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.

  • For The Fringe Rhinestone Choker

    Dress to impress with this perfect statement choker featuring rhinestone fringe and a lobster clasp closure. Style with an embellished clutch!

    Fit & Features

    • Rhinestone fringe
    • Lobster clasp closure

    Style Number/Barcode: 07002-1320

    Category Name: Night Out

    Price: $2.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Bombshell Asymmetrical Cutout Dress

    Create a head-turning moment with a mini dress that impresses with sultry details! The dress features a sleeveless V-neckline with a criss-cross bodice, spaghetti straps, a cutout at the midriff, and a short length with an asymmetrical hem. The dress is composed of a lined crepe fabric that offers a form-hugging fit with a moderate stretch. Complete the look with rhinestone heels and a quilted clutch.

    Fit & Features

    • Sleeveless V-neckline
    • Criss-cross bodice, spaghetti straps
    • Cutout at midriff
    • Short length
    • Asymmetrical hem 
    • Lined crepe fabric, form-hugging fit, moderate stretch
    • Runs true to size 

    Style Number/Barcode: 05103-4605

    Category Name: Night Out

    Price: $5.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Elegance Cubic Zirconia Fringe Earrings

    These glitzy embellished fringe earrings will bring chic elegance to your look! They feature a teardrop-shaped cubic zirconia stone post connected to a cascading fringe design with cubic zirconia embellishments. Style these earrings with a glam statement ring.

    Fit & Features

    • Teardrop-shaped cubic zirconia stone post
    • Three-row fringe design, cubic zirconia embellishments
    • Post-back closure


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

    Style Number/Barcode: 07001-1405

    Category Name: Night Out

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glitzy Deets Rhinestone Mesh Box Clutch

    You'll fall in love with the glitzy deets of this glamorous box clutch! It features a rectangular shape with a top rhinestone-adorned ring clasp closure, an all-over rhinestone mesh design on top of a satin material, and an included chain-link shoulder strap to convert the clutch to a crossbody purse. Style with a velvet formal dress and heels.

    Fit & Features

    • Rectangular shape
    • Top rhinestone embellished ring clasp closure
    • Rhinestone mesh design on top of a satin material
    • Smooth satin interior
    • Removable chain-link shoulder strap

    Style Number/Barcode: 07204-0655

    Category Name: Night Out

    Price: $14.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Most Coveted Box Crossbody Bag

    This box crossbody bag will be the most coveted accessory in your lineup! It features a croc faux leather material, detachable chain-link strap, top push-lock closure, and a spacious and lined interior for keeping your essentials in. Complete the look in a boss babe blazer.

    Fit & Features

    • Box shape
    • Croc faux leather material
    • Detachable chain-link strap
    • Top push-lock closure
    • Spacious and lined interior

    Style Number/Barcode: 07203-1066

    Category Name: Night Out

    Price: $13.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunny Daze Straw Crossbody Bag

    Embrace sunnier days in this summer-ready straw crossbody bag featuring an adjustable chain-link strap, a top flap with snap closure, and a spacious lined interior with a single pocket. Complete the look in a cute bikini set for strolling the beaches.

    Fit & Features

    • Adjustable chain-link strap
    • Straw material 
    • Top flap with snap closure
    • Spacious lined interior with a pocket

    Style Number/Barcode: 07203-1069

    Category Name: Night Out

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Irresistible Babe Faux Leather Crop Top

    Everyone loves themselves a bad girl! You'll be totally irresistible in this babe-status faux leather crop top featuring a sleeveless crew neckline, curved hem, and a back zipper closure on a crepe knit panel. Complete the look in the matching skirt and lace-up stilettos.

    Shop Matching Skirt: Irresistible Babe Faux Leather Mini Skirt

    Fit & Features

    • Sleeveless crew neckline
    • Curved cropped hem
    • Back zipper and hook-eye closure
    • Faux leather front fabric, crepe knit back
    • Lined, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-2023

    Category Name: Night Out

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Birds Of A Feather Boa Tube Top

    You know what they say birds of a feather flock together! Show up matching with your squad in this feather boa tube top featuring a strapless neckline and a back zipper closure on lined knit fabric with minimal stretch. Complete the look in sleek faux leather leggings and mules.

    Fit & Features

    • Strapless, sleeveless neckline
    • Feathers on the front
    • Back zipper closure
    • Lined knit fabric
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-2021

    Category Name: Night Out

    Price: $19.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Totally Edgy Faux Leather Shorts

    Compliment your look in these edgy faux leather shorts featuring a sleek, high-rise waist, belt loop accents, a front hidden zipper and dual hook-eye closures, front pleating, and a form-hugging fit. Perfect for styling with a long sleeve top and sandals.

    Fit & Features

    • High-rise waist
    • Belt loop accents
    • Front hidden zipper and hook-eye closures
    • Front pleating
    • Form-hugging fit
    • Faux leather lined fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06403-0240

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic And Flirty Satin Mini Skirt

    Chic and flirty, this sleek satin mini skirt will step up your date night look! It features a high-rise waist, a side knot detail, a faux wrap-front design, and a short, A-line silhouette. Style with a corset top and mules.

    Fit & Features

    • High-rise waist, back elastic band
    • Side knot detail
    • Faux wrap-front
    • Mini-length hem, A-line silhouette
    • Smooth satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06401-0474

    Category Name: Night Out

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Smooth Moves PU High-Rise Shorts

    Oh-so-contemporary and sleek, these smooth faux leather shorts feature a high-rise waist, front snap-button, hidden zipper closure, side pockets, seam detailing, and a fitted cheeky hem. The lined faux leather fabric has minimal stretch. Complete the look in a basic tee and boots for an edgy vibe.

    Fit & Features

    • High-rise waist
    • Front snap-button and hidden zipper closure
    • Side pockets
    • Seam detailing
    • Fitted, cheeky hem
    • Faux leather lined fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06403-0241

    Category Name: Night Out

    Price: $29.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, L, XS

  • Chic Crepe Boyfriend Trouser Pants

    Effortlessly laidback yet chic, these 90 's-inspired trouser pants feature a high-rise waist, front hidden zipper and hook-eye closure, belt loop accents, side pockets, front pleating, and a boyfriend-style leg on crepe woven fabric. Complete the look in a blouse and heels.

    Fit & Features

    • High-rise waist
    • Front hidden zipper, button, and hook and bar closures
    • Belt loop accents
    • Side pockets, front pleating
    • Boyfriend-style leg
    • Crepe woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06402-1311

    Category Name: Night Out

    Price: $3.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Loraine Sequin Blazer Short Dress

    Special Occasion

    Business meets glamorous with the Loraine blazer dress perfect for making a stunning entrance at holiday parties! She features long fitted sleeves, shoulder pads to provide structure, and a satin collar V-neckline that leads to her faux wrap skirt with a tie-front closure and short-length hem. The formal dress is composed of knit fabric with all-over sparkling sequin embroidery. Style with statement earrings to complete the look!

    Fit & Features

    • Unlined long fitted sleeves, shoulder pads
    • Satin collar V-neckline, inner tie design
    • Faux wrap skirt, side tie-closure
    • Form-hugging silhouette
    • Sequin embroidery
    • Sheer knit fabric, woven lining, no stretch
    • Bra-friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1167

    Category Name: Night Out

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Truly Coveted Door Knocker Earrings

    You'll truly covet these door-knocker earrings featuring dazzling rhinestone embellishments on a post-back closure. Perfect for styling with a dainty tennis bracelet to complete your formal look!

    Fit & Features

    • Door knocker style
    • Rhinestone embellishments
    • Post-back closure

     

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

    Style Number/Barcode: 07001-1390

    Category Name: Night Out

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Nice Shine Necklace And Earrings Set

    Adorn your special occasion wear with the nice shine of this necklace and earrings set! The necklace features rhinestone embellished clear stones in a diamond cut with a lobster clasp closure and matching fringe earrings with a post-back closure. Complete the look with a glittery clutch.

    Fit & Features

    • Matching necklace and earrings set
    • Necklace: rhinestones, clear stones, lobster clasp closure
    • Fringe rhinestone earrings, post-back closure

    Style Number/Barcode: 07002-1309

    Category Name: Night Out

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dainty And Chic Statement Ring

    Add a subtle sparkle to your look with this dainty and chic statement ring! Featuring a leaf-shaped design with mini rhinestone embellishments, this ring would be a perfect accessory for your formal looks. Style with rhinestone drop earrings for a pretty glam vibe.

    Fit & Features

    • Leaf-shaped design
    • Mini rhinestone embellishments

    Style Number/Barcode: 07004-0302

    Category Name: Night Out

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Moment Of Glamour Rhinestone Necklace And Earrings Set

    Have a moment of glamour in this sparkling luxe rhinestone jewelry set. It features a collar necklace with two rows of rhinestones leading to a center lariat design with teardrop-shaped rhinestone accents at the end. The duster earrings feature a matching rhinestone design. Complete the look with a dainty tennis bracelet.

    Fit & Features

    • Necklace and earrings set
    • Collar necklace, center lariat design
    • Adjustable chain, lobster clasp closure
    • Duster earrings
    • Post-back closures, rubber stoppers
    • Two rows of mini rhinestones, teardrop-shaped rhinestone accents


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

    Style Number/Barcode: 07002-1307

    Category Name: Night Out

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Khloe Sequin Fringe Party Dress

    Special Occasion

    Old Hollywood with flapper flair, the Khloe sequin fringe mini dress is ready to party like it's 1920! She features a sleeveless square neckline, sleek bungee spaghetti straps that cross along her sexy open back, and a bodycon, short-length silhouette. The lined mesh fabric features all-over sequin fringe embroidery with a stunning iridescent hue. Complete your dressy look in this mini dress with dramatic fringe earrings for a themed party or school dance!

    Fit & Features

    • Sleeveless square neckline, bungee spaghetti straps
    • Strappy open-back design
    • Bodycon silhouette
    • Short-length hem
    • Iridescent sequin fringe embroidery
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-2068

    Category Name: Night Out

    Price: $29.97 $62.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Time To Fly Three-Pack Earrings Set

    It's your time to fly into this whimsical earring set to accessorize all of your fits! This three-pack set features one simple rhinestone stud set, a rhinestone butterfly studs set, and a rhinestone fringe set. Each set has a post-back closure. Complete the look in a sleek choker.

    Fit & Features

    • Three-pack earrings set
    • Rhinestone studs
    • Rhinestone butterfly studs
    • Fringe rhinestone earrings
    • Each has a post-back closure

     

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

    Style Number/Barcode: 07001-1394

    Category Name: Night Out

    Price: $4.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sparkle Princess Rhinestone Earrings

    Sparkle like a princess adoring your formal wear in these rhinestone earrings! They feature a top post-back closure, cascading fringe, and sleek metal bar accents. Complete the look in a sequin dress for a dressy occasion!

    Fit & Features

    • Top pocket-back closure
    • Cascading fringe
    • Sleek metal bar accents
    • Rhinestones

     

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

    Style Number/Barcode: 07001-1393

    Category Name: Night Out

    Price: $4.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fab Fringe Rhinestone Earrings

    Have a fab style moment with these trendy-chic fringe earrings! They feature a thin horizontal metal bar post with cascading rhinestone fringe. Style with a satin mini dress and strappy heels.

    Fit & Features

    • Thin horizontal metal bar post
    • Rhinestone fringe
    • Post-back closure


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

    Style Number/Barcode: 07001-1395

    Category Name: Night Out

    Price: $3.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Pearl Of The Sea Rhinestone Earrings

    You don't have to deep dive for these glamorous earrings! They feature a post-back closure, rhinestone fringe, and faux pearls. Complete your special occasion look with fluttery false lashes.

    Fit & Features

    • Post-back closure, rubber stopper
    • Rhinestone fringe
    • Faux pearls

     

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

    Style Number/Barcode: 07001-1386

    Category Name: Night Out

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Heart Of The Ocean Layered Necklace

    You don't need to dive into open waters to uncover these gems! This elegant layered necklace features a lariat style layer with rhinestones and a teardrop gem, one rhinestone layer, and one dainty chain link layer with gemstone charms. Fashioned all together with a lobster clasp closure. Complete the look with radiant stiletto heels.

    Fit & Features

    • Layered necklace
    • One lariat style with rhinestones and teardrop gem
    • One rhinestone layer
    • One dainty chain layer with gemstone charms
    • Lobster clasp closure

    Style Number/Barcode: 07002-1463

    Category Name: Night Out

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Alivia Satin Mesh Trim Short Dress

    Special Occasion

    Mesh trim with shimmery rhinestones gives the Alivia party dress a glamorous allure! She stuns in a sleeveless plunge sweetheart neckline with adjustable spaghetti straps to customize her fit, a lightly padded bust, and a short bodycon silhouette. The formal dress is composed of luxurious satin fabric with a sewn-in lining and minimal stretch. Complete your dressy look in spiral rhinestone heels for a holiday banquet or New Year's Eve party!

    Fit & Features

    • Sleeveless plunge sweetheart neckline, adjustable spaghetti straps
    • Lightly padded bust, strapless or sticky bra recommended
    • Back zipper and hook-eye closure
    • Sheer mesh rhinestone trim on bodice and hem
    • Bodycon silhouette, short-length hem
    • Satin fabric, sewn-in lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-1165

    Category Name: Night Out

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale