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.

  • Clearly On Trend Chainlink Clear Mules

    Stay on trend with mules that keep it stylish and chic! The mules feature an open back, an open square toe, a wide clear strap, a chunky chain link, and a lucite block heel. The heels are composed of a faux leather material. Complete look with a ribbed mini dress and a crossbody

    Fit & Features

    • Open back 
    • Open square toe 
    • Clear strap over the toe
    • Chunky chain link 
    • Lucite block heels
    • Runs true to size

    Style Number/Barcode: 07401-3809

    Category Name: Night Out

    Price: $15.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rhinestone Cross Earrings

    Dress up your fit' in these glam rhinestone cross earrings! Fish hook with a rubber stopper. Complete the look with a chic black dress and combat boots.

    Fit & Features

    • Rhinestone cross
    • Fishhook, rubber stopper 

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07001-1129

    Category Name: Night Out

    Price: $1.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Shimmer Slouch Stiletto Boots

    Shimmer and shine with every step in these slouch stiletto boots featuring a pointy toe, all-over rhinestone embellishments, under-the-knee length, and a side zipper closure on faux suede material. Complete the look in a sassy mini dress.

    Fit & Features

    • Slouched design
    • Pointy toe
    • Stiletto heel
    • Rhinestone embellishments
    • Under-the-knee length
    • Side zipper closure
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0847

    Category Name: Night Out

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lilly Full Faux Lashes

    Finish your party glam look with the Lilly drama faux lashes for instant volume, length, and fullness! Just follow the easy three-step application to set, glue, press, and wow everyone in the room with your makeup look. These faux lashes are reusable and offer up to fifteen wears. Accessorize with a chic rhinestone purse for your next formal or dressy occasion!

    Fit & Features

    • Faux lashes
    • Volume, length, fullness
    • Reusable, up to fifteen wears
    • Easy three-step application on the back
    • Glue not included

     

    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07307-0166

    Category Name: Night Out

    Price: $10.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Divine Heart Glitter Mesh Handbag

    Capture attention at any event with this heart glitter mesh handbag! Made from sparkly glitter mesh material, this handbag features a detachable top handle and chain crossbody strap for versatile wear. The metal trim and top clear gemstone closure add a touch of sophistication, while the spacious satin-lined interior holds all your essentials. Finish the look with a fabulous ring set.

    Fit & Features

    • Glitter mesh exterior material
    • Heart shaped handbag
    • Detachable top handle and chain crossbody strap
    • Metal trim, top clear gemstone closure
    • Spacious interior with satin woven lining

    Style Number/Barcode: 07204-0747

    Category Name: Night Out

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Sheen Metallic Woven Faux Leather Sandals

    Step out and shine with a glamorous sheen in these metallic woven faux leather sandals! Made with a sleek faux leather material with a glitzy metallic sheen, these sandals feature a square-shaped toe with a wide strap with a trendy abstract woven design. The slip-on-and-off design on the flat sole allows for effortless styling, and the lightly padded insole provides comfortable wear. Pair these sandals with a mini tote bag.

    Fit & Features

    • Flat sole
    • Faux leather upper, metallic sheen
    • Square toe
    • Wide strap with woven design
    • Slip-on-and-off styling
    • Lightly padded insole
    • Runs true to size

    Style Number/Barcode: 07404-1172

    Category Name: Night Out

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty Pairing Rhinestone Linear Earrings

    The prettiest pairing is you in these rhinestone linear earrings to adorn your dressy or formal wear! Showcasing a linear design, these earrings are crafted with clear baguette rhinestones and a secure post-back closure. Complete the look with a dainty choker necklace.

    Fit & Features

    • Baguette linear rhinestones
    • Post-back closure


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

    Style Number/Barcode: 07001-1926

    Category Name: Night Out

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love On Lock Heart Chain Necklace

    POV: You’re the girl who makes bold look effortless. This chunky heart chain necklace is the statement piece your layered looks didn’t know they needed.

    Fit & Features

    • Chunky chain-link design
    • Metal puffy heart pendant
    • Front toggle closure

    Style Number/Barcode: 07002-000160

    Category Name: Night Out

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Simply Glam Rhinestone Bow Stud Earrings

    Simply glam, these rhinestone bow stud earrings will showcase a chic sparkle. They feature an adorable small bow design adorned with mini rhinestone embellishments and a center round rhinestone accent. Complete your look with a dainty tennis bracelet

    Fit & Features

    • Small bow design
    • Mini rhinestone embellishments
    • Center round rhinestone accent
    • Post-back closure, rubber stopper


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

    Style Number/Barcode: 07001-1840

    Category Name: Night Out

    Price: $3.97 $7.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Icons Pointed Toe Patent Stiletto Heels

    Dress to impress in these patent stiletto heels for an instant chic and iconic look! Designed with a sleek pointed toe and a thing strap, a closed ankle and ana adjustable ankle strap with a buckle closure. Complete the look in a posh blazer for any occasion!

    Fit & Features

    • Stiletto Heel
    • Pointed toe
    • Patent leather material
    • Adjustable ankle strap, buckle closure
    • Runs true to size

    Style Number/Barcode: 07401-4865

    Category Name: Night Out

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hit The Dance Floor Rhinestone Strap Mesh Mini Dress

    A party-ready mesh mini dress ready to hit the dance floor and shine! With adjustable spaghetti straps and a padded sweetheart neckline, this dress is designed for a flattering fit. The rhinestone embellished straps add a touch of sparkle to the cutout bust, while the ruched bodycon silhouette accentuates your curves along the mini-length hem. Complete the look with rhinestone earrings and heels!

    Fit & Features

    • Stretchy sheer mesh fabric with knit lining
    • Adjustable spaghetti straps
    • Sweetheart neckline with padded bust
    • Rhinestone embellished straps, bust cutout
    • Back zipper with hook and eye closure
    • Ruched bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5620

    Category Name: Night Out

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Left And Right High Rise Bow Slit Mini Skirt

    You'll be catching glances left and right in this ponte mini skirt! Featuring a high-rise waist, this skirt boasts a flirty slit with dual bow trim and a bodycon silhouette that hugs your curves. Complete the look in a cute tee and sneakers for any casual day out!

    Fit & Features

    • Ponte knit fabric, minimal stretch
    • High rise waist
    • Slit accent with dual bow trim
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06501-1055

    Category Name: Night Out

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Vibing High-Rise Belted Striped Ponte Skort

    You and this ponte striped skort will effortlessly vibe together this season! The high-rise waist and D-ring belt provide a flattering fit, while the bodycon design and mini-length hem add a touch of sass. Complete the look in a crop top for any plans!

    Fit & Features

    • Striped print, ponte knit fabric, minimal stretch
    • High-rise D-ring belt
    • Bodycon fit
    • Shorts lining
    • Runs true to size

    Style Number/Barcode: 06503-1200

    Category Name: Night Out

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Born To Ride Cropped Graphic Tank Top

    Add some edge to your casual 'fits with this trendy graphic tank top! Made with a cotton-blend fabric with moderate stretch, it is detailed with a sheer lace trim to add a feminine touch. The top features a sleeveless V-neckline, spaghetti straps, an eagle, motorcycle, flames, and chain-link graphic with the script, "Born To Ride, Los Angeles," and a fitted cropped hem. Style with denim shorts and ankle booties.

    Fit & Features

    • Cotton-blend fabric, sheer lace trim, moderate stretch
    • V-neckline
    • Spaghetti straps
    • Eagle, motorcycle, flames, and chain-link graphic
    • Script: "Born To Ride, Los Angeles"
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06002-1845

    Category Name: Night Out

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkly Deets Rhinestone Bow Stiletto Pumps

    These sparkly stiletto pumps feature a rhinestone embellished closed pointed toe, a bow accent, and an ankle strap for support. Perfect for styling with a clutch for any dressy occasion.

    Fit & Features

    • 2.5" Stiletto heel
    • Metallic material
    • Rhinestone embellished closed pointed toe
    • Bow accent
    • Ankle strap
    • Runs true to size

    Style Number/Barcode: 07401-5108

    Category Name: Night Out

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ruched and Ready High Waist Midi Skirt

    A high-rise bodycon midi skirt ready for dinner and cocktails with the girls! It features a smooth ruched silhouette with an adjustable drawstring that lets you customize the style. Pair with stiletto heels.

    Fit & Features

    • Smooth knit fabric with a partial knit lining, plenty of stretch
    • High-rise elasticized waist
    • Ruched side seams
    • Adjustable drawstring
    • Midi-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06501-1074

    Category Name: Night Out

    Price: $11.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Balance Hoop Earrings Set

    This must-have hoop earrings set has the perfect balance of sleek, glam, and trendy! It features three pairs of hoop earrings with a classic design, a rhinestone-embellished design, and a chain-link design.

    Fit & Features

    • Three-pack hoop earrings set
    • Classic design
    • Rhinestone-embellished design
    • Chain-link design
    • Omega closures, rubber stoppers

     

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

    Style Number/Barcode: 07001-2188

    Category Name: Night Out

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Strikes Again Metallic Platform Mules

    Strike them with your sass with your shoe game! These metallic chunky mules do all the talking. They feature a square toe, a wide top strap with an elasticized insert for easy-on-and-off styling, a platform sole, and a block heel. Complete the look in a fab little black dress.

    Fit & Features

    • Square toe
    • Wide top strap, elasticized insert
    • Easy-on-and-off styling
    • Chunky platform sole
    • Block heel
    • Metallic material
    • Runs true to size

    Style Number/Barcode: 07401-4244

    Category Name: Night Out

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Remember Me Metallic Sequin Stiletto Heels

    Everyone will remember you in these stunning metallic stiletto heels at the party! They feature a sleek square toe, a wide toe strap with sequin embellishments, and thin lace-up straps. Complete the look with fringe earrings.

    Fit & Features

    • Square toe
    • Wide toe strap, sequin embellishments
    • Thin lace-up straps
    • Short stiletto heel
    • Metallic faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4248

    Category Name: Night Out

    Price: $10.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Oh-So-Dramatic Rhinestone Lace-Up Stiletto Heels

    Make it a dramatic affair in these stunning rhinestone lace-up stiletto heels. They feature an open almond toe with a strap, an asymmetric strap and clear PVC strap across the foot, lace-up straps that spiral around the leg, and a stiletto heel. The straps feature mini rhinestone embellishments for a glamorous sparkle. Style with a metallic clutch.

    Fit & Features

    • Open almond-shaped toe
    • Toe strap, asymmetric strap, clear PVC strap
    • Lace-up straps, spiral wrap-around design, tie closure
    • Mini rhinestones
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4485

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spotlight On Me Faux Pearl Rhinestone Catsuit

    The world is your stage in this spotlight-worthy catsuit that brings that sparkle! The strapless mesh catsuit features a sexy plunge-wired V-neckline with an iridescent rhinestone and faux pearl-embellished trim with iridescent rhinestone stripes across the bodice, a high waist seam, and a form-hugging, skinny-leg design with eye-catching faux pearls, iridescent rhinestone streaks, and feather fringe. The stretchy sheer mesh fabric has no lining. Complete the look in hoop earrings for a bachelorette or Vegas weekend!

    Fit & Features

    • Strapless plunge V-neckline, wired design
    • Iridescent rhinestone and faux pearl-embellished trim
    • Iridescent rhinestone stripes across the bodice
    • Back zipper closure, hook and eye closure
    • High waist seam, form-hugging, skinny-leg design
    • Faux pearls, iridescent rhinestone streaks, feather fringe
    • Sheer mesh fabric, no lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06502-2385

    Category Name: Night Out

    Price: $52.97 $124.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Never Too Much Ring
    Never too much bling! Don't miss this classic emerald-cut ring made from cubic zirconia.

    Style Number/Barcode: 07004-0018

    Category Name: Night Out

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wild Side Energy Satin Scarf

    Giving zebra vibes, but like...chic. Tie it, twist it, or toss it in your bag—this satin scarf’s ready for your next spontaneous content moment.

    Fit & Features

    • Luxe satin fabrication
    • Zebra pattern
    • Square silhouette for endless styling

    Style Number/Barcode: 07305-000014

    Category Name: Night Out

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Janisa Formal Open Back Ruffle Dress

    Special Occasion 

    Bring the romance in ruffles! Janisa charms with her all over floral print, a wide rounded neckline with racer bust and a bold open back. Her back is accented with a lower back bow and dreamy ruffles. 

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0295

    Category Name: Night Out

    Price: $25.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free