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.

  • Winona Heat Stone Mini Dress

    Special Occasion

    Take yourself out in our Winona mini dress! She is designed with a mock neckline, long sleeves, and beautifully designed heat stone embellishments. Her bodice is sheer where the stones show a scalloped deep v design and leads into a lined mini skirt. Her arms and upper back are sheer as well, and she has a zipper closure that leads from lower back to neck. She is composed of a mesh material that offers moderate stretch and from fitting silhouette. 

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

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0206

    Category Name: Night Out

    Price: $29.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Uma Heat-Stone Midi Dress

    Special Occasion 

    Slay today and everyday after! Our Uma midi dress features a form fitting silhouette, a v neckline, and spaghetti straps that lead to a square back. She is composed of a knit material with a mesh overlay adorned in heat stones, and has a side slit detail. Mesh material offers moderate stretch.

    Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0196

    Category Name: Night Out

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Too Hot To Handle Boots
    Babe you're hot like fire, turn up the heat with these sinfully chic boots! They feature a thigh high length, an inner zipper closure, a pointed toe and a sleek stiletto heel. Boots are composed of a faux patent leather material and are lined with a nylon-mesh like material. 

    Style Number/Barcode: 07402-0023

    Category Name: Night Out

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alexa Velvet Wrap Dress

    Get wrapped up in the heat of the moment! Our short and classy Alexa dress is perfect for your homecoming night with a wrap-like body, a daring V-neckline, and long sleeves. She has a wide waistband that accentuates your curves and a mini-length skirt. Alexa is composed of a soft velvet knit that offers a moderate stretch and has a vertical stripe pattern created by dazzling heat stones. She includes a back zipper closure. Complete look with rhinestone heels.

    Fit & Features

    • Wrap V-neckline
    • Long sleeves
    • Empire waist
    • Mini-length, wrap hem
    • Heat stones
    • Lined velvet fabric, form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-0213

    Category Name: Night Out

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Yesenia Midi Dress

    Special Occasion

    Look like a straight boss in a midi with all the right features! Our Yesenia features a crew neckline, long sleeves, and a midi length that hits over the knee. She as a cut out detail at the back and is composed of a crepe material that offers a form fit with slight stretch.

    Model is 5'9" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0220

    Category Name: Night Out

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic And Strappy Mini Dress

    Chic and strappy, this gorgeous mini is undeniably stylish.

    Fits & Features

    • Spaghetti Straps Lead To Lattice Back
    • Deep V Neckline
    • High Waist Seam
    • Mini Length Silhouette 
    • Curve-Hugging Fit
    • Crepe Composition
    • Moderate Stretch  

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 05103-0275

    Category Name: Night Out

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Life Of The Party Mini Dress

    Bring life to the party in a sexy mini! The fitted dress has a flattering round neckline paired with narrow straps and a cut out detail at the waist. This mini is composed of a nylon material that offers a moderate stretch and features flattering princess seams.

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 05103-0286

    Category Name: Night Out

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Kim Rise And Slay Halter Mini Dress

    Special Occasion 

    Shine and slay in this eye-catching piece!

    Fits & Features

    • Halter neck bodice
    • Flattering V neckline
    • Mini length silhouette
    • Sparkling heat stone embellishments I Textured mesh knit
    • Form-fitting with moderate stretch
    • Zipper not included 

     

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

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0184

    Category Name: Night Out

    Price: $24.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lace Caged Top Romper

    Sultry and stunning, this lace caged top romper was made for a girl's night out!

    Fit & Features

    • High neckline
    • Back zipper | Hook and eye closure
    • Cap sleeves
    • Sheer lace top with caged detailing
    • High waist
    • Flowy knit shorts | Moderate stretch

    Style Number/Barcode: 06503-0073

    Category Name: Night Out

    Price: $14.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Slay It With Sequins Mini Skirt

    Slay this season in of the moment sequins! This mini skirt will help you ring in the new year in style. Don't forget to purchse the matching crop top!

    Shop Matching Top: Slay It With Sequins Crop Top

    Fit & Features

    • High rise waist
    • Short, form hugging fit
    • All over sequins
    • Knit fabric | Knit lining | Moderate stretch
    Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06401-0084

    Category Name: Night Out

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Katherina Rhinestone Formal Mini Dress

    Special Occasion

    Twinkle like the star your are in our Katherina! She is designed with an off shoulder fold over straight neckline that is embellished with rhinestones, a fitted bodice and a mini hemline. Dress is composed of a crepe fabric that offers moderate stretch and a form fitting silhouette. 

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0232

    Category Name: Night Out

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All About The Drama Bodysuit

    You're all about the drama when it comes to your style, and this bodysuit will bring it! It features a V neckline, long flowy sheer chiffon sleeves with slit details, flattering vertical seam detailing running down the bust, and a thong bottom with dual snap button closures. The knit bodysuit offers plenty of stretch and a form hugging fit.

    Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06001-1859

    Category Name: Night Out

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Zuri Formal Scalloped Lace Midi Dress

    Special Occasion 

    Grace them all with enchanting lace in our Zuri dress! She features a partially lined scalloped floral lace bodice with a high round neckline, unlined long sleeves, a sweetheart bust lining that leads to a mini length silhouette and a midi length with scalloped lace hem. Dress is composed of a scalloped lace and smooth knit fabric that offers a form hugging fit with a slight stretch. Includes a back zipper closure.

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

     

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0233

    Category Name: Night Out

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bell Sleeve Mini Dress

    Keep it sweet and charming in this pretty mini! It features a mock neck, bell sleeves and a mini length silhouette. The back features a small keyhole with a double button closure. Dress is composed of a lined crepe fabric that offers a form hugging fit with a moderate stretch.

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

    Style Number/Barcode: 05101-0198

    Category Name: Night Out

    Price: $13.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • In The Spotlight Sequin Mini Dress

    Shine and dazzle them all in the spotlight with a dress as extra as you! This sparkling mini dress features a sleeveless bodice, a plunging wired V neckline, padded cups and spaghetti straps that lead to a lace up back. The all over sequins are set in a trendy scroll print pattern. Dress is composed of a lined mesh fabric that offers a curve hugging fit with a minimal stretch.

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

    Style Number/Barcode: 05101-0139

    Category Name: Night Out

    Price: $20.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kayden Sequin Glitter Party Dress

    Special Occasion

    Who is she?! She is a glam goddess that sparkles to the heavens! Introducing our Kayden glitter party dress!

    Fits & Features

    • Deep V neckline
    • Long Sleeves with puff wrists
    • Keyhole cut out at the back with button closure atop I Zipper closure at lower back
    • Vertical seam at center and flattering ruching down to the mini hem
    • Glitter lurex mesh composition I Fully lined
    • Form-fitting and offers moderate stretch 
    • Glitter pattern with dainty sequins throughout  

     

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0224

    Category Name: Night Out

    Price: $25.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Let The Party Begin Sequin Mini Dress

    Let the party commence! The qween has arrived! This dazzling party dress is designed with a mock halter neckline, a sleeveless bodice, and a form fitting silhouette. Dress is composed of a mesh material that showcases a scroll sequin pattern that reflects rose gold. Offering slight stretch, the dress features a full lining and a zipper closure at the back.

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

    Style Number/Barcode: 05101-0145

    Category Name: Night Out

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Twinkling Moments Glitter Mini Dress

    Create a moment that will enchant in this twinkling mini dress! It features a plunging wrap V neckline, long sleeves with lightly padded shoulders, a mini length silhouette with envelope hem and ruching on the left seam. Dress is composed of a lined glitter knit fabric with geometric design. Garment offers a form hugging fit with a moderate stretch. Zipper not featured.

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.   

     

    Style Number/Barcode: 05101-0124

    Category Name: Night Out

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Burnout Flocked Velvet Midi Dress

    Turn heads in this sparkly number! This dress features a plunging v-neckline, long sleeves, and a midi length silhouette. The garment is composed of burnout flocked velvet throughout, fully lined, and has a curve-hugging fit with a slight stretch. 

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

    Style Number/Barcode: 05101-0204

    Category Name: Night Out

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleeveless Satin Scoop Midi Dress

    Serve up a sassy look with sleek satin!

    Fits & Features 

    • Scoop Neckline And Back
    • Adjustable Spaghetti Straps 
    • Curve-Hugging Midi Length Silhouette
    • Lined, Satin-Like Composition
    • Minimal Stretch 

     

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

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

    Style Number/Barcode: 05101-0338

    Category Name: Night Out

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Alani Formal Off The Shoulder Dress

    Special Occasion 

    Pair sultry and sweet in our captivating Alani dress! She features an off the shoulder neckline, a fold over accent that creates a sweetheart bust and ruched detailing. Her relaxed fit bodice leads to a curve hugging midi length silhouette to showcase an hourglass illusion. Dress is composed of a lined ultra smooth knit fabric that offers a moderate stretch.

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0228

    Category Name: Night Out

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lace Celebrate Skater Romper

    Let the good times roll and celebrate them in this gorgeous romper! 

    Fits & Features

    • Unlined Long Sleeve Lace & Sequin Bodice I Back Zip With Hook & Eye Closure
    • V Neckline I Lining At The Front Bodice
    • Wide Leg Crepe Shorts Accented With Skater Skirt Overlay
    • Form Hugging Fit I Moderate Stretch

    Style Number/Barcode: 06503-0074

    Category Name: Night Out

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dulce Sequin Lace Up Formal Gown

    Special Occasion

    Have a sweet night in our Dulce! She is designed with a v-neckline, padded cups, and spaghetti straps that lead to a strappy design with a low back. She has a fitted bodice that leads to a floor sweeping hem. She is composed of a mesh material with a beautiful art deco style sequin pattern that offers moderate stretch. She has a mini skirt partial lining and includes a zipper at lower back.

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0320

    Category Name: Night Out

    Price: $47.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Natalia Metallic Ruched Midi Dress

    Special Occasion 

    Natalia brings the shine from all your best angles! She features a plunging V neckline, long fitted sleeves and a curve enhancing midi length silhouette with ruched detailing along the sides. Dress is composed of a lined metallic knit fabric that offers a moderate stretch. Dress includes a back zipper closure with hook and eye closure for secure fit.

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

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0229

    Category Name: Night Out

    Price: $24.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance