Night Out

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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.

  • Glam Struck Rhinestone Stiletto Heels

    Everyone will be glam-struck by these stiletto heels! They feature an almond toe, stiletto heel, rhinestone straps, and zipper closure on nubuck material. Complete your look with a luxe satin dress.

    Fit & Features

    • Almond toe
    • Stiletto heel
    • Rhinestone straps
    • Zipper closure
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-3645

    Category Name: Night Out

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glam Couture Floral Beaded Bustier

    Inspired by couture without breaking the bank, unveil a glamorous allure in this floral beaded bustier that brings an elevated look to your party outfit! It's designed in a sleeveless, sweetheart neck with detachable and adjustable spaghetti straps, a built-in padded bust with underwire, flexible boning inserts, sequin embellishments, back hook-eye closure, and a strip of non-slip gel grip. Pair with a fab mini skirt and heels for a gorgeous vibe.

    Fit & Features

    • Sweetheart neck, detachable and adjustable spaghetti straps
    • Built-in padded bust, underwire
    • Flexible boning inserts
    • Cropped hem
    • Bead and sequin embellishments
    • Back hook-eye closures, non-slip gel grip 
    • Runs true to size

    Style Number/Barcode: 06003-1885

    Category Name: Night Out

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mesh Behavior Faux Leather Sleeveless Bodysuit

    Showcase your baddie self in this sleeveless bodysuit for a night downtown! The one-piece top features a faux leather front bodice, a mock neckline, a sheer mesh back and waist, a faux leather thong bottom, and snap-button closures. Complete the look in a mini skirt and thigh-high boots.

    Fit & Features

    • Sleeveless faux leather front bodice
    • Mock neckline
    • Sheer mesh back and waist
    • Faux leather thong bottom, snap-button closures
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06001-4941

    Category Name: Night Out

    Price: $3.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Studs And Stares Cowl Neck Halter Top

    A little edgy, a lot hot—this halter top brings drama with metal studs and a sultry neckline that does the most with the matching skort, perfect for concerts or festivals.

    Shop Matching Bottoms: Studs And Stares Mini Skort

    Fit & Features

    • Smooth knit fabric with high stretch
    • Sleeveless cowl neckline
    • Studded trim
    • Tie-back halter spaghetti straps, partially open back
    • Mid-length hem, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-000239

    Category Name: Night Out

    Price: $29.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Majorly Chic One-Shoulder Mini Dress

    Give off majorly chic vibes in this on-trend mesh mini dress! It features a one-shoulder neckline, a long sheer fitted sleeve with ruched detailing, ruching down the sides, and a short, asymmetrical hem with a curve-hugging silhouette. Complete the outfit with strappy heels and rhinestone statement earrings.

    Fit & Features

    • One-shoulder neckline
    • Long sheer fitted sleeve, ruching
    • Side zipper and hook and eye closure
    • Side ruching
    • Mini-length, asymmetrical hem, form-fitting silhouette
    • Sheer mesh fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4008

    Category Name: Night Out

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cause For Celebration Sequin Dress

    You in this sequin dress are a cause for celebration! Pop some bubbly in this mini dress featuring a sleeveless square neck, spaghetti straps, lace-up open back with tie closure, and bodycon silhouette. Complete your dressy look in glitzy earrings.

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Lace-up open back, tie closure
    • Bodycon silhouette
    • Mini-length hem
    • Sequin scroll mesh fabric, knit lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1827

    Category Name: Night Out

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dazzling In Rhinestone Block Heels

    Razzle and dazzle at every formal event in these block heels! They feature an on-trend square toe, three rhinestone straps, and a closed ankle and back zipper closure. Complete the look in a statement bracelet and earrings.

    Fit & Features

    • Square toe, block heel
    • Three rhinestone straps
    • Closed ankle
    • Back zipper closure
    • Black: nubuck material
    • Silver: chrome material
    • Runs true to size

    Style Number/Barcode: 07401-4004

    Category Name: Night Out

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Can't Help It PU Leggings

    You can't help how chic these faux leather leggings are on you! They feature an elasticized high-rise waistband on a skinny-leg design. Composed of a PU fabric with a moderate stretch. Style with a crop top for a night out.

    Fit & Features

    • Elasticized high-rise waistband
    • Skinny leg design
    • PU fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-0858

    Category Name: Night Out

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Party Shine Sequin Mesh Mini Dress

    Shine at every party this holiday season wearing this sequin mesh mini dress featuring a sleeveless v-neckline, adjustable spaghetti straps, a v-cut back design, and a form-hugging fit. Complete the look with a glamorous hair accessory for a chic updo!

    Fit & Features

    • Sleeveless v-neckline, adjustable spaghetti straps
    • V-cut back design with zipper closure
    • Form-hugging
    • Mini-length hem
    • Sequin scroll mesh fabric, knit lining
    • Minimal stretch
    • Fits true to size

    Style Number/Barcode: 05101-1776

    Category Name: Night Out

    Price: $5.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Crush Marble Print Maxi Dress

    They'll totally be crushing on you in this alluring abstract marble print maxi dress! It features a strapless straight-across neckline, ruching down one side seam with an adjustable drawstring, a sultry high-cut side slit, and an asymmetric maxi-length hem. The fitted bodice leads to a flowy silhouette. The marble-printed sheer mesh fabric includes a mini-length knit lining. Style with gemstone earrings.

    Fit & Features

    • Strapless straight-across elastic-banded neckline
    • Ruching down one side seam, adjustable drawstring
    • High-cut side slit, asymmetric maxi-length hem, lettuce-edge trim
    • Fitted bodice, flowy silhouette
    • Abstract marble print
    • Sheer mesh fabric, mini-length knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5276

    Category Name: Night Out

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shine On Sequin V-Neck Short Dress

    Bring the shine to the party! Glitz and gleam in this sequin short dress featuring a sleeveless, v-neck, adjustable spaghetti straps, bodycon silhouette on damask mesh sequin-lined fabric with minimal stretch. Complete the look in chic heels.

    Fit & Features

    • Sleeveless, v-neck, adjustable spaghetti straps
    • Bodycon silhouette
    • Short-length hem
    • Back zipper closure
    • Damask mesh sequin-lined fabric
    • Fits true to size, minimal stretch

    Style Number/Barcode: 05101-1411

    Category Name: Night Out

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Stunner Faux Leather Mini Dress

    Showcase stunning looks in this edgy-chic faux leather mini dress. It features a sleeveless square neckline, adjustable spaghetti straps, a flattering high waist seam, and a short, curve-hugging silhouette. Style this dress with strappy heels.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • High waist seam
    • Mini-length, form-hugging fit
    • Faux leather fabric
    • Runs true to size

    Style Number/Barcode: 05103-4069

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Disco Club Sequin Mini Skirt

    Dance the night away in this statement sequin mini skirt at the disco! The fabulous skirt features a flattering high-rise waist, a form-hugging silhouette, and a mini-length hem with sequin embellishments on mesh fabric and a sewn-in knit lining. Complete the look in a going-out top and strappy heels!

    Fit & Features

    • High-rise waist
    • Back zipper and hook-eye closure
    • Form-hugging silhouette
    • Mini-length hem
    • Sequin embellishments
    • Mesh fabric, sewn-in knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0603

    Category Name: Night Out

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flirtatious And Chic Satin Skater Dress

    Keep your night out 'fit flirtatious and chic with this sleek satin skater dress. It features a sleeveless cowl neckline with pleated detailing, bungee spaghetti straps, a high waist seam with an alluring front cutout, and a short skater skirt with a fit and flare silhouette so you can twirl all night long. Style with strappy stilettos.

    Fit & Features

    • Sleeveless pleated cowl neckline
    • Bungee spaghetti straps
    • High waist seam, front cutout
    • Short skater skirt, fit and flare silhouette
    • Smooth satin knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1756

    Category Name: Night Out

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Colbie Satin Bodycon Party Dress

    Special Occasion

    Chic and flirty, the Colbie satin bodycon dress is the perfect pick to dance the night away! She features a sleeveless cowl neckline, spaghetti straps that cross in the back and are adjustable for a customized fit, and a stunning sheer lace back detail. Her high waist seam leads to a ruched faux wrap front skirt with a short, curve-hugging fit. Style this dress with strappy heels.

    Fit & Features

    • Cowl neckline | Adjustable spaghetti straps
    • Adhesive bra recommended
    • Lace back | Criss-cross straps | Zipper closure
    • Faux wrap front | Ruching
    • Bodycon silhouette | Mini hem
    • Satin fabrication
    • Fits true to size | Moderate stretch

    Style Number/Barcode: 05001-0957

    Category Name: Night Out

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lace Back Stiletto Boots

    Girl, it's time to make a statement! These boots are composed of faux suede material and hit over the knee, they have a pointed toe, and a zipper at one side. They have a lace-up detail at the back with gold detailing leading up. They are a perfect addition to your wardrobe for the cold weather! Complete look with a sweater dress.

    Fit & Features

    • Over-the-knee fit
    • Pointed toe
    • Lace-up back
    • Faux suede material
    • Zipper closure

    Style Number/Barcode: 07402-0233

    Category Name: Night Out

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Eyecatching Chic Cutout Mini Dress

    Eyecatching and chic, this sleek satin mini dress was made for a night out. It features a sleeveless square neckline, spaghetti straps, a bold front cutout at the waist followed by a wrap-front design with a knot detail, and a short, curve-hugging, bodycon silhouette. Style with strappy stilettos.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Front waist cutout
    • Wrap-front design, knot detail
    • Mini-length hem, fitted bodycon silhouette
    • Satin-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4578

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adrienne Formal Satin Midi Dress

    Special Occasion

    Stay sleek, and sexy in our Adrienne midi dress! She features off shoulder sleeves, and a sweetheart neckline with a wired v notch at the center. She has padded cups and straight princess seams at the cup area that offer flattering bust area. She offers a form fitting silhouette and her bodice meets skirt high waist with a horizontal seam detail. She has a zipper closure located mid back, as well as an additional hook and eye closure to make sure she stays in place all night. Her hem is mid length an hits mid calf, and she features a sexy side slit. She is composed of a satin material that offers a form fit with moderate stretch.

    Model is 5'9" with 32" 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: 05001-0244

    Category Name: Night Out

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Go With The Vibe Halter Crop Top

    Embrace your daring side and let this crop top elevate your look. Its sleek halter neckline and cropped fit highlight your confidence and flair, perfect for making a statement at any event. Pair with the matching skirt.

    Shop Matching Bottoms: Go With The Vibe Slit Midi Skirt

    Fit & Features

    • Slinky knit stretchy fabric
    • Halter V-neckline, tie closure
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06001-000270

    Category Name: Night Out

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Never Ending Mesh Ruched Mini Dress

    You'll receive endless compliments in this mesh mini dress perfect for birthday babe or celebrations! It features a sleeveless V-neckline, adjustable spaghetti straps, all-over ruching to accentuate your gorgeous curves, a bodycon silhouette, and a mini-length hem. Complete the look with hoop earrings.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • All-over ruching
    • Bodycon silhouette
    • Mini-length hem
    • Mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2739

    Category Name: Night Out

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • She's A Beauty Floral Applique Satin Mini Dress

    Radiate your beauty in this alluring floral satin mini dress for date night! Designed with a sleek and stretchy satin-knit fabric, this mini-length dress features a sleeveless sweetheart neckline with a padded bust with structured underwire and adjustable spaghetti straps for a customized fit. The bustier-style bodice and straps are accented with a floral embroidered applique for a romantic touch. The bodycon silhouette will showcase your stunning curves. Complete the look with strappy stiletto heels.

    Fit & Features

    • Stretchy satin-knit fabric, knit lining at the bust
    • Sleeveless sweetheart neckline, structured and padded cups
    • Adjustable spaghetti straps
    • Floral applique trim
    • High waist seam, back zipper, hook and eye closure
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5439

    Category Name: Night Out

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Nothing But Sultry V-Neck Midi Dress

    You'll be nothing but sultry in this midi dress for a party! It features a sleeveless, v-neck, bungee spaghetti straps, cutout bodice, open-back with tie closure, form-fitting silhouette, and a side slit accent along the hem. Complete the look with a sparkly bracelet and heels.

    Fit & Features

    • Sleeveless, v-neck, bungee spaghetti straps
    • Open-back, tie closure
    • Cutout bodice
    • Form-fitting
    • Side slit, midi-length hem
    • Slinky knit lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4724

    Category Name: Night Out

    Price: $19.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feminine Flare Zip Up Trench Coat

    Add a feminine flare to your outerwear! This long line trench coat has a mock neckline with a button closure, shoulder button detailing, and breast lapels with button detailing as well. This trench includes pockets, and a belt around the waist, it flares out into a skirt style hem that adds a flirty flare! Jacket is composed of a crepe material that offers a moderate stretch.

    Style Number/Barcode: 06204-0146

    Category Name: Night Out

    Price: $14.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Signature Glam Rhinestone Spiral Stiletto Heels

    Show off your signature glam style with these radiant rhinestone spiral stiletto heels! They feature an open square toe, a double strap design across the foot, a trendy spiral strap design that wraps around the leg, mini rhinestone embellishments on the straps, and a tall stiletto heel. The faux leather material features a stunning metallic sheen. Pair these heels with a party dress and a sparkly clutch!

    Fit & Features

    • Open square-shaped toe
    • Double strap design, spiral strap wrap-around design
    • Mini rhinestones
    • Stiletto heel
    • Metallic sheen, faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4358

    Category Name: Night Out

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance