Night Out

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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.

  • Sleek And Chic Nubuck Platform Heels

    Keep it sleek and chic with heels that are perf for workwear and formal outfits! The heels feature a closed-back with an adjustable ankle strap, an open almond toe with a single strap, a wide platform, and a stiletto heel. The heels are composed of a faux nubuck material. 

    Fit & Features

    • Closed-back
    • Adjustable ankle strap
    • Open almond toe
    • Single strap over toe
    • Wide platform
    • Stiletto heel
    • Runs true to size

    Style Number/Barcode: 07401-3559

    Category Name: Night Out

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • A Night Like This Sequin V-Neck Mini Dress

    Catch the light in this sequin mini dress for a truly sparkling night! The mini-length dress features fitted long sleeve with chic slit flare cuffs, a V-neckline, a flirty bust keyhole with an adjustable toggle closure, and a flattering bodycon silhouette. Style with strappy heels for a night on the town!

    Fit & Features

    • Fitted long sleeves, slit flare cuffs
    • V-neckline, hidden side zipper and hook-eye closure
    • Bust keyhole, adjustable toggle closure
    • Bodycon silhouette
    • Mini-length hem
    • Sequin embellished fabric, stretchy knit lining
    • Style runs large

    Style Number/Barcode: 05103-5327

    Category Name: Night Out

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Scalloped Lace Rhinestone Bustier

    Create lace appeal in a glam bustier. Create a glitzy concert outfit or head out for a girl's night out in this chic bustier that features a sweetheart neckline, a sheer unlined lace bodice, and dazzling rhinestones. Complete your look with high waist jeans and trendy open-toe mules

    Fit & Features

    • Sweetheart neckline
    • Bustier-like cups
    • Adjustable spaghetti straps
    • Sheer unlined lace bodice
    • Rhinestones 
    • Cropped hem 


    Black Bustier: Model is 5'8" with 32" bust, 26" waist and 38" hips. She is wearing a size small.

    White Bustier: Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06003-0696

    Category Name: Night Out

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Walk It Out In Style Faux Leather Boots

    Walk it out in style with boots that elevate your outfit! The boots feature a knee-high length, a square toe, an inner zipper closure, and a block heel. The boots are composed of a faux leather material. Complete look with a sweater and mini skirt. 

    Fit & Features

    • Below the knee length 
    • Square toe
    • Inner zipper closure
    • Block heel 
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0324

    Category Name: Night Out

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Eye Candy Swirl Mesh Dress

    Looking for something sweet? This mini dress will surely fulfill your craving! It features sleek bungee spaghetti straps, a square neckline, and a swirl marble pattern on the short bodycon silhouette. Composed of a lined mesh fabric with a moderate stretch. Style with lucite mules for date night.

    Fit & Features

    • Sleeveless square neckline
    • Thin bungee spaghetti straps
    • Swirl marble pattern
    • Mini-length bodycon silhouette
    • Sheer mesh fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4365

    Category Name: Night Out

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Choice Bodycon Mini Dress

    This simple and stylish mini dress is an effortless choice for every day! It features a sleeveless one-shoulder neckline, a thin tank strap, and a short, curve-hugging, bodycon silhouette. The lightweight ribbed knit fabric offers plenty of stretch. Complete the look with heeled mules and a crossbody purse.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Single thin tank strap
    • Mini-length, form-fitting silhouette
    • Ribbed knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4550

    Category Name: Night Out

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strut Your Stuff Halter Crop Top

    Strut your sultry self in this halter crop top showcasing plenty of skin in a sleeveless bodice with cross-style straps, a partial open-back, and a front keyhole accent on slinky knit fabric. Complete the look in faux leather pants for a night out.

    Fit & Features

    • Sleeveless halter neckline
    • Cross-style straps
    • Partial open-back
    • Front keyhole accent
    • Cropped hem
    • Slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4507

    Category Name: Night Out

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • One Dance Mini Dress

    Do your dance in this fabulous sequin mini! With a high crew neckline, long sleeves that are sheer, and a short hem that hits mid thigh. This Dress features a beautiful damask sequin design layed over a smooth knit inner lining. The back of this dress has a large keyhole cut out detail and a button closure at the top. 

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small. 

    Style Number/Barcode: 05101-0053

    Category Name: Night Out

    Price: $25.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Illusion Stripe Faux Fur Jacket

    Stay on trend with a jacket that is part casual, part glam! The jacket features a collared neckline, a zipper front with multi-button closure, long sleeves, side pockets, and an illusion stripe design. Complete look with a bustier and high waist jeans. 

    Fit & Features

    • Collared neckline
    • Zipper front, multi-button closure
    • Long sleeves
    • Side pockets
    • Illusion stripe design 
    • Faux fur fabric 
    • Relaxed fit, minimal stretch, runs true to size 

    Style Number/Barcode: 06201-0220

    Category Name: Night Out

    Price: $18.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Boho-Chic Convertible Crop Top

    This convertible crop top will give you those boho-chic vibes you've been seeing all over social media! It features wide straps that allow you to style the top multiple ways, including a one-shoulder design, a halter neckline, a cross-front design, a plunging neckline, and more. Pair this cute top with the matching wide-leg pants for the perf vacay outfit.

    Shop Matching Bottoms: Boho-Chic Wide-Leg Pants

    Fit & Features

    • Wide convertible straps
    • Multi-wear design
    • Cropped, form-hugging fit
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-3924

    Category Name: Night Out

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glam Exit Lace-Up Block Heels

    Make your exit so glam in these faux suede heels featuring an almond toe, PVC toe strap, rhinestone embellished block heel, and a lace-up design. Complete the look in a sultry dress for a girl's night.

    Fit & Features

    • Almond toe
    • Rhinestone embellished block heel
    • PVC toe strap
    • Lace-up design
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07401-3957

    Category Name: Night Out

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dance Floor Dazzler Sequin Mini Dress

    You'll be dazzling out on the dance floor in this sequin mini dress to shimmer all night! Featuring a sleeveless square neck, satin spaghetti straps that lace up along the open back, and a bodycon silhouette. Complete the look with a chic clutch.

    Fit & Features

    • Sleeveless square neck
    • Satin spaghetti straps
    • Lace-up open back, zipper and hook-eye closure
    • Bodycon silhouette
    • Mini-length hem
    • Sequin-embroidered mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05103-4754

    Category Name: Night Out

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fit To Perfection Strapless Corset Jumpsuit

    This crepe jumpsuit is absolute chic perfection! It features a strapless corset bodice with flexible boning providing a structured look and a trendy wide-leg silhouette on stretchy crepe fabric. Style with simple block heels for a rehearsal dinner or date night!

    Fit & Features

    • Strapless corset bodice, flexible boning
    • Back zipper and hook-eye closure
    • Wide-leg silhouette
    • Crepe fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-2302

    Category Name: Night Out

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lucky Streak Charm Necklace

    Your good-luck charm just got an upgrade. With a sparkling dice, fiery matchstick, and triple 7 pendant, this necklace is all about playful glam and a little risk-taking energy.

    Fit & Features

    • Gold-tone chain necklace
    • Dice, matchstick, and 777 charm details
    • Rhinestone accents
    • Lobster clasp closure

    Style Number/Barcode: 07002-000128

    Category Name: Night Out

    Price: $2.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Candy Coated Belted Pants
    Give them a little eye candy with these cute pants! They have a wide belted waist paired with basic slant pockets and a tapered pants legs. The pants are composed of a sheen, coated fabric that will keep them staring all day long! Pants offer a form hugging fit with a moderate stretch.

    Model is 5'7" with a 32.5" bust, 25" waist and 35" hips. She is wearing a size small

    Style Number/Barcode: 06402-1182

    Category Name: Night Out

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sultry Glam Lace Up Ruched Mini Dress

    Bring sultry glam with a stunning mini dress that is totally fierce! The mini dress features a sleeveless square neckline, spaghetti straps that lead to a cross-back design, a lace-up back, a ruched body, 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 clear mules and hoops.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps, cross at back
    • Lace-up back 
    • Ruched body
    • Mini-length silhouette
    • Smooth knit fabric, form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-3833

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Babe Lucite Block Heels

    Stay on-trend, babe with heels that slay! The heels feature an open square toe, a clear strap over the toe, a clear adjustable ankle strap that crosses, and a lucite block heel. Complete look with a bustier and mini skirt. 

    Fit & Features

    • Open square toe
    • Clear strap over the toe
    • Clear adjustable ankle strap
    • Lucite block heel
    • Faux patent leather insole
    • Runs true to size

    Style Number/Barcode: 07401-3146

    Category Name: Night Out

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Killer Curves Plunge Neck Midi Dress

    Dare to show off your killer curves in this bodycon midi dress featuring long sleeves, a plunge V-neckline, and side ruched seams to create an hourglass appearance on slinky-knit fabric. Complete the look with clear strap heels. 

    Fit & Features

    • Long fitted sleeves
    • Plunge V-neckline
    • Side ruched seams
    • Bodycon silhouette
    • Midi-length hem
    • Slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2066

    Category Name: Night Out

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Extra Faux Fur Jacket

    You'll be feelin' so extra in this fabulous faux fur jacket! It features a complete zip and snap button front, a faux fur exterior with seam detailing to give the illusion of stripes and a smooth inner lining. Layer this jacket over a chic top and high waist pants for an elevated look.

    Fit & Features

    • Collared
    • Long sleeves
    • Complete zip and snap button front
    • Front lined pockets
    • Faux fur exterior
    • Smooth inner lining
    • No stretch

    Style Number/Barcode: 06201-0202

    Category Name: Night Out

    Price: $18.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Artsy Flair Strapless Cutout Abstract Mini Dress

    Showcase an artsy flair in this abstract mesh mini dress tonight! Featuring a striking strapless neckline, side ruched seams for a flattering fit, and a unique side cutout design, this bodycon mini-length dress is all about highlighting your curvaceous figure. Complete the look with stiletto heels.

    Fit & Features

    • Abstract print, mesh fabric, stretchy knit lining
    • Strapless neckline
    • Side cutout
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5693

    Category Name: Night Out

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Radiant In Rhinestones Mini Dress

    Look beyond radiant in this simply stunning mini dress! It features a sleeveless bodice, spaghetti straps, a V neckline, an open back with a glimmering rhinestone bar accent, vertical seams that run down the bust, a high waist seam, a ruched side detail, and an asymmetrical wrap hem. The dress is composed of a crepe fabric that offers moderate stretch and a form hugging fit.

    Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 05103-3628

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Step Out In Style Over-The-Knee Boots

    Step out in style this season in these chic over-the-knee boots. They feature an almond-shaped toe, an inner zipper closure, a platform, and a block heel. Pair these boots with a sweater dress and a faux leather jacket.

    Fit & Features

    • Almond-shaped toe
    • Inner zipper closure
    • Platform
    • Block heel
    • Over-the-knee design, tie-back detail
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07402-0706

    Category Name: Night Out

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Hidden Shine Satin Pleated Dress

    Unveil a touch of shine at the club in this party-ready mini dress featuring a sleeveless v-neck, spaghetti straps, a lightly padded bust with rhinestone accents, and front and back pleating, and a mini, bodycon silhouette on stretch satin fabric. Complete the look in sultry stiletto heels.

    Fit & Features

    • Sleeveless v-neck, spaghetti straps
    • Lightly padded bust, rhinestone accents
    • Front and back pleating. zipper clsoure
    • Bodycon silhouette
    • Mini-length hem
    • Stretch satin fabric, lined
    • Fits true to size

    Style Number/Barcode: 05103-4559

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flawless Energy Smooth Knit Corset Top

    Show off that flawless energy and slay in this trendy corset top! Made with the iconic smooth knit fabric, it offers plenty of stretch and will create a sleek silhouette. The top is shaped with a sleeveless square neckline and thin tank shoulder straps. The flexible boning at the front will give you that fitted snatched look, leading to an angled mid-length hem. Style this corset top with a cargo skirt and mules for drinks with the girls!

    Fit & Features

    • Smooth knit fabric with plenty of stretch, knit lining
    • Sleeveless square neckline
    • Tank shoulder straps
    • Flexible boning
    • Back zipper with hook and eye closure
    • Fitted, angled, mid-length hem
    • Runs true to size

    Style Number/Barcode: 06001-5073

    Category Name: Night Out

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale