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.

  • Sultry Open Fishnet Tights

    These sultry open fishnet tights will add an alluring-chic look to your Halloween costume! They feature a high-rise waist and a form-hugging fit with a large open fishnet design. Style with the wicked clown faux leather bodysuit or the fierce feline latex bodysuit!

    Fit & Features

    • Open fishnet design
    • High-rise waist
    • Form-hugging fit

     

    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: 07306-0347

    Category Name: Night Out

    Price: $2.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweetly Chic Faux Pearl And Bow Sheer Tights

    Adorable faux pearl and bow accents decorate these sheer tights everyone will admire! Pair with stiletto pumps.

    Fit & Features

    • Sheer nylon fabrication
    • Extra high-rise waist
    • Faux mini pearls
    • Mini bows
    • Runs true to size

     

    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: 07306-0344

    Category Name: Night Out

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dramatic Flair Rhinestone Ruffle Mini Dress

    Bring the glam dramatic flair in this sleeveless mini dress at parties! The dress features a dazzling display of rhinestone embellishments along the ruffled bodycon fit. Pair with heels.

    Fit & Features

    • Rhinestone embellished mesh fabric, lining
    • Adjustable spaghetti straps
    • Square neckline
    • Ruffled
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3548

    Category Name: Night Out

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Glam Rhinestone And Bow Sheer Tights

    These rhinestone bow sheer tights are ready to make your outfits glamorous for the runway!

    Fit & Features

    • Sheer nylon fabrication
    • High rise waist
    • Mini rhinestones
    • Mini bows

     

    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: 07306-0343

    Category Name: Night Out

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glamorous Nights Mesh And Crepe Ruched Mini Dress

    Fit & Features

    • Sheer mesh fabric with crepe knit lining, moderate stretch
    • Sleeveless square neckline, pleated surplice design
    • Spaghetti tie-up straps
    • Hidden back zipper with hook-eye closure
    • Ruching
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5715

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Shine All Night Sleeveless Bodycon Sequin Mini Dress

    Shine all night in this sleeveless sequin mini dress featuring a square neckline, adjustable spaghetti straps for a customizable fit, and a bodycon silhouette. Perfect for the school dance or a banquet.

    Fit & Features

    • Sequin pattern, mesh fabric lined with stretchy knit
    • Square neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05103-5716

    Category Name: Night Out

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Floral Jacquard Bodycon Mini Dress

    This sultry-chic mini dress is crafted with a floral jacquard fabric to bring those alluring romantic vibes. It features a sweetheart neckline accented with a dainty lace trim and bow detail, an open lace-up back design for a customized fit, and a bodycon silhouette to flaunt your gorgeous figure.

    Fit & Features

    • Floral jacquard knit fabric with knit lining, plenty of stretch
    • Sweetheart neckline with lace trim, bow detail
    • Spaghetti straps
    • Open lace-up back
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3538

    Category Name: Night Out

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Flair Buckle Front Shoulder Bag

    This trendy shoulder bag features a small rectangular-shaped design with a sleek buckle front accent and a short shoulder strap. Style with hoop earrings.

    Fit & Features

    • Faux leather material
    • Rectangular-shaped design
    • Buckle front accent
    • Short shoulder strap

    Style Number/Barcode: 07203-2032

    Category Name: Night Out

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Show Stopping Hisss Snake Print Faux Suede Hot Shorts

    Strut with these show-stopping snake print hot shorts into every party! These high-rise shorts hug your curves in a form-hugging fit, and cheeky bottom, and feature a bold snake print in luxurious faux suede fabric. Complete the look in a sultry crop top and booties.

    Fit & Features

    • Snake print, faux suede fabric, minimal stretch
    • High-rise waist
    • Form-hugging fit
    • Cheeky bottom
    • Runs true to size

    Style Number/Barcode: 06503-1187

    Category Name: Night Out

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cutest Babe Bow Fishnet Tights

    You'll look like the cutest babe in these sheer fishnet tights featuring an adorable bow pattern perfect for elevating your favorite looks. Style with dresses and skirts.

    Fit & Features

    • Sheer fishnet design
    • Bow pattern
    • Unlined
    • High-rise waist
    • Form-hugging fit

     

    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: 07306-0331

    Category Name: Night Out

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Floral Passion Sheer Fishnet Tights

    Fit & Features

    • Sheer nylon fabrication
    • High-rise waist
    • Floral pattern

     

    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: 07306-0330

    Category Name: Night Out

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Edgy Cuteness High-Rise Cargo Faux Leather Mini Skort

    This cute and edgy faux leather mini skort features a flattering high-rise waist, form-hugging fit, and cargo side pockets that give this skort a functional flair. 

    Fit & Features

    • Faux leather material, stretchy knit shorts lining
    • High-rise waist
    • Side flap pockets
    • Front snap-button and hidden zipper closure
    • Form-hugging mini-length hem
    • Runs true to size

    Style Number/Barcode: 06403-0558

    Category Name: Night Out

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Find Strapless Ruched Knit Crop Top

    This adorable strapless crop top is a flirty find to level up your everyday basics. Designed with a stretchy double-lined smooth knit fabric, it features a strapless neckline with a trendy V-wired insert, front ruching, and a form-hugging fit. Style with high waist jeans and sneakers for casual weekend plans.

    Fit & Features

    • Stretchy double-lined smooth knit fabric
    • Strapless neckline with V-wired insert
    • Ruching
    • Cropped
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-5424

    Category Name: Night Out

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Edgy Style Chain-Link Fishnet Tights

    These edgy stylish fishnet tights feature a chain-link pattern perfect for spicing up your favorite looks.

    Fit & Features

    • Chain-link pattern
    • Sheer fishnet design
    • Unlined

     

    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: 07306-0332

    Category Name: Night Out

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Made For Struttin' Basic Faux Leather Booties

    These basic faux leather booties were made for struttin'! They feature a pointed toe, an inner zipper closure, and a sleek block heel that elevates the style. Complete the look in a chic blazer.

    Fit & Features

    • 3.5" Block heel
    • Pointed toe
    • Inner zipper closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1787

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Alluring Abstract Mesh Strapless Bustier Top

    Keep it alluring in this abstract printed mesh bustier top featuring a strapless straight-across neckline, flexible boning to provide structure, and a mid-length angled hem for that snatched silhouette. Style with high-rise jeans and heels.

    Fit & Features

    • Abstract printed mesh fabric
    • Strapless straight neckline
    • Flexible boning
    • Back zipper and hook-eye closure
    • Mid-length angled hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-5384

    Category Name: Night Out

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glam Out West Rhinestone Denim Booties

    Fabulous and memorable, take these rhinestone denim booties for a glamorous look out west or at the country festival! They feature a pointed toe, side zipper closure for easy wear, a block heel, and a Western-inspired design. Complete the look in a must-have cowboy hat.

    FIt & Features

    • 4" Block Heel
    • Pointed toe
    • Side zipper closure
    • Western-inspired design
    • Rhinestone embellished denim fabric
    • Runs true to size

    Style Number/Barcode: 07403-1786

    Category Name: Night Out

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Scenic Route V-Neck Halter Mesh Crop Top

    Let this mesh crop top take you on the scenic route! It boasts a flattering halter V-neckline with a spaghetti strap tie, an adorable bow along the bust, and a sheer fitted crop hem on scenic printed mesh fabric. Complete the look in a trendy denim skort for casual hangs!

    Fit & Features

    • Scenic print, sheer mesh fabric, stretchy
    • Halter V-neckline, spaghetti strap tie
    • Bow along the bust
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06001-5378

    Category Name: Night Out

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glittering Aesthetic Rhinestone Bow Mini Purse

    Everyone will admire your glittering aesthetic with this rhinestone mini purse! Adorned with a rhinestone top handle and a beaded bow, this mini purse exudes elegance. The detachable chain strap offers versatility, while the snap-button closure and satin-lined interior keep your essentials secure. Complete the look in statement heels.

    Fit & Features

    • Rhinestone top handle
    • Detachable chain strap
    • Front flap with beaded rhinestone bow
    • Snap-button closure
    • Satin-lined interior
    • Rhinestone embellished exterior

    Style Number/Barcode: 07201-0141

    Category Name: Night Out

    Price: $12.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flirty Cutout Floral Mesh Cropped Tank Top

    Amp up the flirtatious vibes of your everyday look with this cute cropped tank top! Designed with a sheer mesh fabric accented with dainty floral embroidery, it includes a knit lining for coverage. The top features a sleeveless crew neckline with a twist-front design, tank shoulder straps, a chic cutout above the bust, and a fitted cropped hem. Style with high-rise jeans and sandals!

    Fit & Features

    • Sheer floral embroidered mesh fabric with knit lining
    • Plenty of stretch
    • Twist-front crew neckline
    • Tank straps
    • Cutout
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-5370

    Category Name: Night Out

    Price: $21.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Corinna Off-The-Shoulder Glitter Mini Dress

    Special Occasion

    A dazzling glitter mini dress features an off-the-shoulder neckline, a flattering bodycon silhouette, and a wrap mini-length hem. Perfect for the school dance or a party.

    Fit & Features

    • Glitter fabric lined with stretchy knit
    • Off-the-shoulder neckline, padded bra cups
    • Bodycon silhouette
    • Wrap mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-5713

    Category Name: Night Out

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Off-The-Shoulder Grecian Print Mini Dress

    Sweet and artsy, this Grecian mesh mini dress features an off-the-shoulder neckline, fitted long sleeves, and side ruched seams that accentuate your curves along the bodycon silhouette. Perfect for styling with earrings for a date.

    Fit & Features

    • Grecian print, mesh fabric lined with stretchy knit
    • Off-the-shoulder folded neckline
    • Fitted long sleeves
    • Side ruched seams
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3533

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Statement Making Wide Cuff Bracelet

    Statement-making yet simple, this wide cuff bracelet emboldens your everyday style - perfect for dressing up jeans and a tee or a classic black dress. Complete the look with hoop earrings.

    Fit & Features

    • Wide cuff bracelet
    • Pull clasp closure

    Style Number/Barcode: 07003-0566

    Category Name: Night Out

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cuff Season Cross Bangle Bracelet

    It's the season to be cuffing all shining accessories like this bangle bracelet featuring a cross design and a pull-apart on/off styling. Complete the look in a dreamy vacay dress for your next getaway trip!

    Fit & Features

    • Cross design
    • Pull apart on/off styling
    • Bangle bracelet

    Style Number/Barcode: 07003-0565

    Category Name: Night Out

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free