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 Chic Rhinestone Pointed Toe Pumps

    Clearly your outfit will be oh-so-chic in these pumps! They feature a clear PVC pointed toe and closed back with rhinestone detailing, a thin adjustable ankle strap, and a sleek stiletto heel. Pair these pumps with light wash distressed denim to dress up a casual 'fit.

    Fit & Features

    • Clear PVC pointed toe and closed back
    • Rhinestone detailing
    • Thin adjustable ankle strap
    • Stiletto heel

    Style Number/Barcode: 07401-2516

    Category Name: Night Out

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sultry Style Lace Trim Teddy

    You'll have a major sultry style in this sheer lace trim teddy! It features adjustable spaghetti straps, a back strap detail, structured cups, a thong bottom, and a sheer fabric with a pinstripe detail and lace trim. Pair this teddy with a long flowy mesh duster for a sexy look.

    Fit & Features

    • Adjustable spaghetti straps
    • Back strap detail
    • Structured cups
    • Thong bottom
    • Sheer mesh fabric
    • Pinstripe detail and lace trim

     

    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: 07103-0474

    Category Name: Night Out

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Feline Fierce Leopard Print Crop Top

    You'll be feelin' fierce and fashionable in this sultry leopard print crop top. It features a slight sweetheart neckline that can be worn off the shoulder, long blouson sleeves with tapered ruffled hems, a tie back detail, and a cropped elastic banded hem with a form-hugging fit. Style this woven top with mom jeans for a casual vibe, or a faux leather mini skirt for a night out.

    Fit & Features

    • Sweetheart neckline
    • Long blouson sleeves
    • Tie back detail
    • Cropped
    • Form-fitting style
    • Unlined woven fabric with no stretch
    • Leopard print

    Style Number/Barcode: 06003-1146

    Category Name: Night Out

    Price: $13.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Foiled and Fab Chiffon Tie Front Top

    Keep it fab in a tie front top that brings the glam. The top features a tie front bodice, long sleeves, and a tie-front hem. The top is composed of a sheer unlined chiffon fabric adorned with a foiled design. Complete look with the matching duster.

    Shop Matching Duster: Foiled and Fab Tie Waist Chiffon Duster

    Fit & Features

    • Tie front bodice
    • Long sleeves with elastic cuff
    • Sheer chiffon fabric adorned with a foiled design
    • Relaxed fit, minimal stretch

    Style Number/Barcode: 06204-0722

    Category Name: Night Out

    Price: $10.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic And Sheer Mesh Tunic

    Get a stunning night out look in this chic and sheer mesh tunic. It features a collared neckline, long sleeves with knit hems, a complete button-down front, and a knit lace-up belted accent to create a flattering silhouette. Pair this tunic over a sleeveless bodysuit or bralette for an effortlessly edgy vibe.

    Fit & Features

    • Collared neckline
    • Long sleeves with knit hems
    • Complete button-down front
    • Knit lace-up belted accent
    • Flowy hem
    • Sheer mesh fabric with plenty of stretch
    • Bra not included

    Style Number/Barcode: 06001-2986

    Category Name: Night Out

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On The Prowl Leopard Print Lace Teddy

    Keep it sultry in a leopard print teddy that raises the heat. The teddy features a sleeveless sweetheart neckline with lace trim, a mesh inset at the bust, a leopard print, adjustable spaghetti straps, and an open back design with a cheeky fit. Complete your look with false lashes that entice.

    Fit & Features

    • Sleeveless sweetheart neckline with lace trim
    • Leopard print
    • Mesh insert at the center of the bodice
    • Adjustable spaghetti straps
    • Hook and eye closure at back
    • Keyhole at back
    • Cheeky fit with lace trim

    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics and lingerie are considered final sale merchandise

    Style Number/Barcode: 07103-0469

    Category Name: Night Out

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Brushed Knit Snake Print Bodysuit

    Strike a sassy look in a top that is oh so trendy, girl! The bodysuit features a crew neckline, a sleeveless bodice with shoulder pads, and a stylish snake print. The bodysuit is composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a faux leather mini skirt.

    Fit & Features

    • Crew neckline
    • Sleeveless bodice
    • Shoulder pads
    • Snake print
    • Brushed knit fabric
    • Form hugging fit, moderate stretch 
    • Cheeky bottom, dual snap button closure 

    Style Number/Barcode: 06001-2983

    Category Name: Night Out

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux Suede Pointed Toe Block Heel Boots

    Stun in these chic faux suede over the knee boots! They feature a trendy pointed toe and a sturdy block heel. Pair these boots with a fitted sweater dress and add on a chunky knit beanie for the perf winter date night look.

    Fit & Features

    • Fitted over the knee design
    • Pointed toe
    • Block heel
    • Back zipper closure
    • Faux suede material

    Style Number/Barcode: 07402-0246

    Category Name: Night Out

    Price: $12.97 $47.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Miss Trendsetter Cropped Crepe Blazer

    Set a trend with this glam blazer, babe! The blazer features a collared neckline, a double-breasted button design, long mesh sleeves, and a cropped hem. The blazer is composed of a crepe fabric that offers a form hugging fit with slight stretch. Complete look with high waist jeans to create a casual look. 

    Fit & Features

    • Collared neckline
    • Double-breasted button design 
    • Long mesh sleeves
    • Cropped hem
    • Crepe fabric
    • Form hugging fit, slight stretch 

    Style Number/Barcode: 06204-0730

    Category Name: Night Out

    Price: $20.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Leather Snake Print Handbag

    Keep your look chic and trendy by adding on this snake print handbag! It features a structured top handle, a magnetic snap closure, an included shoulder strap to convert it to a crossbody, and a PU material with an allover snake print pattern. Pair this handbag with faux leather joggers for an edgy look for a night out.

    Fit & Features

    • Structured top handle
    • Magnetic snap closure
    • Dual pockets on the inside
    • Included shoulder strap
    • Exterior is composed of a PU material
    • Allover snake print

    Style Number/Barcode: 07203-0448

    Category Name: Night Out

    Price: $12.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Greek Key Print Brushed Knit Bodysuit

    Keep it trendy in a chic print to dress up your bodysuit. The bodysuit features a Greek key print, a plunging V-neckline with a twist knot accent, long sleeves, and a thong bottom with a dual snap button closure. Complete look with a pair of high waist jeans.

    Fit & Features

    • Plunging V-neckline
    • Twist knot accent at the center of the bodice
    • Long sleeves
    • Greek key print 
    • Brushed knit fabric
    • Form hugging fit, moderate stretch 

    Style Number/Barcode: 06001-2977

    Category Name: Night Out

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wild and Glam Faux Leather Leopard Purse

    Keep it wild and glam in a purse that stuns! The purse features a leopard print, a top handle, a small rectangular body, and an envelope fold-over design with a fasten closure. Complete look with high waist joggers. 

    Fit & Features

    • Top handle
    • Leopard print
    • Small rectangular body
    • Envelope design with a fasten closure
    • Faux leather material
    • Woven interior with a single pocket
    • Removable chain shoulder strap

    Style Number/Barcode: 07203-0443

    Category Name: Night Out

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Leopard Print Long Sleeve Tie Front Top

    Get tied to this fierce top that features a trendy leopard print! The top features a plunging tie front bodice, long sleeves, and a cropped hem. Complete look with high waist black skinny jeans to create the perfect night out look. 

    Fit & Features

    • Tie front bodice 
    • Long sleeves
    • Cropped hem 
    • Leopard print 
    • Lightweight woven fabric 

    Style Number/Barcode: 06204-0706

    Category Name: Night Out

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sassy Stunner Flocked Leopard Print Crop Top

    Give your everyday look a sassy and stunning vibe in this leopard print crop top! It features a trendy mock neck with a form-hugging fit and an allover flocked leopard print. Pair this top with destructed denim for an edgy style.

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Cropped, form-hugging fit
    • Flocked leopard print
    • Knit fabric

    Style Number/Barcode: 06001-2795

    Category Name: Night Out

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Beaded Lace Cropped Bustier

    Stunning and chic, this beaded lace bustier is perf for your next night out. It features a sleeveless bodice, adjustable spaghetti straps, a sweetheart neckline with molded, padded, and lined cups, back hook and eye closures, and a cropped, form-hugging fit. The sheer lace fabric has a dainty eyelash lace trim and a gorgeous front beaded design with pearls and sequins. Complete the look with faux leather pants and heels.

    Fit & Features

    • Adjustable spaghetti straps
    • Sweetheart neckline
    • Molded, padded, and lined cups
    • Back hook and eye closures
    • Cropped, form-hugging fit
    • Sheer lace fabric, eyelash lace trim
    • Front beaded design with pearls and sequins
    • Runs true to size

    Style Number/Barcode: 06003-1142

    Category Name: Night Out

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylishly Sheer Lace Bodysuit

    This stylishly sheer lace bodysuit is perf for a casual yet still chic 'fit for a girl's night out. It features a crew neckline, long fitted sleeves, and a thong bottom with dual snap button closures. Pair this bodysuit with a bralette and mom jeans.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Thong bottom with dual snap button closures
    • Sheer lace detailed knit fabric
    • Moderate stretch
    • Bra not included

    Style Number/Barcode: 06001-2974

    Category Name: Night Out

    Price: $10.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Forever Chic Sheer Woven Top

    You will look forever chic in this trendy sheer woven top. It features a high neck, back button closures, long bishop sleeves, and a mid-length cinched hem. The sheer woven fabric showcases an all-over swiss dot pattern for a stylish vibe. Pair this top with faux leather pants for a date night, or light wash jeans for a more casual look.

    Fit & Features

    • High neck
    • Back button closures
    • Long bishop sleeves
    • Mid-length cinched hem
    • Sheer woven fabric
    • Swiss dot pattern

    Style Number/Barcode: 06003-1140

    Category Name: Night Out

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Passion Surplice Mesh Bodysuit

    Channel your romantic side with this charming bodysuit! The bodysuit features a plunging V-neckline, sheer long sleeves, a floral print, and a contrast knit bottom. The bodysuit is composed of a semi-sheer mesh fabric that offers a form hugging fit with a moderate stretch. Complete the look with a mini skirt.

    Fit & Features

    • Plunging V-neckline
    • Sheer long fitted sleeves
    • Floral print
    • Contrast knit bottom
    • Dual snap button closure  
    • Lined semi-sheer mesh fabric with moderate stretch
    • Form-hugging fit

    Style Number/Barcode: 06001-2973

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Style Snake Print Mini Skirt

    Showcase your sassy style in this trendy mini skirt! It features a high rise waist, a short, curve-hugging silhouette with a sultry side slit, and an allover snake print. Pair this skirt with a cropped sweater and heeled ankle booties for a date night out.

    Fit & Features

    • High rise elastic banded waist
    • Back zipper closure
    • Short, form-hugging fit
    • Side slit
    • Allover snake print
    • Knit fabric with moderate stretch

    Style Number/Barcode: 06501-0336

    Category Name: Night Out

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux Suede Knee-High Block Heel Boots

    Elevate your everyday casual style with these chic faux suede boots! They feature a knee-high design with a trendy pointed toe, inner zipper closure, block heel, and a slouched look. Pair these boots with a basic bodysuit and a plaid mini skirt.

    Fit & Features

    • Knee-high design
    • Pointed toe
    • Inner zipper closure
    • Block heel
    • Slouched design
    • Faux suede material

    Style Number/Barcode: 07402-0243

    Category Name: Night Out

    Price: $19.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Ruched Velvet Mini Skirt

    Get a sultry-chic look in this adorable velvet mini skirt! It features a high rise elastic banded waist, ruched side detailing, and a short, curve-hugging silhouette. Pair this skirt with a stylish crop top for a date night with bae.

    Fit & Features

    • High rise elastic banded waist
    • Ruched side detailing
    • Short, form-hugging fit
    • Velvet fabric
    • Plenty of stretch

    Style Number/Barcode: 06501-0337

    Category Name: Night Out

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Elevated Glam Ruched Lace-Up Mini Dress

    Elevate your glam in this mini dress that stuns! The mini dress features a sleeveless square neckline, sleek spaghetti straps, a ruched body, and a sexy lace-up back. The short dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with rhinestone bracelets. 

    Fit & Features

    • Sleeveless square neckline
    • Sleek spaghetti straps
    • Lace-up back
    • Ruched body
    • Mini-length silhouette
    • Smooth knit fabric, form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-3699

    Category Name: Night Out

    Price: $5.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ruched Leopard Print Mini Skirt

    Elevate your look with a skirt that brings the bold factor to your outfit. The skirt features a high rise waist, leopard print, ruched side seams, and a mini length silhouette. The skirt is composed of a lined mesh fabric that offers a form hugging fit with a moderate stretch. Complete look with a black crop top. 

    Fit & Features

    • High rise waist
    • Ruched side seam
    • Leopard print 
    • Mini length silhouette
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 06501-0331

    Category Name: Night Out

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shimmer Nights High Slit Mini Skirt

    Shimmer on in a glowing mini skirt that brings the sparkle to your night out outfits! The skirt features a high rise waist, a high side slit and is composed of a woven glitter. Complete your dazzling outfit with a glitter tie front top.

    Fit & Features

    • High rise waist
    • High side slit
    • Mini length silhouette
    • Lined woven glitter fabric
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 06401-0282

    Category Name: Night Out

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance