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.

  • Bring Me Flowers Mesh Long Sleeve Mini Dress

    Once you're seen in this mesh mini dress, you'll be receiving many floral bouquets! The dress features sheer fitted long sleeves, a crew neckline with sheer panels, and a flattering bodycon silhouette on mesh fabric with a unique floral velvet pattern. Complete the look in rhinestone heels for a dressy soiree!

    Fit & Features

    • Sheer fitted long sleeves
    • Crew neck, sheer panels
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Mini-length hem
    • Floral velvet pattern, mesh fabric, partial knit stretchy lining
    • Runs true to size

    Style Number/Barcode: 05101-2612

    Category Name: Night Out

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Energy High Slit Cargo Maxi Skirt

    Bring that trendy energy to your everyday looks with this high slit cargo maxi skirt. It features a high-rise waist, a hidden front zipper and a hook and bar closure, large cargo-style side pockets, a maxi-length hem with distressing, and a thigh-high front slit to show off some leg. The twill fabric has no stretch. Style with a graphic tee and combat boots for a concert!

    Fit & Features

    • High-rise waist, belt loops
    • Hidden front zipper, hook and bar closure
    • Large cargo-style side pockets
    • Maxi-length distressed hem
    • High front slit
    • Twill fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06301-0175

    Category Name: Night Out

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Space Babe Metallic Strappy MIni Dress

    Channel your inner space babe in this metallic mini dress for a look that's out of the world! It features a sleeveless cowl neckline, spaghetti straps, a strappy open back made to turn heads, and a flattering bodycon silhouette and wrap mini-length hem. Style with chunky platform heels for the club!

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Strappy open back
    • Bodycon silhouette
    • Wrap mini-length hem
    • Metallic knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5145

    Category Name: Night Out

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Spacey Metallic Cowl Neck Mini Dress

    Ignite the night in this metallic mini dress to embrace a style that's out of this world! Featuring a trendy cowl neckline adorned with spaghetti straps that cross along the back, a bodycon silhouette to highlight your gorgeous figure and a flattering front hem slit. Complete the look in earrings for a GNO!

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps, cross back
    • Bodycon silhouette
    • Front slit, mini-length hem
    • Metallic fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05103-5142

    Category Name: Night Out

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flashy Glam Rhinestone Shoulder Bag

    This fabulous rhinestone shoulder bag will bring the flashy glam vibes to your going-out looks! It features a rectangular shape, a fold-over design with a flap closure, a removable short shoulder strap, and all-over rhinestone embellishments for that glitzy sparkle. Style with sleek hoops and metallic heels.

    Fit & Features

    • Rectangular shape
    • Fold-over design, flap closure
    • Removable short shoulder strap, lobster clasps
    • All-over rhinestone embellishments

    Style Number/Barcode: 07204-0731

    Category Name: Night Out

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Showcase That Sheen Metallic Mini Dress

    This metallic mini dress will showcase a stunning sheen and shine under the dance floor lights. The bodycon dress features a sleeveless asymmetric one-shoulder neckline with a tank shoulder strap, an alluring open back with asymmetric back bar straps, a mini-length hem, and a curve-hugging silhouette. The metallic knit fabric includes a full-length sewn-in lining. Pair this dress with rhinestone platform heels for your next club night out.

    Fit & Features

    • Sleeveless asymmetric one-shoulder neckline
    • Thin tank shoulder strap
    • Open back, asymmetric back bar straps
    • Mini-length hem
    • Bodycon silhouette
    • Metallic knit fabric, sewn-in knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-5404

    Category Name: Night Out

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rose So Sweet Halter Cutout Midi Dress

    You'll be sweet as can be in this sleeveless midi dress at dressy birthday dinners or a party! It features a sweetheart neckline, spaghetti straps that crisscross in the back, a bust rose applique, a cutout waist design with rose appliques, a bodycon silhouette, and side slit accent. Complete the look in strappy sandals.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Spaghetti straps, criss cross back
    • Bust rose applique
    • Cutout waist design, rose appliques
    • Bodycon silhouette, side slit, midi-length hem
    • Slinky knit fabric, short lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2605

    Category Name: Night Out

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Devious Hottie Patent Faux Leather Mini Dress

    Bring the heat in this patent leather mini dress as a devious hottie for Halloween! The short dress features a sleeveless square neckline, spaghetti straps, a mini-length hem, and a bodycon silhouette that will showcase your gorgeous figure. The patent faux leather fabric will give off a stylish sheen and has minimal stretch. Complete your sultry devil costume with a rhinestone embellished horn headband and marabou feather trim heels!

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Mini-length hem
    • Bodycon silhouette
    • Patent faux leather fabric, knit lining at the bust
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-5144

    Category Name: Night Out

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Moment Patent Faux Leather Mini Skirt

    Have a sleek moment in this form-hugging patent faux leather mini skirt! It features a high-rise waist, a front lattice design with a tie closure, a back zipper closure, a mini-length hem, and a bodycon fit. The patent faux leather fabric has minimal stretch. Pair with a corset top and strappy heels!

    Fit & Features

    • High-rise waist
    • Front lattice design, tie closure
    • Back zipper, hook and eye closure
    • Mini-length hem
    • Form-hugging fit
    • Patent faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0592

    Category Name: Night Out

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Gift Of Fab Faux Leather Rhinestone Bow Booties

    Give yourself the gift of these faux leather booties for fabulous struts! They feature a sleek pointed-toe with an eye-catching rhinestone bow, an inner zipper closure, a stiletto heel, and an ankle-length fit. Complete the look with a chic purse for day or night plans!

    Fit & Features

    • Pointed-toe
    • Rhinestone bow
    • Inner zipper closure
    • Stiletto heel
    • Ankle-length fit
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1671

    Category Name: Night Out

    Price: $9.97 $47.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fashion Muse Faux Leather Under The Knee Boots

    Step up as a fashion muse in these faux leather boots! The under-the-knee boots feature a sleek pointed-toe, inner zipper closure, a block heel, and a croc pattern on sleek faux leather material. Complete the look with a trendy shoulder bag for an everyday style!

    Fit & Features

    • Pointed-toe
    • Inner zipper closure
    • Block heel
    • Under-the-knee shaft length
    • Croc pattern
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0912

    Category Name: Night Out

    Price: $12.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Much Sass Faux Suede Fringe Hot Shorts

    Serve so much sass in these dance-ready faux suede hot shorts featuring a high-rise faux leather waist, a tiered faux suede fringe design with rhinestone studs, and a knit shorts lining. Style with a graphic tee and cowboy boots for a country bar!

    Fit & Features

    • High-rise faux leather waist
    • Tiered faux suede fringe, rhinestone studded design
    • Knit shorts lining
    • Hidden side zipper, hook and eye closure
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06403-0337

    Category Name: Night Out

    Price: $24.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sheer Of Herself Mesh Corset Top

    Strut with confidence babe in this chic corset top for a night out with the ladies! It features sheer mesh fitted long sleeves and back panel, a square neckline, a classic corset bodice with flexible boning, and hidden front hook and eye closures along the cropped hem. Complete the look in a faux leather mini skirt and heels.

    Fit & Features

    • Square neckline
    • Sheer mesh fitted long sleeves
    • Sheer mesh back panel
    • Corset bodice, flexible boning, hidden front hook-eye closures
    • Cropped hem
    • Smooth woven fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06003-2213

    Category Name: Night Out

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sultry Romance Sheer Lace Corset Bodysuit

    This sultry sheer lace corset bodysuit was made for a romantic date night with your special someone. One piece top features a strapless square neckline with an angled design, flexible boning inserts to provide structure, a sheer floral lace pleated overlay at the corset-style knit bodice, a thong-cut bottom with a dual snap button closure, and a form-hugging fit. The knit fabric offers a moderate stretch. Complete your look with faux leather pants.

    Fit & Features

    • Strapless angled square neckline
    • Flexible boning inserts, back zipper, hook and eye closure
    • Sheer floral lace pleated contrast overlay at the corset-style knit bodice
    • Thong-cut bottom, dual snap button closure
    • Form-hugging fit
    • Sheer lace fabric, knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4940

    Category Name: Night Out

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bust Out The Rhinestone Satin Bustier

    You deserve to sparkle! Bust out this satin bustier to instantly dress up your look. It features a sleeveless pleated cowl neckline, rhinestone embellished spaghetti straps with adjustable accents, an underbust seam, flexible boning inserts, and a crop-fitted hem. Style with high-rise flare pants for dinner and drinks with the ladies!

    Fit & Features

    • Sleeveless pleated cowl neckline
    • Rhinestone embellished spaghetti straps, adjustable accents
    • Underbust seam, flexible boning
    • Cropped hem
    • Hidden side zipper closure
    • Silky satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06001-4936

    Category Name: Night Out

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Night Drives Faux Leather Striped Moto Jacket

    Effortlessly cool and cute, this faux leather moto jacket makes the night your own! It features long sleeves with zipper cuffs, a mock neckline with snap-button closure, a trendy contrast striped design, a zipper front closure and zipper pockets for keeping your hands warm, and a cropped hem. Complete the look in knee-high boots.

    Fit & Features

    • Long sleeves, zipper cuffs
    • Mock neckline, snap-button closure
    • Contrast striped design
    • Zipper pockets, cropped hem
    • Faux leather fabric, sewn-in woven lining
    • Runs true to size

    Style Number/Barcode: 06204-1620

    Category Name: Night Out

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Icon Corset Bodycon Mini Dress

    Create a chic iconic look for your next girl's night out in this sleek mini dress! It features a sleeveless sweetheart neckline with a pleated and padded bust, adjustable spaghetti straps for a customized fit, a corset-designed bodice, ruching down the side and back seams, a mini-length hem, and a bodycon silhouette that will flaunt your figure. The smooth knit fabric offers plenty of stretch. Style with strappy stilettos.

    Fit & Features

    • Sleeveless sweetheart neckline, pleated and padded bust
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Corset-designed bodice, high waist seam
    • Ruched side and back seams
    • Mini-length hem, bodycon silhouette
    • Smooth and stretchy knit fabric, lined bust
    • Runs true to size

    Style Number/Barcode: 05101-2594

    Category Name: Night Out

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Swirls Of Attraction Strappy Marble Print Midi Dress

    Attract all the attention when you step out in this marble print midi dress for dinner and drinks! It features a sleeveless scoop neckline, spaghetti straps, an open strappy back design, a bodycon silhouette, and a flattering side ruched seam and slit along the asymmetrical hem. Complete the look with a fab earrings set and heels.

    Fit & Features

    • Sleeveless scoop neckline, spaghetti straps
    • Open strappy back design
    • Bodycon silhouette
    • Side ruched seam and slit
    • Asymmetrical midi-length hem
    • Marble print, stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5259

    Category Name: Night Out

    Price: $5.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Totally Glam Look Rhinestone Strappy Heels

    Create a look that evokes totally glam vibes with these chic block heels. They feature an open square toe, a knotted strappy design across the foot with sparkling rhinestone embellishments, a thin adjustable ankle and heel strap, and a slim block heel. Style with a sleek clutch.

    Fit & Features

    • Open square-shaped toe
    • Knotted strappy design, mini rhinestones
    • Thin adjustable ankle and heel strap, buckle detail
    • Open back
    • Thin block heel
    • Faux nubuck material, faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4498

    Category Name: Night Out

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kendra Rhinestone V-Neck Party Mini Dress

    Special Occasion

    Sparkle a little extra in the Kendra party mini dress and make your dazzling entrance into parties and celebrations! She features a V-neckline and V-cut back, sheer fitted long sleeves with flared slit cuffs, a flattering bodycon silhouette, and a mini-length hem. Crafted from a lightweight mesh fabric, this formal dress showcases all-over rhinestone embellishments for the perfect shimmer and has a stretchy knit lining. Complete the look in block heels and earrings!

    This dress proves that short and stylish is always a vibe. Want more? Discover our bold short prom dresses or find a celebration-ready fit in our party dresses.

    Fit & Features

    • V-neckline, V-cut back
    • Sheer fitted long sleeves, flared slit cuffs
    • Bodycon silhouette, mini-length hem
    • All-over rhinestone embellishments
    • Mesh fabric, stretchy knit lining
    • Bra-friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1914

    Category Name: Night Out

    Price: $14.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Most-Loved Heart Accent Stiletto Mules

    These adorable and trendy heart accent stiletto mules will be your most-loved heels! They feature an open square toe, a clear PVC strap across the foot, an open back for easy on-and-off styling, and a clear lucite stiletto heel with the cutest heart-shaped detail. Style with a mini handbag.

    Fit & Features

    • Open square-shaped toe
    • Clear PVC strap across the foot
    • Open back
    • Clear lucite stiletto heel
    • Heart-shaped accent
    • Cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4497

    Category Name: Night Out

    Price: $12.96 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Night Out Faux Leather Skort

    Take on your next night out showing off edgy vibes with this on-trend faux leather skort! It features a high-rise waist, fitted shorts, and a mini-length overlay with a chic short slit. The coated faux leather fabric has minimal stretch. Style with a cropped bustier and platform heels.

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Fitted shorts
    • Mini-length overlay, short slit
    • Coated faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06403-0332

    Category Name: Night Out

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All That Bling Rhinestone Stiletto Booties

    These fabulous rhinestone stiletto booties will bring that bling and gleam all night long. They feature an above-the-ankle height, an inner zipper closure for easy on-and-off wear, a trendy pointed toe, a sleek stiletto heel, and all-over baguette-shaped rhinestone embellishments for an ultra-glam sheen. Style these boots with a bodycon dress and a metallic clutch for your next GNO!

    Fit & Features

    • Above-the-ankle height
    • Inner zipper closure
    • Pointed toe
    • Stiletto heel
    • Baguette rhinestone embellishments
    • Runs true to size

    Style Number/Barcode: 07403-1670

    Category Name: Night Out

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Sheen Holographic Faux Leather Shorts

    These trendy holographic faux leather shorts will show off a chic sheen on your next night out. They feature a high-rise waist with an inner elastic band for plenty of stretch, a hidden side zipper closure, a cheeky form-hugging fit, and are composed of an ultra-smooth faux leather fabric with a cool holographic sheen. Style with a corset top and clear-heel mules!

    Fit & Features

    • High-rise waist, inner elastic band
    • Hidden side zipper, hook and eye closure
    • Cheeky form-hugging fit
    • Holographic sheen
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06403-0331

    Category Name: Night Out

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance