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.

  • Lace And Satin Sleek Mini Dress
    A little lace and a little satin, this must have mini is ever so sleek. The dress features a sheer lace top with long fitted sleeves, a scalloped V neckline, and a front knit lining. The high waist seam leads to a form hugging satin-like skirt that hits mid-thigh. The garment offers moderate stretch.

    Style Number/Barcode: 05101-0088

    Category Name: Night Out

    Price: $18.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glam And Gorgeous Bodycon Dress

    Hey gorgeous! Amp up your night out dress collection with this glam bodycon! It features a sleeveless bodice, adjustable spaghetti straps, a bustier style top with structured, lined, and padded cups, a sheer inset at the waist, a square back with multiple hook and eye closures and a lower back cut out, a lower back zipper closure, and a short, curve hugging fit. The top of the dress is composed of a beaded crochet fabric and the skirt is made of a knit fabric with moderate stretch.

    Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0064

    Category Name: Night Out

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Add Some Flair Skater Dress

    Add some flair to your style with this adorable lace skater dress! It features an off the shoulder neckline with a sheer lace overlay, a high waist seam, and a flowy skater skirt with a high low hem. The dress is composed of a sheer lace fabric with a full knit lining and has moderate stretch.

    *Also available in Plus.

    Style Number/Barcode: 05101-0039

    Category Name: Night Out

    Price: $18.97 $47.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Budding Romance Flocked Tube Midi Dress

    The attraction is real. This dress is an absolute must-have to include in your wardrobe! It features a strapless tube neckline and a midi length silhouette with a front slit. Composed of a knit fabric, it showcases flocked velvet floral patterns against the knit background. It offers a moderate amount of stretch. 

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

    Style Number/Barcode: 05101-0089

    Category Name: Night Out

    Price: $13.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lovely Crochet Skater Dress

    Its a lovely day, and you are lovely bae! This dress has a scalloped V neckline, and spaghetti straps that are adjustable. Bodice is a crochet design with cut outs throughout which meets to a banded high waist skirt that is skater style. The skirt is two tiered with an inner lining throughout. Dress is composed of a knit fabric that flows at the skirt and offers moderate stretch throughout.

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

    Style Number/Barcode: 05101-0072

    Category Name: Night Out

    Price: $9.97 $47.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tanya Pearl-Trim Velvet Dress

    Special Occasion 

    Showcase that beautiful back in our simply stunning velvet Tanya dress! She features a round neckline, long sleeves, a seamed bodice, a dramatic open back with rows of pearls and clear rhinestones snaking the periphery, and a slim pencil skirt. Tanya has a bodycon construction and is made from a tactile velvet material with moderate stretch.

    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: 05001-0137

    Category Name: Night Out

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sherry Strapless Formal Dress

    Special Occasion

    Step out in our darling Sherry! She showcases a strapless sweetheart neckline with a padded cup area, and wiring down the sides and center vertically leading down to the skirt. Sides of the bodice have criss-cross cutouts with a mesh underlay, and back has a hidden zipper. Her bodice meets skirt high waist, has pockets and puffs out in a flattering way with the help of the two layers beneath, one satin and one fishnet mesh. Sherry is composed of a satin like material that has a stunning sheen to it. Offers no stretch.

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

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0099

    Category Name: Night Out

    Price: $49.97 $139.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Winona Heat Stone Off Shoulder Dress

    Special Occasion

    Show up to your holiday soirees capturing all the attention in our beautiful Winona! She features an off-the-shoulder neckline, fitted long sleeves, heat stones throughout, and a mini-length silhouette. The dress is composed of a lined mesh fabric that offers a form hugging fit with a moderate stretch. Complete look with rhinestone heels and a tennis bracelet. 

    Fits & Features 

    • Off-shoulder neckline 
    • Unlined, fitted long sleeves
    • Mini length silhouette
    • Heat stones
    • Lined mesh fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05001-1146

    Category Name: Night Out

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tarryn Bring the Sparkle Heat Stone Midi Dress

    Special Occasion 

    Bring the sparkle to light up the night in this dazzling midi dress! It features a sleeveless bodice, a plunging sweetheart neckline with a built in no slip strip, molded padded cups with underwire for support and a double row of spaghetti straps. The slim fit bodice leads to a curve hugging midi length silhouette. Dress is composed of a sheer mesh fabric embellished with heat stones throughout. Includes a bodysuit-like contrast bottom lining and a back zipper closure. Garment offers a curve hugging fit with a moderate stretch.

    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: 05001-0154

    Category Name: Night Out

    Price: $29.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Florence Heat Stone Midi Dress

    Special Occasion

    Show some class in our Florence! She has a v neckline, tank straps, and a form fit. Her hem hits below the knee and has a small slit at the side. She is composed of a knit material with a mesh overlay that is adorned with reflective heat stones. She offers moderate stretch, and a full lining. Pair with your favoirte black heels to complete the look! 

    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: 05001-4121

    Category Name: Night Out

    Price: $24.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Floral Goddess Skater Dress

    Be a stunning floral goddess in this beyond gorg skater dress. It features a sleeveless bodice, spaghetti straps that lead to a multi strap cross back design, a wired V neckline, a high waist seam, and a flirty and flowy skater skirt. The dress is composed of a scuba knit fabric with a flocked floral print to really catch the light.

    Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0031

    Category Name: Night Out

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Linda One Shoulder Two Piece Dress

    Special Occasion

    Make major bold moves in our alluring Linda one shoulder two piece dress! She features a top with a one shoulder neckline with a dramatic floor length sleeve with a high slit, vertical seam detailing down the bust, and a fitted skirt with an elastic banded waist that flows beautifully down. The two piece dress is composed of a knit fabric that offers plenty of stretch.

    Ribbon strands attach top to bottom. Please cut and remove these before wearing set.

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

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05006-0004

    Category Name: Night Out

    Price: $19.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Jia Satin Halter Dress

    Special Occasion

    Dance the night away in our beautiful Jia dress! She features a sleeveless bodice, adjustable spaghetti straps leading to a halter tie neck, a  deep V  neckline with padded cups and flattering vertical seams running down the bust, and a high waist seam. Her open back has a lower back zipper and hook and eye closure. Her skater skirt has hidden side pockets and a flowy fit that gives off all the flirty vibes. The dress is composed of a satin-like fabric with a full lining.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0161

    Category Name: Night Out

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In Lust With Lace Mini Dress
    You'll be in lust with this gorgeous lace mini. The dress features a sleeveless bodice, tank-like shoulder straps that lead to a sheer back with a zipper closure, a V neckline, a padded bust, sheer waist insets, and lace detailing along the sides. The dress is composed of a crepe fabric that offers moderate stretch and a form hugging fit.

    Style Number/Barcode: 05101-0011

    Category Name: Night Out

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Budding Love Floral Mini Dress

    Show your love for florals in this pretty mini dress! It's the prettiest pick for a wedding guest look! 

    Fits & Features

    • Adjustable Spaghetti Straps 
    • Sweetheart Neckline I No-Slip Interior Strip 
    • Back Zipper With Hook & Eye Closure
    • Mini Length Silhouette
    • Lined, Smooth Scuba Fabric With Floral Prints Throughout 
    • Curve Hugging Fit I Moderate Stretch

     

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

      Style Number/Barcode: 05101-0007

      Category Name: Night Out

      Price: $9.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Caressa Sequin Evening Gown

      Special Occasion

      Introducing our Caressa! She features a v neckline, padded cups, and spaghetti straps that cross over at the back and lead to a lower back cut out and a zipper closure. She has a form fitting silhouette that leads to a mermaid floor length hem and a high thigh side slit. Caressa is composed of a lined knit material with a mesh overlay that is adorned in a geometric sequin pattern.

      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: 05002-0084

      Category Name: Night Out

      Price: $29.97 $79.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Platform Faux Leather Booties
      Walk the walk in a pair of booties that shows 'em who is boss! These faux leather booties are designed with an almond toe, laces up the center with golden eyelets, and a zipper closure at the side. They have a tall heel and small platform with a lug sole that gives them an edgy vibe!

      Style Number/Barcode: 07403-0117

      Category Name: Night Out

      Price: $14.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Sugar Sugar Ankle Fit Booties
      Hey there suga! If you're obsessed with nude tones, and booties, then we are here for you! This pair is composed of a faux leather and features an almond toe, a high heel, a side zipper closure, and fitted ankle fit.

      Style Number/Barcode: 07403-0115

      Category Name: Night Out

      Price: $19.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Gold Trim Faux Suede Booties
      These boots have that little something extra that you're looking for! Designed with an almond toe, an ankle fit, and a low heel with a gold trim. They are composed of a faux suede and include a zipper closure. 

      Style Number/Barcode: 07403-0116

      Category Name: Night Out

      Price: $11.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Fantasy Chain Belt
      You're a fantasy in this belt, babe! This chain belt features layered ring accents that add a feminine touch to any outfit. Featuring a lobster clasp closure and extender for the perfect fit.

      Style Number/Barcode: 07301-0077

      Category Name: Night Out

      Price: $6.97 $14.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Rosalynne Sequin Gown

      Special Occasion

      Step out in our Rosalynne. She is a beautiful, floor-length, fully lined sequined gown, with a square neckline, a tank bodice with v back, and hidden zipper closure. She features a sexy high thigh slit at the leg and a flattering form fit. She is composed of a sequin knit fabric that offers minimal 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: 05002-0080

      Category Name: Night Out

      Price: $24.97 $66.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Keep It Lurex Box Clutch

      Let your accessories steal the spotlight when you carry this convertible Lurex clutch. The purse has a structured, box-style construction and features metallic threading and contrast satin lining, a magnetic snap closure, and a detachable silver-tone shoulder strap. Complete the look in a club dress for a girl's night out!

      Fit & Features

      • Structured box-style construction
      • Magnetic snap closure
      • Metallic threading
      • Detachable silver-tone shoulder strap
      • Contrast satin lining
      • Spacious interior

      Style Number/Barcode: 07204-0034

      Category Name: Night Out

      Price: $11.97 $24.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • All The Trimmings Crochet Dress
      This lovely lace crochet mini is all about the eye-catching detail! Skater-style dress features a solid underlay and large-weave crochet overlay, spaghetti straps, a fitted bodice with V neckline and back zip, and a swing-y A-line skirt. Dress is fully lined and made from lightweight woven materials with minimal stretch.

      Style Number/Barcode: 05101-0030

      Category Name: Night Out

      Price: $9.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Liza Satin Mesh Party Dress

      Special Occasion

      Ready for an epic evening? Then light up the night in our lovely Liza dress! She features a strapless, seamed sweetheart bodice with light padding at bust and a back zip. Liza's A-line satin skirt has pockets and sits atop a structured mesh-tulle underlay, giving her party-perfect volume. Liza is lined and made from a smooth, shiny cotton blend with moderate stretch.

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05001-0022

      Category Name: Night Out

      Price: $29.97 $69.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale