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.

  • Timeless Sophistication Belted Faux Wool Coat

    Keep it timelessly chic with a coat that layers perfectly over your dressy outfits! The coat features a collared neckline with lapel accents, long sleeves, a cinching tie waist belt with belt loops, and hidden side pockets. The coat is composed of an unlined faux wool fabric that offers a relaxed fit with minimal stretch. Complete look with a cabby hat and thigh-high boots. 

    Fit & Features

    • Collared neckline with lapel accents
    • Long sleeves
    • Tie waist belt with loops
    • Hidden side pockets 
    • Faux wool fabric 
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06201-0224

    Category Name: Night Out

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Luxe Satin Cowl Tie-Back Mini Dress

    You're in for a luxe night in this satin mini dress! It features a cowl neck, bungee spaghetti straps, a bodycon silhouette that leads to the open tie-back. Composed of a smooth knit fabric with a moderate stretch. Perfect for styling with rhinestone earrings.

    Fit & Features

    • Cowl neck
    • Bungee spaghetti straps
    • Bodycon fit, mini hem
    • Open tie-back
    • Smooth satin fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4240

    Category Name: Night Out

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All The Chic Vibes Crop Top

    Bring all the chic vibes to your look with this effortlessly trendy crop top. It features a collared V-neckline, long fitted sleeves with flared hems, and hook and eye front closures. The top is composed of a combination of crepe and sheer mesh fabric with a moderate stretch. Complete the 'fit with a faux leather mini skirt.

    Fit & Features

    • Collared V-neckline
    • Long fitted sleeves, flared hems, slit details
    • Hook and eye front closures
    • Cropped, form-hugging fit
    • Crepe and sheer mesh fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06202-0225

    Category Name: Night Out

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Heat It Up Cowl Mesh Crop Top

    Heat up your night-out look in this heatstone mesh crop top featuring long sleeves and a cowl neck that can be worn on the front or back to show some skin. Complete the look in a fab mini skirt and heels.

    Fit & Features

    • Long fitted sleeves, shoulder pads
    • Cowl neck can be worn on the front or back
    • Cropped hem
    • Heatstone insets
    • Mesh-lined fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4556

    Category Name: Night Out

    Price: $6.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dazzle Darling Rhinestone Trim Mini Dress

    Dazzle them all with your stunning beauty in this curve-hugging mini dress showcasing the prettiest sparkle! The mini dress features a sleeveless V-neckline, adjustable spaghetti straps for a customized fit, a short bodycon silhouette, and a chic side slit with cascading rhinestone fringe. The crepe fabric includes a full knit lining. Style this party dress with rhinestone hoops.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Mini-length hem
    • Fitted bodycon silhouette
    • Side slit, rhinestone fringe trim
    • Crepe fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1931

    Category Name: Night Out

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stunning Vibe Beaded Shoulder Bag

    Create stunning looks with this beaded shoulder bag perfect for carrying your essentials in style!

    Fit & Features

    • Front flap
    • Shoulder strap
    • Mini design
    • Spacious interior
    • Beaded material

    Style Number/Barcode: 07204-0852

    Category Name: Night Out

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Eyes On You Hoop Cutout Top

    The kind of top that makes strangers ask, “Where’d you get that?” Soft, smooth knit and a sculpted fit serve serious going-out energy while keeping it comfy enough for late-night bites.

    Fit & Features

    • Smooth, soft knit stretch fabric
    • Halter cutout neckline with hoop insert
    • Ruched fitted silhouette
    • Crop hem
    • Runs true to size

    Style Number/Barcode: 06001-000221

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glam On The Scene Velvet Rhinestone Mini Dress

    Pull up to the club in this velvet mini dress to bring the glam to the scene! Featuring a sleeveless V-neckline, adjustable spaghetti straps, a sexy bodycon silhouette, and a wrap-style front with a rhinestone-embellished trim that adds sparkle to your look. Style the mini dress with a rhinestone bracelet and earrings.

    Fit & Features

    • Sleeveless surplice V-neckline
    • Adjustable spaghetti straps
    • Bodycon silhouette
    • Wrap-style front, rhinestone-embellished trim
    • Mini-length hem
    • Lined velvet knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5086

    Category Name: Night Out

    Price: $5.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Status Ruffled And Ruched Mini Dress

    Achieve chic status serving looks in this on-trend ruffled and ruched mini dress! It features a sleeveless high boat neckline, an alluring open back with a V-cut design, ruffled accents at the shoulder and hem, ruching down the back and side seams to accentuate your curves, a mini-length hem with a ruffled trim, and a bodycon silhouette. The double-lined smooth knit fabric offers plenty of stretch. Style this short dress with lace-up stiletto heels for a party.

    Fit & Features

    • Sleeveless high boat neckline
    • Open V-cut back design
    • Ruffled accents at the shoulder and hem
    • Ruched detailing down the back and side seams
    • Mini-length hem, ruffled trim, bodycon fit
    • Double-lined smooth knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2896

    Category Name: Night Out

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jess Side Ruffle Rhinestone Bodycon Party Dress

    Special Occasion

    Indulge in luxury and elegance in the Jess rhinestone party dress at bachelorettes, birthdays, or parties! Adorned with sparkling rhinestones on a mesh fabric, it's the perfect choice for a stylish and exclusive party look. She features a square neckline, adjustable spaghetti straps, and side ruched seams, this dress flatters your curves while the side ruffle adds a touch of sophistication to the bodycon silhouette. Complete the look with statement heels.

    This dress proves that short and stylish is always a vibe. Want more? Discover our bold short prom dresses or find a celebration-ready fit in our party dresses.

    Fit & Features

    • Rhinestone mesh fabric, sewn-in knit lining, stretchy
    • Adjustable spaghetti straps
    • Square neckline
    • Back zipper and hook-eye closure
    • Side ruffle
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05001-2138

    Category Name: Night Out

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Eye Spy Peep Toe Booties
    You've got style game from head to toe—and we see you! Keep the momentum in these chic faux suede booties. Shoes feature a rounded peep toe, a lace-up tie front, an interior side zipper, a sturdy block heel, and a mid-height shaft.

    Style Number/Barcode: 07403-0156

    Category Name: Night Out

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sultry Element V-Neck Floral Velvet Crop Top

    Bring a sultry element to the party in this floral velvet crop top that flaunts your flirty figure in a wrap split-hem with a sheer look. 

    Fit & Features

    • Floral flocked velvet pattern
    • Mesh fabric, bust knit lining
    • Adjustable spaghetti straps
    • V-neckline
    • Wrap split cropped sheer hem
    • Runs true to size

    Style Number/Barcode: 06001-5727

    Category Name: Night Out

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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
  • Stop And Stare Thigh High Stiletto Boots

    They will stop and stare wherever you walk in these thigh high stiletto boots babe! Command the room with that style!

    • Thigh high fit
    • Pointed toe
    • Stiletto heel
    • Zipper closure
    • Faux suede 

    Style Number/Barcode: 07402-0138

    Category Name: Night Out

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glam Reputation Rhinestone Snake Earrings

    Live up to your glam reputation with snake earrings that are part luxe, part edgy. The earrings feature a snake design, rhinestones, and a post-back closure. Complete look with a bustier and high waist leggings for a GNO outfit. 

    Fit & Features

    • Snake design 
    • Rhinestones
    • Post-back closure 

     

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged

    Style Number/Barcode: 07001-0830

    Category Name: Night Out

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make A Statement Stiletto Booties

    Make a stylish statement in these bold stiletto booties! They feature a pointed toe, a fitted above the ankle design, an inner zipper closure, and a sleek stiletto heel. Pair these booties with hoop earrings and a trendy shoulder bag.

    Fit & Features

    • Pointed toe
    • Fitted above the ankle design
    • Inner zipper closure
    • Stiletto heel
    • Lycra material
    • Runs true to size

    Style Number/Barcode: 07403-1500

    Category Name: Night Out

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Strappy Style Square Toe Kitten Heels

    Showcase a chic vibe in these strappy and stylish kitten heels. They feature an open square toe, a thin strappy design that laces up around the leg, and a short stiletto heel. Complete the look with a trendy shoulder bag.

    Fit & Features

    • Open square toe
    • Thin asymmetrical strappy design
    • Kitten stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-2793

    Category Name: Night Out

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dusk To Dawn Velvet Sweetheart Mini Dress

    Captivate the crowd making an appearance in this velvet mini dress! It features an off-the-shoulder draped collar along a sweetheart neckline with padded cups and ruched, fitted sleeves. The side and back ruching enhance your curves on the bodycon silhouette. Compliment the look with sparkly hoops.

    Fit & Features

    • Off-the-shoulder draped collar
    • Sweetheart neckline, padded cups
    • Ruched long sleeves 
    • Back zipper and hook and eye closure
    • Side and back ruching
    • Velvet fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1128

    Category Name: Night Out

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Velvet Vixen Cropped Bustier

    Show off a vampy vixen look in this chic velvet cropped bustier. It features a sleeveless square neckline, tank shoulder straps, flexible boning at the bodice to provide structure, sheer mesh inserts, an angled cropped hem, and a form-hugging fit.  The smooth velvet fabric offers a moderate stretch. Style with a faux leather mini skirt and strappy heels.

    Fit & Features

    • Sleeveless square neckline
    • Tank shoulder straps
    • Flexible boning at the bodice
    • Dual sheer mesh inserts
    • Angled cropped hem, form-hugging fit
    • Velvet fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4443

    Category Name: Night Out

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Shimmy In The Spotlight Cutout Fringe Mini Dress

    Bring the drama and then some—this fringe mini dress is made to move. With bold cutouts and a flirty A-line silhouette, it’s giving girls’ night energy with main character results.

    Fit & Features

    • Linen-like cotton-blend woven fabric, stretchy knit lining
    • V-neckline with tank straps
    • Back zipper and hook-eye closure
    • Fringe trim at bust and skirt
    • Waist cutouts with stitched detailing
    • Mini-length A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000146

    Category Name: Night Out

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • True Beauty Mesh Bustier Bodysuit

    Bring out your true beauty with a bodysuit that enhances your femme allure! It features fitted long sleeves, a sweetheart neck with scallop trim, a padded bust, and a sheer bodice with a thong bottom and snap-button closures. Composed of partially lined mesh fabric with a burnout velvet pattern and minimal stretch. Style with a faux leather skirt for wine night!

    Fit & Features

    • Fitted long sleeves
    • Sweetheart neck with scallop trim
    • Padded bust, sheer bodice
    • Thong bottom, snap-button closures
    • Partially lined mesh, burnout velvet pattern
    • Minimal stretch
    • Fits true to size

    Style Number/Barcode: 06001-4575

    Category Name: Night Out

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Strike The Crowd Glitter Skater Dress

    Strike the crowd with your subtle sparkle in this glitter skater dress at school dances or parties! It features a sleeveless square neckline, spaghetti straps, a skater silhouette, hidden side pockets for keeping your hands warm, and a short-length hem. The dress is designed with a glitter diamond pattern on crepe knit fabric. Complete the look with rhinestone earrings and a bracelet.

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Skater silhouette
    • Hidden side pockets
    • Short-length hem
    • Glitter diamond pattern
    • Crepe knit fabric, bust lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2464

    Category Name: Night Out

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make It Sexy Off-The-Shoulder Mini Dress

    Show off your curves in this sexy mini dress for weekend outings! The short dress features an off-the-shoulder neckline with a flirty bust keyhole tie, long sleeves with flared cuffs, side ruched seams to accentuate your figure, a bodycon silhouette, and a mini-length hem. Complete the look in lace-up stiletto heels and dare to be bold!

    Fit & Features

    • Off-the-shoulder neckline, bust keyhole tie
    • Long sleeves with flared cuffs
    • Side ruched seams, bodycon silhouette
    • Mini-length hem
    • Slinky knit fabric, sewn-in knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5212

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Mesh With Me Cropped Tee
    Don't be afraid to mess with this tee! It has a basic crew neck, cap sleeves and a slim fit. The garment is composed of a sheer, unlined mesh, detailed with a wide lace hemline.

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

    Style Number/Barcode: 06001-9882

    Category Name: Night Out

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale