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.

  • Gorgeous Vibe Ruffled Lace Corset Mini Dress

    Give off such a gorgeous vibe in this ruffled lace corset mini dress! Crafted with a sheer lace fabric and a full-length lining, the mini-length dress features a sleeveless sweetheart neckline with a padded bust, adjustable spaghetti straps with front ruffled accents for a flirty flair, a corset-style bodice for a snatched fit, ruched back and side seams to accentuate your curves, and a bodycon silhouette. Complete your cocktail hour look with strappy stilettos.

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust
    • Adjustable spaghetti straps, front ruffled accents
    • Corset-style bodice, high waist seam
    • Ruched back and side seams, back zipper, hook and eye closure
    • Mini-length hem, bodycon silhouette
    • Sheer lace fabric, full-length knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-3038

    Category Name: Night Out

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always On Point Ruched Knit Mini Dress

    This trendy ruched knit mini dress will have your everyday 'fits always on point! Made with a stretchy ribbed knit fabric for comfortable wear, this mini-length dress features a sleeveless scoop neckline with thin tank shoulder straps and ruched detailing to accentuate your curves on the bodycon silhouette. Style with a boyfriend blazer and heels for happy hour!

    Fit & Features

    • Stretchy ribbed knit fabric lined with knit
    • Sleeveless scoop neckline
    • Tank shoulder straps
    • Ruching
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5569

    Category Name: Night Out

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Tessa Formal Crepe Slit Midi Dress

    Special Occasion

    Sophisticated and stunning, celebrate in the Tessa formal crepe midi dress that brings class to every holiday dinner or banquet! She features an off-the-shoulder sweetheart neckline with a sheer mesh insert, a pleated bust with padding and flexible boning, and short-sleeve cuffs. Her form-hugging silhouette accentuates your curves and offers a peek of skin in the front slit along the midi-length hem. The formal dress is composed of a stretch-crepe fabric with lining and minimal stretch. Complete your dressy look in statement heels and a clutch.

    Fit & Features

    • Off-the-shoulder sweetheart neckline, short-sleeve cuffs
    • Pleated bust, padding, flexible boning
    • Back zipper and hook-eye closure
    • Form-hugging, front slit
    • Midi-length hem
    • Crepe fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-1220

    Category Name: Night Out

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • City Chic Plaid Mini Skirt

    Channel that city chic style in a skirt to pair with your favorite long sleeve bodysuit! The skirt features a plaid pattern, a high-rise waist, a mini side slit, and a short length. Complete look with thigh-high boots! 

    Fit & Features

    • Plaid pattern
    • High rise waist
    • Mini side slit
    • Short length
    • Form hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0480

    Category Name: Night Out

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Pop The Bubbly Heat Stone Bodysuit

    This bodysuit is a cause for celebration! It features a sultry V-neckline, sheer fitted long sleeves, and all-over heat stone insets sure to shine on the dance floor. Complete your look with a faux leather skirt and heels.

    Fit & Features

    • V-neckline
    • Sheer fitted long sleeves
    • All-over heat stone insets
    • Dual snap closure, thong-cut bottom
    • Unlined sheer mesh fabric with moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3629

    Category Name: Night Out

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dream In Glitter Mesh Bustier

    Make your dreams come true and showcase a shimmering style in this glitter mesh bustier featuring a sleeveless square neck, wide shoulder straps, a draped bust, flexible boning, and a cropped hem. The lined glitter mesh fabric offers a moderate stretch. Complete the look in a slit midi skirt for a dinner party!

    Fit & Features

    • Sleeveless square neck
    • Wide shoulder straps
    • Draped bust
    • Flexible boning
    • Cropped hem
    • Sheer glitter mesh fabric, full knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06001-4441

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sheer Attitude Crepe Short Dress

    This crepe short dress brings a high-fashion attitude to the party! The dress features sheer balloon sleeves, a sweetheart neckline, a lightly padded bust, and a bodycon silhouette. Complete your daring look with a chic clutch and heels!

    Fit & Features

    • Sheer balloon sleeves
    • Sweetheart neckline
    • Lightly padded bust
    • Bodycon silhouette
    • Short-length hem
    • Lined crepe fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-2182

    Category Name: Night Out

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Raise A Glass Glitter Mini Dress

    Outshine the crowd looking so sparkly in this glitter mini dress for a stunning toast! It features a sleeveless sweetheart neck, rhinestone straps, a padded bust, ruched side seams, a bodycon silhouette, and an asymmetrical hem. The dress is composed of a lined glitter fabric with moderate stretch. Style with platform heels to complete the look.

    Fit & Features

    • Sleeveless sweetheart neck, rhinestone straps
    • Padded bust
    • Ruched side seams
    • Bodycon silhouette
    • Asymmetrical mini-length hem
    • Lined glitter fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4713

    Category Name: Night Out

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkly Arrival Glitter Ruffle Mini Dress

    Make your sparkling arrival in this glitter mini dress at dressy birthdays or on date nights! It features a sleeveless V-neckline, spaghetti straps, a center front ruffled trim, and a flattering bodycon silhouette. Complete the look with earrings.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Center front ruffle trim
    • Bodycon silhouette
    • Mini-length hem
    • Glitter mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2665

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strappy In Satin Crop Top

    Look oh so sultry in sleek satin with this strappy crop top! The tube top features a sleeveless square neckline, a partial open back with a strappy back closure, and a cropped hem. The top is composed of a smooth satin-like fabric with a pretty sheen and offers moderate stretch.

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

    Style Number/Barcode: 06001-1708

    Category Name: Night Out

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Star Studded Rhinestone Strap Heels

    Step out looking like a movie star in these glitzy and glam block heels featuring a square toe, baguette rhinestone straps, and a closed ankle with a buckle strap closure on metallic material. Complete the look in a glam hair tiara for a formal party!

    Fit & Features

    • Square toe
    • Baguette rhinestone straps
    • Block heel
    • Closed ankle
    • Buckle strap closure
    • Metallic faux leather material, faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4094

    Category Name: Night Out

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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
  • Shaylee Rhinestone Fringe Off-The-Shoulder Dress

    Special Occasion

    These precious gems on the Shaylee party mini dress will have your heart! She features an off-the-shoulder neckline with short-sleeve cuffs, non-slip grip lining, striking rhinestone teardrop fringe, a low back, flexible boning inserts along the bodice, and a short bodycon silhouette. The formal mini party dress is composed of a crepe fabric that hugs your body like a glove and has a stretchy knit lining. Complete the look with fringe earrings and embellished block heels for a fancy party or special date night!

    Fit & Features

    • Off-the-shoulder neckline, short-sleeve cuffs, low back
    • Non-slip grip lining, back zipper and hook-eye closure
    • Rhinestone teardrop fringe, flexible boning inserts
    • Bodycon silhouette, short-length hem
    • Crepe fabric, stretchy knit lining
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1590

    Category Name: Night Out

    Price: $14.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitzy Rhinestone Chrome Block Heels

    Glitzy with each step! Shine at the formal in these chrome block heels featuring an almond toe, rhinestone-embellished toe, and cross straps with a back zipper closure. Complete the look in a special occasion dress for prom.

    Fit & Features

    • Almond toe
    • Block heel
    • Rhinestone embellished toe and cross straps
    • Back zipper closure
    • Chrome finish
    • Runs true to size

    Style Number/Barcode: 07401-3967

    Category Name: Night Out

    Price: $10.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Own The Night Sequin Halter Top

    Made for the spotlight—this sequin halter top is bold, fitted, and finished with a lace-up back that brings all the drama. Perfect with leather bottoms or denim when you’re ready to dance ‘til sunrise.

    Fit & Features

    • Woven fabric with sequin embellishments
    • Plunge halter neckline
    • Cropped length
    • Lace-up open back design
    • Runs true to size

    Style Number/Barcode: 06003-000054

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casual Icon Off-The-Shoulder Long Sleeve Top

    Fit & Features

    • Nylon knit-lined fabric, plenty of stretch
    • Asymmetric off-the-shoulder neckline
    • Pleating
    • Long fitted sleeves
    • Fitted mid-length hem
    • Runs true to size

    Style Number/Barcode: 06001-5541

    Category Name: Night Out

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Stunning Ruched Mini Skirt

    Keep it sleek and stunning with a mini skirt that makes a stylish statement. The mini skirt features an elastic high-rise waist, ruched side seams, and a mini-length silhouette. The skirt is composed of a lined smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching crop top and mules. 

    Shop Matching Top: Sleek And Stunning Ruched Crop Top

    Fit & Features

    • Elastic high-rise waist
    • Ruched side seams
    • Mini-length silhouette
    • Smooth knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0458

    Category Name: Night Out

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fierce Vibes Corset Catsuit

    Bring the fierce vibes with this sexy corset catsuit! It features a sleeveless corset-designed top with a square neckline, tank shoulder straps, front hook and eye closures, a back zipper closure, and fitted pant legs. Style this catsuit with sleek hoop earrings and new heels for your next night out.

    Fit & Features

    • Sleeveless corset-designed top
    • Square neckline, tank shoulder straps
    • Front hook and eye closures, back zipper closure
    • Flexible boning
    • Fitted pant legs
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-0327

    Category Name: Night Out

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ignite The Night Reversible Bodysuit

    Ignite your next night out with a sultry bodysuit that raises the heat with sexy details! The bodysuit features a reversible design, a one-shoulder neckline, a tank-shoulder strap, a cutout, and a contrast bottom. Complete look with high waist jeans and mules. 

    Fit & Features

    • One-shoulder neckline
    • Tank shoulder strap
    • Cutout
    • Reversible design 
    • Contrast bottom
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3385

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Curves Ahead Ruched Midi Dress

    Show off curves in this midi dress that is made for your next date night! The dress features an off-the-shoulder neckline, a sweetheart bust, long sleeves, a ruched body, and a midi-length silhouette. The dress is composed of a lined mesh fabric that offers a form-hugging fit with a moderate stretch. Complete look with stilettos and a rhinestone clutch.

    Fit & Features

    • Off-the-shoulder neckline 
    • Sweetheart bust
    • Long fitted sleeves
    • Ruched body
    • Midi-length silhouette
    • Lined mesh fabric, form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4235

    Category Name: Night Out

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • The Glam Life Lucite Platform Heels

    Live up the glam life with platform heels that are for the most extra divas out there! The heels feature an open back, a clear adjustable ankle strap with a square-shaped buckle, an open square toe with a clear strap over the toe, a wide platform, and a clear lucite block heel. Complete look with a sequin dress and clutch.

    Fit & Features

    • Open back
    • Clear adjustable strap with square-shaped buckle
    • Open square toe, clear strap over the toe
    • Wide platform, clear lucite block heel
    • Rose gold and silver heels have a textured metallic material
    • Black heels have a patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-2906

    Category Name: Night Out

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sparkly Marvel Glitter Long Sleeve Party Dress

    In this glitter party dress, you can't help but marvel people with your sparkle! The mini dress features a crew neckline, fitted long sleeves, side ruched seams that accentuate your curves along the bodycon silhouette, and a mini-length hem. The dress is designed with a diamond glitter pattern on stretchy knit fabric. Complete the look with statement earrings for a birthday or cocktail party.

    Fit & Features

    • Crew neckline
    • Fitted long sleeves
    • Side ruched seams
    • Bodycon silhouette
    • Mini-length hem
    • Diamond glitter pattern, stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05101-2466

    Category Name: Night Out

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Such A Babe Jumpsuit
    Babe alert! Showcase stunning looks in this sultry jumpsuit. It features a sleeveless bodice, a bustier style top with lined cups and a partial lined front, sheer mesh sides and back, a square back with a zipper closure, a high waist seam, and straight pant legs. Jumpsuit offers a form hugging fit to flatter your figure.

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

    Style Number/Barcode: 06502-0021

    Category Name: Night Out

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • City Streets Slouch Stiletto Boots

    Walk down the city streets like it's your runway in these chic slouch stiletto boots! They feature an above-the-ankle height with a trendy slouched design, a pointed toe, and a sleek stiletto heel. Style with a crossbody bag.

    Fit & Features

    • Above-the-ankle height
    • Slouchy silhouette
    • Partial inner zipper closure
    • Pointed toe
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1592

    Category Name: Night Out

    Price: $8.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale