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.

  • Stop And Stun Underwire Halter Bodysuit

    Make em' stop and stare at you in this stunning bodysuit! It features a sleeveless, halter silhouette with an underwire bust, dual snap closure, on smooth knit fabric with a moderate stretch. Style with high-rise pants and sultry heels.

    Fit & Features

    • Sleeveless halter silhouette
    • Underwire bust
    • Dual snap closure, thong cut bottom
    • Smooth knit fabric
    • Fits true to size

    Style Number/Barcode: 06001-3936

    Category Name: Night Out

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Holiday Shine Velvet Rhinestone Trim Bodysuit

    Shine for the holidays in this luxe velvet bodysuit perfect for every party! It features fitted long sleeves, a v-neckline with rhinestone trim, and a sultry mesh accent, dual snap closure on a thong cut bottom. Style with a faux leather skirt and sparkly heels.

    Fit & Features

    • Fitted long sleeves
    • V-neckline with rhinestone trim
    • Front mesh accent
    • Dual snap closure, thong cut bottom
    • Luxe velvet fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-3937

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Simple And Stunning Halter Bodysuit

    Showcase a simple and stunning vibe in this chic basic bodysuit. It features a sleeveless halter neckline with a twist-front design, a structured underwire at the bust, a thong bottom, and a form-hugging fit. Style this bodysuit with faux leather pants and heels for your next night out.

    Fit & Features

    • Sleeveless halter neckline
    • Twist-front design
    • Structured underwire at the bust
    • Thong bottom, dual snap button closure
    • Form-hugging fit
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3935

    Category Name: Night Out

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Firecracker Rhinestone Cutout Bodysuit

    You'll look so fire in this sexy bodysuit for a trip to Vegas! It features a sleeveless, halter neckline and a sultry, busted cutout with a rhinestone charm, and strappy open-back detail. Complete the look in statement earrings.

    Fit & Features

    • Sleeveless, halter neck
    • Busty front cutout, rhinestone charm
    • Strappy open-back
    • Thong cut bottom, dual snap closure
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-3934

    Category Name: Night Out

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Luxe Feels Faux Suede Stiletto Booties

    Channel a luxe look with booties that give your look that elevated touch! The booties feature a mid-calf fit, an inner zipper closure, a pointed toe, and a stiletto heel. The booties are composed of a faux suede material. Complete look with a plaid jacket and skinny jeans.

    Fit & Features

    • Mid-calf fit
    • Inner zipper closure
    • Pointed toe
    • Stiletto heel
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1476

    Category Name: Night Out

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fashion Forward Faux Suede Stiletto Boots

    Step up in fashion-forward boots that make a stylish impression! The boots feature a mid-calf fit, an inner zipper closure, a pointed toe, and a sleek stiletto heel. The booties are composed of a faux suede material. Complete look with a ribbed sweater and skinny jeans. 

    Fit & Features

    • Mid-calf fit
    • Inner zipper closure
    • Pointed toe
    • Stiletto heel 
    • Faux suede material 
    • Runs true to size 

    Style Number/Barcode: 07403-1479

    Category Name: Night Out

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • The Moment Faux Suede Stiletto Booties

    These trendy faux suede stiletto booties are a stylish moment for sure! They feature a pointed toe, an inner zipper closure, a fitted design that hits mid-calf, and a sleek stiletto heel. Pair these booties with a basic dress and a chic shoulder bag.

    Fit & Features

    • Pointed toe
    • Inner zipper closure
    • Fitted design
    • Tall stiletto heel
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1478

    Category Name: Night Out

    Price: $19.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Basic Ruched Mesh Bodysuit

    Step up your everyday look with this elevated basic bodysuit. The one-piece top features long sheer bishop sleeves, a square neckline, front and back ruched detailing, and a thong bottom. The sheer mesh fabric has a lightweight knit lining. Style this bodysuit with your fave pair of denim and chic mules.

    Fit & Features

    • Long sheer bishop sleeves, elastic cinched hems
    • Square neckline
    • Front and back ruched detailing
    • Thong bottom, dual snap button closure
    • Sheer mesh fabric, knit lining, moderate stretch
    • Style runs large

    Style Number/Barcode: 06001-4236

    Category Name: Night Out

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Take The Plunge Faux Suede Bodysuit

    Take the plunge for your next hot night out in this faux suede bodysuit to serve up fire looks! It features a sleeveless, halter deep v-neckline, a low-cut open back, and a form-fitting silhouette. Complete your gno look in boyfriend jeans.

    Fit & Features

    • Sleeveless, halter deep v-neckline
    • Low-cut open back
    • Form-fitting silhouette
    • Faux suede fabric, moderate stretch
    • Dual snap button closure, thong bottom
    • Fits true to size

    Style Number/Barcode: 06001-3928

    Category Name: Night Out

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dainty And Divine Satin Lingerie Set

    Tempt and tease in this divine satin lingerie set for your honey! The bra features lace trim cups with underwire for support, adjustable straps, and hook-eye back closures. The high-rise skirt has a sultry front slit and lace trim. Complete the look in fluttery faux lashes.

    Fit & Features

    • Satin bra and skirt set
    • Underwire bra, lace trim, longline hem
    • Adjustable spaghetti straps, hook-eye closures
    • High-rise skirt, lace trim, front slit
    • Runs true to size

    Style Number/Barcode: 07107-0670

    Category Name: Night Out

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Satin Dreams Tie-Waist Chain Necklace Top

    The satin top of your dreams is here and accessorized! It features long peasant sleeves, a collared neckline with a chainlink necklace accent, and a tie-waist detail. Complete the look in faux leather pants and booties.

    Fit & Features

    • Long peasant sleeves
    • Collared neckline
    • Chainlink necklace accent
    • Tie-waist detail
    • Luxe woven satin, no stretch
    • Fits true to size

    Style Number/Barcode: 06003-1606

    Category Name: Night Out

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Snake It Under Bust Cutout Bodysuit

    Nail every outfit of the day in this snake bodysuit featuring a one-shoulder, long sleeve, ruched neckline with cutout and underwire inset, dual snap closure. Composed of a soft knit fabric with a moderate stretch. Perfect for styling with high-rise pants and mules.

    Fit & Features

    • One-shoulder, long sleeve
    • Ruched neckline
    • Cutout, underwire inset
    • Dual snap closure
    • Snake pattern
    • Soft knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-3932

    Category Name: Night Out

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Drama Queen Wide-Leg Jumpsuit

    Bring the bold vibes like the drama queen you are with this wide-leg jumpsuit! It features a V-neckline with a twist-front design, spaghetti straps, a chic waist cutout, and a high waist silhouette with wide pant legs. Style this jumpsuit with platform heels for a night out.

    Fit & Features

    • Sleeveless V-neckline
    • Twist-front design
    • Spaghetti straps
    • High waist silhouette, front cutout, front elastic band
    • Wide pant legs
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06502-0761

    Category Name: Night Out

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Autumn Breeze Peep Toe Booties

    It's starting to feel like Fall with these faux nubuck peep-toe booties! They feature an almond toe, zipper closure, stiletto heel, and ankle-length fit. Compliment your look with a cozy sweater and leggings. 

    Fit & Features 

    • Almond peep-toe design
    • Zipper closure
    • Faux nubuck exterior
    • Stiletto heel
    • Ankle length
    • Runs true to size

    Style Number/Barcode: 07403-1471

    Category Name: Night Out

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Get That Glow Clear Heel Mules

    Get that glow with these trendy clear heel mules! They feature an almond-shaped peep toe, a wide clear strap with a stunning iridescent hue, a metallic sole, and a clear block heel. Complete your look with a sparkly clutch.

    Fit & Features

    • Almond-shaped peep toe
    • Wide PVC strap, iridescent hue
    • Metallic sole
    • Lucite block heel
    • Runs true to size

    Style Number/Barcode: 07401-3816

    Category Name: Night Out

    Price: $11.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Stunning Faux Leather Boots

    Keep your look sleek and stunning with boots that dare to show off your bold style! The boots feature a thigh-high fit, an inner zipper closure, an open back, a peep toe with a square-shaped platform, and a sleek stiletto heel. The boots are composed of a faux leather material. Complete look with a knit sweater and skinny jeans.

    Fit & Features

    • Thigh-high fit
    • Inner zipper closure
    • Open back
    • Peep toe, square-shaped platform
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0767

    Category Name: Night Out

    Price: $18.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Paisley Babe V-Neck Midi Dress

    Look like a babe in this paisley midi dress to bring those retro vibes! It features a sleeveless V-neck, adjustable spaghetti straps, a bodycon silhouette, and an asymmetrical midi-hem with a trendy ruched seam. Complete the look in block heels for happy hour.

    Fit & Features

    • Sleeveless V-neck, adjustable spaghetti straps
    • Bodycon silhouette
    • Ruched side seam
    • Asymmetrical midi-length hem
    • Paisley pattern
    • Stretchy and soft knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-4380

    Category Name: Night Out

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Spirit Crepe Mini Dress

    Give em' a show in this crepe mini dress designed with a square neck, spaghetti straps, side ruching, and a slit accent on the hem. The crepe fabric hugs your body like an hourglass and offers a moderate stretch. Style with stiletto heels.

    Fit & Features

    • Sleeveless, spaghetti straps
    • Squareneck
    • Side ruching 
    • Mini-length hem with slit accent
    • Crepe fabric, moderate stretch
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-4515

    Category Name: Night Out

    Price: $5.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Romance Floral Midi Dress

    Bring the romance in this gorgeous and chic floral midi dress. It features a sleeveless square neckline, spaghetti straps, a midi-length, curve-hugging silhouette, and an all-over blooming floral print. Style this dress with sleek hoops and heeled mules.

    Shop Maxi Dress: Date Night Chic Floral Maxi Dress

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Midi-length, form-fitting silhouette
    • Floral print
    • Stretch knit fabric, inner lining
    • Runs true to size

    Style Number/Barcode: 05101-1444

    Category Name: Night Out

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Nights Ruched Mini Skirt

    This sultry mini skirt is perfect for summer nights. It features a high-rise waist, side ruched detailing, and a short, curve-hugging fit. Style with the matching crop top and chic pair of stilettos.

    Shop Matching Top: Summer Nights One-Shoulder Crop Top

    Fit & Features

    • High-rise waist, elastic waistband
    • Ruching down the sides
    • Mini-length, form-fitting silhouette
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0574

    Category Name: Night Out

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Date Night Chic Floral Maxi Dress

    You'll be totally chic for date night in this floral maxi dress that brings the romantic vibes. It features a sleeveless cowl neckline, spaghetti straps that lead to a lace-up back design for a customized fit, and a fitted floor-length silhouette with a thigh-high front slit. Complete the look with cute mules. 

    Shop Midi Dress: Chic Romance Floral Midi Dress

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Open back, strappy lace-up design, tie closure
    • Floor-length fitted silhouette, high front slit
    • All-over floral print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1443

    Category Name: Night Out

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Sleek High Waist Ruched Midi Skirt

    Keep it so sleek with a midi skirt that makes a fab impression. The skirt features a high rise waist, ruching at the waist, a high side slit, and a midi length hem. The skirt is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a bustier and mules.

    Fit & Features

    • High rise ruched waist
    • High side slit
    • Midi length hem
    • Smooth knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0578

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Perfect Match Clear Heel Mules

    These chic clear heel mules will be the perfect match for your look! They feature an almond-shaped peep toe, a wide clear strap, and a clear lucite block heel. Complete your outfit with a trendy clutch.

    Fit & Features

    • Almond-shaped peep toe
    • Wide PVC strap
    • Lucite block heel
    • Runs true to size

    Style Number/Barcode: 07401-3815

    Category Name: Night Out

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Nights One-Shoulder Crop Top

    This sultry sleeveless crop top is perfect for summer nights. It features a one-shoulder neckline with a single strap, a cinched detail at the bust, and a cropped, form-hugging fit. Style with the matching mini skirt and a chic pair of stilettos.

    Shop Matching Bottoms: Summer Nights Ruched Mini Skirt

    Fit & Features

    • One-shoulder neckline, single strap
    • Cinched detail at the bust
    • Cropped, form-hugging fit
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3920

    Category Name: Night Out

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale