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.

  • Reign In Glam Satin Rhinestone Heels

    Reign in all the glamour in these satin rhinestone heels to give off the perfect shimmer at semi-formal and special occasions! They feature a square toe, criss-cross toe straps, a platform sole, block heel, and cross-back ankle straps with buckle closure. Complete the look with a glitzy clutch purse.

    Fit & Features

    • Square toe
    • Criss-cross toe straps
    • Platform sole
    • Block heel
    • Cross-back ankle straps, buckle closure
    • Rhinestone embellishments, satin material
    • Runs true to size

    Style Number/Barcode: 07401-4137

    Category Name: Night Out

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plunge V Neck Bodysuit

    Take the plunge with this simply chic bodysuit! Make it casual with some denim or take it up a notch with a faux leather mini skirt!

    Fit & Features

    • Long fitted sleeves
    • Deep V neckline
    • Thong bottom | Dual snap button closures
    • Smooth knit fabric
    • Form hugging fit | Moderate stretch

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

    Style Number/Barcode: 06001-2483

    Category Name: Night Out

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dance with Me Puff Sleeve Mini Dress

    Slip on this trendy mini dress and show off your dance moves in style! Pair it with strappy heels and a cute clutch.

     Fit & Features

    • One Shoulder Design
    • Organza Puff Sleeve
    • Crepe Fabric
    • Mini Length Silhouette
    • Form Hugging Fit

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0764

    Category Name: Night Out

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Level Up Long Line Crepe Blazer

    Level up workwear outfits in a blazer that keeps it sleek and stylish! The blazer features a draped open front, a lapel collar, hidden side pockets, and a long-line length. Layer your blazer with tie waist pants and a glam bustier.

    Fit & Features

    • Draped open front
    • Lapel collar
    • Hidden side pockets
    • 3/4 sleeve length
    • Long-line length
    • Crepe fabric
    • Relaxed fit, moderate stretch 

     

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06204-0640

    Category Name: Night Out

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • High-Rise Button-Up Cutoff Denim Shorts

    Refresh your wardrobe with these cutoff denim shorts that are perf for warm weather! They feature a high-rise waist, a traditional five-pocket and belt loop design, a button-up front, and a frayed, cutoff hem. Pair these shorts with a floral crop top and strappy sandals.

    Fit & Features

    • High-rise waist
    • Traditional five-pocket and belt loop design
    • Button-up front
    • Frayed, cutoff hem
    • Distressed details
    • Denim fabric
    • Runs true to size

    Style Number/Barcode: 06603-0154

    Category Name: Night Out

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All That Glow Glitter Crop Top

    Bring that glow with a crop top that brings major shine to your night out! The top features a sleeveless V-neckline, bungee spaghetti straps that lead to a cross-back design, and a cropped hem. The top is composed of a lined woven glitter fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching mini skirt. 

    Shop Matching Mini Skirt: All That Glow Glitter Mini Skirt

    Fit & Features

    • Sleeveless V-neckline
    • Bungee spaghetti straps, cross at back 
    • Cropped hem 
    • Lined woven glitter fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3587

    Category Name: Night Out

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ready For Tonight Cutout Mini Dress

    You'll be ready for a night out on the town in this sultry cutout mini dress! Featuring a sleeveless V-neckline, spaghetti straps that lead to an open back with a lace-up strappy design for a customized fit, an alluring keyhole cutout at the waist, and a short, bodycon silhouette, this dress will hug your curves. Style with clear heels.

    Fit & Features

    • Sleeveless V-neckline, ruching at the bust
    • Spaghetti straps
    • Open back, cross-back, lace-up strappy design, tie closure
    • Keyhole cutout at the waist
    • Mini-length hem, bodycon silhouette
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4677

    Category Name: Night Out

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Start The Party Crepe Strappy Mini Dress

    Start the party off right in this head-turning LBD! It features a sleeveless one-shoulder neckline, a wide shoulder strap that leads to the strappy back design, a form-hugging fit, a side slit accent, and a mini-length hem on stretchy crepe fabric. Style this mini dress with statement rhinestone earrings and heels for a complete look!

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Wide shoulder strap leads to strappy back
    • Form-hugging fit
    • Side slit accent
    • Mini-length hem
    • Stretchy crepe fabric
    • Runs true to size

    Style Number/Barcode: 05103-4967

    Category Name: Night Out

    Price: $5.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic And Strappy Mini Dress

    Chic and strappy, this gorgeous mini is undeniably stylish.

    Fits & Features

    • Spaghetti Straps Lead To Lattice Back
    • Deep V Neckline
    • High Waist Seam
    • Mini Length Silhouette 
    • Curve-Hugging Fit
    • Crepe Composition
    • Moderate Stretch  

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 05103-0275

    Category Name: Night Out

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Way It Is Platform Rhinestone Heels
    We love rhinestones, and that's just the way it is! These faux leather matte heels are designed with an almond open toe with a clear strap across, an open foot-bed that leads to a closed heel that has a zipper closure an a thick rhinestone ankle strap.

    Style Number/Barcode: 07401-0592

    Category Name: Night Out

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Appeal Long Sleeve Crop Top

    Keep it chic with a cute crop top that is perf to dress up for a casual date with bae. The crop top features a sweetheart neckline with tie-front, long chiffon sleeves with elastic cuff, a smocked back, and a cropped hem. The top is composed of a lined chiffon and smocked knit fabric that offers a form hugging fit with a slight stretch. Complete look with mom jeans and mules. 

    Fit & Features

    • Sweetheart neckline, tie-front
    • Long chiffon sleeves, elastic cuff
    • Smocked body
    • Cropped hem 
    • Lined chiffon fabric
    • Form hugging fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06003-1541

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dream Fairy Holographic Crop Top

    Keep it magical as a gorgeous dream fairy in this holographic crop top! Featuring a sleeveless scoop neckline, spaghetti straps, and a cropped hem, you'll shimmer and glimmer all night long. Complete your Halloween costume with the matching mini skirt and fairy wings!

    Shop Matching Bottoms: Dream Fairy Holographic Mini Skirt

    Fit & Features

    • Sleeveless scoop neckline
    • Adjustable spaghetti straps
    • Cropped hem
    • Form-hugging fit
    • Holographic effect
    • Knit fabric, knit front lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4435

    Category Name: Night Out

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Enchanted Evening Velvet Mini Dress

    Keep your dinner date outfit enchanting and chic in this smooth velvet mini dress. It features a sleeveless V-neckline, spaghetti straps, pleated detailing at the side, a faux wrap design, and an asymmetrical mini-length hem. The velvet fabric offers a moderate stretch with a form-hugging, bodycon silhouette. Complete your look with satin platform heels.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • High waist seam, pleating at the side
    • Faux wrap design, asymmetrical mini-length hem
    • Fitted bodycon silhouette
    • Velvet fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1887

    Category Name: Night Out

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Falling For Color Block Crepe Dress

    Fall for this neutral color-block crepe dress to add some pattern to the mix! The sleeveless dress features a square neck, spaghetti straps, a bodycon silhouette, and a mini-length hem. Complete the look in a distressed denim jacket for running errands!

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Bodycon silhouette
    • Mini-length hem
    • Color block pattern
    • Lined crepe fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4856

    Category Name: Night Out

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gimme The Shine Strapless Bodysuit

    Give your closet a dose of shine by adding this strapless bodysuit to the mix! It features a plunge sweetheart neckline with a wire insert for structure, a shimmery lurex knit design, a thong bottom, and dual snap-button closures. Complete the look in dressy pants for a celebration!

    Fit & Features

    • Strapless and sleeveless
    • Plunge sweetheart neck, wire insert
    • Shimmery lurex knit design
    • Thong bottom, dual snap-button closures
    • Lined knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-4710

    Category Name: Night Out

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Fly Abstract Slit Crop Top

    Bring the heat in this abstract slit crop top! Featuring a front slit with hoop insert and an eye-catching abstract print, this top will make you stand out in any crowd. 

    Fit & Features

    • Abstract print, knit fabric
    • Strapless neckline
    • Front hoop insert and slit
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-000114

    Category Name: Night Out

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Marvel At Me Sequin Mini Skirt

    Have everyone marveling at you in this sequin mini skirt perfect for a celebration! It features a high-rise waist, back zipper closure, and a bodycon silhouette. Complete the look in a chic corset top and heels.

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Bodycon silhouette
    • Mini-length hem
    • Sequin mesh fabric, knit lining
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06401-0533

    Category Name: Night Out

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cheers To Glamour Sequin Backless Mini Dress

    Raise a glass to your glamorous beauty in this sequin mini dress! It features a sleeveless high halter neckline, an alluring backless design with thin side strap detailing, a mini-length hem, and a bodycon silhouette to flaunt your gorgeous figure. The all-over intricately-placed sequin embroidery will shimmer all night long. Style this short dress with rhinestone hoops and metallic heels for a head-to-toe glitzy vibe.

    Fit & Features

    • High halter neckline
    • Backless design, thin side straps
    • Dual back button closures
    • Mini-length hem, bodycon fit
    • All-over sequin embroidery
    • Sheer knit fabric, full-length knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5481

    Category Name: Night Out

    Price: $5.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Flair Rhinestone Knit Halter Crop Top

    This crop top features all-over mini rhinestone embellishments on slinky knit fabric for a glitzy shine. The plunging cowl neckline brings a sultry flair, while the halter straps keep your look on-trend.

    Fit & Features

    • Stretchy slinky knit fabric
    • Cowl neckline, vertical bar detail
    • Halter straps
    • Partial open back
    • All-over mini rhinestones
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-5517

    Category Name: Night Out

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Harlee Iridescent Sequin Short Dress

    Special Occasion

    Short and undeniably stunning, the Harlee iridescent sequin dress shimmers and shines out on the dance floor! She features an off-the-shoulder neckline with non-slip grip lining, bell sleeves, padded bust, and side ruched seams that accentuate your curves along her form-hugging silhouette. The formal dress is composed of a sequin woven fabric with a sewn-in lining and minimal stretch. Complete your dressy look in doorknocker earrings and heels!

    Fit & Features

    • Off-the-shoulder neckline, non-slip grip lining
    • Bell sleeves, padded bust, bra optional
    • Back zipper and hook-eye closure
    • Side ruched seams
    • Bodycon silhouette, short-length hem
    • Iridescent sequins, sewn-in lining, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05001-1209

    Category Name: Night Out

    Price: $14.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cubic Zirconia Drop Earrings

    These dazzling earrings can't be missed! Earrings feature a large tear drop shaped cubic zirconia stone framed beneath a gold metal bar. Earrings have a post back closure. 

     

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

    Style Number/Barcode: 07001-3846

    Category Name: Night Out

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sultry Lace-Up Thigh-High Boots

    These sultry lace-up thigh-high boots deserve all the attention! They feature a pointed toe, a sleek stiletto heel, an inner zipper closure, a stunning lace-up back design, and a form-hugging fit. Style with a mini dress and a faux leather clutch.

    Fit & Features

    • Thigh-high design
    • Pointed toe
    • Stiletto heel
    • Partial inner zipper closure
    • Lace-up back design, stud accents, tie closure
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 07402-0824

    Category Name: Night Out

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adella Satin Plunge Neck Party Dress

    Special Occasion

    Looking fab in the Adella satin party dress takes little to no effort! Step out and stun in her sleeveless plunge V-neckline, sleek bungee spaghetti straps, a padded bust, and side ruched seams that define your curves along a short bodycon silhouette. The party dress is composed of a metallic-like satin fabric with a sewn-in knit lining and tons of stretch. Complete the look in rhinestone bow heels and earrings for a bachelorette or dressy birthday!

    Fit & Features

    • Sleeveless plunge V-neckline
    • Bungee spaghetti straps
    • Padded bust
    • Side ruched seams, bodycon silhouette, short-length hem
    • Metallic-like satin fabric, sewn-in knit lining, moderate stretch
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1470

    Category Name: Night Out

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Enchanted Beauty Flocked Mesh Mini Dress

    Your night out in this mesh mini dress is looking enchanting! It features a sleeveless V-neckline, adjustable spaghetti straps, a padded bust, all-over ruched seams that accentuate your curves along the bodycon silhouette, and a flirty hem slit. The mini-length dress is composed of a flocked velvet pattern on mesh fabric with a sewn-in knit lining. Complete the look with teardrop earrings for a date night!

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Padded bust, back zipper and hook-eye closure
    • All-over ruched seams, bodycon silhouette
    • Slit accent, mini-length hem
    • Flocked velvet pattern
    • Mesh fabric, sewn-in knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2416

    Category Name: Night Out

    Price: $5.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale