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.

  • Flirty Daze High-Rise Pleated Faux Leather Skort

    Add a little edgy flirty factor with this faux leather mini skort for going out! This chic skort features a high-rise waist for a flattering fit, a pleated A-line silhouette that adds movement to your look, and a mini-length hem for a touch of sass. Complete the look with a bodysuit and heels for a dinner date!

    Fit & Features

    • Faux leather fabric, stretchy knit shorts lining
    • Side zipper closure
    • Pleated A-Line silhouette
    • Runs true to size

    Style Number/Barcode: 06403-0458

    Category Name: Night Out

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Tie Dye Cutie Lace-Up Long Sleeve Crop Top

    Unlock a bold and cute look for the new season in this tie-dye crop top perfect for stepping up your everyday style! Crafted from a soft double-lined brushed knit fabric with a tie-dye print, this top boasts fitted long sleeves, a sultry V-neckline with a lace-up design, and a crop hem to flaunt your figure. Complete the look in a denim skirt and sandals!

    Fit & Features

    • Double-lined brushed knit fabric, stretchy
    • Tie-dye printed
    • Lace-up
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-5299

    Category Name: Night Out

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simply Delicate Lace Trim Bow Crop Top

    Delicate lace trim meets sweet feminine details on this crop top! The lace trim ribbon straps and sweetheart neckline add a touch of elegance, while the bow with slit accent and cropped hem give it a playful twist. Complete the look in a trendy denim midi skirt for any occasion!

    Fit & Features

    • Woven fabric, slight stretch
    • Lace trim ribbon straps
    • Sweetheart neckline, bow, slit accent
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2502

    Category Name: Night Out

    Price: $6.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shine Bright Sleeveless Cutout Sequin Mini Dress

    You'll shine brighter than any disco ball in this sleeveless sequin dress at parties! Designed with all-over shimmering sequin embroidery on lined mesh fabric, this bodycon dress will make the perfect statement. It features thin tank shoulder straps, a pleated square neckline with a padded bust, a cutout back with a strap accent, and a mini-length hem. Complete the look with a fab ring set and stiletto heels.

    Sequins bring the perfect mix of elegance and fun. Want more options? Shine in a sparkling sequin prom dress or make an entrance in our glamorous party dresses.

    Fit & Features

    • Sheer mesh fabric with knit lining, moderate stretch
    • All-over sequin embroidery
    • Tank straps, pleated square neckline with padded bust
    • Cutout back with strap and hook and bar closure
    • Lower back zipper with hook and eye closure
    • Ruched front slit, bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5627

    Category Name: Night Out

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sincerely Sparkling Bustier Sequin Party Dress

    Sincerely sparkle all night in this sequin party dress ready to hit the dance floor! Boasting a sweetheart neckline, adjustable spaghetti straps for a perfect fit, and padded bra cups for support. The bustier-inspired bodice offers a snatched appearance while the bodycon silhouette hugs your curves down to the surplice mini-length hem. Complete the look in block heels and earrings.

    Fit & Features

    • Sequin mesh fabric lined with stretchy knit
    • Adjustable spaghetti straps
    • Padded bra cups
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-5504

    Category Name: Night Out

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always On Trend Off-The-Shoulder Abstract Mini Dress

    Always on trend, this off-the-shoulder dress features fitted long sleeves and flattering side ruched seams that flaunt your figure along the bodycon mini-length silhouette. Perfect for styling with heels for a night out.

    Fit & Features

    • Abstract print, mesh fabric, sewn-in knit lining, moderate stretch
    • Off-the-shoulder folded neckline
    • Fitted long sleeves
    • Side ruched seams
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05103-5626

    Category Name: Night Out

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In The Tropics Halter Lace Tropical Mini Dress

    Hit the tropics in this stylishly sultry tropical mini dress perfect for dinner and cocktails! Crafted from a tropical patterned lace fabric, this mini-length dress features a halter neckline with tie closure and a stunning bodycon silhouette to show off your curves. Complete the look in sandals and earrings!

    Fit & Features

    • Tropical patterned lace fabric, stretchy knit lining
    • Halter neckline, tie closure
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5796

    Category Name: Night Out

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Style Game High-Rise Buckle Pleated Mini Skort

    Level up your style game in this ponte mini skort this weekend! This skort features a high-rise waist with faux leather buckle accents, adding a touch of chic edginess. The pleated mini-length hem adds flirty movement, while the shorts lining ensures comfort and coverage. Complete the look in a cute graphic tee and sneakers.

    Fit & Features

    • Ponte knit fabric, stretchy knit shorts lining
    • High-rise waist with faux leather buckle accents
    • Pleated mini-length hem
    • Runs true to size

    Style Number/Barcode: 06503-1162

    Category Name: Night Out

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adding Elegance Bodycon Satin Mini Dress

    This showstopper satin mini dress adds elegance to any event! Crafted from a silky satin stretch fabric, this dress will have all eyes on you. It features a sleek square neckline, spaghetti straps that cross in the back, and seam detailing that highlights your figure along the bodycon silhouette and mini-length hem. Complete the look in high heels and earrings!

    Fit & Features

    • Silky satin stretch fabric
    • Square neckline
    • Spaghetti straps
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5622

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On The Edge High Rise Belted Faux Leather Skort

    Stay stylish in this edgy faux leather mini skort at concerts, festivals, or going out!  The high-rise waist and faux wrap skirt design, accented by a side belt, flatter your figure while the form-hugging silhouette keeps your look sleek. Style this mini skort with a cool graphic tee and boots!

    Fit & Features

    • Faux leather fabric, minimal stretch
    • High rise waist
    • Faux wrap skirt design with side belt accent
    • Back zipper and hook-eye closure
    • Form-hugging fit, shorts lining
    • Runs true to size

    Style Number/Barcode: 06403-0457

    Category Name: Night Out

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Irresistible Cutie Lace-Up Skater Romper

    A must-have skater romper for stylish moments looking cute all summer! The romper features a sweetheart neckline and adjustable spaghetti straps for a customizable fit, a flirty lace-up front placket, and a flattering skater silhouette and short-length hem. Complete the look in platform sneakers for the cutest style!

    Fit & Features

    • Woven fabric, slight stretch
    • Sweetheart neckline
    • Adjustable spaghetti straps
    • Lace-up front placket
    • Back zipper hook-eye closure
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 06403-0455

    Category Name: Night Out

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute Mentality Lace-Up Satin Cami Tank Top

    Get ready for a playful night out in this satin cami tank top. With a square neckline featuring delicate trim and a sweet bow, spaghetti straps for a flirty look, and a lace-up back with a center slit for added allure, you'll feel confident and cute all in one! Complete the look in high-rise skinny pants and heels.

    Fit & Features

    • Satin woven fabric, no stretch
    • Square neckline with trim and bow
    • Spaghetti straps
    • Lace-up back and slit
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06003-2496

    Category Name: Night Out

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Sweet Innocence Lace Trim Bow Crop Top

    Sweet and innocent, this lace trim bow crop top is the perfect addition to your closet. Made with delicate lace trim and adorned with a charming ribbon bow, this crop top features a square neckline and straps for a stunning look. With a hidden hook eye closure and a center front split, this top is stylish. Complete the look in high-rise trouser pants.

    Fit & Features

    • Woven fabric, slight stretch
    • Lace trim ribbon bow square neckline, straps
    • Hidden front hook and eye closures
    • Center front split with lace trim
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06003-2497

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sensational Allure One-Shoulder Abstract Mini Dress

    Step out and cue all the compliments in this abstract mini dress at birthdays or events! Crafted from an airy mesh fabric with an abstract print, this mini dress features a one-shoulder neckline, a sheer long sleeve with a flared cuff inspiring a 70s vibe, and a bodycon silhouette. Complete the look with a statement hair bow accessory.

    Fit & Feaures

    • Abstract print, mesh fabric lined with stretchy knit
    • One-shoulder neckline
    • Sheer long sleeve with flared cuff
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5738

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wild Flowers Long Sleeve Floral Mesh Crop Top

    Channel your inner flower power with this floral crop top perfect for a flirty and stylish look! The fitted long sleeves and crew neckline provide a comfortable fit, while the floral print and mesh fabric add a touch of feminine charm to your everyday. Complete the look in high-rise denim jeans for casual plans.

    Fit & Features

    • Floral print, sheer mesh fabric, stretchy
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06001-5294

    Category Name: Night Out

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Walk The Edge Cargo Faux Leather Mini Skirt

    Own the spotlight in this faux leather mini skirt to create a bold and edgy outfit! The high-rise waist and bodycon fit hug your curves, while the cargo flap pockets add a stylish and functional detail. The mini-length hem and coated faux leather fabric offer a sleek design perfect for styling. Complete the look with a graphic tee and knee-high boots.

    Fit & Features

    • Coated faux leather fabric, slight stretch
    • High-rise waist
    • Cargo flap pockets with dual button closures
    • Front button and hidden zipper closure
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06401-0675

    Category Name: Night Out

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Simply A Stunner Lace-Up Bodycon Satin Mini Dress

    Bring all the iconic vibes in this satin mini dress to school dances or dressy birthdays! The spaghetti straps, and V-neckline with padded bra cups flatter while the bodycon silhouette accentuates your figure. With a sexy lace-up back and a mini-length hem, this dress is perfect for a night out. Complete the look in block heels and earrings!

    Fit & Features

    • Satin fabric, bust knit lining, minimal stretch
    • Spaghetti straps
    • V-neckline
    • Padded bra cups
    • Lace-up back
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-5624

    Category Name: Night Out

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Loveliest Look Bow Ponte Slit Mini Skirt

    Achieve the loveliest look in this ponte mini skirt for an exclusively charming allure! The high-rise waist and bodycon fit will accentuate your curves, while the front bow and slit add a touch of femininity. With its mini-length hem, this skirt is perfect for any occasion! Complete the look in stiletto pumps.

    Fit & Features

    • Ponte knit fabric, minimal stretch
    • High-rise waist
    • Front bow, slit
    • Runs true to size

    Style Number/Barcode: 06501-1036

    Category Name: Night Out

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet Muse Strapless Bow-Detail Skater Romper

    Captivate them with your sweet looks in this on-trend skater romper for weekend parties! The stretchy knit romper features a strapless sweetheart neckline for a soft feminine look with a curved trim and bow-front design for a dainty chic vibe. The mid-rise waist seam flows out to a pleated skater skirt overlay with fitted shorts, showcasing an adorable fit and flare silhouette. Style with combat boots to add some edge!

    Fit & Features

    • Stretchy knit fabric
    • Strapless sweetheart neckline, back elastic band
    • Curved trim, bow-front design
    • Mid-rise waist seam
    • Pleated skater skirt overlay, fitted shorts
    • Fit and flare silhouette
    • Runs true to size

    Style Number/Barcode: 06503-1163

    Category Name: Night Out

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alluring Bloom Abstract Floral Lace Trim Crop Top

    Create an alluring 'fit with the eye-catching vibe of this abstract floral lace trim crop top! The airy sheer mesh fabric is detailed with an abstract floral print for a captivating look. The top features a sleeveless V-neckline, spaghetti straps, a dainty lace trim in a criss-cross design, ruffled overlays for a flirty flair, and a cropped hem. Style with high waist jeans and strappy mules.

    Fit & Features

    • Abstract floral print
    • Stretchy sheer mesh fabric, knit top lining
    • V-neckline, spaghetti straps
    • Lace trim
    • Ruffled overlays
    • Cropped hem, lettuce edge trims
    • Runs true to size

    Style Number/Barcode: 06001-5291

    Category Name: Night Out

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sultry Stunner Crepe Corset Mini Dress

    Sultry and stunning, this chic crepe mini dress features a V-neck and back design, a faux corset-style bodice for that snatched silhouette, and a bodycon fit to showcase your gorgeous curves. Pair with stiletto heels for a night out.

    Fit & Features

    • Crepe fabric, lined bust, plenty of stretch
    • V-neck and back, padded bust
    • Tank shoulder straps
    • Faux corset-style bodice
    • High waist seam
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-5621

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Playing The Field Floral Embroidered Mesh Skort

    Play and frolic through the fields in this lovely floral embroidered mesh skort! This high-rise waist skort features a skater silhouette and hanky mini-length hem, made with delicate floral embroidered mesh fabric and a comfortable knit lining. Complete the look in a crop top and sandals!

    Fit & Features

    • Floral embroidered mesh fabric, stretchy knit lining
    • High rise waist
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 06503-1160

    Category Name: Night Out

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lace Me Up Sleeveless Faux Suede Bodysuit

    Lace yourself up in this sexy faux suede bodysuit for going out! Made from a soft faux suede fabric, this bodysuit boasts a scoop neckline with spaghetti straps, a lace-up bust placket, and a form-hugging silhouette with a thong bottom and snap-button closures. Complete the look in a mini skirt.

    Fit & Features

    • Faux suede fabric, slight stretch
    • Spagehtti straps
    • Scoop neckline
    • Lace-up
    • Form-hugging fit
    • Snap-button closures
    • Runs true to size

    Style Number/Barcode: 06001-5292

    Category Name: Night Out

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Cool Pleated Faux Leather Mini Skort

    Feel cool and cute in this faux leather mini skort out at a concert or party! The high-rise waist and pleated silhouette create a flattering fit while the mini-length hem adds a touch of sass. Plus, the stretchy knit shorts lining ensures comfort all day long. Complete the look in a crop tee.

    Fit & Features

    • Faux leather fabric, stretchy knit shorts lining
    • High-rise waist
    • Back zipper closure
    • Pleated silhouette
    • Mini-length hem
    • Skort in size small has a 10.5" front rise with a 1.5" inseam
    • Runs true to size

    Style Number/Barcode: 06503-1159

    Category Name: Night Out

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free