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.

  • Tied In Knots Surplice Jumpsuit

    You'll get tied in knots for this slinky knit jumpsuit perfect for a day or night occasion! It features a sleeveless v-neckline, spaghetti straps, a surplice wrap bodice with a side tie-front, empire waist seam, and a slim-leg design. Complete the look with a necklace and bracelet.

    Fit & Features

    • Sleeveless v-neckline, spaghetti straps
    • Surplice wrap bodice, side tie-front
    • Empire waist seam
    • Slim-leg design
    • Slinky knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06502-1513

    Category Name: Night Out

    Price: $6.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic Staple Cuban Chain-Link Belt

    This sleek cuban chain-link belt is a classic staple to have in your closet to level up your casual and chic looks.

    Fit & Features

    • Chunky cuban chain-link design
    • Back adjustable chain with lobster clasp closure

    Style Number/Barcode: 07301-000128

    Category Name: Night Out

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Never Not Fab Over-The-Knee Boots

    In these slouchy boots, you'll never not be fabulous walking all over town! They feature a pointed toe, stiletto heel, inner zipper closure, and an over-the-knee shaft length on faux suede material. Style with a short sweater dress to complete your chic look! 

    Fit & Features

    • Pointed toe
    • Stiletto heel
    • Inner zipper closure
    • Over-the-knee shaft length
    • Slouchy design
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0828

    Category Name: Night Out

    Price: $14.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Colorful Essence Sleeveless Marble Print Mini Dress

    You'll be the most colorful babe on the scene in this marble print mini dress! Perfect for art gallery openings and date nights, this sleeveless dress boasts a square neckline, adjustable spaghetti straps for a custom fit, and side ruched seams and a bodycon fit to accentuate your curves. Complete the look with a clutch and stiletto heels.

    Fit & Features

    • Marble print, mesh fabric, sewn-in knit lining, moderate stretch
    • Square neckline
    • Adjustable spaghetti straps
    • Ruched side seams
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5691

    Category Name: Night Out

    Price: $42.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chloe Rhinestone Mesh Party Dress

    Special Occasion

    Shimmering rhinestones make the Chloe party dress stand out from the rest! Unveil flawless glam for birthdays and bachelorette weekends. She stuns in a sleeveless plunge V-neck with a sheer mesh insert, spaghetti straps, a lace-up back with tie closure, and a bodycon short-length hem. The formal dress features all-over rhinestone embellishments with an iridescent hue and is composed of a sheer fishnet mesh fabric with a stretchy knit lining. Style with platform stiletto heels to complete the look!

    Fit & Features

    • Sleeveless plunge V-neck, sheer mesh insert
    • Spaghetti straps, lace-up back, tie closure, lower back zipper, hook and eye closure
    • Short bodycon silhouette 
    • All-over rhinestone embellishments, iridescent hue
    • Sheer fishnet mesh fabric, stretchy knit lining
    • Sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1116

    Category Name: Night Out

    Price: $9.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dreamy Date Vibes Satin Cropped Blouse

    Get a dreamy-chic look for date night with this sleek satin cropped blouse! It features a deep V-neckline with a wrap-front, long peasant sleeves with smocked hems, a lace-up back design, and a cropped, form-hugging fit. The lightweight woven satin fabric has no stretch. Style with faux leather pants and heels.

    Fit & Features

    • V-neckline, wrap-front
    • Long peasant sleeves, tapered smocked hems
    • Lace-up back design, tie closure
    • Cropped hem, form-hugging fit
    • Woven satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1831

    Category Name: Night Out

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glitzy Mood Glitter Corset Top

    Get in the glitzy mood with this fab woven glitter top! It features a sleeveless sweetheart neckline with a wired bust and a center-notched design, adjustable spaghetti straps, a corset-designed bodice, and a cropped, form-hugging fit. Style with faux leather pants and clear heels for a glam night out.

    Fit & Features

    • Sleeveless sweetheart neckline, wired bust, notched design
    • Adjustable spaghetti straps
    • Corset-designed bodice, flexible boning
    • Back hook and eye closures
    • Cropped, form-hugging fit
    • Woven glitter fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-2045

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Gold Skinny Rhinestone Belt
    This gold belt is detailed with 7 rows of rhinestones, it has a D shaped pin buckle closure as well as a triangular tongue with a loop trough section. This blinged out belt is a glamorous addition to your wardrobe! This belt is adjustable but runs small and is recommended for a high waisted pant.

    This belt runs small, be sure to order a size larger.

    Style Number/Barcode: 07301-0043

    Category Name: Night Out

    Price: $12.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Satin Chic Wrap Front Bodysuit
    Sleek and ever so chic, this satin bodysuit can be dressed up or down. It features long sleeves with buttons to cuff, a wrap front fold over V neckline with a snap button, and a knit partial covered bottom with dual snap button closures. The bodysuit's top is composed of a satin-like fabric with minimal stretch.

    Style Number/Barcode: 06003-0138

    Category Name: Night Out

    Price: $11.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • V Right There Asymmetrical Mini Dress

    The party doesn't start until you walk in! Slay the night away in the V Right There mini dress!

    Fits & Features

    • Wrap V Neckline
    • Spaghetti Straps Lead To Cut-Out Design And Adjustable Ties At Back
    • Slight Ruching At The Top Side Seams
    • Asymmetrical Hemline 
    • Stretch Knit Fabric I Moderate Stretch 

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

    Style Number/Barcode: 05101-0449

    Category Name: Night Out

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flower Child Rhinestone Tassel Earrings

    Feeling a little boho, feeling a little glam? We got u boo! These versatile tassel earrings can be paired with nearly all looks! 

    • Gold flower designed post
    • Rhinestone embellished
    • Drop Tassel fringe
    • Post back closure

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

    Style Number/Barcode: 07001-0315

    Category Name: Night Out

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ribbed Off Shoulder Crossover Top

    Simply chic! Add this cute and casual top in your wardrobe. It's such an easy styling piece! 

    Fits & Features

    • Off The Shoulder 
    • Crossover Design at Center Front 
    • Ribbed Knit Fabric 
    • Form Hugging Fit
    • Ample Stretch 

    Style Number/Barcode: 06001-2392

    Category Name: Night Out

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Effortless Vibes Lace Detail Tie Front Top

    Get those effortless spring time vibes everyone is lusting after in this pretty lace detail tie front top! Pair it with some majorly destructed denim for a chic casual look!

    Fit & Features

    • Deep V neckline
    • Three quarter length flowy kimono style sleeves
    • Tie front detail
    • Sheer lace detailed panel
    • Wool dobby woven fabric

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

    Style Number/Barcode: 06204-0407

    Category Name: Night Out

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Metallic Marvel High Waist Mini Skirt

    Make them marvel at this must-have skirt! The skirt features a high rise waist, a metallic faux leather fabric, and a stunning side slit. Complete your look with a black crop top and chrome heels. 

    Fit & Features

    • High rise waist
    • Metallic
    • Side slit
    • Mini length silhouette
    • Faux leather fabric
    • Form hugging fit, moderate stretch 
    • Back zipper closure

    Style Number/Barcode: 06401-0256

    Category Name: Night Out

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Downtown Looks Long Sleeve Mesh Bustier

    Keep it fierce in this long sleeve mesh bustier top. With sheer sleeves, a sweetheart neckline, and a cropped hem, this top is your go-to for turning heads and owning the night.

    Fit & Features

    • Mesh lined fabric
    • Sheer fitted long sleeves
    • Sweetheart neckline, padded bra cups
    • Multiple front hook and eye closures
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-5661

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sultry Ruched Velvet Mini Skirt

    Get a sultry-chic look in this adorable velvet mini skirt! It features a high rise elastic banded waist, ruched side detailing, and a short, curve-hugging silhouette. Pair this skirt with a stylish crop top for a date night with bae.

    Fit & Features

    • High rise elastic banded waist
    • Ruched side detailing
    • Short, form-hugging fit
    • Velvet fabric
    • Plenty of stretch

    Style Number/Barcode: 06501-0337

    Category Name: Night Out

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Feelin' Fierce Snake Print Bodysuit

    You'll be feelin' fierce and fashionable in this trendy snake print bodysuit. It features a wrap front deep V neckline with a small button closure, shoulder pads, sheer long fitted sleeves, a high waist, and a thong bottom with dual snap button closures. Pair this bodysuit with high rise faux leather joggers and strappy heels for a night out.

    Fit & Features

    • Wrap front V neckline with a button closure
    • Shoulder pads
    • Sheer long fitted sleeves
    • High waist
    • Thong bottom with dual snap button closures
    • Sheer mesh fabric with a knit lining and plenty of stretch
    • Snake print

    Style Number/Barcode: 06001-2967

    Category Name: Night Out

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Double Glam Rhinestone Hoops

    Bring a double dose of glam with a pair of chic hoops! The hoops feature a double row of mini rhinestones. Complete look with a velvet mini dress and stilettos to amp up your date-night outfit. 

    Fit & Features

    • Double row
    • Mini rhinestones

     

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

    Style Number/Barcode: 07001-0796

    Category Name: Night Out

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glitzy Sheen Rhinestone Knit Mini Skirt

    Bring the sparkle in this rhinestone knit mini skirt. This high-rise bodycon skirt hugs your curves with dazzling rhinestones for a night to remember.

    Fit & Features

    • Knit fabric, minimal stretch
    • All-over rhinestone embellishments
    • High-rise waist
    • Mini-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06501-1093

    Category Name: Night Out

    Price: $26.90

    Availability: In Stock

    Available Color: BLACK, BLACK-2

    Available Size: XS, S, M, L

    Product Badge:
    • Best Seller
  • So Fire Rhinestone PVC Strappy Heels
    Keep your style looking so fire in this pair of strappy heels! It features sparkling rhinestone details, clear PVC straps, and a lucite block heel. Wear it with your Homecoming dress to sparkle all night long.

    Fit & Features
    • Clear PVC straps
    • Rhinestone details
    • Lucite block heel
    • Open toe
    • Fits true to size

    Style Number/Barcode: 07401-3002

    Category Name: Night Out

    Price: $17.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Diva Ruched Satin Mini Dress

    If you're all about those bold vibes when it comes to your style, this satin mini dress is definitely for you. It features a sleeveless sweetheart neckline with ruched and padded cups, spaghetti straps, hook and eye front closures, a ruched panel design down the front, and a short, curve-hugging silhouette. Complete the look with clear heels.

    Fit & Features

    • Sleeveless sweetheart neckline, ruched and padded cups
    • Adjustable spaghetti straps
    • Hook and eye front closures
    • Ruched panel design
    • Mini-length, form-fitting silhouette
    • Smooth satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-3991

    Category Name: Night Out

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glowing Glamour Rhinestone Heels

    Bring the glamour with heels that bring that radiating glow to your look! The heels feature a closed-back, an adjustable ankle strap, an open square toe, a rhinestone embellished strap over the toe, and a stiletto heel. The heels are composed of a faux nubuck material. Complete look with an LBD.

    Fit & Features

    • Closed-back 
    • Adjustable ankle strap
    • Open square toe 
    • Rhinestone strap over the toe
    • Stiletto heel 
    • Faux nubuck material 
    • Runs true to size

    Style Number/Barcode: 07401-3482

    Category Name: Night Out

    Price: $14.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • One World Wonder Knit Bodysuit

    Show off a little shoulder action with a bodysuit that slays. The bodysuit features a one-shoulder neckline, an asymmetrical cutout at the bust, a fitted long sleeve, a midriff cutout, and a thong bottom with dual snap button closure. Complete look with a wrap skirt and heels. 

    Fit & Features

    • One-shoulder neckline
    • Asymmetrical cutout at bust and midriff
    • Fitted long sleeve
    • Thong bottom, dual snap button closure
    • Brushed knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3782

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Edgy And Elevated Halter Crop Top

    So edgy and elevated, this sleek crop top is a must for a night out. It features a sleeveless halter neckline with cross-front straps, a bold center cutout at the bust, a lower cross-front design, and a cropped, form-hugging fit. The smooth faux leather fabric offers a moderate stretch. Style with a mini skirt and heels.

    Fit & Features

    • Sleeveless halter neckline, cross-front straps, dual back button closures
    • Center cutout at the bust
    • Back zipper closure
    • Lower cross-front design
    • Cropped, form-hugging fit
    • Faux leather fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4309

    Category Name: Night Out

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free