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.

  • Looking Glam Rhinestone And Pearl Crop Top

    Level up your 'fit looking so glam with this rhinestone and pearl embellished top!  It features a sleeveless square neckline, tank shoulder straps, a closed back, all-over rhinestone embellishments a stylish shimmer, faux pearl beading in an intricate front design, and a fitted, cropped hem. The sheer mesh fabric offers plenty of stretch. Pair with a faux leather mini skirt and clear heels for a night out.

    Fit & Features

    • Sleeveless square neckline
    • Tank shoulder straps
    • Closed back
    • All-over rhinestones, faux pearl beaded front design
    • Fitted, cropped hem
    • Sheer mesh fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-4827

    Category Name: Night Out

    Price: $3.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual Fave Ribbed Knit Mini Dress

    This basic casual ribbed knit mini dress will be a new fave for the season! It features a sleeveless square neckline, adjustable spaghetti straps for a customized fit, a mini-length hem, and a form-hugging silhouette. The lightweight ribbed knit fabric offers plenty of stretch. Style with a denim jacket and sandals for a cute everyday vibe.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Mini-length hem
    • Form-hugging bodycon fit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5086

    Category Name: Night Out

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutest Glamour Bow-Front Crop Top

    Show off the cutest glamour with this adorable bow-front crop top! It features a sleeveless sweetheart neckline, a bold bow-front design, spaghetti straps with mini rhinestone embellishments for a subtle sparkle, and a fitted, cropped hem. The crepe fabric offers a moderate stretch. Style with a mini skirt and platform heels for a picture-perfect party look!

    Fit & Features

    • Sleeveless sweetheart neckline
    • Bow-front design
    • Spaghetti straps, rhinestone embellishments
    • Fitted, cropped hem
    • Crepe fabric, front lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4825

    Category Name: Night Out

    Price: $3.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Day To Night Chic Crossbody Bag

    This chic crossbody bag is perfect for transitioning from day to night! It features a mini design with a top handle strap, a fold-over design with a sleek metal trim and a snap-button closure, a diamond-shaped quilted faux leather exterior, a lined interior, and a thin chain-link shoulder strap. Style with a pair of strappy mules.

    Fit & Features

    • Mini design
    • Top handle strap
    • Fold-over design, metal trim, snap-button closure
    • Diamond quilted faux leather exterior
    • Woven lined interior
    • Chain-link shoulder strap

    Style Number/Barcode: 07203-1181

    Category Name: Night Out

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Penelope Rhinestone Fishnet Feather Trim Party Dress

    Special Occasion

    The Penelope rhinestone fishnet feather trim party dress has a sultry, flirtatious allure that will get you all the compliments on your next dressy night out. She features a sheer fishnet layer with all-over sparkling rhinestone embellishments, a crew neckline, long bell sleeves with a marabou feather trim, and a mini-length hem. The sleeveless knit lining features a V-neckline, spaghetti straps, and a mini-length hem. The dress has a bodycon silhouette to flaunt your figure. Style this mini dress and complete your glitzy going-out look with strappy stiletto heels.

    Fit & Features

    • Sheer fishnet layer, all-over rhinestone embellishments
    • Crew neckline, long bell sleeves, marabou feather trim
    • Mini-length hem
    • Sleeveless knit lining, V-neckline, spaghetti straps, mini-length hem
    • Bodycon silhouette, minimal stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1578

    Category Name: Night Out

    Price: $19.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hot Summer Nights Rhinestone Mini Skirt

    Bring the heat to your fab summer night out looks with this rhinestone mini skirt. It features a high-rise waist, all-over sparkling rhinestone embellishments, and a mini-length hem with a curve-hugging fit. The knit fabric offers a moderate stretch. Style with the matching crop top and a pair of platform heels for a gorgeous and glam vibe.

    Shop Matching Top: Hot Summer Nights Rhinestone Crop Top

    Fit & Features

    • High-rise waist
    • All-over rhinestone embellishments
    • Mini-length hem
    • Curve-hugging fit
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0828

    Category Name: Night Out

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hot Summer Nights Rhinestone Crop Top

    Bring the heat to your fab summer night out looks with this rhinestone crop top. It features a sleeveless square neckline, adjustable spaghetti straps, all-over sparkling rhinestone embellishments, and a fitted cropped hem. The knit fabric offers a moderate stretch. Style with the matching mini skirt and a pair of platform heels for a gorgeous and glam vibe.

    Shop Matching Bottoms: Hot Summer Nights Rhinestone Mini Skirt

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Back zipper, hook and eye closure
    • All-over rhinestone embellishments
    • Fitted cropped hem
    • Lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4824

    Category Name: Night Out

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Heart Of Mine Rhinestone PVC Mule

    If you have a heart for glam...these mules are perfect! They feature a sleek square toe, thin lucite block heel, a wide PVC clear strap with a rhinestone heart charm, and a faux leather footbed. Complete the look with an embellished handbag.

    Fit & Features

    • Square toe
    • Thin lucite block heel
    • Wide PVC clear strap
    • Rhinestone heart charm
    • Faux leather footbed
    • Runs true to size

    Style Number/Barcode: 07401-4234

    Category Name: Night Out

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Divas Dazzle Bow Lucite Block Heels

    Dazzle like the diva you are in these lucite clear block heels featuring a square toe, a PVC clear strap with a rhinestone bow, and rhinestone wrap-around straps with buckle closure. Style with a glam handbag to complete the look!

    Fit & Features

    • Square toe
    • PVC clear strap, rhinestone bow, center rhinestone accents
    • Lucite clear block heel
    • Rhinestone wrap-around straps
    • Buckle closure
    • Patent faux leather material, subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4228

    Category Name: Night Out

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Just Like That Chrome Platform Heels

    And just like that these chrome platform heels will appear in your cart! They feature an almond toe, wide toe strap, ankle strap with buckle closure, and a block heel. Style with a sassy party dress for a celebration or bachelorette!

    Fit & Features

    • Almond toe
    • Wide toe strap
    • Ankle strap with buckle closure
    • Block heel
    • Platform sole
    • Chrome material
    • Runs true to size

    Style Number/Barcode: 07401-4231

    Category Name: Night Out

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Present With Style Satin Bow Rhinestone Mules

    Strut with style looking like a present in these mules featuring a sleek pointed-toe, lucite stiletto heel, a satin bow with rhinestone straps, and a faux leather footbed. Complete the look with a glam clutch.

    Fit & Features

    • Pointed-toe
    • Lucite stiletto heel
    • Satin bow with rhinestone straps
    • Faux leather footbed
    • Runs true to size

    Style Number/Barcode: 07401-4235

    Category Name: Night Out

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Time For Glamour Rhinestone Bow Clear Heels

    It's always time for glitz and glamour! Style up these gorgeous clear heels for your next dressy party. They feature an open square toe, a clear PVC strap with a rhinestone bow and a center rhinestone adorned accent, a strappy lace-up design that wraps around the leg with rhinestone embellishments, and a clear stiletto heel with a flat geo-shaped bottom. The heels showcase a chic chrome sheen for even more shine. Pair with a sleek clutch.

    Fit & Features

    • Open square toe
    • Clear PVC strap, layered rhinestone bow, center rhinestone accent
    • Open back
    • Strappy lace-up design, rhinestone embellishments
    • Clear stiletto heel, flat geo-shaped bottom
    • Chrome sheen, faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4226

    Category Name: Night Out

    Price: $12.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Unforgettable Style Chunky Platform Mules

    Aheive new stylish heights in these unforgettable faux leather mules sure to make heads turn! They feature a square toe, wide top strap, chunky platform sole, and a block heel. Style with a statement ring set to complete the look.

    Fit & Features

    • Square toe
    • Wide top strap
    • Chunky platform sole
    • Block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4224

    Category Name: Night Out

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glamour Nights Chrome Lace-Up Heels

    Have your night of glamour in these head-turning metallic heels perfect for date nights or cocktail hours! They feature a square toe, a thin toe strap, a block heel, and a caged lace-up design with tie closure. Complete the look with a chic clutch.

    Fit & Features

    • Square toe
    • Thin toe strap
    • Block heel
    • Caged lace-up design, tie closure
    • Metallic material
    • Runs true to size

    Style Number/Barcode: 07401-4222

    Category Name: Night Out

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Star Of The Show Platform Block Heels

    You'll be the star of the show in these chunky metallic heels made to be seen at themed parties or formal affairs! They feature a square toe, thin toe straps, a chunky platform sole, a closed ankle with lace-up straps, and a block heel. Complete the look in a short formal dress!

    Fit & Features

    • Square toe
    • Thin toe straps
    • Chunky platform sole
    • Closed ankle, lace-up straps
    • Block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4221

    Category Name: Night Out

    Price: $34.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Vivid Color Gemstone Floral Platform Heels

    Turn up the bold factor in these statement nubuck heels to create a colorful party-girl look! They feature a square toe, wide and curved toe strap, a chunky platform sole, an adjustable ankle strap with buckle closure, and a closed ankle and block heel with colored floral gemstones. Style with a fab ring set for a celebration!

