-wash denim print
    • Open square toe
    • Thin strappy design
    • Thin adjustable ankle and heel straps with buckle closure
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4644

    Category Name: Night Out

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Essential Sweetie Off-The-Shoulder Tube Crop Top

    Versatile and essential, this tube crop top makes getting ready for last-minute plans a breeze! Crafted from soft, stretchy, rib knit fabric this top offers a sweet folded off-the-shoulder neckline adorned with short sleeves and a fitted crop hem to flaunt your figure. Complete the look with high-rise jeans and sandals for a trend-worthy outfit!

    Fit & Features

    • Stretchy, soft rib knit fabric
    • Folded off-the-shoulder
    • Short sleeves
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06005-1923

    Category Name: Night Out

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Set And Match Pleated Tennis Skort

    Win the sporty style game in this pleated tennis skort, whether on or off the court! The elasticized high-rise waistband offers a comfortable fit while the pleated A-line silhouette adds a touch of style. With workout shorts lining and pockets, you'll be ready to conquer anything! Complete the look in a basic crop top and tennis shoes.

    Fit & Features

    • Woven fabric
    • Workout shorts lining with pockets
    • High-rise elasticized waistband
    • Pleated A-line silhouette
    • Mini-length 
    • Runs true to size

    Style Number/Barcode: 06403-0414

    Category Name: Night Out

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic And Flirty Strapless Lace-Up Abstract Corset Top

    This chic and flirty abstract corset top is perfect for going out! With the flattering strapless neckline from the satin ribbon lace-up back, this top boats plenty of stylish detail and offers a snatched appearance thanks to the fitted crop silhouette and flexible boning. Complete the look in a flirty mini skort

    Fit & Features

    • Abstract tapestry pattern, woven fabric, sewn-in knit lining
    • Strapless neckline
    • Satin ribbon lace-up back
    • Flexible boning
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06003-2563

    Category Name: Night Out

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Position Plunge Scarf Straight-Leg Jumpsuit

    This sleeveless jumpsuit features a stunning plunge halter V-neck with a scarf, an open back, and a flattering straight-leg silhouette. The smooth knit fabric offers stretch and comfort. 

    Fit & Features

    • Smooth knit fabric
    • Plunge halter V-neckline with scarf
    • Open back
    • Straight-leg silhouette
    • Jumpsuit has a 13” front rise with a 32” inseam.
    • Runs true to size

    Style Number/Barcode: 06502-2537

    Category Name: Night Out

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Preppy Vibe Lace-Up Plaid Corset Top

    This corset top features adorable bow trims along the scoop neckline and a trendy lace-up back. Perfect for styling with denim jeans.

    Fit & Features

    • Plaid print, woven fabric
    • Bow trims, scoop neckline
    • Spaghetti straps
    • Lace-up back
    • Cropped length hem
    • Runs true to size

    Style Number/Barcode: 06003-2603

    Category Name: Night Out

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Radiate Glamour Rhinestone Mesh Bolero

    Radiate glam vibes in this trendy embellished bolero! It features long fitted sleeves, an open front, a fitted, ultra-cropped hem, and all-over sparkly rhinestones on the sheer open mesh fabric. Style over a fit and flare skater dress with platform heels for your next fancy party.

    Fit & Features

    • Long fitted sleeves
    • Open front
    • Fitted, ultra-cropped hem
    • Rhinestone embellishments
    • Sheer open mesh fabric
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06202-0373

    Category Name: Night Out

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Happy Hour Approved Tie-Front Blazer

    This chic woven blazer is totally happy hour approved! It features a classic lapel collar, long sleeves with shoulder pads for structure, a tie-front design creating a V-neckline, and a cropped, fitted silhouette, The smooth woven fabric has no stretch. Style with faux leather pants and strappy mules for drinks with the girls.

    Fit & Features

    • Lapel collar
    • Long sleeves, button details at the hem
    • Shoulder pads
    • Tie-front, V-neckline
    • Cropped hem, fitted silhouette
    • Woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1490

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Living For The Night Crepe Dress

    With this crepe mini dress, you'll be living for nights on the town! Showcase your sassy self in this sleeveless dress featuring a sweetheart neck, spaghetti straps, side cutouts and rhinestone bars, and a bodycon silhouette. Style with earrings to complete the look!

    Fit & Features

    • Sleeveless sweetheart neck, spaghetti straps
    • Back zipper closure
    • Side cutouts and rhinestone bars
    • Bodycon silhouette
    • Mini-length hem
    • Crepe fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4796

    Category Name: Night Out

    Price: $9.97 $36.90

    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
  • Bring Sexy Back Beaded Bodysuit

    Bring sexy back in a bangin' bodysuit! Designed with a crew neckline, long sleeves and a thong snap closure bottom. Bodysuit is composed of a sheer mesh fabric that is form fitting and offers moderate stretch. Beaded and embellished with sequins the sweetheart forming accents give a beautiful detailed finish.

    Model is 5'9" with a 32" bust, 24.5" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06001-1714

    Category Name: Night Out

    Price: $16.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sequined Charmer Mini Dress

    Be prepared for double-takes in the Sequined Charmer mini dress!

    Fits & Features 

    • Crew Neckline
    • Long Sleeves With Ribbed Cuffs
    • Dual Button Closure At Back Neck
    • Adjustable Lattice Detail & Zipper Closure At Back
    • Mini Length Silhouette
    • Sequined Mesh Composition I Fully Lined At Body & Skirt
    • Curve Hugging Fit I Moderate Stretch  

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

    Style Number/Barcode: 05101-0450

    Category Name: Night Out

    Price: $26.97 $66.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Skinny Rhinestone Belt

    Bling it on! This trendy dainty skinny rhinestone belt will cinch your look and snatch that waist babe!

    • Adjustable embellished square buckle closure
    • Seven rows of rhinestones

    Style Number/Barcode: 07301-0102

    Category Name: Night Out

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feelin' Slick Satin Puff Sleeve Mini Dress

    ...And lookin' slick! We are lovin' the puff sleeve trend and know you are too. You'll be lookin' oh-so-chic, everyone's going to think you came off the runway! 

    Fits & Features

    • Square Neckline 
    • Sheer Mesh Puff Shoulder Short Sleeves
    • Back Zipper With Hook & Eye Closure
    • Mini Length Silhouette 
    • Satin Fabric 
    • Form Hugging Fit I Moderate Stretch 

    Style Number/Barcode: 05101-0589

    Category Name: Night Out

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Metal Fringe Duster Earrings

    Bring the drama with these glam metal fringe duster earrings!

    • Rhinestone round stud
    • Gold metal cascading fringe | Varying lengths

    Style Number/Barcode: 07001-0644

    Category Name: Night Out

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Steps Buckle Strap Kitten Heel Mules

    Step out in these trendy kitten heel mules featuring a criss-cross strappy design with sleek buckle details.

    Fit & Features

    • Kitten heel
    • Faux leather material
    • Open square toe
    • Criss-cross strappy design, buckle details
    • Open back, on-and-off styling
    • Cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000200

    Category Name: Night Out

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glitter Goals Fishnet Stiletto Heel Booties

    Glow on girl in these chic booties that bring the glamour to your favorite outfits! The booties feature a glitter embellished fishnet body, a faux suede trim, and a stylish stiletto heel. Complete your look with a ribbed mini dress and rhinestone earrings

    Fit & Features

    • Around the ankle length
    • Zippered back 
    • Glitter fishnet body
    • Pointed toe 
    • Faux suede trim 
    • Stiletto heel 

    Style Number/Barcode: 07403-0373

    Category Name: Night Out

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Satin Puff Sleeve Crop Top

    Get a luxe look in sleek satin in this trendy crop top! It features long puff sleeves with tapered buttoned hems, a square neckline, back ruched detailing, and a cropped, form-hugging fit. Style this top with a mini skirt and clear heels for a chic vibe.

    Fit & Features

    • Long puff sleeves with tapered buttoned hems
    • Square neckline
    • Back zipper and hook and eye closure
    • Stretchy back ruched detailing
    • Cropped
    • Form-fitting style
    • Satin-like fabric with minimal stretch

    Style Number/Barcode: 06003-1115

    Category Name: Night Out

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free