Night Out

Loading...

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.

  • Greek Chic Flocked Velvet Crop Top

    Look chic in this greek key crop top featured in a one-shoulder, long sleeve design with a flocked, velvet pattern. The top is composed of sheer mesh knit fabric with a moderate stretch. Complete the look in the matching bottoms. 

    Shop The Matching Skirt: Greek Chic Flocked Velvet Mini Skirt

    Fit & Features

    • One-shoulder design
    • Long sleeve 
    • Crop length hem
    • Flocked velvet pattern
    • Sheer mesh knit fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-3705

    Category Name: Night Out

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • My Scene Heat Stone Plunge Neck Dress

    Cause a scene strutting into the party in this heat stone mini dress! It features a strapless plunge sweetheart neckline with a wired structured design, a curve-hugging bodycon silhouette with ruching, and all-over iridescent heat stone embellishments. The dress is composed of a sheer mesh fabric with a full knit lining. Complete your saucy look in chic block heels.

    Fit & Features

    • Strapless plunge sweetheart neckline, wired structured design
    • Back zipper, hook and eye closure
    • Fitted bodycon silhouette, ruching
    • Mini-length hem
    • Iridescent heat stone embellishments
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4611

    Category Name: Night Out

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Modern Sixties Babe PU Flare Pants

    Trend-right with this sixties-inspired PU flare pants featuring a high-rise waist with a front button and hidden zipper closure, side pockets, belt loops, a hip-hugging fit, and pintuck seams down the front. Complete the look in a printed blouse for a party.

    Fit & Features

    • High-rise waist
    • Front button and hidden zipper closure
    • Side pockets, belt loops
    • Hip-hugging fit
    • Pintuck seams down the front
    • Flare-leg silhouette
    • Non-stretch PU fabric, lined
    • Runs true to size

    Style Number/Barcode: 06402-0591

    Category Name: Night Out

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ultimate Glamour Sequin Cutout Jumpsuit

    This gorgeous sequin jumpsuit brings the ultimate glamour to your party looks! Crafted from a sparkly lurex knit fabric with all-over reflective sequin embellishments, this glitzy jumpsuit features a sleeveless plunging halter neckline with tie-back straps, an alluring waist cutout at the front, a hip-hugging fit, and a wide-leg silhouette. Style with metallic platform heels!

    Fit & Features

    • Sleeveless plunging halter neckline, tie-back spaghetti straps
    • Front waist cutout
    • High waist seam, hip-hugging fit
    • Wide-leg silhouette
    • All-over reflective sequin embellishments
    • Sheer lurex knit fabric, knit lining at the bust and waist, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06502-2422

    Category Name: Night Out

    Price: $5.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sparkle Avenue Lace-Up Glitter Mini Dress

    Strut down sparkle avenue in this gorgeous glitter mini dress for a radiant presence on your next girl's night! Its sweetheart neckline, padded bra cups, and corset-inspired bodice provide a flattering fit, while adjustable spaghetti straps and a lace-up back let you customize the style. The side and back ruched seams and mini bodycon silhouette accentuate your curves for an hourglass effect! Complete the look in platform heels and earrings.

    Fit & Features

    • Glitter fabric lined with knit, moderate stretch
    • Sweetheart neckline with padded bra cups, corset-style bodice
    • Adjustable spaghetti straps, lace-up back
    • Back zipper and hook-eye closure
    • Ruched side and back seams
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5497

    Category Name: Night Out

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Here To Dazzle Rhinestone Strappy Block Heels

    These fabulous rhinestone strappy block heels are here to dazzle up the night! Made with a smooth nubuck material, they feature an open square-shaped toe, a rhinestone-embellished strappy design with a chic knotted center, thin adjustable ankle and heel straps with a buckle closure, and a sleek thin block heel. Style with rhinestone fringe earrings for all the more glamour!

    Fit & Features

    • Thin block heel
    • Nubuck material
    • Open square toe
    • Rhinestone-embellished strappy knotted design
    • Adjustable ankle and heel straps with buckle
    • Faux leather luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4719

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Statements Teardrop Duster Earrings

    Show your glam side in these teardrop duster earrings featuring cubic zirconia insets and a post-back closure. Complete the look in chic heels.

    Fit & Features

    • Teardrop duster design
    • Cubic zirconia insets
    • Post-back closure

     

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

    Style Number/Barcode: 07001-1097

    Category Name: Night Out

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Living For The Drama Lucite Heels

    We're living for these dramatic heels that make a head turning statement! They feature a wide adjustable ankle strap, an open toe with single strap and a lucite block heel. They are composed of a chrome faux leather material and a faux leather memory foam insole.

    Style Number/Barcode: 07401-0154

    Category Name: Night Out

    Price: $14.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Metallic Magic Ruched Mini Dress

    Can we just take a second and admire how captivating you look? You're having a metallic moment, babe!

    Fits & Features

    • Dual Spaghetti Straps
    • Square Neckline & Elastic Back 
    • Ruching Trailing Down The Front
    • Mini Length Silhouette
    • Shiny Metallic Knit I Fully Lined
    • Curve-Hugging Fit I Moderate Stretch 

     

    Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.  

    Style Number/Barcode: 05103-0572

    Category Name: Night Out

    Price: $13.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sassy In Sequins Long Sleeve Duster

    Showcase a sassy look in this trendy long sleeve duster! It features an open front, flowy mid-length fit, and is composed of a sequin woven fabric. Pair this duster with the matching crop top and biker shorts, and add on a dazzling rhinestone choker necklace for a gorgeous look for a girl's night out!

    Shop Matching Top: Sassy In Sequins Cropped Tank Top

    Shop Matching Bottoms: Sassy In Sequins Biker Shorts

    Fit & Features

    • Long fitted sleeves
    • Open front
    • Mid-length, flowy fit
    • Sequin woven fabric
    • Plenty of stretch

    Style Number/Barcode: 06204-0709

    Category Name: Night Out

    Price: $16.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold and Belted Faux Leather Top

    Create a bold look in a belted top that brings the chic factor to your night outfits. The top features a plunging V-neckline, long sleeves, a belted waist with loops, and a peplum hem with a snap button closure. The top is composed of a lined faux leather fabric that offers a form hugging fit with a moderate stretch. Complete look with high waist jeans

    Fit & Features

    • Plunging V-neckline
    • Long sleeves
    • Belted waist with loops
    • Peplum hem with snap button closure
    • Faux leather fabric
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 06003-1032

    Category Name: Night Out

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Charisma Rhinestone Hoop Earrings

    Fall under the spell of these chic rhinestone hoop earrings in a dainty design with dual hoops for extra style. Complete the look with a crossbody purse.

    Fit & Features

    • Rhinestone dual hoops
    • Post-back closure

     

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

    Style Number/Barcode: 07001-1853

    Category Name: Night Out

    Price: $8.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flirty Floral Lace Tie Front Crop Top

    Get those flirty vibes in this adorable floral lace crop top! It features long fitted sleeves, a V neckline, a tie front detail, and a cropped, form-hugging fit. Pair this top with a faux leather mini skirt and strappy heels for date night with bae.

    Fit & Features

    • Long fitted sleeves
    • V neckline
    • Tie front detail
    • Cropped
    • Form-fitting style
    • Sheer floral lace woven fabric
    • Moderate stretch

    Style Number/Barcode: 06204-0754

    Category Name: Night Out

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Moment Sherpa Knit Shacket

    Create a cozy moment in a shacket that keeps it casual and stylish. The shacket features a collared neckline, a multi-button down front, two chest pockets with single-button closure, long sleeves, and a longline length with rounded hem. The shacket is composed of a faux sherpa knit fabric that offers a relaxed fit with minimal stretch. Complete look with a scarf and ankle booties. 

    Fit & Features

    • Collared neckline
    • Multi-button down front
    • Two chest pockets with single-button closure
    • Longline length with rounded hem 
    • Faux sherpa knit fabric
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06201-0232

    Category Name: Night Out

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Forever Chic Drawstring Halter Top

    Bring on the chic with a halter top that is perf for a time under the sun! The top features a halter neck, a drawstring neck ties, dual drawstrings at the sides, and cropped hem. The top is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with denim shorts.

    Fit & Features

    • Halter neck 
    • Drawstring neck ties
    • Dual drawstrings at sides
    • Cropped hem 
    • Smooth knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-4110

    Category Name: Night Out

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On The Move Linen Crop Top

    On the move and looking stylish! Slay the day in this linen woven blazer featuring long sleeves with button accents, a lapel collared neckline, dual button front closure, and a three-pocket styling. Complete the look in the matching top and bottoms.

    Shop Matching Blazer: On The Move Linen Woven Blazer

    Shop Matching Bottoms: On The Move Linen Wide Leg Pants

    Fit & Features

    • Sleeveless, v-neck, adjustable spaghetti straps
    • Smocked back
    • Cropped hem
    • Linen woven lined fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1696

    Category Name: Night Out

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Up A Notch Halter Midi Dress

    Take your style up a notch and flaunt your flirty side in this halter midi dress featuring a sleeveless bodice, cross straps, a front keyhole cutout, side ruched seams, and a curve-hugging asymmetrical hem. Complete the look in fringe earrings for a dressy night out.

    Fit & Features

    • Sleeveless, halter neck, cross straps
    • Front keyhole cutout
    • Side ruched seams
    • Curve-hugging silhouette
    • Asymmetrical midi-length hem
    • Slinky knit lined fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4428

    Category Name: Night Out

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Smooth Like Satin Twist Crop Top

    Showcase a smooth and chic ensemble with this satin crop top featuring long sleeves with buttoned cuffs, plunging neckline, twisted bodice, and a tie-back closure and smocking. Complete the look in high-rise pants and heels. 

    Fit & Features

    • Long sleeves, buttoned cuffs
    • Plunge v-neckline
    • Twisted bodice
    • Cropped hem
    • Tie-back closure, smocked
    • Smooth non-stretch satin
    • Fits true to size

    Style Number/Barcode: 06003-2011

    Category Name: Night Out

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flawless Look One Shoulder Midi Dress

    Covet a flawless look in this one-shoulder midi dress featuring a single tank-style strap with a cutout accent and a bodycon silhouette. Complete the look in strappy stiletto mules.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Single tank-style strap
    • Cutout accent
    • Bodycon silhouette
    • Midi-length hem
    • Double-lined slinky knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-2096

    Category Name: Night Out

    Price: $5.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Gorgeous Allure Flocked Velvet Bodycon Mini Dress

    This curve-hugging mini dress will showcase a gorgeous allure to catch everyone's eye. The mini-length dress features a strapless straight-across neckline, chic ruching down the side seams for a figure-flattering look, a bodycon silhouette, and a flocked velvet design on the lined sheer mesh fabric in an intricate spiral scroll pattern. Style with lace-up stiletto heels for your next club night.

    Fit & Features

    • Strapless straight-across elasticized neckline
    • Ruched side seams
    • Mini-length hem, bodycon silhouette
    • Sheer mesh fabric, flocked velvet design, spiral scroll pattern
    • Full-length sewn-in knit lining
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-5280

    Category Name: Night Out

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sparkle Darling Glitter One Shoulder Mini Dress

    Darling, you deserve to sparkle in this glitter mini dress on your next ladies' night! The mini-length dress is designed with a one-shoulder neckline, a fitted long sleeve, a flattering side ruched seam that contours to your curves along the bodycon silhouette, and a wrap hem. Complete the look with statement earrings and heels!

    Fit & Features

    • One-shoulder neckline
    • Fitted long sleeves
    • Side ruched seam, bodycon silhouette
    • Wrap mini-length hem
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5210

    Category Name: Night Out

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mary Halter Cutout Rhinestone Mini Dress

    Special Occasion

    All eyes are on you in the Mary rhinestone mini dress to make a glamorous entrance and exit! The party dress showcases a sassy halter neckline, a cutout bodice to show some skin and a sultry bodycon silhouette. Complete the look with earrings and heels.

    Show off your style in this standout dress. Feeling the short and chic vibe? Discover more fashion-forward short prom dresses or elevate your style with our formal dresses.

    Fit & Features

    • Rhinestone embellished fabric
    • Halter neckline, adjustable spaghetti straps
    • Back zipper closure
    • Cutout bodice
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2538

    Category Name: Night Out

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dream Girl Faux Leather Glitter Corset Mini Dress

    Look and feel like a dream girl in this faux leather mini dress! Featuring a strapless neckline, flexible boning inserts, and a bodycon silhouette to confidently show off your curves. The glitter mesh overlay adds a touch of sparkle, making this the perfect dress for a night out. Complete the look in platform heels.

    Fit & Features

    • Strapless neckline
    • Flexible boning inserts
    • Back zipper and hook-eye closure
    • Bodycon silhouette, mini-length hem
    • Glitter mesh overlay
    • Faux leather fabric, soft lining, slight stretch
    • Runs true to size

    Style Number/Barcode: 05103-5360

    Category Name: Night Out

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Subtle Luxe Rhinestone Metallic Stiletto Heels

    Take luxe steps in these metallic stiletto heels featuring a square toe with rhinestone embellished toe straps, a luxe fit cushioned insole, a closed ankle, and an adjustable ankle strap with buckle closure. 

    Fit & Features

    • 3.5" Stiletto heel
    • Metallic material
    • Square toe
    • Rhinestone embellished toe straps
    • Closed ankle, adjustable ankle strap with buckle closure
    • Runs true to size

    Style Number/Barcode: 07401-4937

    Category Name: Night Out

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale