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.

  • Moment of Luxe Chiffon Surplice Top

    Create a luxe moment with this chic top! Perfect for your next date night, the top features a wrap surplice neckline, long sleeves with elastic banded hems, and a smocked hem at the back. The top is composed of a lightweight chiffon fabric that offers a relaxed fit with no stretch. Complete your look with high waist jeans and mules.

    Fit & Features

    • Surplice wrap V-neckline 
    • Long sleeves
    • Smocked hem at the back
    • Lightweight chiffon fabric
    • Relaxed fit
    • No stretch

    Style Number/Barcode: 06003-1052

    Category Name: Night Out

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek Staple Strappy Square Toe Mules

    These chic strappy square toe mules will be a new sleek staple in your closet! Perf for pairing with your favorite shoulder bag.

    Fit & Features

    • Block heel
    • Faux leather material
    • Open square-shaped toe
    • Strappy design with knot detail
    • Open back, on-and-off styling
    • Cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000098

    Category Name: Night Out

    Price: $30.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Edgy-Chic Sleeveless Bodysuit

    Create an edgy-chic look with this on-trend bodysuit. It features a sleeveless square neckline, tank shoulder straps with cool buckle detailing, a thong bottom with a dual snap button closure, and a form-hugging fit. Style this bodysuit with your fave pair of joggers and casual sneakers.

    Fit & Features

    • Sleeveless square neckline
    • Tank shoulder straps, buckle detailing
    • Thong bottom, dual snap button closure
    • Form-hugging fit
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06003-1346

    Category Name: Night Out

    Price: $4.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Level Up Snake Ruched Mini Skirt

    Level up your night with a chic mini skirt! The skirt features a high-rise waist, a snake print, dual ruched drawstrings, and a mini-length silhouette. Complete look with the matching crop top. 

    Shop Matching Crop Top: Level Up Snake Crop Top

    Fit & Features

    • High rise waist
    • Dual ruched drawstrings
    • Snake print
    • Mini length silhouette
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0417

    Category Name: Night Out

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stunning Snake Print Mesh Mini Dress

    Stun in a trendy snake print dress that makes a stylish statement! Throw this dress on with your favorite black heels for your next GNO. The dress features a sleeveless square neckline, sleek bungee straps, and a snake print. The dress is composed of mesh fabric that offers a form hugging fit with a moderate stretch. 

    Fit & Features

    • Sleeveless square neckline
    • Bungee straps
    • Snake print
    • Mini length silhouette
    • Mesh fabric
    • Form hugging fit, moderate stretch 

    Style Number/Barcode: 05102-0936

    Category Name: Night Out

    Price: $6.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Velvet Over-The-Knee Boots

    You'll look so chic and luxe in these smooth velvet over-the-knee boots! They feature an on-trend pointed toe, a partial inner zipper closure, a tall block heel, and a form-hugging fit. Style these boots with a little black dress and a sleek clutch.

    Fit & Features

    • Pointed toe
    • Inner zipper closure
    • Block heel
    • Over-the-knee design
    • Form-hugging fit
    • Velvet fabric
    • Runs true to size

    Style Number/Barcode: 07402-0729

    Category Name: Night Out

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Staple Block Heel Booties

    These block heel booties will be a chic staple in your closet this season. They feature a pointed toe, trendy V-shaped cutouts on each side, a back zipper closure, and a block heel. Style these booties with a Panama hat and a cute crossbody purse.

    Fit & Features

    • Pointed toe
    • Side V-shaped cutouts
    • Back zipper closure
    • Block heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07403-1408

    Category Name: Night Out

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Two Moods Sweater Knit Halter Top

    Why blend in when you can stand out in this sweater halter top featuring a sleeveless, two-toned bodice, tie-back neck closure, a partial open-back, and a cropped hem on stretchy rib-knit fabric. Complete the look in boyfriend jeans.

    Fit & Features

    • Sleeveless, halter neck
    • Tie-back neck closure
    • Two-toned bodice
    • Partial open-back
    • Cropped hem
    • Sweater rib-knit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1492

    Category Name: Night Out

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Animal Kingdom Zebra Satin Dress

    You'll be the head of the animal kingdom in this fierce and femme zebra satin mini dress! It features a sleek and sleeveless cowl neck, spaghetti straps, and a curve-hugging silhouette. Complete the look in strappy heels for a wild night out!

    Fit & Features

    • Sleeveless cowl neck
    • Spaghetti straps
    • Curve-hugging silhouette
    • Mini-length hem
    • Zebra pattern
    • Smooth satin with minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-4532

    Category Name: Night Out

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Very Alluring Faux Leather Skirt

    A v-style high-rise waist creates a very alluring effect on this faux leather mini skirt! It features a bodycon silhouette, a back zipper closure, and a slit hem. Complete the look in a chic blouse.

    Fit & Features

    • High-rise v-style waist
    • Bodycon silhouette
    • Back zipper and hook-eye closure
    • Mini-length hem with slit
    • Faux leather fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06401-0495

    Category Name: Night Out

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wild Side Zebra Print Chainmail Top

    Show off your wild side in this alluring zebra print chainmail top! Featuring a sleeveless square neckline, thin tank shoulder straps with chain-link detailing, an open back design with a chain-link closure, and a fitted cropped hem, this top was made for a trendsetter like you. Style with faux leather pants and clear heels.

    Fit & Features

    • Sleeveless square neckline
    • Thin tank shoulder straps, chain-link details
    • Open back, chain-link closure
    • Fitted cropped hem
    • Zebra print pattern
    • Chainmail material
    • Runs true to size

    Style Number/Barcode: 06003-2175

    Category Name: Night Out

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stepping Out Nubuck Strappy Block Heels

    Step out with a look you'll love with these nubuck block heels to take you from a daytime outing to date night! They feature a sleek square toe, strappy thong-style toe, a faux leather footbed, a short block heel, and an adjustable ankle wrap strap with buckle closure. Complete the look with a chic handbag.

    Fit & Features

    • Square toe
    • Strappy thong-style toe 
    • Faux leather footbed
    • Short block heel
    • Adjustable ankle wrap strap, buckle closure
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-4525

    Category Name: Night Out

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All In The Details Dainty Rhinestone Necklace

    You'll fall in love with the simple and chic details of this dainty rhinestone necklace. It features a thin chain-link design with a center small circular metal charm with a sparkling rhinestone embellishment. Style with duster earrings.

    Fit & Features

    • Dainty chain-link design
    • Center small circular metal charm
    • Rhinestone embellishment
    • Back adjustable chain, lobster clasp closure

    Style Number/Barcode: 07002-1555

    Category Name: Night Out

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Smooth Charm Satin Strappy Block Heel Pumps

    These satin pumps will smoothly charm their way into your heart! The heels feature a closed pointed-toe, multi-strappy design, block heel, a closed ankle with back zipper closure, and dual adjustable ankle straps with buckle closure. Style the pumps with a chic handbag for a day or night occasion.

    Fit & Features

    • Closed pointed-toe
    • Multi-strappy design
    • Block heel
    • Closed ankle, back zipper closure
    • Dual adjustable ankle straps, buckle closure
    • Smooth satin material
    • Runs true to size

    Style Number/Barcode: 07401-4577

    Category Name: Night Out

    Price: $32.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Serving Chic Style Faux Leather Belted Jumpsuit

    This fab faux leather belted jumpsuit will have you serving chic style all night long! It features a strapless straight-across neckline, a fitted bodice, a high waist with a tie-front belt to snatch your silhouette, front and back pockets, cargo-style side pockets, and a wide-leg fit. The faux leather fabric will give off an edgy sleek sheen. Style this jumpsuit with clear heel mules for a rooftop bar!

    Fit & Features

    • Strapless straight-across neckline, elasticized back hem
    • Fitted bodice, princess seams, hidden side zipper, hook and eye closure
    • High waist, tie-front belt
    • Dual front and back pockets, dual cargo-style side pockets
    • Wide-leg fit
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-1366

    Category Name: Night Out

    Price: $6.97 $62.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Juilette Sequin Mock Neck Marabou Dress

    Special Occasion

    The Juliette sequin dress was made to be seen on you at banquets, holiday parties, and fancy events! She features fitted long sleeves with fabulous marabou trim cuffs, a mock neckline, and a flattering bodycon silhouette and knee-length hem. The party dress is designed with a sequin-embellished striped pattern that sparkles on mesh fabric and has a stretchy knit lining. Complete the look with earrings and strappy heels!

    Fit & Features

    • Fitted long sleeves, marabou trim cuff
    • Mock neckline
    • Back zipper and hook-eye closure
    • Bodycon silhouette, knee-length hem
    • Sequin striped pattern, mesh fabric, stretchy knit lining
    • Bra friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1766

    Category Name: Night Out

    Price: $49.97 $99.90

    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
  • Bold Era Ruched Mesh Long Sleeve Mini Dress

    Enter your bold era in this airy mesh mini dress perfect for rooftop parties or nights out. It features a plunging V-neckline with a ruched bodice, sheer long fitted sleeves with chic shoulder pads, ruched side and back seams to accentuate your curves, and a short bodycon silhouette.

    Fit & Features

    • Sheer mesh fabric with partial knit lining, plenty of stretch
    • Plunging V-neckline, ruched bodice
    • Sheer long fitted sleeves, shoulder pads
    • Back zipper with hook-eye closure
    • High waist seams, ruched side and back seams
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-5863

    Category Name: Night Out

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Posh Moment Sheer Bow Tights

    Have a major posh moment in these fab sheer bow tights! They feature a high-rise fit, a small gauge fishnet design, and an adorably chic bow pattern on the sheer nylon-blend fabric. Style under a mini dress with platform heels!

    Fit & Features

    • High-rise fit
    • Small gauge fishnet design
    • Bow pattern
    • Sheer nylon-blend fabric
    • Moderate stretch


    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: 07306-0316

    Category Name: Night Out

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring It Back Abstract Print Mesh Crop Top

    Bring bold and sassy style to your wardrobe in this mesh crop top perfect for casual parties or hangs! Designed with trendy sheer cap sleeves, a classic crew neckline, and a head-turning open back, this crop top makes a statement on mesh fabric with a unique abstract print. Pair with must-have cargo pants for an edgy look!

    Fit & Features

    • Abstract print, mesh fabric lined with knit
    • Open back
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-5140

    Category Name: Night Out

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Confidence Buckle Accent Trouser Pants

    Show off your chic confidence from the office to happy hour in these buckle accent trouser pants! Designed with a stretchy crepe fabric, they feature a high waist, a sleek double buckle accent at the side, a hip-hugging fit, and a flared-leg silhouette with vertical seams running down the legs for a flattering look. Style with a basic bodysuit and strappy mules.

    Fit & Features

    • Stretchy crepe fabric
    • High waist
    • Double buckle side accent
    • Hip-hugging fit
    • Flared-leg silhouette
    • Vertical seams
    • Runs true to size

    Style Number/Barcode: 06502-2489

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Mindset Corset Bodycon Mini Dress

    Strut with confidence in this sultry sleeveless mini dress out on the town! This dress features adjustable spaghetti straps and a sweetheart neckline for a perfect fit. The built-in padded underwire bust and flexible boning support and flatter while the side drawstring allows for customization. The bodycon fit and mini-length hem will show off your curves and make you feel confident and sexy! Complete the look in high heels and a clutch.

    Fit & Features

    • Smooth knit fabric lined with stretchy knit
    • Adjustable spaghetti straps
    • Sweetheart neckline
    • Built-in padded underwire bust
    • Flexible boning, back zipper and hook-eye closure
    • Bodycon fit, adjustable side drawstring
    • Runs true to size

    Style Number/Barcode: 05103-5611

    Category Name: Night Out

    Price: $53.97 $120.00

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Romantic Allure Flocked Velvet Ditsy Floral Crop Top

    Bring that romantic allure to date night in this sweet and sultry floral crop top! The airy sheer mesh fabric is accented with a flocked velvet ditsy floral pattern for a chic look and includes a knit lining for coverage. The top features a sleeveless V-neckline, tank shoulder straps with ruching at the front, a cropped lettuce-edge hem, and a form-hugging fit. Style with a mini skirt and mules.

    Fit & Features

    • Flocked velvet ditsy floral pattern
    • Sheer mesh fabric with knit lining, plenty of stretch
    • V-neckline
    • Tank straps
    • Cropped lettuce-edge hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-5438

    Category Name: Night Out

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Colorful Scene Abstract Print Corset Crop Top

    Color your closet with this abstract print corset crop top featuring a flattering cowl neckline, spaghetti straps that cross in the back, and a fitted silhouette accentuated by flexible boning. 

    Fit & Features

    • Abstract print, mesh fabric, partial lining
    • Cowl neckline
    • Spaghetti straps, cross back
    • Fitted silhouette
    • Flexible boning
    • Runs true to size

    Style Number/Barcode: 06001-5442

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale