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.

  • Trendy Deets Three-Pack Hoop Earring Set

    You'll love styling your casual 'fits with the trendy deets of this hoop earring set! The multi-pack features three pairs of hoop earrings including flat chunky hoops, thin textured hoops, and chain-link hoops. All include post-back closures. Add this set to your everyday jewelry lineup with a layered charm necklace and a dainty rhinestone ring!

    Fit & Features

    • Three pairs of hoop earrings
    • Open-ended designs
    • Flat chunky hoops
    • Thin textured hoops
    • Chain-link hoops
    • Post-back closures


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

    Style Number/Barcode: 07001-1694

    Category Name: Night Out

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Irresistible Shine Rhinestone Mesh Mini Dress

    Be glamorous and irresistible in this mini dress! This bodycon dress features long sheer ruched fitted sleeves, a square neckline, and side ruched seams that accentuate your curves on the rhinestone embellished lined mesh fabric that sparkles with every move. Complete the look in platform heels for a night out!

    Fit & Features

    • Sheer ruched fitted long sleeves
    • Square neckline
    • Side ruched seams, bodycon silhouette
    • Mini-length hem
    • Rhinestone embellished
    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5241

    Category Name: Night Out

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dainty Shine 14K Gold Plated Cubic Zirconia Fringe Earrings

    Crafted with luxe details, these 14K gold plated cubic zirconia fringe earrings will bring a dainty shine! They feature a thin bar post dipped in 14K gold plating with a single-row cascading design of cubic zirconia embellished fringe. Include a post-back closure. Style these earrings with a ring set.

    Fit & Features

    • 14K gold plating
    • Thin bar post
    • Single-row of cubic zirconia fringe
    • Post-back closure


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

    Style Number/Barcode: 07001-1682

    Category Name: Night Out

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sexy Stunner Faux Leather Corset Midi Dress

    This sleek faux leather corset midi dress will make your night out look sexy and stunning! The mid-length dress features a strapless angled neckline, a sultry corset-designed bodice with flexible boning inserts to provide structure, a high waist seam, a midi-length hem with a high-cut front slit to show some leg, and a bodycon silhouette to flaunt your figure. The lined faux leather fabric has a moderate stretch. Style this midi dress with metallic heels for your next party.

    Fit & Features

    • Strapless angled neckline
    • Corset bodice, flexible boning inserts
    • High waist seam, back zipper, hook and eye closure
    • Midi-length hem, high front slit
    • Bodycon silhouette
    • Faux leather fabric, full-length sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5244

    Category Name: Night Out

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Got Your Attention Necklace And Earrings Set

    This necklace and earrings set will capture all the attention! The necklace features a dainty chain with a rhinestone fringe accent charm, lobster clasp closure, and matching earrings with a post-back closure. Complete the look in a sleek faux leather top for a wine night!

    Fit & Features

    • Matching necklace and earrings set
    • Dainty chain necklace, rhinestone fringe accent charm
    • Lobster clasp closure
    • Rhinestone fringe earrings, post-back closure

     

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

    Style Number/Barcode: 07002-1560

    Category Name: Night Out

    Price: $14.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sophisticated Pair Braided Hoop Earrings

    Glam up your look with these stunning hoop earrings. Crafted with an intricate braid design and post-back closure, these earrings will add a hint of sophistication to any outfit. Complete the look with a choker for a day or night occasion!

    Fit & Features

    • Braided design
    • Post-back closure

     

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

    Style Number/Barcode: 07001-1684

    Category Name: Night Out

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Always A Rose Mesh Mini Dress

    Timelessly sweet and sultry, this rose print mini dress is perfect for an upcoming date or party! Crafted with exquisite rose print mesh fabric, this figure-hugging mini dress is designed with a square neckline, adjustable spaghetti straps, and curve-flattering side ruched seams along the bodycon silhouette. Style with earrings and heels to complete the look!

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Side ruched seams, bodycon silhouette, mini-length hem
    • Rose print, mesh fabric, sewn-in knit lining
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-5243

    Category Name: Night Out

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kat Sequin One Shoulder Mini Dress

     Special Occasion

    Shower everyone with your sparkle in the Kat sequin formal dress! She features a sassy one-shoulder neckline, a fitted long sleeve, a pleated side seam, a flattering bodycon silhouette, and a mini-length slit hem. The formal dress is crafted with rows of shimmering sequin-embellishments on mesh fabric with a stretchy knit lining. Complete your look for banquets or family parties with rhinestone earrings and block heels.

    Fit & Features

    • One-shoulder neckline, fitted long sleeve
    • Back zipper and hook-eye closure
    • Pleated side seam
    • Bodycon silhouette, mini-length slit hem
    • Sequin pattern, mesh fabric, stretchy knit lining
    • Strapless bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-2003

    Category Name: Night Out

    Price: $29.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek Charm Satin Rosette Stiletto Pumps

    Add a sleek charm to your dressy look with these satin rosette stiletto pumps. They feature a closed pointed toe with a trendy rosette applique accent, an open back with thin adjustable ankle and heel straps, and a tall stiletto heel. The pumps are composed of a satin woven material with a faux leather subtle cushioned insole. Style with a rhinestone mesh clutch for your next cocktail party.

    Fit & Features

    • Closed pointed toe
    • Rosette flower applique
    • Open back
    • Adjustable ankle and heel straps, buckle detail
    • Stiletto heel
    • Satin material, faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4553

    Category Name: Night Out

    Price: $4.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Walk The Runway Rhinestone Stiletto Heels

    Strut in these metallic stiletto heels for the most glamorous runway walk! They feature a square toe, dual rhinestone toe straps an asymmetrical foot strap, a glitzy rhinestone ball stiletto heel,  and an adjustable ankle strap with buckle closure. Complete the look with a glitzy ring set for a formal occasion!

    Fit & Features

    • Square toe
    • Dual rhinestone toe straps
    • Rhinestone asymmetrical foot strap
    • Rhinestone ball stiletto heel
    • Adjustable ankle strap, buckle closure
    • Metallic material
    • Runs true to size

    Style Number/Barcode: 07401-4551

    Category Name: Night Out

    Price: $4.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • My Favorite Flower Rhinestone Stiletto Booties

    These faux leather booties will be your favorite pair to style with every outfit! They feature a sleek pointed-toe, a rhinestone flower decoration, an inner zipper closure, and a stiletto heel. Complete the look with a sleek blazer for an evening out or concert!

    Fit & Features

    • Pointed toe
    • Rhinestone flower decoration
    • Inner zipper closure
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1690

    Category Name: Night Out

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So You Rhinestone Heart Strappy Stiletto Heels

    These adorable rhinestone heart strappy stiletto heels are so you! Designed with a sleek faux leather material, they feature an open pointed toe, a thin strappy design across the foot with a heart-shaped outline with mini rhinestone accents, thin adjustable ankle and heel straps, and a tall stiletto heel. Style these fabulous heels with a glitter clutch!

    Fit & Features

    • Open pointed toe
    • Thin strappy design, heart-shaped outline, mini rhinestones
    • Thin adjustable ankle and heel straps, buckle detail
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4546

    Category Name: Night Out

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Reveal Your Sparkle Sequin Mini Dress

    Reveal your sparkle in this gorgeous sequin mini dress. Show off your curves with a bodycon silhouette and strapless neckline. The mini-length hem is cinched with a wrap design to make your look even more chic. Complete the look with earrings for a night on the town!

    Fit & Features

    • Strapless neckline
    • Bodycon silhouette
    • Wrap mini-length hem
    • Sequin fabric, sewn-in knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5238

    Category Name: Night Out

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dazzling Night Sequin Cowl Midi Dress

    Experience the glamor of the red carpet in this sequin midi dress! The cowl sweetheart neckline and spaghetti straps add subtle chic detail, while the flattering bodycon silhouette, front slit, and midi-length hem give the right amount of sass. Complete the look in heels for a cocktail party or holiday celebration!

    Fit & Features

    • Sleeveless cowl sweetheart neckline
    • Bungee spaghetti straps
    • Bodycon silhouette, front slit
    • Midi-length hem
    • Sequin embellished fabric, knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2833

    Category Name: Night Out

    Price: $5.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Shimmer In Rhinestone Block Heels

    Step out and shine in these rhinestone block heels featuring a glitter mesh open almond-shaped toe, wide toe and ankle straps, a back zipper closure, a block heel, and all-over sparkling rhinestone embellishments. Complete the look with a stunning necklace and earring set.

    Fit & Features

    • Open almond toe
    • Wide toe and ankle straps
    • Back zipper closure
    • Block heel
    • Rhinestone embellishments
    • Luxe fit cushioned insole
    • Glitter mesh material
    • Runs true to size

    Style Number/Barcode: 07401-4542

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Double Take Worthy Satin Applique Mini Skirt

    A satin mini skirt worthy of double takes! It features a flattering high-rise waist and bodycon silhouette with a unique applique trim along the hem. Style with the matching corset top to complete the look for a date or birthday dinner!

    Shop Matching Top: Double Take Worthy Satin Applique Corset Top

    Fit & Features

    • High-rise waist
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Applique trim, mini-length hem
    • Satin fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 06401-0602

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Double Take Worthy Satin Applique Corset Top

    A satin corset top worthy of double takes! It features a sweetheart neckline with applique trim, adjustable spaghetti straps, and underwire bust for support. The flexible boning helps to flaunt your figure while the curved cropped hem showcases a unique applique trim. Style with the matching mini skirt to complete the look for a date or birthday dinner!

    Shop Matching Bottoms: Double Take Worthy Satin Applique Mini Skirt

    Fit & Features

    • Sleeveless sweetheart neckline, applique trim
    • Adjustable spaghetti straps, back zipper closure
    • Underwire bust, flexible boning
    • Applique trim, curved cropped hem
    • Lined satin fabric
    • Runs true to size

    Style Number/Barcode: 06003-2239

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • She's So Glam Cutout Glitter Knit Mini Dress

    Dreaming of a glamorous look that will turn heads and spark up all the compliments? This stunning mini dress is an iconic choice. Designed with a gorgeous glitter knit fabric, this mini-length dress features a sleeveless square neckline, spaghetti straps, dual alluring waist cutouts at the front with a bar strap accent, ruching down the side seams, and a bodycon silhouette to flaunt your figure. Style with metallic heels for that total glitzy girl vibe!

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Dual waist cutouts, bar strap
    • Ruched side seams
    • Mini-length hem, bodycon fit
    • Glitter knit fabric, knit lining at the bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-5231

    Category Name: Night Out

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Oh-So-Snatched Bandage Mini Skirt

    This sultry bandage mini skirt will have you looking oh-so-snatched! It features a high-rise waist, a figure-flaunting wrap-front silhouette with a mini-length hem, and a curve-hugging fit. The bandage knit fabric offers a chic sculpted look and plenty of stretch. Complete the outfit with a bustier and heels.

    Fit & Features

    • High-rise waist
    • Hidden back zipper, hook and eye closure
    • Wrap-front silhouette, mini-length hem
    • Curve-hugging fit
    • Bandage knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0998

    Category Name: Night Out

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Appeal Velvet Long Sleeve Mini Dress

    Keep your holiday party look chic and alluring with this velvet long sleeve mini dress. Featuring a V-neckline with a classic surplice design, long fitted sleeves, center ruched detailing, a flirty front sash accent, and a bodycon silhouette to hug your gorgeous curves, this mini-length dress will create all the compliments. The smooth velvet fabric will give off a luxe sheen. Complete your party 'fit with statement earrings and metallic heels.

    Fit & Features

    • V-neckline, surplice design
    • Long fitted sleeves, back zipper, hook and eye closure
    • Center ruched detailing, front sash accent
    • Mini-length hem
    • Bodycon silhouette
    • Velvet fabric, knit lining at the bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2827

    Category Name: Night Out

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All Night Glitz Rhinestone Bandage Mini Skirt

    This amped-up glam rhinestone bandage mini skirt will have you shimmering with glitz all night! It features a high-rise waist, a front design of iridescent rhinestone embellishments for that gorgeous multi-hue sparkle, a back zipper closure, and a mini-length hem with a curve-hugging fit. The bandage knit fabric features a striped seam design and offers a sculpted and snatched look. Style with the matching crop top and strappy stilettos!

    Shop Matching Top: All Night Glitz Rhinestone Bandage Crop Top

    Fit & Features

    • High-rise waist
    • Front iridescent rhinestone embellishments
    • Back zipper closure
    • Mini-length hem
    • Bodycon silhouette
    • Bandage knit fabric, striped seams, sculpted look
    • Runs true to size

    Style Number/Barcode: 06501-0900

    Category Name: Night Out

    Price: $20.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tracey Mesh Faux Pearl Bodycon Party Dress

    Special Occasion

    Cue the compliments! The Tracey party dress will have all eyes on you at bachelorettes, school dances, or birthdays. The formal party dress is composed of an airy mesh fabric with tonal faux pearl embellishments for a chic allure and has a sewn-in knit lining for coverage. She features sheer fitted and ruched long sleeves with slit cuffs, a sweetheart neckline with a padded bust, a cowl overlay, side ruching to accentuate your natural curves along the bodycon silhouette, and a mini-length hem. Finish the look with dangly earrings and heels!

    This dress proves that short and stylish is always a vibe. Want more? Discover our bold short prom dresses or find a celebration-ready fit in our party dresses.

    Fit & Features

    • Mesh fabric with sewn-in knit lining, moderate stretch
    • Tonal faux pearl embellishments
    • Sheer fitted and ruched long sleeves, slit cuffs
    • Sweetheart neckline, padded bust, cowl overlay
    • Back zipper with hook-eye closure
    • Side ruched seams, bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2001

    Category Name: Night Out

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dare To Be Noticed Ruffle Slit Midi Dress

    Dare to be noticed in this effortless midi dress perfect for dressy soirees and dates! Capture the moment in this knee-length dress featuring a square neckline, adjustable spaghetti straps, a cascading front ruffle trim, a flattering bodycon silhouette, and a sultry side slit on slinky knit fabric. Complete the look in block heels and a clutch.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Cascading front ruffle trim
    • Bodycon silhouette
    • Side slit, midi-length hem
    • Slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2828

    Category Name: Night Out

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hottest In Town Mesh V-Neck Mini Dress

    You'll be the hottest in town wearing this mesh mini dress for a night out! It features a sleeveless surplice cowl neckline with draping, spaghetti straps, and a bodycon silhouette. Complete the look in strappy heels and earrings.

    Fit & Features

    • Sleeveless surplice  v-neckline, draping
    • Spaghetti straps
    • Bodycon silhouette
    • Mini-length hem
    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5228

    Category Name: Night Out

    Price: $5.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale