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.

  • Bring The Drama Rhinestone Hoops

    Bring the drama with extra-large hoops! The earrings feature an oversized sleek hoop and mini rhinestones. Complete look with an LBD and rhinestone heels. 

    Fit & Features

    • Extra-large hoop
    • Mini rhinestones

     

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

    Style Number/Barcode: 07001-0873

    Category Name: Night Out

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Extra Extra Newspaper Print Mini Dress
    You'll be the talk of the town babe in this eye-catching mini dress! It's designed with a unique newspaper print, ruched tie sides, and thin spaghetti straps. Wear it with hoops and lace-up heels to be tomorrow's front page news!

    Fit & Features
    • Bodycon fit with moderate stretch
    • Thin spaghetti straps
    • V-neckline
    • Ruched sides with ties
    • Brushed knit fabric, newspaper print
    • Runs true to size 

    Style Number/Barcode: 05102-4203

    Category Name: Night Out

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stunning And Chic Cropped Corset

    Keep it stunning and chic with a corset that is anything but basic! The corset features a sleeveless sweetheart neckline, padded cups with underwire, spaghetti straps, a lace-up front, ruching, and two straps at the hem with flexible boning. The corset is composed of a lined mesh fabric that offers a form hugging fit with slight stretch. Complete look with mom jeans and mules. 

    Fit & Features

    • Sleeveless sweetheart neckline
    • Padded cups, underwire
    • Spaghetti straps
    • Lace-up front, ruching
    • Two straps with flexible boning
    • Lined mesh fabric 
    • Form hugging fit, slight stretch, runs true to size

    Style Number/Barcode: 06003-1570

    Category Name: Night Out

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feisty Chic Strappy Back Crop Top

    Show em' some attitude in this crop top featuring the script, "Feisty" in rhinestone insets. The fitted long sleeves and scoop neck shape the cropped hem and strappy back detailing. Complete your look with hoop earrings.

    Fit & Features

    • Long sleeves
    • Scoop neck
    • Script on the front, "Feisty" in rhinestone insets
    • Cropped length hem
    • Strappy back detail
    • Ribbed fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1046

    Category Name: Night Out

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Diana Rhinestone Mesh Party Dress

    Special Occasion

    Showcasing plenty of sparkles, Diana is ready to shine on your next dressy night out! She features a crew neckline, long sleeves, and a partial rhinestone fishnet overlay with a bralette lining. Her form-hugging silhouette hugs your curves to give you an hourglass appearance along the short-length hem. The formal dress is composed of a scuba knit fabric with minimal stretch. Complete your party look in stiletto pumps.

    Fit & Features

    • Crew neckline, long sleeves
    • Bralette lining, no bra required
    • Partial rhinestone fishnet
    • Form-hugging silhouette
    • Short-length hem
    • Scuba knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-1309

    Category Name: Night Out

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Artistic Soul Mesh Cutout Crop Top

    Showcase your artistic soul in this mesh crop top for a night out downtown! The top features an off-the-shoulder neckline with fitted long sleeves and front keyhole cutouts with glam rhinestone buttons. Complete the look in a flirty faux leather skort.

    Fit & Features

    • Off-the-shoulder neckline
    • Fitted long sleeves
    • Front keyhole cutouts
    • Rhinestone buttons
    • Cropped hem
    • Abstract print, mesh fabric
    • Fits true to size

    Style Number/Barcode: 06001-4535

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish Six-Pack Huggies Set

    Sparkly and stylish, don't be without this huggie earrings set! The size pack set features a variety of rhinestone embellishments or sleek metal designs each with post-back closures. Style with a sleeveless sweater top and jeans for a date night!

    Fit & Features

    • Six-pack huggie earrings set
    • Various styles
    • Rhinestone embellishments
    • Sleek metal designs
    • Each has a post-back closure

     

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

    Style Number/Barcode: 07001-1430

    Category Name: Night Out

    Price: $2.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Totally Iconic Bubble Mesh Bodycon Mini Dress

    Create a fabulous club look that is totally iconic with this bodycon mini dress! It features a sleeveless square neckline, bungee spaghetti straps, a mini-length hem, a bodycon silhouette that will flaunt your figure, and is composed of a textured bubble mesh fabric. The lined mesh fabric offers plenty of stretch. Style with platform heels.

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Mini-length hem
    • Bodycon fit
    • Textured bubble mesh fabric, sewn-in knit lining
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5202

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Night Out Style Fringe Earrings

    Embolden your night out style in these earrings featuring cascading colored rhinestone fringe and a post-back closure. Complete the look with strappy block heels.

    Fit & Features

    • Colored rhinestones
    • Cascading fringe design
    • Post-back closure

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-1652

    Category Name: Night Out

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Alluring Strappy Stud Stiletto Mules

    Amplify your allure in these strappy stiletto mules adorned with studs for an edgy look.

    Fit & Features

    • Stiletto heel
    • Square toe
    • Strappy design with studs
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000189

    Category Name: Night Out

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Smooth Criminal Satin Strapless Bustier

    Arrive on the scene sleek and smooth in this satin bustier to elevate your fashion game! It features a strapless curved neckline, a hidden side zipper closure, flexible boning inserts for a structured fit, and a cropped hem. Style with high-rise skinny jeans to complete the look for a wine night!

    Fit & Features

    • Strapless curved neckline
    • Hidden side zipper closure
    • Flexible boning inserts
    • Cropped hem
    • Silky satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06001-4993

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dreamy And Dainty Cubic Zirconia Tennis Bracelet

    This cubic zirconia tennis bracelet is so dreamy and dainty and is such a gorgeous addition to your bracelet stack! It features a single-row design of sparkling square cubic zirconia stones with a square-shaped metal backing. Includes a sleek clasp closure. Style this tennis bracelet with a rhinestone ring set.

    Fit & Features

    • Single-row design
    • Square-shaped cubic zirconia stones
    • Square-shaped metal backing
    • Clasp closure

    Style Number/Barcode: 07003-0473

    Category Name: Night Out

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Glitz Rhinestone O-Ring Chain Belt

    This rhinestone O-ring chain belt will give your looks that trendy glitz! It features a bold O-ring linked design embellished with sparkling rhinestones for pretty glamour. Includes a back adjustable chain with a lobster clasp closure. Layer this belt over a mini dress, a blazer, a mini skirt, or dress pants!

    Fit & Features

    • Large O-ring linked design
    • Front rhinestone embellishments
    • Back adjustable chain, lobster clasp closure

    Style Number/Barcode: 07301-0697

    Category Name: Night Out

    Price: $4.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gift Of Fab Faux Leather Rhinestone Bow Booties

    Give yourself the gift of these faux leather booties for fabulous struts! They feature a sleek pointed-toe with an eye-catching rhinestone bow, an inner zipper closure, a stiletto heel, and an ankle-length fit. Complete the look with a chic purse for day or night plans!

    Fit & Features

    • Pointed-toe
    • Rhinestone bow
    • Inner zipper closure
    • Stiletto heel
    • Ankle-length fit
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1671

    Category Name: Night Out

    Price: $9.97 $47.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Aesthetic Plaid Wrap Skort

    Create the perf chic aesthetic for everyday with this plaid wrap skort! Designed with an iconic plaid print on woven fabric, it features a high-rise waist, an asymmetric faux wrap-front design with a mini-length hem, and fitted shorts. Style with a basic crop top, a faux leather moto jacket, and ankle booties!

    Fit & Features

    • High-rise elasticized waist
    • Asymmetric faux wrap-front design, mini-length hem
    • Fitted shorts
    • Plaid print
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06403-0393

    Category Name: Night Out

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Walk On The Wild Side Leopard Mesh Mini Dress

    Walk on the wild side in this leopard mesh mini dress perfect for brunch or dates! This daring dress features a flattering square neckline, delicate spaghetti straps, and a surplice bodice for a flattering look. The side ruched seams accentuate your curves, giving you a bodycon fit that will make you stand out in any crowd. And with its mini-length hem and fierce leopard print, this dress is perfect for a night out on the town. Complete the look in platform block heels and earrings!

    Fit & Features

    • Leopard print, stretchy mesh fabric, sewn-in knit lining
    • Spaghetti straps
    • Side ruched seams
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5696

    Category Name: Night Out

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simply Delicate Lace Trim Bow Crop Top

    Delicate lace trim meets sweet feminine details on this crop top! The lace trim ribbon straps and sweetheart neckline add a touch of elegance, while the bow with slit accent and cropped hem give it a playful twist. Complete the look in a trendy denim midi skirt for any occasion!

    Fit & Features

    • Woven fabric, slight stretch
    • Lace trim ribbon straps
    • Sweetheart neckline, bow, slit accent
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2502

    Category Name: Night Out

    Price: $6.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Attitude Metallic Snake Print Kitten Heels

    Show off a glam attitude your next girl's night in these fabulous kitten heels! Designed with a metallic snake print on faux leather material, these heels will spark up all the compliments. They feature an open square-shaped toe, an asymmetric strappy design across the foot, adjustable ankle and heel straps with a buckle closure, and a short kitten heel for comfortable wear. Style with rhinestone fringe earrings.

    Fit & Features

    • 2" Kitten heel
    • Faux leather upper with metallic snake print
    • Open square toe
    • Asymmetric strappy design
    • Adjustable ankle and heel straps with buckle
    • Padded insole
    • Runs true to size

    Style Number/Barcode: 07401-5005

    Category Name: Night Out

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Glitz Rhinestone Mesh Bodycon Mini Dress

    Bring the sultry glitz to your next girl's night out in this rhinestone mesh bodycon mini dress! Designed with an ultra-stretchy sheer mesh fabric with a partial asymmetric lining, this dress is embellished with all-over mini rhinestones with an iridescent sparkle for that total glam-girl vibe. It features a sleeveless boat neckline, tank shoulder straps, a sexy bust cutout with a chic lattice design, and a bodycon silhouette to flaunt your stunning curves. Style with metallic heels.

    Fit & Features

    • Ultra-stretchy sheer mesh fabric, partial lining
    • Rhinestones
    • Boat neckline
    • Tank straps
    • Bust cutout, lattice design
    • Bodycon fit

    Style Number/Barcode: 05103-5677

    Category Name: Night Out

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Elegance Faux Leather Stiletto Bow Mules

    Make every outfit elegant with these stiletto bow mules to be the talk at every party. Style the shoes with a midi-length dress.

    Fit & Features

    • Stiletto heel
    • Faux leather material
    • Open almond toe
    • Wide strap over toe, mini bow accent 
    • Runs true to size

    Style Number/Barcode: 07401-5181

    Category Name: Night Out

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Back To Basics Block Heel Ankle Booties

    Step up your style game with the back to basics block heel ankle booties. Featuring a chic block heel, faux microsuede, and a sleek pointed toe, these booties are your new go-to for any outfit.

    Fit & Features

    • Block heel
    • Faux microsuede material
    • Closed pointed toe
    • Inner zipper closure
    • Ankle-fit
    • Runs true to size

    Style Number/Barcode: 07403-1831

    Category Name: Night Out

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek Muse Satin Halter Bodycon Mini Dress

    This silky-sleek satin mini dress features a deep V-neckline accented with tie-back halter straps, a pleated asymmetric overlay for a chic touch, and a bold open back. The ruched wrap-front design and bodycon silhouette will showcase your stunning curves. Perfect for a night out, style with stiletto heels.

    Fit & Features

    • Satin-knit fabric, lined bust, plenty of stretch
    • Pleated deep V-neckline, tie-back halter straps
    • Pleated asymmetric overlay
    • Open back
    • Ruched faux wrap-front
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5679

    Category Name: Night Out

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Diva Status Faux Fur Trim Crop Jacket

    Elevate your diva status with this luxe faux suede jacket showcasing soft faux fur trim on a modern cropped silhouette perfect for flaunting your outfit. Complete the look with boots.

    Fit & Features

    • Faux suede fabric
    • Faux fur trim collar neckline
    • Faux fur trim cuffs, long sleeves
    • Open front design with faux fur trim
    • Cropped-length hem
    • Runs true to size

    Style Number/Barcode: 06204-1979

    Category Name: Night Out

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pearl Bobby Pins Set

    Show off that blinding highlight with these adorable pearl adorned gold bobby pins! The set features four pins, two of them with a straight row of pearls and the other two with a chic twisted row.

    Style Number/Barcode: 07006-0007

    Category Name: Night Out

    Price: $2.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free