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.

  • Sexy Flair Sleeveless Flocked Velvet Mesh Bodysuit

    The perfect mesh bodysuit to get that sexy flair on a night out! Featuring a sweetheart neckline, padded bra cups for support, adjustable spaghetti straps, and a form-hugging fit, this bodysuit is sure to turn heads. The sheer mesh fabric is enhanced with a flocked velvet swirl pattern, adding a touch of luxury to your look. Complete the look in hot faux leather shorts with heels for a bombshell vibe!

    Fit & Features

    • Flocked velvet swirl pattern
    • Sheer mesh fabric
    • Padded bra cups
    • Adjustable spaghetti straps
    • Thong bottom, snap-button closures
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-5092

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Style It Up Faux Suede Block Heels

    Style up your look with heels that elevate your outfit! The heels feature a closed-back, an adjustable ankle strap, an open square toe with a strap over the toe, and a thin block heel. The heels are composed of a faux suede material. Complete look with a blouse and pencil skirt. 

    Fit & Features

    • Closed-back 
    • Adjustable ankle strap
    • Open square toe, strap over the toe
    • Thin block heel
    • Faux suede material 
    • Runs true to size 

    Style Number/Barcode: 07401-3732

    Category Name: Night Out

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Holiday Shine Velvet Rhinestone Trim Bodysuit

    Shine for the holidays in this luxe velvet bodysuit perfect for every party! It features fitted long sleeves, a v-neckline with rhinestone trim, and a sultry mesh accent, dual snap closure on a thong cut bottom. Style with a faux leather skirt and sparkly heels.

    Fit & Features

    • Fitted long sleeves
    • V-neckline with rhinestone trim
    • Front mesh accent
    • Dual snap closure, thong cut bottom
    • Luxe velvet fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-3937

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Strut Knit Stiletto Booties

    The world is your catwalk in these stiletto booties perf for wearing day-to-night! They feature a pointed toe, stiletto heel, perforated knit material, and a pull-on/off styling. Complete the look in a sleek leather jacket.

    Fit & Features

    • Pointed toe
    • Stiletto heel
    • Perforated knit material
    • Pull-on/off styling
    • Runs true to size

    Style Number/Barcode: 07403-1529

    Category Name: Night Out

    Price: $12.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Ice Rhinestone Chain Link Collar

    Flaunt your ice and love for shine in this chain-link collar featuring rhinestone accents and a lobster clasp closure. Complete the look in a sultry satin dress.

    Fit & Features

    • Chain-link
    • Rhinestone accents
    • Lobster clasp closure

    Style Number/Barcode: 07002-1208

    Category Name: Night Out

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Peep This Chic Cutout Booties

    Check out these chic nubuck booties and imagine all the ways you'd style them! They feature an almond peep toe, platform sole, stacked thin block heel, cutout sides, and an adjustable buckle strap and back zipper closure. Complete the look in a wide-leg jumpsuit for cocktail hour.

    Fit & Features

    • Almond peep toe
    • Platform sole
    • Stacked thin block heel
    • Cutout sides
    • Adjustable buckle strap and back zipper closure
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07403-1567

    Category Name: Night Out

    Price: $4.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Girl Energy Glitter Mini Dress

    Glitter dresses radiate glam girl energy, and this gorgeous glitter knit mini dress is no exception! It features a sleeveless sweetheart neckline, a ruched bust with a center-cinched design and a small keyhole cutout, spaghetti straps, a mini-length hem, and a bodycon silhouette to hug your curves. The glitter knit fabric offers plenty of stretch. Style this mini dress with rhinestone duster earrings and platform heels for a glitzy look.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Ruched bust, center cinched design, small keyhole cutout
    • Spaghetti straps
    • Mini-length hem
    • Bodycon silhouette
    • Glitter knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-5167

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Like Clockwork High-Rise Wide-Leg Trouser Pants

    With a coffee in hand and these trouser pants on, your day will go smooth like clockwork! They feature a flattering high-rise waist with pleating, hidden side pockets for keeping your hands warm, and a chic wide-leg silhouette on woven fabric. Complete the look in a faux leather jacket for a sleek style.

    Fit & Features

    • High-rise waist with pleating
    • Hidden front zipper and hook and eye closure
    • Hidden side pockets
    • Wide-leg silhouette
    • Woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06402-1370

    Category Name: Night Out

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dream Glam Rhinestone Fringe Earrings

    Bring a dreamy glam vibe to your night out 'fit with these stunning statement earrings. They feature a half hoop design with mini rhinestones and baguette-shaped rhinestones with cascading rhinestone fringe. Style with a chic LBD and strappy heels.

    Fit & Features

    • Half hoop design
    • Mini rhinestones, baguette-shaped rhinestones
    • Rhinestone fringe
    • Post-back closures


    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-1356

    Category Name: Night Out

    Price: $5.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Changing Colors Sequin Iridescent Crop Top

    Change colors under any lighting in this shimmering sequin crop top perfect for bar nights or themed parties! It features a sleeveless, square neckline, tank shoulder straps, and a fitted crop hem. Complete the look in edgy wide-leg pants and heels.

    Fit & Features

    • Sleeveless square neckline
    • Tank shoulder straps
    • Fitted crop hem
    • Iridescent sequin embellishments
    • Knit fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06002-1592

    Category Name: Night Out

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Miss Me Ruched Mini Dress

    They'll be missing you in this flirty mini dress! It features a plunging wrap V neckline, fitted unlined long sleeves and an asymmetrical mini length silhouette with a ruched accent. Dress is composed of a lined mesh fabric that offers a curve hugging fit with a moderate stretch. Back is sheer and unlined. Includes a hidden back zipper closure. 

     

    Style Number/Barcode: 05101-0275

    Category Name: Night Out

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Exceptionally Precious Rhinestone Bow Ponte Skort

    A ponte mini skort features a flattering high-rise waist, rhinestone embellished bows, and a flirty slit along the bodycon silhouette. Perfect for dressing up your everyday look.

    Fit & Features

    •  Ponte knit fabric, shorts lining, moderate stretch
    •  High-rise waist
    •  Rhinestone embellished bows
    •  Front slit
    • Bodycon mini-length silhouette
    • Pants have a 2” front rise with a 9” inseam
    • Runs true to size

    Style Number/Barcode: 06503-1208

    Category Name: Night Out

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Crushing On You Long Puff Sleeve Crop Top

    We're totally crushing on this crop top, perfect for that upcoming BBQ with the squad. The crop top features plunging v-neckline, long puff sleeves, tie front ties, and a cropped hem. Complete your casually cute look with high waist jeans and sunnies

    Fit & Features

    • Plunging v-neckline
    • Tie-front ties at center of the bodice
    • Long puff sleeves
    • Cropped hem 

     

    Model is 5'8" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06003-0943

    Category Name: Night Out

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Hooked on Glam Faux Leather Crop Top

    Get hooked to this edgy-glam crop top that is perfect for your next night out! The top features a sweetheart neckline with padded cups, hook and eye closure, and long chiffon sleeves with a smocked cuff. Complete look with distressed jeans

    Fit & Features

    • Sweetheart neckline
    • Padded cups
    • Hook and eye front closure
    • Long chiffon sleeves
    • Cropped hem
    • Lined faux leather
    • Form hugging fit, moderate stretch 

    Style Number/Barcode: 06003-1029

    Category Name: Night Out

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • A Touch Of Glamour Mini Dress

    Add a touch of glamour to your gorgeous look with this simple yet chic mini dress! It features a sleeveless square neckline, thin rhinestone embellished shoulder straps, a mini-length asymmetric wrap hem, and a curve-hugging silhouette. Style this dress with rhinestone earrings and a sleek clutch.

    Fit & Features

    • Square neckline, dart seam details
    • Thin rhinestone embellished shoulder straps
    • Short, form-hugging fit
    • Asymmetric wrap hem
    • Crepe fabric
    • Runs true to size

    Style Number/Barcode: 05103-1297

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Heart Swirls Mesh Ruched Mini Dress

    Your heart may melt at first sight of this mini dress! It features adjustable spaghetti straps, a square neckline, and side ruching to accentuate your curves. The mesh-lined knit fabric offers a moderate stretch. Complete your look with sparkly earrings.

    Fit & Features

    • Adjustable spaghetti straps
    • Square neckline
    • Swirl heart pattern
    • Bodycon silhouette, mini length hem
    • Zipper closure
    • Mesh-lined fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4255

    Category Name: Night Out

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dirty Martini Satin Mini Dress

    Shaken not stirred. Look chic in this satin mini dress sipping a martini! It features a square neckline, adjustable spaghetti straps, and an empire waist that leads to a bodycon silhouette and short hem. Complete the look in strappy heels.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Empire waist | Back zipper closure
    • Bodycon silhouette
    • Mini hem
    • Luxe satin fabric | Inner skirt lining
    • Fits true to size | Minimal stretch

    Style Number/Barcode: 05103-4320

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Girl Wide-Leg Cargo Twill Pants

    These trendy wide-leg cargo twill pants are the of-the-moment style to have in your closet this season! They feature a high-rise waist, adjustable thin straps on each side, two large front pockets, a wide-leg silhouette, and a relaxed fit. The cargo pants are composed of a brushed twill fabric. Complete your casually cool look with a corset top and clear mules.

    Fit & Features

    • High-rise waist, hidden front zipper closure
    • Two adjustable thin straps
    • Two large front pockets
    • Wide-leg silhouette
    • Relaxed fit
    • Brushed twill fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0789

    Category Name: Night Out

    Price: $14.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Statement Snake Bustier Crop Top

    Stand out in this bold print! The crop top features a plunging bustier neckline, wide shoulder strap and a cropped hem. Top is composed of a faux leather fabric that offers a relaxed fit with minimal stretch. Includes a back zipper closure. Be sure to pick up the matching skirt to complete your look! 

     

    Style Number/Barcode: 06003-0423

    Category Name: Night Out

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glamorous Girl Mini Skirt

    Shop Matching Top: Glamorous Girl Crop Top

    You're a total glam girl at heart, so this sequin adorned mini skirt is a perfect match. It features a high rise waist, a back zipper and hook and eye closure, and a short, form hugging fit. The mesh fabric includes a front and back knit lining and offers moderate stretch. Complete your glitzy look with the matching crop top!

    Style Number/Barcode: 06401-0123

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All About That Lace Platform Heels

    Lace-up in platform heels to make a stunning impression for your next brunch date. The heels feature wrap-around straps for a customized fit, a statement platform to offer balance as you sashay an a block heel. Complete look with a wowing bodycon dress and rhinestone earrings

    Fit & Features

    • Wrap-around straps
    • Open almond toe
    • Criss-cross straps over the toe
    • Platform  
    • Block heel
    • Closed-back

    Style Number/Barcode: 07401-2271

    Category Name: Night Out

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wrapped In Chic Style Mini Skirt

    Get wrapped in chic style with this trendy mini skirt! It features a high-rise waist, a back zipper closure, side ruched detailing, and a short, curve-hugging silhouette. The sheer mesh fabric has a full lining and offers a moderate stretch. Complete the look with the matching crop top.

    Shop Matching Top: Wrapped In Chic Style Crop Top

    Fit & Features

    • High-rise waist, elastic band
    • Back zipper and hook and eye closure
    • Side ruching
    • Mini-length, form-fitting silhouette
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0559

    Category Name: Night Out

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Cutout Bodycon Mini Dress

    Keep your night out look chic and stunning with this bodycon mini dress. It features a high crew neckline, tank shoulder straps, a sultry cutout above the bust, and a short, curve-hugging silhouette. Style this dress with sleek hoops and strappy stilettos.

    Fit & Features

    • Sleeveless crew neckline
    • Tank shoulder straps
    • Cutout above the bust
    • Mini-length, form-fitting silhouette
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-4242

    Category Name: Night Out

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Little Swirl Square Neck Bustier

    A little swirl-bustier top is all you need to create a retro vibe! It features a sleeveless, square neck, tank straps, a cropped hem, and a back hook-eye closure panel. Composed of mesh-lined fabric with minimal stretch. Style with chic faux leather leggings.

    Fit & Features

    • Sleeveless, square neck, tank straps
    • Swirl pattern
    • Cropped hem
    • Back hook-eye closure panel
    • Mesh-lined fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06001-4153

    Category Name: Night Out

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free