    Fit & Features

    • Square toe, wide and curved toe strap
    • Chunky platform sole
    • Adjustable ankle strap, buckle closure
    • Closed ankle, block heel
    • Colored floral gemstones
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-4218

    Category Name: Night Out

    Price: $9.97 $43.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Let's Party Satin Low-Heel Mules

    These sassy satin low-heel mules were made to create glam party looks. They feature an open square toe, a wide toe strap, an open back for easy on-and-off styling, and a low block heel for comfortable wear so you can dance all night long. The smooth satin material will show off a stunning sheen. Complete your 'fit with a rhinestone clutch.

    Fit & Features

    • Open square-shaped toe
    • Wide toe strap
    • Open back
    • Low block heel
    • Satin material
    • Faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4216

    Category Name: Night Out

    Price: $9.96 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Statement Satin Lace-Up Mini Dress

    Little dress, big statement! Show up to the club looking major in this satin mini dress featuring a sleeveless sweetheart neckline, spaghetti straps, a ruched bust seam, a cutout accent, an eye-catching lace-up open back, and a bodycon silhouette. Complete the look with rhinestone hoop earrings.

    Fit & Features

    • Sleeveless sweetheart neckline, spaghetti straps
    • Ruched bust seam, cutout accent
    • Lace-up open back
    • Bodycon silhouette
    • Mini-length hem
    • Smooth satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-4998

    Category Name: Night Out

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fancy Seeing You Surplice Jumpsuit

    Bring an unexpected wow factor to your night in this surplice jumpsuit! Featuring peasant long sleeves, a plunge v-neckline, a tie-front belted waist, and a fitted straight-leg silhouette. The jumpsuit is composed of a plisse shimmer knit fabric with partial lining and minimal stretch. Style with a sleek long necklace to complete the look!

    Fit & Features

    • Peasant long sleeves
    • Plunge surplice v-neckline
    • Tie-front belted waist
    • Fitted straight-leg silhouette
    • Plisse shimmer knit fabric, partial lining
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06502-2290

    Category Name: Night Out

    Price: $10.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Born Free Motor Graphic Bustier

    Flaunt your edge and love for the fast life! This graphic bustier features a sleeveless square neck, tank straps, a cropped hem, and a front graphic with a script that reads, "Born Free Motors". Complete the look in a denim mini skirt and heels for happy hour!

    Fit & Features

    • Sleeveless square neck
    • Tank straps
    • Cropped hem
    • Front graphic, script reads, "Born Free Motors"
    • Runs true to size

    Style Number/Barcode: 06002-1543

    Category Name: Night Out

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Babe Coated Faux Leather Skinny Pants

    Showcase a sleek edgy style in these of-the-moment faux leather pants! They feature a high-rise fit, a corset-designed waist with front seam detailing to give the illusion of boning, a front zipper closure, skinny pant legs, and a form-hugging fit. The coated faux leather fabric offers a minimal stretch for comfortable wear. Complete the look with a cropped blouse and strappy heels.

    Fit & Features

    • High-rise fit
    • Corset-designed waist
    • Front zipper closure, hidden button closure
    • Skinny pant legs
    • Form-hugging fit
    • Coated faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-1297

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Made For The Drama Platform Block Heels

    These fabulous platform block heels were made to show off a dramatic vibe! They feature an open square toe with a wide strap, thin adjustable ankle straps with mini rhinestone embellishments, a double-stacked chunky platform, and an ultra-tall block heel. Style these satin heels with a corset top and a faux leather mini skirt.

    Fit & Features

    • Open square toe, wide strap
    • Thin adjustable ankle strap, criss-cross design, heel strap
    • Rhinestone embellishments
    • Double-stacked chunky platform
    • Ultra-tall block heel
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-4209

    Category Name: Night Out

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glam Tonight Faux Leather Rhinestone Mini Skirt

    Step out looking glam tonight in this faux leather mini skirt for a bachelorette in Vegas! It features a flattering high-rise waist, bodycon silhouette, and a side cutout with dazzling rhinestone fringe trim. Complete the look in a sultry corset top and heels.

    Fit & Features

    • High-rise waist
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Side cutout, rhinestone fringe trim
    • Mini-length hem
    • Faux leather fabric, smooth interior, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0579

    Category Name: Night Out

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Enchant In Rhinestone Stiletto Mules

    Enchant everyone with your sparkle in these rhinestone mules perfect for weddings, formals, and dressy events! They feature a pointed toe, a wide curved toe strap, and a metallic footbed. Complete the look in a fab faux fur wrap.

    Fit & Features

    • Pointed toe
    • Wide and curved toe strap
    • Stiletto heel
    • Metallic footbed
    • All-over rhinestone embellishments
    • Runs true to size

    Style Number/Barcode: 07401-4215

    Category Name: Night Out

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale