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.

  • Date Night Calling Sleeveless Mini Dress

    Ring, ring, that's your bae calling to set up a date night! Discover this perfect sleeveless mini dress for your night featuring a sultry plunge V-neckline, bodycon silhouette and side ruched seams, and a fitted mini-length hem. Complete the look with hoop earrings.

    Fit & Features

    • Sleeveless plunge V-neckline
    • Bodycon silhouette 
    • Side ruched seams
    • Fitted mini-length hem
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2722

    Category Name: Night Out

    Price: $5.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Forever Admired Sweetheart Bodycon Mini Dress

    Forever admired, you'll turn heads in this mini dress at the club! Featuring a sleeveless sweetheart neckline, spaghetti straps, a ruched bust, a flattering bodycon silhouette, a side pleated seam, and a flirty side slit along the hem on stretchy knit fabric. Complete the look in statement heels and a clutch.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Spaghetti straps
    • Ruched bust, pleated side seam
    • Side slit
    • Bodycon silhouette, mini-length hem
    • Stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05103-5194

    Category Name: Night Out

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Raise The Heat Faux Leather Mini Tube Dress

    Raise the heat in a mini dress that brings the bold factor! The faux leather dress features a strapless square neckline, a mini-length hem with a side slit accent, and a bodycon silhouette to flaunt your curves. Complete the outfit with rhinestone platforms!

    Fit & Features

    • Faux leather fabric with knit lined bust, moderate stretch
    • Sleeveless square neckline 
    • Back zipper with hook-eye closure
    • Side slit
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5192

    Category Name: Night Out

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Buy Me Flowers Mesh Velvet Scoop Neck Mini Dress

    One night in this mesh mini dress and you'll be receiving many flowers! It features a scoop neckline adorned with a flirty bust keyhole tie, spaghetti straps, a bodycon silhouette, and a mini-length hem. The dress is designed with a flocked floral velvet pattern on mesh fabric and has a stretchy knit lining. Complete the look in high heels for a dressy dinner party!

    Fit & Features

    • Sleeveless scoop neckline, spaghetti straps
    • Bust keyhole tie
    • Back zipper and hook-eye closure
    • Bodycon silhouette, mini-length hem
    • Flocked velvet floral pattern
    • Mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2724

    Category Name: Night Out

    Price: $5.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Beginning Glitter Ruffle Mini Dress

    Have the sweetest party style in this glitter mini dress perfect for dressy celebrations or cocktail soirees! Featuring a strapless neckline, side ruched seams to accentuate your curves, a flattering bodycon silhouette, and a ruffled mini-length hem with a cascading side ruffle. Complete the look in rhinestone heels and earrings!

    Fit & Features

    • Strapless neckline
    • Side ruched seams, bodycon silhouette
    • Ruffled mini-length hem
    • Cascading side ruffle
    • Glitter mesh fabric, sewn-in knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2727

    Category Name: Night Out

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Unreal Glamour Chevron Sequin Mini Dress

    Show up and stun in this majorly glam sequin mini dress to have all eyes on you! Crafted with all-over sequin embroidery in a glitzy chevron pattern, this short dress features a sleeveless V-neckline, adjustable spaghetti straps for a customized fit, a mini-length hem, and a bodycon silhouette to show off your curves. The fully lined knit fabric has moderate stretch. You'll be party-ready with the perfect pair of platform heels!

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Back zipper, hook and eye closure
    • Mini-length hem, bodycon silhouette
    • All-over sequin embroidery, chevron pattern
    • Fully lined knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-5191

    Category Name: Night Out

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Meet For Drinks Marabou Rhinestone Chainmail Top

    Look utterly captivating in this going-out crop top meeting friends for drinks! The sleeveless top features a square neckline with fab marabou trim, adjustable spaghetti straps, an open back with dual tie closures, and a glitzy rhinestone chainmail material. Complete the look in sleek faux leather shorts and mules!

    Fit & Features

    • Sleeveless square neckline, marabou trim
    • Adjustable spaghetti straps
    • Open back, dual tie closures
    • Cropped hem
    • Rhinestone chainmail material
    • Stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 06003-2226

    Category Name: Night Out

    Price: $20.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • High Reward Mesh Floral Velvet Mini Dress

    Find out the high reward for wearing this mini dress for date night! The short dress features sheer fitted long sleeves and a crew neckline, a sexy low-cut back, a bodycon silhouette, a front ruched seam, and a flocked floral velvet pattern. Style this mini dress with statement earrings and heels!

    Fit & Features

    • Sheer fitted long sleeves, crew neckline
    • Low-cut back, zipper and hook-eye closure
    • Bodycon silhouette
    • Ruched seam, mini-length hem
    • Flocked floral velvet fabric, sewn-in knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2720

    Category Name: Night Out

    Price: $5.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Charm Beaded Ring Set

    Make a statement with sophistication with this unique set of beaded rings. Crafted with a timeless charm, these three rings enhance any outfit with their beautiful shimmer and shine. Elevate your look with an edgy faux leather moto jacket for happy hour!

    Fit & Features

    • Three-pack ring set
    • Beaded design

    Style Number/Barcode: 07004-0354

    Category Name: Night Out

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Garden Scene Floral Lace-Up Corset Top

    Enter the garden in this floral jacquard corset looking as beautiful as all the blooms! It features a sleeveless silhouette, detachable and adjustable spaghetti straps, flexible boning inserts for structure, cute side lace-up designs, a curved cropped hem, and multiple hook and eye closures on the back. The corset top is designed with a floral jacquard pattern with metallic stitching for a hint of shine on lined woven fabric. Complete the look in sleek ponte pants and heels.

    Fit & Features

    • Sleeveless silhouette
    • Detachable and adjustable spaghetti straps
    • Flexible boning inserts, side lace-up designs, curved cropped hem
    • Multiple hook and eye closures on the back
    • Floral jacquard pattern, metallic stitching
    • Lined woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-2225

    Category Name: Night Out

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • I'm The Catch Sequin Rhinestone Fringe Bustier

    When you slip into this sexy bustier you'll be ready to go out and take the night by storm! The fashion corset top features a sweetheart neckline, adjustable and detachable straps, and sequin-striped embellishments, you'll be adorned with confidence. Plus, the cascading rhinestone fringe gives you the perfect finish for a night of daring exploration! Complete the look in a bodycon skirt for a bachelorette or GNO!

    Fit & Features

    • Sleeveless sweetheart neckline, padded underwire bust
    • Adjustable and detachable spaghetti straps
    • Sequin striped embellishments, rhinestone fringe
    • Cropped hem, non-slip grip lining
    • Multiple back hook and eye closures
    • Woven fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06003-2224

    Category Name: Night Out

    Price: $22.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Alluring Vibes Lattice Cutout Mini Dress

    This sleek bodycon mini dress will bring those alluring vibes to your next night out. It features a sleeveless sweetheart neckline with a built-in padded bust, front ruching at the waist with a sexy lattice cutout design, adjustable spaghetti straps, a mini-length hem, and a bodycon silhouette to show off your curves. The lined satin-knit fabric has plenty of stretch. Style with spiral strap heels!

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust
    • Front ruching at the waist, lattice cutout design
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Mini-length hem
    • Bodycon silhouette
    • Satin-knit fabric, full-length knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-5189

    Category Name: Night Out

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped Up In Style Satin Mini Dress

    Wrap yourself up in this stylish satin mini dress for your next GNO! The dress features a sleeveless surplice V-neckline, spaghetti straps, a pleated side seam, a flattering bodycon silhouette, and a wrap hem. Complete the look in strappy block heels.

    Fit & Features

    • Sleeveless surplice V-neckline
    • Spaghetti straps
    • Pleated side seam
    • Back zipper with hook-eye closure
    • Bodycon silhouette, wrap mini-length hem
    • Smooth satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-5188

    Category Name: Night Out

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek Silky-Satin Faux Wrap Skort

    This sleek silky-satin faux wrap skort will take your going-out looks to a chic new level. It features a high-rise waist, a faux wrap-front overlay with a chain-link accent, a back zipper closure, and a form-hugging fit. Style with a corset top and strappy mules.

    Fit & Features

    • High-rise waist
    • Faux wrap-front overlay
    • Chain-link accent
    • Back zipper closure
    • Form-hugging fit
    • Satin woven fabric
    • Runs true to size

    Style Number/Barcode: 06403-0347

    Category Name: Night Out

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Next Level Beaded Hoop Earrings

    Take your style to a stylish new level in these earrings featuring a half-hoop design, beading, and a post-back closure. Style with a cute and casual skater dress for brunch!

    Fit & Features

    • Half-hoop design
    • Beading
    • Post-back closure, rubber stopper

     

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

    Style Number/Barcode: 07001-1673

    Category Name: Night Out

    Price: $10.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • She's Stunning Wrap-Front Ruched Knit Mini Dress

    Create such a stunning look in this wrap-front ruched knit mini dress that will flaunt your figure! Designed with a sleek knit fabric that offers plenty of stretch, this short dress features a sleeveless V-neckline with a wrap-front and a ruched side seam to accentuate your curves. The spaghetti straps lead to a chic cross-back design. The mini-length hem has an alluring front slit and a curve-hugging bodycon silhouette. Style with lace-up heels for a sultry night out vibe!

    Fit & Features

    • Stretchy sleek knit fabric
    • Sleeveless V-neckline with wrap-front
    • Spaghetti straps with cross-back design
    • Ruched side seam
    • Front slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5185

    Category Name: Night Out

    Price: $5.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Talking Smoothly Satin Mini Dress

    Talk smooth talks in sultry! Show off your curves in this bodycon mini dress with the flattering square neckline, spaghetti straps, and a wrap mini-length hem. The side pleated seam adds a unique touch and the luxurious satin fabric will make you feel extra special. Complete the look in platform heels for a night-out in the city!

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Wrap mini-length hem
    • Satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-5184

    Category Name: Night Out

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Uptown Girl Tweed Corset Top

    This sophisticated tweed corset top is perfect for making a chic statement! With a flattering tailored fit, the corset features a strapless sweetheart neckline and a cropped hem.  The corset is crafted from tweed fabric with a sewn-in woven lining. Complete the look with the matching trench coat and mini skirt.

    Shop Matching Jacket: Uptown Girl Tweed Belted Trench Coat

    Shop Matching Bottoms: Make The Rules Tweed Woven Mini Skirt

    Fit & Features

    • Strapless sweetheart neckline, non-slip grip lining
    • Cropped hem
    • Stretchy smocked back, zipper and hook-eye closure
    • Tweed fabric, sewn-in woven lining
    • Runs true to size

    Style Number/Barcode: 06003-2223

    Category Name: Night Out

    Price: $3.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fabulous Girl Long Sleeve Ruffle Mini Dress

    This mesh mini dress will make you look and feel fabulous on any occasion! Featuring a ruffled V-neckline with dual tie-front closures, sheer long sleeves with flared cuffs, a ruffle trim along the bodycon silhouette, and a mini-length hem, this dress will turn heads and leave a lasting impression. Complete the look in platform heels for a GNO!

    Fit & Features

    • Ruffled V-neckline, dual tie-front closures
    • Sheer long sleeves, flared cuffs
    • Ruffle trim, bodycon silhouette
    • Mini-length hem
    • Mesh and knit fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05103-5181

    Category Name: Night Out

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Made Of Love Sweetheart Wrap Mini Dress

    This sexy mini dress will make you look and feel like a goddess! Flaunt your curves with its bodycon silhouette, adjustable spaghetti straps, and a V-wired sweetheart neckline and crisscross back that provide the perfect contrast to its wrap mini-length hem. Complete the look with rhinestone heels for a night on the town!

    Fit & Features

    • Sleeveless V-wired sweetheart neckline
    • Adjustable spaghetti straps
    • Crisscross back
    • Bodycon silhouette
    • Wrap mini-length hem
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5186

    Category Name: Night Out

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Heatin' Things Up Strapless Asymmetric Mini Dress

    Heat things up in this strapless asymmetric mini dress to inspire your next wine night or birthday outfit! The short dress is designed with a strapless neckline, form-hugging fit, adjustable side drawstring atop a flirty side slit, an asymmetric mini-length hem, and a velvet burnout butterfly pattern on lined mesh fabric. Style the mini dress with gemstone heels for a touch of glamour!

    Fit & Features

    • Strapless neckline, front no-slip strip
    • Form-hugging fit
    • Adjustable side drawstring, slit
    • Asymmetric mini-length hem
    • Burnout velvet butterfly pattern
    • Sheer mesh fabric, full-length knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2686

    Category Name: Night Out

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Do The Math Velvet Geometric Strappy Mini Dress

    You plus this mini dress equals a good time! The short dress features a square neckline, velvet spaghetti straps, an open strappy back design, a flattering bodycon silhouette, and a mini-length hem on mesh fabric showcasing a velvet burnout geometric pattern. Complete the look with earrings and lace-up heels for a night out.

    Fit & Features

    • Sleeveless square neckline
    • Velvet spaghetti straps
    • Open strappy back design
    • Bodycon silhouette, mini-length hem
    • Burnout velvet geometric pattern
    • Mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05103-5183

    Category Name: Night Out

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simply Lovely Crepe Rosette Mini Dress

    Feel simply lovely in the crepe mini dress to add a touch of romance to your wardrobe! It features sheer mesh peasant long sleeves with a rose velvet pattern and elastic cuffs, a sweetheart neckline, a built-in padded bust with underwire and rosette appliques, plus a flattering bodycon silhouette and mini-length hem. Complete the look in platform heels and a clutch for a dinner party or dressy date night!

    Fit & Features

    • Sheer mesh peasant long sleeves
    • Rose velvet pattern, elastic cuffs
    • Sweetheart neckline, back zipper and hook-eye closure
    • Built-in padded and underwire bust, rosette appliques
    • Bodycon silhouette, mini-length hem
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2691

    Category Name: Night Out

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Melting Hearts V-Neck Mini Dress With Sash

    Dare to make hearts melt in this mini dress! An elegant surplice V-neckline and spaghetti straps showcase the delicate mesh fabric, while the bodycon fit accentuates your curves. This short dress is complete with a beautiful cascading chiffon sash and mini-length hem, plus a sewn-in knit lining for extra comfort. Style the mini dress with earrings for a date night or celebration!

    Fit & Features

    • Sleeveless V-neckline, spaghetti straps
    • Bodycon silhouette
    • Front ruched seam with cascading chiffon sash
    • Mini-length hem
    • Mesh knit fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2693

    Category Name: Night Out

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance