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.

  • Hot List Sleeveless Bandage Crop Top

    This bandage crop top will put you on the hot list! Its V-neckline and wide shoulder straps make for a flattering and comfortable fit on the bandage knit fabric. The surplice design adds a touch of style, while the cropped hem adds a trendy twist. Complete the look in high-rise pants for cocktails!

    Fit & Features

    • Bandage knit fabric with stretch
    • Back zipper and hook-eye closure
    • Surplice design
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06005-1921

    Category Name: Night Out

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Season To Bloom Abstract Floral Mesh Crop Top

    Transition through the seasons in this artsy abstract floral mesh crop top perfect for elevating your outfits on date nights or art walks downtown! Crafted from a sheer mesh fabric boasting an abstract floral print, this top features fitted long sleeves and a classic crew neckline while the cropped hem flaunts your figure. Complete the look in high-rise faux leather pants and mules!

    Fit & Features

    • Sheer mesh stretchy fabric
    • Abstract floral print
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-5159

    Category Name: Night Out

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Marble Mood Mesh Long Sleeve Bodysuit

    Picture perfect mesh bodysuit for showcasing your on-trend self! It features fitted long sleeves, a crew neckline, a thong-cut bottom with a dual snap button closure, and a flattering form-hugging fit. The unique marble print mesh fabric adds a touch of edgy elegance to any outfit. Complete the look in a mini skirt for an evening downtown!

    Fit & Features

    • Fitted long sleeves
    • Crew neckline
    • Thong bottom, snap button closure
    • Form-hugging fit
    • Marble print
    • Sheer mesh fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-5158

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All-Night Allure Ruched Wrap-Front Satin Mini Dress

    Bring the allure all night in this figure-flaunting ruched satin mini dress! Made with a sleek stretchy satin-knit fabric with a stunning sheen, the mini-length dress features a sleeveless sweetheart neckline for a sweet yet sultry vibe and adjustable spaghetti straps for a customized fit. The front has all-over ruched detailing to accentuate your gorgeous curves, leading to the asymmetric wrap-front hem. Style this bodycon dress with rhinestone heels for your next club night!

    Fit & Features

    • Stretchy satin-knit fabric, knit lining at the bust
    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps
    • High waist seam, front ruching
    • Asymmetric wrap-front hem
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3252

    Category Name: Night Out

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • A Little Bit Sultry Flocked Velvet Mini Dress

    Amp up your date night outfit with this stunning velvet mini dress that exudes a sultry vibe! It features a sleeveless sweetheart neckline with a center V-wired design and a built-in padded bust, adjustable spaghetti straps, chic vertical seams running down the front for a figure-flaunting look, an all-over floral flocked velvet pattern, a mini-length hem, and a bodycon silhouette to hug your curves. The sheer mesh fabric includes a nude-tone full-length lining. Complete your alluring date look with a pair of strappy stilettos.

    Fit & Features

    • Sleeveless sweetheart neckline, V-wired design, padded bust
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Front vertical seam design
    • Floral flocked velvet pattern
    • Mini-length hem, bodycon silhouette
    • Sheer mesh fabric, nude-tone full-length knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5501

    Category Name: Night Out

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Girl Next Door Strapless Denim Mini Dress

    Create a trendy girl next door vibe in this denim cargo mini dress! Made with a stretchy cotton-blend denim fabric, this dress features a strapless straight-across neckline, a secure back zipper closure, faux chest pockets, and large cargo-style flap pockets at the waist. The form-hugging silhouette will flaunt your gorgeous figure. Style this mini-length dress with cowboy boots for a country concert!

    Fit & Features

    • Cotton-blend denim fabric, moderate stretch
    • Strapless straight neckline, front no-slip strip
    • Back zipper with hook and eye closure
    • Faux chest pockets
    • Cargo flap pockets
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05102-5524

    Category Name: Night Out

    Price: $11.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool Girl Abstract Print Sheer Mesh Crop Top

    This trendy crop top will have you giving off major cool girl energy! Designed with a chic abstract print on the airy sheer mesh fabric, this top features a crew neckline, long fitted sleeves, and a cropped fitted hem. The lightweight mesh fabric offers plenty of stretch. Layer over a basic bralette and style with faux leather pants for a concert.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Cropped fitted hem
    • Abstract print
    • Sheer mesh fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-5153

    Category Name: Night Out

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Luxe Attention Bustier Rhinestone Satin Mini Dress

    Attract all the attention in this luxe satin mini dress at the club! With a sweetheart neckline, adjustable spaghetti straps, and a rhinestone bustier bodice, this bodycon dress is perfect for a night out. The built-in padded bust and flexible boning provide support and a perfect fit, while the mini-length hem adds a touch of boldness. Complete the look in stiletto heels and earrings!

    Fit & Features

    • Satin fabric lined with stretchy knit
    • Rhinestone embellished
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Built-in padded underwire bust
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5531

    Category Name: Night Out

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fresh In Floral Long Sleeve Mesh Crop Top

    Look fresh in this floral mesh crop top perfect for brunch and spring parties! This top boasts a chic mock neckline, fitted long sleeves, and a cropped hem that flatters your figure on sheer mesh fabric with a trendy floral print. Style with a mini skort and mules to complete the look!

    Fit & Features

    • Floral print, sheer mesh fabric
    • Long sleeves
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-5152

    Category Name: Night Out

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Here To Dazzle Rhinestone Strappy Block Heels

    These fabulous rhinestone strappy block heels are here to dazzle up the night! Made with a smooth nubuck material, they feature an open square-shaped toe, a rhinestone-embellished strappy design with a chic knotted center, thin adjustable ankle and heel straps with a buckle closure, and a sleek thin block heel. Style with rhinestone fringe earrings for all the more glamour!

    Fit & Features

    • Thin block heel
    • Nubuck material
    • Open square toe
    • Rhinestone-embellished strappy knotted design
    • Adjustable ankle and heel straps with buckle
    • Faux leather luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4719

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dazzling Mood Rhinestone Strappy Metallic Block Heels

    These iconic rhinestone strappy metallic block heels will put you in a dazzling mood all night long! Made with a faux leather material with a glam chrome sheen, they feature an open square-shaped toe, a rhinestone-embellished strappy design with a chic knotted center, thin adjustable ankle and heel straps with a buckle closure, and a sleek thin block heel. Style with a rhinestone fringe handbag for major glitzy vibes!

    Fit & Features

    • 4" Thin block heel
    • Faux leather material, chrome sheen
    • Open square toe
    • Rhinestone-embellished strappy knotted design
    • Adjustable ankle and heel straps with buckle
    • Faux leather luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4718

    Category Name: Night Out

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Glam Rhinestone Chrome Clear Block Heels

    Bring major glam vibes to birthday parties or bachelorette festivities in these rhinestone chrome clear block heels! Designed with sleek faux leather with a reflective chrome sheen, they feature an open almond-shaped toe, a wide clear strap across the foot with sparkling rhinestone embellishments, thin adjustable ankle and heel straps, and a tall thin clear block heel. Style with a glitter clutch!

    Fit & Features

    • 4" Block heel
    • Chrome sheen
    • Faux leather upper, padded insole
    • Open almond toe, clear PVC strap, mini rhinestones
    • Adjustable ankle and heel straps with buckle closure
    • Clear lucite block heel
    • Runs true to size

    Style Number/Barcode: 07401-4711

    Category Name: Night Out

    Price: $18.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Timeless Glam Rhinestone Nubuck Stiletto Heels

    Step out in timeless glam in these rhinestone nubuck stiletto heels perfect for any formal occasion! Featuring a flattering square toe and a stunning rhinestone embellished strappy knot design, these stiletto heels will make any outfit stand out. The adjustable ankle strap and nubuck material provide comfort and style. Complete the look in a dressy bolero.

    Fit & Features

    • 4" Stiletto Heel
    • Nubuck material
    • Square toe
    • Rhinestone-embellished strappy knot design
    • Adjustable ankle strap, buckle closure
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4716

    Category Name: Night Out

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Luxe Rhinestone Strappy Stiletto Heels

    Rhinestone-embellished straps bring bold luxe to these faux leather stiletto heels perfect for brides or formal occasions! With a chic square toe and a strappy design featuring a cute knot accent, these heels elevate any look. The adjustable ankle strap with a buckle closure ensures a comfortable fit while the stiletto heel adds a touch of elegance. Complete the look with stunning jewelry!

    Fit & Features

    • 4" Stiletto Heel
    • Faux leather material
    • Square toe
    • Rhinestone-embellished, strappy knot design
    • Adjustable ankle strap, buckle closure
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4717

    Category Name: Night Out

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Strappy Metallic Faux Leather Low-Block Heels

    Level up the night with these glam strappy metallic low-block heels! Made with a sleek faux leather material with a gorg metallic sheen, these heels will amp up every going-out look. They feature an open square-shaped toe, a thin knotted asymmetric strappy design across the foot, and a thin adjustable ankle strap with a buckle closure. Style with a rhinestone fringe handbag!

    Fit & Features

    • 2" Low block heel
    • Faux leather upper
    • Metallic sheen
    • Open square toe
    • Knotted asymmetric strappy design
    • Adjustable ankle strap with buckle closure
    • Runs true to size

    Style Number/Barcode: 07401-4713

    Category Name: Night Out

    Price: $8.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Energy Strappy Faux Leather Low Block Heels

    Bring the chic energy to your night with these strappy low-block heels! Made with a smooth patent faux leather material with a sleek sheen, these heels will elevate every going-out look. They feature an open square-shaped toe, a thin knotted asymmetric strappy design across the foot, and a thin adjustable ankle strap with a buckle closure. Style with an envelope clutch!

    Fit & Features

    • 2.5" Low block heel
    • Patent faux leather upper
    • Open square toe
    • Knotted asymmetric strappy design
    • Thin adjustable ankle strap with buckle closure
    • Runs true to size

    Style Number/Barcode: 07401-4715

    Category Name: Night Out

    Price: $8.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Style On Point Bodycon Mini Dress

    Keep your style on point with this simply chic bodycon mini dress. It features a sleeveless mock neckline, tank shoulder straps, ruching down the side seams to accentuate your curves, a mini-length hem, and a bodycon silhouette. The double-lined smooth knit fabric offers plenty of stretch for comfortable wear. Pair this short dress with strappy heels to grab drinks!

    Fit & Features

    • Sleeveless mock neckline
    • Tank shoulder straps
    • Ruched side seams
    • Mini-length hem
    • Bodycon silhouette
    • Double-lined smooth knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5520

    Category Name: Night Out

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Play Your Way Tie Front Linen Corset Top

    Play it your way in this linen corset top to draw all the attention! Made from a linen blend fabric lined with knit perfect for the warmer weather ahead. With a sweetheart neckline and adjustable straps, the ruched bust and tie-front add a touch of charm. The flexible boning provides support while the cropped hem back hook and eye fasteners give a flattering fit. Complete the look in high-rise jeans for day or night plans!

    Fit & Features

    • Linen blend fabric lined with knit, slight stretch
    • Adjustable straps, sweetheart neckline
    • Multiple back hook and eye fasteners
    • Flexible boning
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06003-2357

    Category Name: Night Out

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle Step Glitter Lurex Block Heels

    Bring the shimmer and shine when you step out in these eye-catching glitter lurex heels! They feature an open almond-shaped toe with a strap, a slim adjustable ankle strap, a back zipper closure, and a stabilizing block heel. Shoes are constructed with a metallic glitter material and have a faux leather cushioned insole. Complete the look with a skater dress and rhinestone anklet.

    Fit & Features

    • 3.25" Block heel
    • Open almond toe, strap
    • Closed-back, adjustable ankle strap 
    • Back zipper closure
    • Glitter lurex material
    • Faux leather cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4706

    Category Name: Night Out

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Time Long Sleeve Rhinestone Mesh Bolero

    It's time to add that pop of glitz and glam with this long sleeve rhinestone mesh bolero! Designed with an airy sheer mesh fabric offering plenty of stretch, the lightweight layer is embellished with all-over mini rhinestones with a dreamy iridescent hue. The bolero features an open front, long fitted sleeves with lettuce edge hems with slit accents, and an ultra-cropped hem. Style over your fave party dresses!

    Fit & Features

    • Stretchy sheer mesh fabric
    • Iridescent rhinestones
    • Open front
    • Long fitted sleeves, lettuce edge hems with slits
    • Ultra-cropped hem
    • Runs true to size

    Style Number/Barcode: 06202-0446

    Category Name: Night Out

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • I Love Tequila Long Sleeve Graphic Mesh Crop Top

    Cheers to fun style with this graphic crop top perfect for your next bar night! Made with sheer mesh fabric, this crop top adds a touch of edginess to any outfit. Featuring a fitted silhouette with flattering long sleeves, a trendy crew neckline, and a playful "I love Tequila" with a heart graphic on the front. Complete the look in a fab faux leather mini skirt.

    Fit & Features

    • Sheer mesh stretchy fabric
    • "I love Tequila", heart graphic on the front
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06002-1746

    Category Name: Night Out

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortlessly Enchant Strapless Bodycon Mini Dress

    Effortlessly enchant everyone you meet in this strapless mesh mini dress at the club! Made from a watercolor printed mesh fabric, this dress is designed with a sleek strapless neckline, flexible boning for a snatched look, and a flattering bodycon silhouette and mini-length hem. Style this dress with stiletto heels.

    Fit & Features

    • Watercolor printed mesh fabric, sewn-in knit lining
    • Strapless neckline
    • Flexible boning
    • Back zipper hook-eye closure
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5530

    Category Name: Night Out

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Time To Shine Glitter Strappy Block Heels

    Step into the spotlight with these glitter block heels. These sparkling heels feature a square toe, asymmetrical straps, and an adjustable ankle strap for the perfect fit while the thin block heel elevates the style. Complete the look with a purse.

    Fit & Features

    • 4" Thin block heel
    • Square toe
    • Asymmetrical straps
    • Adjustable ankle strap, buckle closure
    • Luxe fit cushion insole
    • Glitter material
    • Runs true to size

    Style Number/Barcode: 07401-4704

    Category Name: Night Out

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Divine Basic Sleeveless Square Neck Bodysuit

    Unleash your inner goddess in this sleeveless bodysuit for a chic casual to date night look! Featuring a flattering square neckline, adjustable spaghetti straps for a customizable fit, and a form-hugging silhouette, this bodysuit is perfect for any occasion. Its thong bottom and snap-button closures offer a secure fit, while the foil knit fabric adds a touch of shine. Complete the look in sleek faux leather pants, stilettos, and a clutch!

    Fit & Features

    • Foil knit stretchy fabric with knit lining
    • Adjustable spaghetti straps
    • Thong bottom, snap-button closures
    • Runs true to size

    Style Number/Barcode: 06001-5151

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale