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.

  • One Love Sweetheart Sweater Dress

    The sweater dress your wardrobe needs! It features a sleeveless, sweetheart neckline, shoulder straps, a ruched bust seam, and a flirty cutout waist leading to the bodycon, mini-length silhouette. Complete the look in statement earrings.

    Shop More Styles: The Sweater Collection

    Fit & Features

    • Sleeveless, sweetheart neckline, shoulder straps
    • Ruched bust seam
    • Cutout waist
    • Bodycon silhouette
    • Mini-length hem
    • Hacci ribbed-knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-4751

    Category Name: Night Out

    Price: $19.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Marvelous Mod Mesh Short Dress

    So marvelously mod, this marble print mesh dress has entered the chat. It features a sleeveless square neckline, spaghetti straps, and side ruched seams to accentuate your curves along the bodycon silhouette. Complete the look in chunky platform heels.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Side ruched seams
    • Bodycon silhouette
    • Mini-length hem
    • Marble print, mesh-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4819

    Category Name: Night Out

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Laney Rhinestone Pearl Velvet Mini Dress

    Special Occasion

    Strut into the party like the fabulous fashion babe you know you are in the luxe Laney formal mini dress! She features a sleeveless sweetheart neckline with a bustier-style bodice, adjustable spaghetti straps for a customized fit, and a back zipper closure. The dress has a mini-length hem with a fitted bodycon silhouette, an intricate faux pearl and rhinestone embellished swirl design at the side, followed by a chic high side slit with cascading rhinestone fringe. The smooth velvet fabric offers a moderate stretch. Complete the look with platform heels.

    Fit & Features

    • Sweetheart neckline, non-slip grip lining
    • Strapless or sticky bra recommended
    • Keyhole mesh cutout under the bust, underwire bust
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • High waist seam, bodycon mini-length hem with side slit
    • Faux pearl and rhinestone swirl design, rhinestone fringe trim
    • Velvet fabric, knit lining at the bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-1183

    Category Name: Night Out

    Price: $49.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Allure Strappy Waist Mini Dress

    Allure them all with your chic and sultry style in this daring mini dress! It features a sweetheart neckline with a twist-front design, halter spaghetti straps, long fitted sleeves, a bold front waist cutout with a criss-cross strappy design, a mini-length skirt with a high-rise fit, and a curve-hugging bodycon silhouette. The double-lined knit fabric offers a moderate stretch. Complete your night out look with sleek hoop earrings and clear heels.

    Fit & Features

    • Sweetheart neckline, twist-front design
    • Halter spaghetti straps, tie closure
    • Long fitted sleeves
    • Front waist cutout, criss-cross strappy design
    • High-rise waist, mini-length hem, bodycon silhouette
    • Double-lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4755

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Reigning Chic Mesh Rhinestone Gloves

    Add glamour to any ensemble with these mesh rhinestone gloves! These sheer mesh gloves feature a shimmering rhinestone design that extends from your fingertips to your elbow for a look that is sure to turn heads. Complete the look in a sleeveless formal dress for a special occasion!

    Fit & Features

    • Sheer mesh material
    • Rhinestone embellished
    • Elbow-length fit

    Style Number/Barcode: 07304-0060

    Category Name: Night Out

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Night Cocktails Sequin High-Rise Flare Pants

    Enjoy a cocktail at night in this sequin pant perfect for celebrating holiday festivities! The pants feature a high-rise waist, side pockets for keeping your hands warm, and a flare leg silhouette on sequin-embellished knit fabric with a gorgeous shimmer. Complete the look with the matching blazer.

    Shop Matching Jacket: Night Cocktails Sequin Tie-Waist Blazer

    Fit & Features

    • High-rise waist
    • Side pockets
    • Flare leg silhouette
    • Lined sequin-embellished knit fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06502-2432

    Category Name: Night Out

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Love Moment Floral Applique Corset Top

    Capture love in bloom wearing this corset top! Boasting a strapless neckline and hidden front hook and eye closures, an elegant floral applique, flexible boning, and a cropped hem on mesh fabric will make this your go-to for dressing up your new favorite bottoms.

    Fit & Features

    • Strapless neckline
    • Front hidden hook and eye closures
    • Floral applique, flexible boning
    • Cropped hem
    • Lined mesh fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06001-5003

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet Attraction Toe Ring Strappy Block Heels

    A pair of strappy block heels with a trendy toe ring trim that gives every outfit a sweet look!

    Fit & Features

    • 2.5" Block heel
    • Square toe
    • Strappy design
    • Toe ring trim
    • Luxe fit cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-5260

    Category Name: Night Out

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek Flex Faux Leather Flare Pants

    Make a major flex in these faux leather pants to showcase an elevated style! They feature a flattering V-cut mid-rise waist designed to give an hourglass effect, a hip-hugging fit, and a flared hem. Complete the look in a corset top for cocktail hour!

    Fit & Features

    • V-cut mid-rise waist
    • Hip-hugging fit
    • Flared hem
    • Faux leather fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06502-2426

    Category Name: Night Out

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Edginess High Rise Studded Denim Shorts

    Add chic edginess to your look in these denim shorts perfect for concerts, festivals, or a bar night with friends! They feature a flattering high-rise waist, zig-zag studded trim along the sides that contour to your curves, and fitted cut-off raw hem on premium jean fabric. Complete the look in a graphic tee and your favorite boots!

    Fit & Features

    • Premium non-stretch denim fabric
    • High-rise waist
    • Front button and hidden zipper closure
    • Five-pocket styling
    • Zig-zag studded trim
    • Raw cut-off hem
    • Runs true to size

    Style Number/Barcode: 06603-0369

    Category Name: Night Out

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • It-Girl Vibes Sequin Abstract Print Corset Mini Dress

    Give off major it-girl vibes in this sequin abstract print corset mini dress! The stretchy lined mesh fabric is accented with a mesmerizing abstract print and all-over clear sequin embroidery for an iconic sheen effect. The mini-length dress features a strapless angled neckline with flexible boning inserts for a snatched fit, a corset-inspired vertical seam design down the front and back, and a bodycon silhouette to flaunt your stunning figure. Style with combat boots for a concert!

    Fit & Features

    • Sheer mesh fabric with knit lining, moderate stretch
    • Abstract print, all-over clear sequin embroidery
    • Strapless angled neckline with flexible boning
    • Vertical seam design
    • Hidden back zipper with hook and eye closure
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5364

    Category Name: Night Out

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Thing Corset Zebra Print Top

    Get wild for this zebra print corset top and flaunt your fierceness! Featuring a strapless neckline and flexible boning, a cropped hem adds a touch of flirty fun. Complete the look with the matching bottoms.

    Shop Matching Bottoms: Wild Thing High Rise Zebra Print Skort

    Fit & Features

    • Zebra print, woven fabric, no stretch
    • Strapless neckline
    • Back zipper and hook-eye closure
    • Flexible boning
    • Runs true to size

    Style Number/Barcode: 06003-2342

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In The Spotlight Strapless Ruched Corset Top

    You'll be the center of attention in this corset top everywhere you go! Made from a ruched woven fabric, this corset top sets the bar high with a strapless neckline, flexible boning, and a cropped hem to flaunt your figure. Plus, the hidden back hook and eye fasteners secure the style. Complete the look in cute jeans for any plans!

    Fit & Features

    • Ruched woven fabric
    • Strapless neckline
    • Hidden back hook and eye fasteners
    • Flexible boning
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06003-2296

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sexy Chic Square Toe Stiletto Heels

    Sexy yet oh so chic, these faux leather stiletto heels are the best of both worlds! The square toe and thin straps add a sleek touch, while the adjustable ankle strap with buckle closure ensures a comfortable fit. Complete the look in a jumpsuit for dinner and drinks.

    Fit & Features

    • 3" Stiletto heel
    • Square toe
    • Thin straps
    • Adjustable ankle strap, buckle closure
    • Black is nubuck and nude is faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4934

    Category Name: Night Out

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Take The Plunge Crepe Short Dress

    Fashion is all about taking risks! Take the plunge and chic up your look with this crepe short dress. It features a sleeveless mesh V-neck, shoulder straps, V-cut back, and a padded underwire bust atop a corset-style bodice with flexible boning. The front ruched seam flaunts your curves along the crepe bodycon skirt with a flirty hem slit. Style with fringe earrings for a cocktail party!

    Fit & Features

    • Sleeveless mesh V-neck, shoulder straps
    • V-cut back and zipper with hook-eye closure
    • Padded underwire bust
    • Corset-style bodice, flexible boning
    • Bodycon, short hem, front ruched seam, and slit
    • Lined crepe and mesh fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1840

    Category Name: Night Out

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Attitude Bubble Hem Mini Dress

    Show off a flirty attitude in this adorable bubble hem mini dress! It features a sleeveless one-shoulder neckline with a tank shoulder strap, a flowy A-line fit, and a mini-length silhouette with the cutest bubble hem for a subtle flared-out look. The sheer chiffon fabric includes a full knit lining. Style with platform heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Tank shoulder strap
    • A-line fit
    • Mini-length silhouette
    • Bubble hem
    • Sheer chiffon fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2439

    Category Name: Night Out

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Rhinestone Statement Necklace Set

    Make jaws drop adorning your formal occasion wear in this necklace, earrings, and bracelet set. The jewelry set features matching rhinestone embellishments and designs perfect for styling with dressy stiletto heels.

    Fit & Features

    • Matching set
    • Rhinestone embellishments and designs
    • Necklace with lobster clasp closure
    • Earrings with post-back closures
    • Bracelet with lobster clasp closure

     

    Earrings are considered final sale merchandise may not be returned or exchanged.

    Style Number/Barcode: 07002-1277

    Category Name: Night Out

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Striking Style Marble Print Midi Dress

    Showcase a striking style and a stunning look in this curve-hugging marble print midi dress! It features a sleeveless cowl neckline, spaghetti straps, an asymmetric midi-length hem creating a sultry thigh-high side slit, a bodycon silhouette, and an all-over alluring marble print pattern. The smooth knit fabric offers plenty of stretch. Complete the look with clear mules.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Asymmetric midi-length hem, high side slit
    • Bodycon fit
    • Marble print
    • Knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5001

    Category Name: Night Out

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Good Girl Gone Glam Rhinestone Faux Leather Shorts

    You'll look like a good girl gone glam in these rhinestone-embellished faux leather shorts! They feature a high-rise waist, sparkly rhinestone trims along the front pockets, a hidden front zipper and button closure, and a form-hugging fit. The smooth faux leather fabric offers minimal stretch. Style with a corset top and clear mules for your next night out.

    Fit & Features

    • High-rise waist
    • Dual front pockets, rhinestone trims
    • Hidden front zipper, button closure
    • Form-hugging fit
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06403-0310

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dazzling Dainty Rhinestone Anklet

    Dazzle from head to toe with this simply chic anklet! It features a dainty gold chain adorned with a single row of mini rhinestones and a lobster clasp closure.

    Style Number/Barcode: 07003-2369

    Category Name: Night Out

    Price: $2.97 $6.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mind Your Business Mini Dress

    They can stare, but they need to mind their business! This sultry dress features an underwire lace front with adjustable shoulder straps, a back zipper closure and mesh insets. It's made of a sexy satin fabric with moderate stretch that hugs your feminine curves.

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

    Style Number/Barcode: 05103-0164

    Category Name: Night Out

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glow Goddess Glitter Jumpsuit
    Glow like the goddess you are in this dazzling jumpsuit! It features a sleeveless bodice, a wired V neckline, overlapping surplice straps with glitter accents throughout and spaghetti straps. The slim fit bodice leads to a straight leg fit with a flared hem. Jumpsuit is composed of a combination crepe and mesh fabric that offers a relaxed fit with a moderate stretch.

    Style Number/Barcode: 06502-0120

    Category Name: Night Out

    Price: $4.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Worst Behavior Midi Skirt

    Have a weekend to remember in a sleek outfit! This midi skirt features a high elastic waistline, and a hem that hits over the knee. Skirt is composed of a poly material that offers moderate stretch and a form hugging fit.  Material has a flattering sheen to it and is lined. Don't forget to pick up the matching top to complete your look!

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

    Style Number/Barcode: 06501-0079

    Category Name: Night Out

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stunning And Sleek Satin Bustier
    Girl, you're simply stunning, and this sleek satin bustier was made for you. It features short cap sleeves, a sweetheart bustier top with padded cups, wired seam detailing down the front, a smocked square back, and a cropped hem. The satin-like fabric offers a form hugging fit.

    Style Number/Barcode: 06003-0275

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance