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.

  • Enchanting Serpentine Snake Rhinestone Earrings

    Charm everyone with your slithering good style in these snake rhinestone earrings! Adorned with sparkling rhinestones, these earrings feature a striking wrapped snake design and secure post-back closure. Complete the look in knee-high boots.

    Fit & Features

    • Wrapped snake design
    • Mini rhinestone embellishments
    • Post-back closure

     

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

    Style Number/Barcode: 07001-1947

    Category Name: Night Out

    Price: $3.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Romance Dreamer Sweetheart A-Line Lace Mini Dress

    Embrace your romantic side in this lace mini dress to add a whimsical allure to parties, birthdays, and dates! The sweetheart neckline and adjustable spaghetti straps flatter and give you a perfect fit, while the corset-trim fitted bodice and A-line silhouette provide a lovely silhouette along the ruffled mini-length hem. Complete the look with platform heels and a purse.

    Fit & Features

    • Delicate lace fabric line with stretchy knit
    • Adjustable spagehtti straps
    • Corset trim fitted bodice
    • Ruffled mini-length hem
    • A-Line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3302

    Category Name: Night Out

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simply Chic Rhinestone Teardrop Earrings

    These simply chic rhinestone teardrop earrings will add the perfect touch of glam to your look! They feature a dainty drop design with a single row of rhinestones leading to a large teardrop-shaped rhinestone outline. Include a post-back closure. Style these gleaming earrings with a sleek clutch.

    Fit & Features

    • Drop design
    • Single row of rhinestones
    • Teardrop-shaped rhinestone outline
    • Post-back closure


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

    Style Number/Barcode: 07001-1939

    Category Name: Night Out

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Magnificent Glamour Rhinestone Bustier

    Bring magnificent glamour in this dazzling bustier top to parties and nights out! The sweetheart neckline with a padded bust and adjustable spaghetti straps offers a comfortable fit, while the rhinestone trim and large iridescent gemstones add a touch of glamour. The straps are also removable to make the bustier strapless! The structured silhouette and cropped hem enhance your figure, making you look and feel confident and chic! Complete the look in faux leather pants and heels.

    Fit & Features

    • Woven fabric with minimal stretch
    • Rhinestone trim, large iridescent gemstones
    • Sleeveless sweetheart neckline, structured and padded bust, flexible boning
    • Adjustable and removable spaghetti straps
    • Multiple back hook and eye fasteners
    • Fitted structured silhouette, cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2391

    Category Name: Night Out

    Price: $21.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Radiant By Night Rhinestone Applique Bustier

    Strike a radiant look tonight in this rhinestone bustier out on the town! Showcasing a flattering sweetheart neckline adorned with an iridescent rhinestone and beaded embellished applique going down the center of the top. The padded bust and flexible boning add structure for a snatched silhouette. The adjustable spaghetti straps and back hook and eye fasteners provide a secure and customizable fit, and the straps are removable to make the bustier strapless. Complete the look in a mini skirt and strappy sandals.

    Fit & Features

    • Woven fabric with minimal stretch
    • Sleeveless sweetheart neckline, structured and padded bust, flexible boning
    • Adjustable and removable spaghetti straps
    • Back hook and eye fasteners
    • Iridescent rhinestone and beaded embellished applique
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2392

    Category Name: Night Out

    Price: $15.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fabulously Glam Rhinestone And Pearl Woven Bustier

    You live to be fabulously glam, so this rhinestone and pearl woven bustier is a major must-have! Crafted from a woven knit fabric, this gorgeous glitzy bustier features a sleeveless sweetheart neckline with a padded bust and underwire for support and structure. The adjustable spaghetti straps are removable to make the top strapless for an alluring look. Iridescent gemstones, sparkling rhinestones, and chic faux pearl embellishments accent the front in a stunning luxe design. The flexible boning inserts shape the top while the back hook and eye closures secure a snatched fit. Complete your glam girl look with dress pants and clear heels!

    Fit & Features

    • Woven knit fabric, minimal stretch
    • Sleeveless sweetheart neckline, padded bust with underwire
    • Adjustable and removable spaghetti straps
    • Flexible boning, back hook and eye closures
    • Iridescent gemstones, rhinestones, faux pearls
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2389

    Category Name: Night Out

    Price: $6.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Layered In Luxe Draped Rhinestone Woven Bustier

    This iconic draped rhinestone woven bustier will have you layered in luxe! Crafted from a woven knit fabric, this gorgeously glam bustier features a sleeveless sweetheart neckline with a padded bust and underwire for support and structure. The adjustable spaghetti straps are removable to make the top strapless for a sultry look. Sparkling rhinestone embellishments accent the front in a stunning design and lead to cascading draped rhinestone fringe. The flexible boning inserts shape the top, while the back hook and eye closures secure a snatched fit. Complete your party look with a mini skirt and heels!

    Fit & Features

    • Woven knit fabric, minimal stretch
    • Sleeveless sweetheart neckline, padded bust with underwire
    • Adjustable and removable spaghetti straps
    • Flexible boning, back hook and eye closures
    • Rhinestone embellishments, draped rhinestone fringe
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2390

    Category Name: Night Out

    Price: $16.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • What A Glam Cutie Faux Pearl Rhinestone Mini Bag

    Tote around this glam, cute faux pearl rhinestone mini bag perfect for any dressy night out! Featuring a rhinestone embellished top handle and a detachable chain crossbody strap, this bag is perfect for any fashionable occasion. With a front flap button closure and a satin-lined interior with a pocket, this mini bag is both stylish and functional. Complete the look with high heels.

    Fit & Features

    • Faux pearl and rhinestone embellishments
    • Rhinestone embellished top handle
    • Detachable chain crossbody strap
    • Front flap, magnetic button closure
    • Satin-lined interior with single pocket

    Style Number/Barcode: 07204-0780

    Category Name: Night Out

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On The Go Babe Faux Pearl Jelly Crossbody Bag

    An on-the-go babe like you will find her match with this jelly crossbody bag! Crafted from a matte jelly material in a quilted design with faux pearls and rhinestones, this bag features adjustable chain link straps for multiple styling options, a top flap with turn lock closure, and a spacious interior for your essentials. Complete the look in a cute skater dress for a soiree!

    Fit & Features

    • Matte quilted jelly material
    • Faux pearls and rhinestones
    • Adjustable chain link straps
    • Front flap with turn lock closure
    • Spacious interior

    Style Number/Barcode: 07203-1999

    Category Name: Night Out

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Western Ways Buckle Faux Leather Handbag

    From festival flirting to concert dancing, this western faux leather handbag is ready to accessorize your get-up for any plans! Featuring a shoulder strap, a front flap with a western-inspired buckle, and a spacious interior for carrying essentials. Complete the look in cowboy boots.

    Fit & Features

    • Shoulder strap
    • Western-inspired buckle
    • Front flap
    • Spacious interior with pockets
    • Faux leather material

    Style Number/Barcode: 07203-2000

    Category Name: Night Out

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Brush Stroke High-Rise Flare Pants

    Bring an artsy flair in these high-rise printed pants perfect for elevating your style! The high-rise waist and hip-hugging fit flatter your figure, while the flared hem adds a touch of drama. Our eye-catching brush stroke print will have you standing out in any crowd. Complete the look in a crop top and heels!

    Fit & Features

    • Brushstroke print, stretchy knit fabric
    • High rise waist
    • Hip-hugging fit
    • Flared hem
    • Runs true to size

    Style Number/Barcode: 06502-2477

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beauty So Bold Paisley Satin Scarf

    A beautiful paisley print with bold colors creates this silky satin scarf perfect for styling multiple ways for concerts, festivals, or going out! Wrap this scarf around your neck as a boho-chic accessory to your outfit or wear it as a chic strapless top to pair with trendy denim. Whatever your vibe - this paisley satin scarf is a must-have accessory with endless styling possibilities! Complete the look with cute sandals.

    Fit & Features

    • Paisley print design
    • Silky satin woven fabric

    Style Number/Barcode: 07305-0492

    Category Name: Night Out

    Price: $2.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring The Allure Off-The-Shoulder Ruched Bodysuit

    Bring the allure to your next date night 'fit in this sultry ruched bodysuit. Made with airy sheer mesh fabric with a partial knit lining, this bodysuit offers plenty of stretch for comfortable wear. The off-the-shoulder sweetheart neckline features a V-wired center accent for a chic touch, and short-sleeved cuffs for a romantic look. The all-over ruched detailing will accentuate your curves on the form-hugging silhouette. The bodysuit includes a thong cut-bottom with a dual snap button closure for effortless styling. Complete your look with a satin skirt and heels!

    Fit & Features

    • Stretchy sheer mesh fabric, partial knit lining
    • Off-the-shoulder sweetheart neckline, V-wired center, padded bust
    • Sheer short sleeve cuffs
    • Ruching
    • Sheer thong-cut bottom, dual snap button closure
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-5200

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Quietly Luxurious Rhinestone Pendant Necklace

    Indulge in understated luxury with this stunning necklace! The long dainty chain adds a touch of elegance while the rhinestone embellished pendant exudes sophistication and is finished with a lobster clasp closure. Complete the look in dainty teardrop earrings for a formal occasion!

    Fit & Fetaures

    • Long dainty chain necklace
    • Rhinestone embellished pendant
    • Lobster clasp closure

    Style Number/Barcode: 07002-1754

    Category Name: Night Out

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Caught Feelings Long Sleeve Lace Bustier

    Romance comes naturally for this lace bustier! Perfect for bridal showers, birthdays, or dressing up for a date. The sheer peasant long sleeves and sweetheart neckline create a romantic look, while the built-in padded underwire bust and flexible boning provide support and a snatched look. The cropped hem flaunts your figure while the back hook and eye fasteners secure the style. Complete the look in high-rise jeans and mules!

    Fit & Features

    • Lace lined fabric
    • Sweetheart neckline
    • Built-in padded underwire bust
    • Flexible boning
    • Multiple back hook and eye fasteners
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06003-2388

    Category Name: Night Out

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Chic Off-The-Shoulder Long Sleeve Knit Jumpsuit

    This off-the-shoulder long sleeve jumpsuit is simply chic perfection! Designed with a stretchy ribbed knit fabric for comfortable wear, this jumpsuit features an off-the-shoulder neckline with a wide fold-over design, leading to long-fitted sleeves with slit hems for an elongated look. The hip-hugging fit continues through the leg, leading to a trendy flared silhouette. Style this jumpsuit with gold hoops and clear heels.

    Fit & Features

    • Stretchy ribbed knit fabric
    • Off-the-shoulder neckline with fold-over design
    • Long fitted sleeves with slit hems
    • High waist seam
    • Form-hugging fit
    • Flared silhouette
    • Runs true to size

    Style Number/Barcode: 06502-2474

    Category Name: Night Out

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Side To Side Chain Faux Leather Handbag

    This faux leather handbag will never go out of style! The sleek, quilted exterior and unique chain link bottom design make a bold statement. The spacious interior and secure zipper closure make it both stylish and practical. Complete the look in a bodycon dress for any casual plans!

    Fit & Features

    • Quilted faux leather exterior
    • Chain bottom design and shoulder strap
    • Top zipper closure
    • Spacious interior

    Style Number/Barcode: 07203-1997

    Category Name: Night Out

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Butterfly Mystique Rhinestone Spiral Heels

    Add a whimsical mystique to your outfit with these statement metallic block heels perfect for dressy events! They feature an almond-shaped toe, a wide toe strap with mini rhinestone trim, and a spiral ankle rhinestone strap with butterfly accents. Complete the look with a ring set.

    Fit & Features

    • Almond toe
    • Wide toe strap, mini rhinestone trim
    • Spiral ankle rhinestone strap with butterflies
    • Block heel
    • Metallic sheen, faux leather material
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4762

    Category Name: Night Out

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Essential Update Basic Sleeveless Crop Tank Top

    Update your essential basics with this sleeveless tank top to dress up or down! The rib knit top showcases a flattering square neckline with shoulder straps and a fitted crop hem perfect for flaunting your figure. Complete the look with a trendy skort and jacket.

    Fit & Features

    • Stretchy rib knit fabric
    • Shoulder straps
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06005-1943

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • With Confidence High-Rise Straight-Leg Crepe Pants

    Breeze in with confidence in these crepe pants that give your workwear a posh look! Designed with a flattering high-rise waist, these pants have a trendy D-ring belt and a flattering straight-leg silhouette on stretchy crepe fabric giving you both comfort and style. Complete the look in a chic blouse and pumps for office meetings or events!

    Fit & Features

    • Stretchy crepe fabric
    • Straight-leg silhouette
    • High-rise waist
    • Runs true to size

    Style Number/Barcode: 06502-2473

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tempting Allure Sweetheart A-Line Lace Mini Dress

    A lace A-line mini dress that will captivate everyone in the room! With a playful sweetheart neckline, adjustable spaghetti straps, and an underwire bust, this dress accentuates your curves, while the A-line silhouette and ruffled tie mini-length hem add a touch of whimsy. Complete the look with a clutch for a dressy evening event.

    Fit & Features

    • Lace fabric lined with stretchy knit
    • Sweetheart neckline, adjustable tie
    • Adjustable spaghetti straps
    • Underwire bust, back zipper and hook-eye closure
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3300

    Category Name: Night Out

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle Scene Rhinestone Foldover Clutch

    Sparkle up the scene at your next formal affair with this rhinestone foldover clutch! They feature a rhinestone embellished trim along the foldover flap with snap-button closure, a detachable chain crossbody strap, and a spacious interior with a pocket. Style with the matching heels for a seamless glam look!

    Shop Matching Heels: Sparkle Scene Rhinestone Strappy Faux Leather Block Heels

    Fit & Features

    • Saffiano faux leather material
    • Rhinestone embellished trim
    • Foldover flap with snap-button closure
    • Detachable chain crossbody strap
    • Spacious interior with pocket

    Style Number/Barcode: 07204-0778

    Category Name: Night Out

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet Talking Lace Ruffle Mini Skirt

    Let your sweetness in this lace mini skirt do all the talking! Made from a delicate lace that brings that romance, this skirt boasts a flattering high-rise waist and a flirty tiered ruffle mini-length hem. Complete the look in a basic tee.

    Fit & Features

    • Sheer lace fabric with knit lining, moderate stretch
    • High-rise waist
    • Ruffled tier mini-length hem
    • Side zipper with hook and eye closure
    • Runs true to size

    Style Number/Barcode: 06501-0983

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cha Cha Side Ruffle Midi Skirt

    A midi skirt that'll make you wanna cha cha all night! Perfect for salsa dancing and a girl's night, this high-rise skirt features a sexy bodycon silhouette to show off your curves and a daringly high side slit with a flirty ruffle trim. The smooth knit fabric offers plenty of stretch. Complete the look in a lace bustier and heels!

    Fit & Features

    • Stretchy smooth knit fabric
    • High-rise elasticized waist
    • High side slit, ruffle trim
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06501-0985

    Category Name: Night Out

    Price: $26.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free