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.

  • Forever Trendsetter Metallic Stiletto Mules

    You're a forever trendsetter, so these metallic stiletto mules are calling your name! They feature an open square-shaped toe, a twisted caged strap design, an open back for easy on-and-off styling, and a stiletto heel. Pair with your fave party dress!

    Fit & Features

    • Open square-shaped toe
    • Twisted caged strap design
    • Open back
    • Stiletto heel
    • Metallic sheen
    • Faux leather material, subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4213

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fierce In Fringe Stiletto Heels

    Why blend in when you can stand out in these fierce stiletto heels at your next cocktail soiree? They feature a pointed toe, a wide and curved toe strap, and a fringe trim along the back on faux leather material. Complete the look in a chic satin dress.

    Fit & Features

    • Pointed toe
    • Wide and curved toe strap
    • Stiletto heel
    • Back fringe trim
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4210

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Amp It Up Spiral Stiletto Heels

    Amp up your night-out look with these hot spiral stilettos that will set the vibe. They feature an open almond toe with a strap, an asymmetric strap across the foot, a spiral strap design that wraps around the leg, an open back, and a sleek stiletto heel. Pair with a rhinestone clutch.

    Fit & Features

    • Open almond-shaped toe
    • Toe strap, asymmetric strap across the foot
    • Spiral strap, wrap-around design
    • Open back
    • Stiletto heel
    • Faux nubuck material, faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4207

    Category Name: Night Out

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Alluring Cutout Bodycon Mini Dress

    Keep your going-out look alluring and chic with this bodycon mini dress that will draw all the attention. It features a sleeveless V-neckline with a ruched twist-front design at the bust, spaghetti straps, a bold front cutout at the waist, a mini-length hem, and a curve-hugging silhouette. The smooth knit fabric offers plenty of stretch. Style with glitzy rhinestone earrings for a touch of sparkle!

    Fit & Features

    • Sleeveless V-neckline
    • Ruched twist-front design at the bust
    • Spaghetti straps
    • Front waist cutout
    • Mini-length hem, bodycon silhouette
    • Knit fabric, plenty of stretch
    • Runs true to size 

    Style Number/Barcode: 05103-4996

    Category Name: Night Out

    Price: $14.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flirty Eyes Ponte Faux Wrap Skort

    Catch all the flirty eyes when you're seen in this ponte skort perfect for lunch with friends or date nights! Featuring a high-rise waist, faux wrap overlay with a side tie, and a short hem. Complete the look in a sleek corset top.

    Fit & Features

    • High-rise waist
    • Faux wrap overlay, side tie
    • Back zipper closure
    • Short hem
    • Back zipper closure
    • Ponte knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06503-1037

    Category Name: Night Out

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cute And Fresh Swiss Dot Mesh Mini Dress

    Get a cute and fresh 'fit for your bridal shower or birthday party with this swiss dot mesh mini dress! It features a square neckline, long sheer balloon sleeves with cinched hems, all-over ruching for a figure-flattering look, a mini-length hem, and a bodycon silhouette. The lined mesh fabric features an all-over swiss dot pattern for the cutest vibe. Style with block heels.

    Fit & Features

    • Square neckline
    • Long sheer balloon sleeves, cinched hems
    • All-over ruching
    • Mini-length hem, bodycon fit
    • All-over swiss dot pattern
    • Sheer mesh fabric, partial knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2379

    Category Name: Night Out

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Desert Chic Detailed Drop Earrings

    Keep your festival 'fits chic with these boho-inspired statement earrings. They feature a fish hook leading to a drop design with two intricate detailed filigree accents, a center rhinestone embellishment, and dangling hammered metal fringe. Style with a layered charm necklace.

    Fit & Features

    • Fish hook closure, rubber stopper
    • Drop design
    • Two detailed filigree accents
    • Center rhinestone
    • Hammered metal fringe


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

    Style Number/Barcode: 07001-1564

    Category Name: Night Out

    Price: $3.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Too Cool Coated Faux Leather Straight Leg Pants

    You'll be too cool in these coated faux leather pants that flaunt your edgy-fashionista style! They feature a high-rise faux belted waist, belt loop accents, pintuck seams down the front, and a straight-leg silhouette. Style with a turtleneck bodysuit and heels to complete the look!

    Fit & Features

    • High-rise faux belted waist, belt loop accents
    • Back zipper closure
    • Pintuck seams down the front
    • Straight-leg silhouette
    • Coated faux leather fabric
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-0878

    Category Name: Night Out

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Simply Chic Side Slit Skort

    Create a simply chic everyday outfit with this classic crepe skort. It features a high-rise waist, a back zipper closure, a mini-length overlay with a side slit, and fitted shorts. The crepe fabric offers a moderate stretch. Complete the look with a bodysuit and mules.

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Mini-length overlay, side slit
    • Fitted shorts
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06503-1038

    Category Name: Night Out

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flawless Glam Rhinestone Strap Mini Dress

    Radiate flawless glamour in this curve-hugging bodycon mini dress! It features a sleeveless square neckline, spaghetti straps with dual rhinestone strap accents, a mini-length hem with a short front slit, and a form-fitting silhouette. The crepe fabric includes a full-length knit lining. Complete your look for a night out clubbing with strappy stilettos.

    Fit & Features

    • Sleeveless square neckline, dart seams at the bust
    • Spaghetti straps, dual rhinestone-adorned straps
    • Mini-length hem, short front slit
    • Form-hugging fit
    • Crepe fabric, full-length knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5187

    Category Name: Night Out

    Price: $5.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feather Princess Marabou Stiletto Heels

    Stand out looking like a princess in these trend-worthy stiletto heels! They feature a pointed-toe, marabou toe, and ankle strap with buckle closure, and are composed of faux leather patent material. Complete the look with a mini handbag for cocktail hour.

    Fit & Features

    • Pointed-toe
    • Marabou toe and ankle strap, buckle closure
    • Stiletto heel
    • Faux leather patent material
    • Runs true to size

    Style Number/Barcode: 07401-4201

    Category Name: Night Out

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Night-Out Glamour Rhinestone Stiletto Heels

    Level up your night-out look with these glamorous and glitzy satin stiletto heels! They feature an open square toe, a rhinestone-adorned braided toe strap, a matching asymmetric rhinestone braided strap that connects to the heel strap, and a sleek stiletto heel. Style with a bodycon mini dress for your next girl's night!

    Fit & Features

    • Open square-shaped toe
    • Braided toe strap, mini rhinestones
    • Asymmetrical braided strap, mini rhinestones, connects to heel strap
    • Stiletto heel
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-4203

    Category Name: Night Out

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tie New Trends Long Sleeve Top

    New year, new style! Give this crop top a try the next time you're going out. It features bell long sleeves, an open front design with tie closure, and is composed of plisee knit fabric with minimal stretch. Complete the look in faux leather pants.

    Fit & Features

    • Bell long sleeves
    • Open front design with tie closure
    • Cropped hem
    • Plisee knit fabric
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06202-0386

    Category Name: Night Out

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feelin' Fab In Fringe Bodysuit

    Move and groove at your next concert in this fab fringe bodysuit! It features a sleeveless halter neckline with tie-back spaghetti straps, a trendy front-tiered fringe design, a sultry open back with lower tie-back straps, and full coverage bottoms with button closures. Style with faux leather pants and clear heels.

    Fit & Features

    • Sleeveless halter neckline, tie-back spaghetti straps
    • Front-tiered fringe design
    • Open back, lower tie-back spaghetti straps
    • Full coverage bottoms, dual snap button closures
    • Stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 06001-4820

    Category Name: Night Out

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dance Floor Diva Sequin Backless Jumpsuit

    This sparkling sequin jumpsuit is worthy of a dance floor diva like you! It features a sleeveless cowl neckline, halter spaghetti straps, an alluring backless design, a high waist seam, a hip-hugging fit, a form-hugging fit throughout the leg, and a fab flared hem. The mesh fabric features all-over sequin embroidery for a gorgeous shine under the lights. Style with rhinestone fringe earrings and platform heels. 

    Fit & Features

    • Sleeveless cowl neckline
    • Halter spaghetti straps, tie-back closure, backless design
    • High waist seam, hip-hugging fit
    • Form-hugging fit throughout the leg, flared hem
    • All-over sequin embroidery
    • Sheer mesh fabric, full sheer mesh lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06402-1294

    Category Name: Night Out

    Price: $6.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Smooth Silhouette Mock Neck Top

    This simple and chic mock neck top will give you that smooth and sleek silhouette you love! It features a sleeveless bodice, a mock neckline, tank shoulder straps, a mid-length hem with ruched side seams, and a form-hugging fit. The double-lined stretchy knit fabric offers a seamless design and has an ultra-soft buttery feel. Style with high waist bottoms and strappy mules.

    Fit & Features

    • Sleeveless bodice
    • Mock neckline
    • Tank shoulder straps
    • Mid-length hem, ruched side seams
    • Form-hugging fit
    • Double-lined, buttery soft knit fabric, seamless design
    • Runs true to size

    Style Number/Barcode: 06002-1537

    Category Name: Night Out

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tapered And Chic Trouser Pants

    Tapered and chic, these trouser pants are a workwear staple! They feature a high-rise waist with belt loops, front pockets, faux back pockets, a fitted silhouette throughout the leg, and a subtle flared hem. The smooth woven fabric has minimal stretch. Style with a cropped blouse and mules.

    Fit & Features

    • High-rise waist
    • Belt loops, hidden front zipper, button, and hook and bar closures
    • Two front pockets, two faux back pockets
    • Fitted silhouette, subtle flared hem
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-0799

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Get Down With Basic Slit Mini Skirt

    Minimal, but never boring. This sleek mini skirt brings the heat with a flirty slit and body-hugging fit made for going out or dressing up your everyday looks.

    Fit & Features

    • Stretchy and smooth knit fabric
    • High-rise elasticized waistband
    • Mini-length hem, short front slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06501-0827

    Category Name: Night Out

    Price: $16.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Trendy Icon Butterfly Accent Stiletto Heels

    Show up and stun in these trendy and iconic stiletto heels! They feature an open almond-shaped toe, a toe strap with pretty butterfly embroidered appliques, thin straps with two matching butterfly accents that lace up the leg, and a stiletto heel. Style with a mini dress and a clear handbag.

    Fit & Features

    • Open almond-shaped toe
    • Toe strap, butterfly embroidered appliques
    • Thin straps, butterfly appliques, lace-up design, tie closure
    • Closed back
    • Stiletto heel
    • Faux leather material, subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4197

    Category Name: Night Out

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casually Elevated Faux Leather Cargo Pants

    Casually elevate your 'fit with these chic-coated faux leather cargo pants. They feature a high-rise waist, front and back pockets, cargo-style side pockets, a skinny-leg silhouette, and a form-hugging fit. Style with a corset top and strappy mules.

    Fit & Features

    • High-rise waist
    • Belt loops, front button and zipper closure
    • Front and back pockets, cargo-style side pockets
    • Skinny-leg silhouette
    • Coated faux leather fabric
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-0684

    Category Name: Night Out

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Diva Velvet Cutout Jumpsuit

    Be a chic diva for the night in this elevated velvet cutout jumpsuit! It features a sleeveless velvet top with a mock neckline, an alluring cutout under the bust, a large keyhole cutout at the back with button closures, and crepe pants with a high-rise fitted waist and a trendy wide-leg silhouette. Style this look with rhinestone hoops and clear heels.

    Fit & Features

    • Sleeveless velvet top
    • Mock neckline, cutout under the bust
    • Back keyhole cutout, button closures
    • Crepe pants, high-rise fitted waist
    • Wide-leg silhouette
    • Velvet/crepe knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-2287

    Category Name: Night Out

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy-Chic Cargo Faux Leather Mini Skirt

    This edgy-chic cargo faux leather mini skirt will level up your night-out 'fits! It features a high-rise belted waist, a hidden front zipper and button closure, cargo-style side pockets, a mini-length hem, and a form-hugging fit. The smooth faux leather fabric offers a moderate stretch. Style with a corset top and clear mules.

    Fit & Features

    • High-rise belted waist, buckle detail
    • Hidden front zipper, button closure
    • Cargo-style side pockets
    • Mini-length hem
    • Form-hugging fit
    • Faux leather fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06401-0578

    Category Name: Night Out

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Hit Of The Party Lace-Up Heels

    You'll be the hit of the party in these eye-catching faux leather heels for the perfect eye-catching look! They feature a square toe, thin-toe strappy design, block heel, lace-up ankle straps, and a block heel. Style with a lightweight duster trench to complete your outfit.

    Fit & Features

    • Square toe
    • Thin toe strappy design
    • Lace-up ankle straps
    • Block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4198

    Category Name: Night Out

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Night Out Mood Sheer Bustier Top

    Get in the mood for a girl's night out in this sultry sheer mesh bustier top! It features a sleeveless scoop neckline, thin tank shoulder straps, front seam detailing to give the illusion of boning, a partially lined front, and a fitted, angled, cropped hem. The mesh fabric offers plenty of stretch. Complete your look with a faux leather mini skirt.

    Fit & Features

    • Sleeveless scoop neckline
    • Thin tank shoulder straps
    • Front seam detailing
    • Partial knit lining at the front
    • Fitted, angled, cropped hem
    • Sheer mesh fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-4821

    Category Name: Night Out

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance