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.

  • Endless Glam Laced-Up Rhinestone Stiletto Heels

    Lace up your vibe in these stiletto heels adorned with sparkling rhinestones and a sleek design. Pair with a clutch for a dressy night out!

    Fit & Features

    • 4" Stiletto heel
    • Patent faux leather material
    • Open square toe
    • Adjustable lace-up straps, rhinestone embellishments
    • Faux leather cushioned insole
    • Heels come in Black, Zebra, and Red
    • Runs true to size

    Style Number/Barcode: 07401-5167

    Category Name: Night Out

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Instant Dazzle Flower Rhinestone Spiral Block Heels

    Step out and instantly dazzle in these metallic block heels showcasing a glam rhinestone embellished spiral strap with flower accents. Pair with a clutch.

    Fit & Features

    • 4" Block heel
    • Metallic faux leather material
    • Almond toe
    • Rhinestone embellished spiral strap, flower accents
    • Cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5230

    Category Name: Night Out

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Addition Heart Earrings

    Who doesn't heart the weekend? Flaunt your love for off-duty days in these heart earrings secured with an omega closure. Pair with a handbag.

    Fit & Features

    • Heart-shaped design
    • Omega closure

     

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

    Style Number/Barcode: 07001-2256

    Category Name: Night Out

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Luxe Night Out Rhinestone Stiletto Pumps

    Step out for a luxe night in these patent leather pumps showcasing a sleek closed pointy toe with a rhinestone inset and a stiletto heel. Pair with a purse.

    Fit & Features

    • 3.5" Stiletto heel
    • Closed pointy toe, rhinestone inset
    • Open back
    • Adjustable ankle strap with buckle closure
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-5310

    Category Name: Night Out

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Style So Bold Chain Statement Necklace

    Make a bold statement in this chunky chain necklace secured with a lobster clasp closure. Style with a long sleeve crop top and leggings.

    Fit & Features

    • Chunky chain
    • Back adjustable chain with lobster clasp closure

    Style Number/Barcode: 07002-2094

    Category Name: Night Out

    Price: $2.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Radiant Allure Lace-Up Sequin Mini Dress

    This sequin mini dress is cut to flatter with a bodycon fit and a sultry strappy open back. Its sparkling finish makes it the kind of dress that guarantees you’ll own the spotlight.

    Fit & Features

    • Sequin-embellished, mesh-lined fabric
    • V-neckline, padded bra cups
    • Spaghetti straps
    • Lace-up open back
    • Front slit accent
    • Bodycon mini silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000186

    Category Name: Night Out

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Tobi Super High Waist Mom Jeans

    Oasis by Eunina

    The Tobi super high-rise mom jeans are the perfect denim fit to create any trending looks for the season. These high-rise jeans feature a five-button fly, distressed details on the front, and a skinny-leg fit. The fabric has minimal stretch and is finished with a medium wash for an iconic denim look. Style these trendy mom jeans with a sleek bodysuit or cropped knit tee for a casually chic ensemble.

    Fit & Features

    • High-rise waist
    • Skinny mom-leg fit
    • Distressed accents on the front
    • Five-button closure
    • Five-pocket design, belt loop accents
    • Medium wash denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06602-1660

    Category Name: Night Out

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Elevated Basic Ruched Mesh Bodysuit

    Step up your everyday look with this elevated basic bodysuit. The one-piece top features long sheer bishop sleeves, a square neckline, front and back ruched detailing, and a thong bottom. The sheer mesh fabric has a lightweight knit lining. Style this bodysuit with your fave pair of denim and chic mules.

    Fit & Features

    • Long sheer bishop sleeves, elastic cinched hems
    • Square neckline
    • Front and back ruched detailing
    • Thong bottom, dual snap button closure
    • Sheer mesh fabric, knit lining, moderate stretch
    • Style runs large

    Style Number/Barcode: 06001-4236

    Category Name: Night Out

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Leather Wrap Mini Skirt

    Add an edgy-chic vibe to your look with this must-have faux leather mini skirt! It features a flattering high-rise waist and a faux-wrap front with ruched detailing. Pair with a cropped bustier and booties for the perfect going-out look.

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Faux wrap front with ruching
    • Bodycon, mini-length hem
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0143

    Category Name: Night Out

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High-Rise Destructed Boyfriend Jeans

    Give your casually chic outfits an edgy aesthetic with these deconstructed high-rise jeans. These boyfriend-fit medium-wash denim jeans have the perfect amount of ripped detailing at the knees with a straight-leg silhouette for an absolutely on-trend look. Pair these high-waist ripped jeans with a cute crop top and chunky sneakers for day or a sparkly bustier with strappy heels for a sexy night look.

    Fit & Features

    • High-rise waist
    • Boyfriend style leg
    • Distressed detailing, slits at the knees
    • Multi button-down front closure
    • Five-pocket and belt loop design
    • Medium wash denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06602-0184

    Category Name: Night Out

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • She's A Showstopper Ruched Midi Dress

    Make them stop and stare at this stunning dress that commands attention! The sleek midi dress features a trendy square neckline, sleek bungee straps, and a curve-hugging ruched midi silhouette. Complete your look with duster earrings for your night-out outfit.

    Fit & Features

    • Sleeveless square neckline, bungee straps
    • Strapless bra recommended
    • Side ruched detailing
    • Midi-length bodycon silhouette
    • Smooth knit fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-0848

    Category Name: Night Out

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Take It Up A Notch Ruched Mini Dress

    Take your sultry style up a notch with this ruched mini dress! You'll be sure to turn heads in this little number with its sweetheart neckline, pretty lace detailing, and mini-length, curve-hugging silhouette. Pair with some heels and statement earrings for a gorgeous night-out look.

    Fit & Features

    • Spaghetti straps with sheer lace detailing
    • Sweetheart neckline, built-in padded bust
    • Back zipper and hook-eye closure
    • Caged seam detailing at the waist
    • Ruching, bodycon fit, short-length hem
    • Sheer mesh fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4376

    Category Name: Night Out

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle Party Sequin One-Shoulder Mini Dress

    Sparkle your way into the party wearing this sequin mini dress! The short dress features a one shoulder, long sleeve design, waist cut out, bodycon silhouette, and a side zipper closure. Complete the look with chic hoops and booties.

    Fit & Features

    • One shoulder, long sleeve design
    • Waist cut out, bodycon silhouette
    • Mini hem
    • Zipper closure
    • Sequin-knit lined fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4769

    Category Name: Night Out

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lillyanne Formal Satin Asymmetrical Midi Dress

    Special Occasion 

    Enchant them all with the captivating Lillyanne formal midi dress! She features a sleeveless bodice, a trendy cowl neckline, adjustable spaghetti straps for a customized fit, and a strappy cross-back design. Her high waist seam elongates your silhouette and leads to a mid-length skirt with an asymmetrical wrap hem creating a front slit. The midi dress is composed of a satin fabric that offers a curve-hugging fit with a moderate stretch. Complete the look with clear heels and a sleek satin clutch.

    Fit & Features

    • Sleeveless cowl neckline, adjustable spaghetti straps
    • Strappy cross-back design
    • Asymmetrical wrap skirt, back zipper closure
    • High waist seam, midi-length hem
    • Lined satin fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-0807

    Category Name: Night Out

    Price: $29.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Essential Suede Platform Heels

    Strap on these basic heels to take your style to the next level! These essential heels feature a closed-back, an adjustable buckle ankle strap and an open almond toe with a single toe strap, and a block heel. Complement your special occasion outfit in these statement-worthy shoes!

    Fit & Features

    • Closed-back 
    • Adjustable ankle buckle strap
    • Open almond toe
    • Single toe strap
    • Block heel
    • Composed of a faux suede material 
    • Runs true to size

    Style Number/Barcode: 07401-1367

    Category Name: Night Out

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fab Faux Suede Island Heels

    The kind of heels you just can't live without! These faux suede heels go with everything, from date night to homecoming—these heels are a staple piece. They feature an open almond toe, a single toe, an ankle strap, and a stiletto heel. Complete your look with a midi dress and a necklace.

    Fit & Features

    • Closed-back
    • Open almond toe
    • Single toe and ankle strap
    • Stiletto heel  
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07401-1141

    Category Name: Night Out

    Price: $4.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Pretty Bustier Bodysuit

    Stun in a bustier bodysuit that gives a lift to curves in all the right places. This pretty bustier bodysuit brings the sultriness to date night outfits. Style the lace bodysuit with high waist jeans or a high waist mini skirt and finish off with door knocker earrings. The lace bodysuit features a bustier bodice with a plunging sweetheart neckline, underwire cups, and adjustable straps for a customized fit. 

    Fit & Features

    • Adjustable spaghetti straps allow for a comfortable fit
    • Lace fabric
    • Unlined mesh inset waist
    • Thong bottom with a dual snap button closure
    • Includes hidden side zipper and hook and eye closure
    • Runs true to size

    Style Number/Barcode: 06003-8018

    Category Name: Night Out

    Price: $3.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Get With It Faux Leather Skirt

    Get your look on point in a skirt that slays! The stylish versatile skirt is the one staple piece you need to create a head-turning night-out outfit with the squad. The skirt features a high-rise waist, a short-fitted design, and is composed of faux leather fabric. Complete your chic outfit with a bodysuit and a blazer.

    Fit & Features

    • Wide high-rise waistband
    • Bodycon fit
    • Mini-length hem
    • Faux leather fabric, moderate stretch
    • Runs true to size

      Style Number/Barcode: 06501-0347

      Category Name: Night Out

      Price: $16.90

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Simple Perfection Bodysuit

      Your beauty is effortless! This cute bodysuit loves to show off your natural perfection with an endearing off-the-shoulder neckline paired with short ruched sleeves and a stylish cross-over detail. The bodysuit is composed of a simple smooth knit fabric that offers a moderate stretch for a fitted look and includes a thong bottom with dual snap button closures. Complete your outfit with high-rise denim and clear mules.

      Fit & Features

      • Off-the-shoulder neckline
      • Short ruched sleeves
      • Cross-over detail
      • Thong bottom with dual snap button closures
      • Knit fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 06001-4834

      Category Name: Night Out

      Price: $10.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Sealed With Style Tie-Waist Pants

      Create a polished look in these high-waist pants with a matching tie-front belt. These dressy crepe pants are the perfect versatile style that takes you from the office to cocktail hour. This elevated high-waist pant features a self-tie belt that cinches at the waist, and a slightly flared-leg silhouette for the perfect finishing touch. Seal the perfect polished look with a long-sleeve blouse bodysuit and blazer or swap out the top for a sexy bustier for a sexy night-out look.

      Fit & Features

      • High-rise waist
      • Tie-front accent
      • Wide pant legs with a flared hem
      • Crepe fabric
      • Plenty of stretch
      • Runs true to size

      Style Number/Barcode: 06502-1849

      Category Name: Night Out

      Price: $15.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Baby, I Want Moto Jacket

      Play for keeps in a moto jacket that lets them know what's up. The moto jacket features a notch collar, an asymmetrical zipper front, zippered accents at the bodice, and long sleeves with trendy shoulder tabs. Complete your irresistible look with a basic bodysuit and dark wash denim jeans

      Fit & Features

      • Notch collar neckline
      • Asymmetrical zipper front
      • Long sleeves, trendy shoulder tabs
      • Lightly padded shoulders
      • Additional zipper accents
      • Crepe knit fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 06204-4455

      Category Name: Night Out

      Price: $21.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Always Effortless Halter Bodycon Mini Dress

      From brunch to dinner date plans, this halter bodycon mini dress will always collect compliments! 

      Fit & Features

      • Mesh fabric, stretchy knit lining
      • Halter sweetheart neckline, tie closure, padded bra cups
      • Back zipper and hook-eye closure
      • Bodycon fit
      • Mini-length hem
      • Runs true to size

      Style Number/Barcode: 05103-000189

      Category Name: Night Out

      Price: $9.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Unforgettable Sultry Lace Open Back Mini Dress

      Step out looking unforgettable and sultry in this lace mini dress with an alluring open back, bodycon silhouette, and semi-sheer lace design. Pair with heels.

      Fit & Features

      • Semi-sheer lace, smooth crepe fabric with moderate stretch
      • Cap sleeves
      • Mock neck, back dual button closures
      • Open back, zipper with hook-eye closure
      • Bodycon silhouette
      • Mini-length hem
      • Runs true to size

      Style Number/Barcode: 05103-5913

      Category Name: Night Out

      Price: $9.97 $46.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Sweetest Arrival Corset Bodycon Satin Ruffle Mini Dress

      Make your debut at the club in this satin mini dress showcasing stunning details that'll get you noticed! The dress features chiffon ruffled straps and hem while the corset-inspired bodice gives you a dreamy silhouette. Pair with earrings.

      Fit & Features

      • Stretch satin fabric, sewn-in lining
      • Sweetheart neckline, padded bra cups
      • Chiffon ruffled shoulder straps
      • Corset-inspired bodice, hidden hook and eye closures
      • Bodycon silhouette
      • Chiffon ruffled mini-length hem
      • Runs true to size

      Style Number/Barcode: 05103-5990

      Category Name: Night Out

      Price: $9.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free