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.

  • Tracey Mesh Faux Pearl Bodycon Party Dress

    Special Occasion

    Cue the compliments! The Tracey party dress will have all eyes on you at bachelorettes, school dances, or birthdays. The formal party dress is composed of an airy mesh fabric with tonal faux pearl embellishments for a chic allure and has a sewn-in knit lining for coverage. She features sheer fitted and ruched long sleeves with slit cuffs, a sweetheart neckline with a padded bust, a cowl overlay, side ruching to accentuate your natural curves along the bodycon silhouette, and a mini-length hem. Finish the look with dangly earrings and heels!

    This dress proves that short and stylish is always a vibe. Want more? Discover our bold short prom dresses or find a celebration-ready fit in our party dresses.

    Fit & Features

    • Mesh fabric with sewn-in knit lining, moderate stretch
    • Tonal faux pearl embellishments
    • Sheer fitted and ruched long sleeves, slit cuffs
    • Sweetheart neckline, padded bust, cowl overlay
    • Back zipper with hook-eye closure
    • Side ruched seams, bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2001

    Category Name: Night Out

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • One Wish Glitter Knit Mini Dress

    If i had one wish it would be to see you sparkle all night long babe! This glittering mini dress is designed with a sweetheart neckline, spaghetti straps that are adjustable, and a form fitting silhouette. Bodice of dress has a padded cup design, and is fully lined. Composed of a velvet material that is embossed with small stripes of glitter that reflects multiple colors! 

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

    Style Number/Barcode: 05103-0444

    Category Name: Night Out

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Pull Through Rhinestone Choker Set

    Pull your look through when you top it all of with a rhinestone choker, or two!

    • Set of two chokers
    • Circular stones
    • One dainty rhinestone design
    • One chunky rhinestone design
    • Adjustable lobster clasp closures

    Style Number/Barcode: 07002-0290

    Category Name: Night Out

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Friday Night Ruched Midi Dress

    Get this dress now so you don’t have to worry about not having anything to wear next Friday! It looks great paired with clear heels and layered gold necklaces.

     Fits & Features

    • Square Neckline
    • Ruched Detailing  
    • Form Hugging Fit

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0692

    Category Name: Night Out

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Pretty And Purrfect Mini Dress

    You'll look pretty and purrfect in this sultry velvet mesh mini dress. It features a sleeveless square neckline, bungee spaghetti straps, an open back with a dual strap design, and a short, curve-hugging fit. The sheer mesh fabric has an all-over velvet burnout leopard print pattern and includes a full knit lining. Style this dress with sleek hoop earrings and heels.

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Open back, dual strap design
    • Mini-length, form-fitting bodycon silhouette
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Velvet burnout leopard print pattern
    • Runs true to size

    Style Number/Barcode: 05103-4406

    Category Name: Night Out

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Everyday Trendsetter Cropped Corset Top

    This simple and sultry corset top will give off major trendy vibes. It features a sleeveless sweetheart neckline with a structured and padded bust, adjustable spaghetti straps for a customized fit, hook and eye front closures, flexible boning, and a cropped, form-hugging fit. Style this corset top with faux leather pants and strappy mules.

    Fit & Features

    • Sleeveless sweetheart neckline, wired and padded bust
    • Adjustable spaghetti straps
    • Hook and eye front closures
    • Flexible boning
    • Cropped, form-hugging fit
    • Woven linen fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1563

    Category Name: Night Out

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Retro Swirl Satin Mini Skirt

    Keep your summer look flirty and fun with this retro-inspired satin skirt! It features a high-rise fitted waist, a mini-length A-line silhouette, and an all-over multi-colored swirl pattern. Style with a halter crop top and strappy mules.

    Fit & Features

    • High-rise fitted waist, elastic band
    • Mini-length A-line silhouette
    • Flowy fit
    • Multi-colored swirl pattern
    • Smooth satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06401-0447

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek Sensation Satin High-Rise Cargo Joggers

    Prepare to be a sleek sensation in these satin cargo joggers everywhere you go! They feature a flattering high-rise waist with convenient side pockets, a jogger-style leg, three flap cargo pockets, an adjustable side strap, and drawcord cuffs. Complete the look in a basic tee and mules for a concert or happy hour!

    Fit & Features

    • High-rise waist, side pockets, belt loops
    • Front button and hidden zipper closure
    • Jogger style leg
    • Three cargo flap pockets
    • Adjustable side strap and drawcord cuffs
    • Silky satin fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06402-1376

    Category Name: Night Out

    Price: $20.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glam Streaks Rhine Hair Barrette

    Keep your hair swept back for a glamorous pony! This hair barrette features cascading rhinestone fringe and metal clip closure. Complete the look in sleek hoop earrings for wine night.

    Fit & Features

    • Rhinestone cascading fringe
    • Metal clip closure

    Style Number/Barcode: 07006-0308

    Category Name: Night Out

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spark My Attention Rhinestone Stockings

    Supportive and stylish, layer these sheer stockings for a chic look under skirts or dresses! This pair of tights are designed to keep you firm with lifting and toning support while the front rhinestone diamond pattern offers a touch of glam you'll love. Complete the look in a silk mini skirt, sweater, and boots!

    Fit & Features

    • Ultra high-rise waist
    • Firm, lifting, and toning support
    • Front rhinestone diamond pattern
    • Sheer design
    • Soft and comfortable

     

    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07306-0172

    Category Name: Night Out

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Regal Gemstone Duster Earrings

    These gorgeous gemstone duster earrings will have you feeling regal and oh-so-glamorous! They feature a linear drop design with gorgeous marquise-shaped gemstones with sparkling mini square rhinestone outlines. Include a post-back closure. Complete your formal look with a floor-sweeping satin dress and stiletto heels.

    Fit & Features

    • Linear drop design
    • Four marquise-shaped gemstones
    • Mini square-shaped rhinestone outlines
    • Post-back closure, rubber stopper


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

    Style Number/Barcode: 07001-1731

    Category Name: Night Out

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • New Heights Fishnet Rhinestone Over-The-Knee Boots

    Take your style to new heights in these over-the-knee boots! The faux suede boots feature a pointed toe, a stiletto heel, and closed ankle, and a sheer fishnet overlay with sparkly rhinestone embellishments on a thigh-high shaft with a non-slip grip lining trim. Complete the look in a sexy short dress for a night out or dressy party!

    Fit & Features

    • Pointed-toe
    • Stiletto heel
    • Sheer fishnet rhinestone-embellished overlay
    • Over-the-knee shaft length, non-slip grip lining trim
    • Closed ankle
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0918

    Category Name: Night Out

    Price: $4.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vision In Velvet Pattern V-Neck Tie Mini Dress

    An irresistible evening look will be had in this party mini dress! Designed with fitted long sleeves, a flattering surplice V-neckline, and a tie-front detail to cinch your waist. The bodycon silhouette and mini-length hem are finished with a luxurious velvet burnout pattern. Complete the look with teardrop stud earrings for a holiday dinner party!

    Fit & Features

    • Fitted long sleeves
    • Surplice V-neckline
    • Tie-front detail
    • Bodycon silhouette, mini-length hem
    • Velvet burnout pattern, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2912

    Category Name: Night Out

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sparkly Era Lace-Up Glitter Knit Midi Dress

    Show up looking like a sparkling icon in this glitter midi dress entering celebration dinners or parties! Designed with a flattering V-neckline and dual spaghetti straps, it hugs your curves in a bodycon silhouette. The lace-up back adds a touch of sophistication, while the side slit and midi-length hem create a glamorous and modern look you'll adore! Complete the look with a clutch and rhinestone block heels for extra shimmer with every step.

    Fit & Features

    • Glitter knit fabric with stretch
    • Dual spaghetti straps
    • Lace-up
    • Side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3131

    Category Name: Night Out

    Price: $19.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sheer Secret Faux Sheer Lined Fishnet Tights

    These fishnet tights have a secret no one will know about! They feature a comfortable high waistband, a small gauge fishnet design, and a faux sheer lining for extra coverage and a perfect look under your favorite bottoms or dresses. Style with sleek knee-high boots for a chic allure!

    Fit & Features

    • Small gauge fishnet design
    • Faux sheer lining
    • High waistband
    • Comfortable and stretchy

     

    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07306-0328

    Category Name: Night Out

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Era Asymmetrical Long Sleeve Cutout Mini Dress

    Enter your chic era in this long sleeve mini dress featuring divine details like a cutout bust, a ruched wrap design, and a bodycon fit to show off your figure. Pair with heels.

    Fit & Features

    • Smooth knit and mesh fabrics, plenty of stretch
    • Square neckline, cutout at the bust
    • Sheer mesh long fitted sleeves
    • Ruched faux wrap-front design
    • Asymmetric mini-length hem
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5800

    Category Name: Night Out

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Darling Attitude Leopard Satin Corset Top

    A sleeveless satin corset top boasts a flattering lace trim square neckline with front hidden hook and eye closures and a fierce leopard print. Perfect for styling with jeans for going out.

    Fit & Features

    • Leopard print, satin-lined woven fabric
    • Lace trim square neckline
    • Shoulder straps
    • Hidden front hook-eye closures
    • Cropped fitted hem
    • Runs true to size

    Style Number/Barcode: 06003-2604

    Category Name: Night Out

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dainty Brilliance Rhinestone Hoop Earrings

    A dazzling addition, these rhinestone hoop earrings will add brilliance to any ensemble! These sleek metal hoops are intertwined with delicate rhinestones, creating a subtle yet striking sparkle. The omega closure ensures a secure and comfortable fit. Complete the look in a chic blouse and jeans for a casual dinner out.

    Fit & Features

    • Sleek metal hoop
    • Intertwining delicate rhinestones
    • Omega closure


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

    Style Number/Barcode: 07001-1965

    Category Name: Night Out

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Romance Bodycon Mini Dress

    This curve-hugging mini dress will look chic for a romantic dinner date. It features a sleeveless sweetheart neckline with a V-wired center design, a pleated fabric overlay at the bust, thin shoulder straps, and a short, fitted, bodycon silhouette. The smooth ponte knit fabric offers a moderate stretch. Complete the outfit with strappy stilettos.

    Fit & Features

    • Sleeveless sweetheart neckline, V-wired center design
    • Pleated fabric overlay at the bust
    • Thin shoulder straps
    • High waist seam, mini-length hem
    • Fitted bodycon silhouette
    • Ponte knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4649

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Jazmine Sequin Bustier Party Dress

    Special Occasion

    Body-hugging and sparkly, the sultry Jazmin party dress features all-over sequin scroll embroidery sure to make you the hit of the night at prom! She's designed with a sleeveless, sweetheart neckline with adjustable spaghetti straps, a built-in padded bust, underwire support, and a high-waist seam that leads to her form-fitting, mini-length hem. The formal dress is composed of a lined mesh fabric with minimal stretch. Complete your chic look in statement heels. 

    This dress proves that short and stylish is always a vibe. Want more? Discover our bold short prom dresses or find a celebration-ready fit in our party dresses.

    Fit & Features

    • Sleeveless, sweetheart neckline, adjustable spaghetti straps
    • Built-in padded bust, underwire support
    • High-waist seam, back zipper, hook and eye closure
    • Bodycon silhouette
    • Mini-length hem
    • Sequin scroll embroidery, lined mesh fabric, minimal stretch
    • Style runs small

    Style Number/Barcode: 05001-1072

    Category Name: Night Out

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Moves Lace-Up Strappy Block Heels

    Make only stylish moves in these chic strappy block heels! They feature an open square toe with two toe straps, an asymmetric strap across the foot, a strappy lace-up design that wraps around the leg, and a thin block heel. Complete the look with a mini handbag.

    Fit & Features

    • Open square-shaped toe, two toe straps
    • Asymmetric strap across the foot
    • Strappy lace-up wrap-around design, tie closure
    • Thin block heel
    • Faux leather material
    • Subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4378

    Category Name: Night Out

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All About The Glamour Rhinestone Bracelet Set

    You're all about the glamour when styling up your looks! This chic bracelet set is perfect for elevating your formal outfits. It features 12 thin elastic bracelets with mini rhinestones for the prettiest sparkle. Stack them all together and complete the look with a sleek clutch.

    Fit & Features

    • Set of 12 thin elastic bracelets
    • Mini rhinestones

    Style Number/Barcode: 07003-0351

    Category Name: Night Out

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek And Fab Asymmetrical Midi Dress

    Keep it fab in this sleek midi dress that shows off a hint of leg! It features a sleeveless bodice, a V neckline with a mini lattice strap accent, spaghetti straps and a midi length silhouette with an asymmetrical high slit. Dress is composed of a lined smooth knit fabric that offers a form hugging fit with a moderate stretch. Zipper not included.

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

    Style Number/Barcode: 05101-0218

    Category Name: Night Out

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mirror Shine Metallic Mini Dress

    Bring the shine to go with your gorge highlight girl! The mini dress features a sleeveless bodice, a square neckline, bungee shoulder straps and a mini length silhouette. Dress is composed of a lined metallic knit fabric that offers a form hugging fit with a slight stretch. Includes a back zipper closure.

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

    Style Number/Barcode: 05101-0302

    Category Name: Night Out

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance