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.

  • Let Your Beauty Shine Rhinestone Mini Dress

    This glam mini dress will let your beauty shine for dances, parties, or bachelorette weekends! It features a sleeveless sweetheart neckline, an underwire bust to provide structure, adjustable spaghetti straps for a customized fit, and an all-over rhinestone draped embellished pattern along the mini-length bodycon silhouette. The lined smooth knit fabric offers plenty of stretch. Style this party dress with platform heels.

    Fit & Features

    • Sleeveless sweetheart neckline, underwire bust
    • Adjustable spaghetti straps
    • All-over rhinestone draped embellished pattern
    • Mini-length hem, bodycon silhouette
    • Lined smooth knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-1870

    Category Name: Night Out

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Stunner Rhinestone Trim Satin Mini Dress

    So sultry, showcase stunning glam vibes in this satin mini dress. The short dress features a sleeveless square neckline, tank shoulder straps, a corset-designed bodice with flexible boning to provide structure, alluring side cutouts with cascading rhinestone fringe trims, and a mini-length, curve-hugging, bodycon silhouette. The sleek satin fabric has a full knit lining. Complete the look with platform heels.

    Fit & Features

    • Sleeveless square neckline, tank shoulder straps
    • Corset-designed bodice, flexible boning
    • Dual side cutouts, rhinestone fringe trims
    • Back zipper, hook and eye closure, high waist seam
    • Mini-length hem, bodycon silhouette
    • Satin fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2078

    Category Name: Night Out

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Disco Vibes Rhinestone Mini Skirt

    Dance past midnight and illuminate the club in this embellished mini skirt! It features a high-rise waist, all-over rectangular-shaped rhinestone embellishments for a glamorous shine, and a short, curve-hugging fit. The knit fabric offers minimal stretch. Complete your party look with the matching crop top.

    Shop Matching Top: Disco Vibes Rhinestone Crop Top

    Fit & Features

    • High-rise waist
    • Rectangular-shaped rhinestone embellishments
    • Hidden side zipper, hook and eye closure
    • Mini-length hem, form-hugging fit
    • Knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06501-0738

    Category Name: Night Out

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lady In Rhinestone Stiletto Heels

    Strut walking down the red carpet in these stunning rhinestone stiletto heels featuring an open almond toe, cutout strappy design, stiletto heel, and a closed ankle with zipper closure composed of micro faux suede material. Complete the look with a chic clutch.

    Fit & Features

    • Open almond toe
    • Cutout strappy design
    • Rhinestone embellishments
    • Stiletto heel
    • Closed ankle, zipper closure
    • Micro faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1597

    Category Name: Night Out

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Above The Rest Simple Block Heels

    Get one step ahead of the game in a pair of simple heels! Easily styled with dress pants, or with a pair of cut off denim. These will soon become your new go-to's real fast!

    • Open almond toe
    • Single band over the toe
    • Intricate cut out detailing
    • Ankle strap with stretch
    • Zipper closure back of heel
    • Faux nubuck

    Style Number/Barcode: 07401-0635

    Category Name: Night Out

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Instant Classic Corset Crop Top

    Make a classic impression with a chic corset top that is perf for that effortless glam! The top features a sleeveless sweetheart neckline, a hook and eye front closure, flexible boning, adjustable spaghetti straps, and a cropped hem. Complete look with high waist jeans

    Fit & Features

    • Sleeveless sweetheart neckline
    • Hook and eye front closure
    • Flexible boning 
    • Adjustable spaghetti straps
    • Cropped hem 
    • Lined lightweight woven fabric 
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 06003-1240

    Category Name: Night Out

    Price: $4.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • High Slit Satin Mini Skirt

    Make a stylish impression with a mini skirt that is perf for your next GNO! The skirt features a high rise waist, a high side slit, and a mini-length silhouette. The skirt is composed of a satin fabric that offers a form hugging fit with minimal stretch. Complete look with a bustier and heels. 

    Fit & Features

    • High rise waist
    • High side slit
    • Mini length silhouette
    • Satin fabric 
    • Form hugging fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0501

    Category Name: Night Out

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Chic Cut Out Mini Dress

    Create a perf casual-chic look with this must-have mini dress. It features a sweetheart neckline, long fitted sleeves, an adjustable drawstring at the bust, a sultry waist cutout, ruching, and a short, form-hugging silhouette. Style this dress with sneakers.

    Fit & Features

    • Sweetheart neckline
    • Long fitted sleeves
    • Adjustable drawstring at the bust
    • Waist cutout, ruching
    • Mini-length, form-fitting silhouette
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4095

    Category Name: Night Out

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Essential Over The Knee Faux Suede Boots

    Lace-up in these must-have boots that complete your layered outfits! The boots feature an over-the-knee fit, a tie-back accent with elastic goring, an inner zipper closure, an almond toe, and a block heel. The boots are composed of a faux suede material. Complete your look with a long sleeve mini dress and plaid coat.

    Fit & Features

    • Over the knee fit
    • Tie-back accent with elastic goring
    • Inner zipper closure
    • Almond toe
    • Block heel
    • Faux suede material

    Style Number/Barcode: 07402-0337

    Category Name: Night Out

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Infinite Love Ruched Halter Dress

    Channel romance in a halter dress that brings the charm. The dress features a halter neckline, a sexy keyhole cutout at the center of the bodice, ruching throughout to enhance curves, and a short-length hem. The dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with heels and earrings for a night on the town.

    Fit & Features

    • Halter neck 
    • Keyhole cutout at the bust
    • Ruching 
    • Short-length hem
    • Smooth knit fabric 
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4403

    Category Name: Night Out

    Price: $6.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Caught Feels Tie Front Lace Crop Top

    Romance comes naturally in this lace crop top boasting a flirty tie-front closure and sheer long sleeves with flared cuffs for extra drama. Pair with a mini skirt.

    Fit & Features

    • Partially sheer lace fabric
    • Sheer long sleeves, flared cuffs
    • Tie-front closure
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06202-0508

    Category Name: Night Out

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Eyes For One Shoulder Sweater Dress

    Everyone will only have eyes for you in this one-shoulder sweater dress featuring a long sleeve, flirty choker neck, a side waist cutout, and a form-hugging midi hem with a slit. Pair with strappy stiletto heels to complete the look!

    Fit & Features

    • One-shoulder, long sleeve
    • Choker neck
    • Side waist cutout
    • Form-hugging silhouette
    • Slit midi-length hem
    • Soft sweater-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1495

    Category Name: Night Out

    Price: $6.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendsetter Babe Animal Print Halter Top

    Make your trendsetter status known in this animal print halter top with a sultry O-ring bust cutout and an alluring front slit design.

    Fit & Features

    • Smooth knit fabric, high stretch
    • Animal print
    • Sleeveless square neckline
    • Halter tank straps, halter spaghetti straps, tie-back design
    • O-ring bust cutout
    • Front slit design, mid-length hem
    • Runs true to size

    Style Number/Barcode: 06001-000019

    Category Name: Night Out

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Rayna Iridescent Rhinestone Mesh Formal Mini Dress

    Special Occasion

    Catch all the glances as you illuminate the night with the gorgeous radiance of the Rayna formal mini dress. She features a deep V-neckline, shoulder pad inserts for extra drama, sheer long fitted sleeves, a mini-length hem, and a bodycon silhouette to hug your curves. The stunning iridescent rhinestone embellishments cascade down the length of the dress in a figure-flattering pattern and form a high waist design. The sheer mesh fabric includes a sleeveless short lining. Style with metallic heels to sparkle at prom!

    Fit & Features

    • V-neckline
    • Shoulder pad inserts, sheer long fitted sleeves
    • Mini-length hem, bodycon silhouette
    • Iridescent rhinestone embellishments, intricate design
    • Sheer mesh fabric, sleeveless short knit lining, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1739

    Category Name: Night Out

    Price: $9.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ahead Of The Trend Surplice V-Neck Crop Top

    Your style will always be ahead of the trend with this chic crop top perfect for day or night! Designed with a stretchy sheer mesh fabric with a partial lining, this stylish top features sheer peasant long sleeves and a flattering surplice V-neckline. The ruched side seams and cropped hem flaunt your figure. Complete the look in denim jeans and heels.

    Fit & Features

    • Stretchy sheer mesh fabric with partial knit lining
    • Sheer peasant long sleeves, elastic cinched hems
    • Surplice V-neckline
    • Ruched side seams
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06001-5326

    Category Name: Night Out

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mayva Formal Sleek Midi Dress

    Special Occasion

    You're in for an unforgettable night in the Mayva formal midi dress at your next evening affair! She embodies class and elegance in her sleeveless, one-shoulder design atop a fitted bodice. Flaunt your curves in her bodycon silhouette with a front ruched seam and sultry slit to showcase some skin. The formal dress is composed of sleek knit stretchy fabric. Complete the look in a rhinestone necklace set.

    Fit & Features

    • Sleeveless, one-shoulder design
    • Strapless or adhesive bra recommended
    • Fitted bodice
    • Bodycon silhouette
    • Front ruched seam, slit accent
    • Midi-length hem
    • Sleek knit stretchy fabric
    • Runs true to size

    Style Number/Barcode: 05001-0978

    Category Name: Night Out

    Price: $14.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Forever Rhinestone Choker And Earrings Set

    Keep it timelessly glam with a choker and earrings set that adds that finishing touch to your formal outfit! The set includes a matching choker and a pair of earrings. The choker features mini rhinestones set in a dazzling infinity loop design and a lobster clasp closure. The matching earrings feature a linear infinity loop design and post-back closure. 

    Fit & Features

    • Set includes choker and earrings 
    • Rhinestones
    • Infinity loop design 
    • Lobster clasp closure
    • Post-back closure

     

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

    Style Number/Barcode: 07002-0953

    Category Name: Night Out

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bae O'clock Strapless Lace-Up Jumpsuit

    It must be bae o'clock once you strut out in this strapless jumpsuit sure to stun the room! It features a tube bodice with side lace-up packets, a high-waist seam, and a skinny-leg design composed of faux leather fabric with minimal stretch. Complete your saucy look in lucite mules.

    Fit & Features

    • Strapless tube bodice
    • Side lace-up plackets
    • High-waist seam
    • Skinny-leg design
    • Faux leather fabric
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06502-0961

    Category Name: Night Out

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • She's So Gorgeous Velvet Mesh Mini Dress

    Elevate your look with this gorgeous velvet mini dress! The short dress features a delicate scoop neckline, a ruched bust, spaghetti straps, and a sheer mesh waist insert with piping for a touch of glamour along the bodycon silhouette. Complete the look in fringe earrings for a night out!

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Ruched bust
    • Sheer mesh waist with trim
    • Bodycon silhouette, mini-length hem
    • Velvet knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5258

    Category Name: Night Out

    Price: $5.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sensational Shine Sequin Marabou Party Dress

    You'll bring a sensational shine to every event in this sequin party dress! It features a strapless neckline with non-slip grip lining and a fab marabou trim, flexible boning inserts along the bodice to give a structured look, and a flattering bodycon silhouette and mini-length hem. The dress is composed of a sequin-embellished mesh fabric with a sewn-in knit lining. Complete the look with glam earrings and heels.

    Fit & Features

    • Strapless neckline, non-slip grip lining
    • Marabou trim
    • Back zipper and hook-eye closure
    • Flexible boning inserts in the bodice
    • Bodycon silhouette, mini-length hem
    • Sequin-embellished mesh fabric, sewn-in knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2585

    Category Name: Night Out

    Price: $5.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Love Lace Sheer Mini Lingerie Dress

    Put your curves on display and fall for this lace mini lingerie dress! With a beautiful crew neckline, cap sleeves, and a form-hugging fit, this sheer lace dress is designed to flatter. Show off your legs with a mini-length hem and a front slit for added sexiness. Complete the look with a chic marabou robe.

    Fit & Features

    • Cap sleeves
    • Crew neckline
    • Form-hugging
    • Front slit, mini-length hem
    • Sheer lace fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 07103-1005

    Category Name: Night Out

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Artistic Impulse Sleeveless Abstract Mesh Bodysuit

    For your new style muse, look no further than this sleeveless mesh bodysuit! Crafted from a mesh fabric with an artsy abstract print, this bodysuit features a flattering square neckline and form-hugging fit that highlights your curves. The thong bottom with snap-button closures offers a secure fit. Complete the look in a faux leather skirt and boots for an evening downtown!

    Fit & Features

    • Abstract print, mesh fabric lined with knit
    • Thin shoulder straps
    • Form-hugging fit
    • Thong bottom, snap-button closures
    • Runs true to size

    Style Number/Barcode: 06001-5139

    Category Name: Night Out

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Velvet Marabou Neck Trim Mini Dress

    This sleek and chic dress will surely have everyone doing a double-take!

    Fits & Features

    • Adjustable Spaghetti Strap 
    • Marabou Trim Neckline With Notched V At Center
    • Back Zip With Hook & Eye Closure 
    • Mini Length Silhouette 
    • Soft Velvet I Fully Lined 
    • Curve Hugging Fit I Moderate Stretch 

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

    Style Number/Barcode: 05101-0479

    Category Name: Night Out

    Price: $9.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glam It Up Marabou Block Heels

    Glam it up in heels that are made for divas like you, babe! The heels feature an adjustable ankle strap, an open almond toe, a strap over the toe with marabou trim, and a block heel. Complete look with a crop top and matching skirt set

    Fit & Features

    • Adjustable ankle strap
    • Open almond toe 
    • Strap over the toe, faux marabou trim 
    • Block heel
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07401-3223

    Category Name: Night Out

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance