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.

  • So Glitzy Glitter One-Shoulder Mini Dress

    Create a night-out look that is so glitzy and glamorous with this glitter mini dress! It features an asymmetric one-shoulder neckline, a single long balloon sleeve, a front ruched seam, a mini-length hem, and a bodycon silhouette that will hug your curves. The glitter knit fabric includes a knit lining and offers moderate stretch. Style with rhinestone earrings and platform heels.

    Fit & Features

    • Asymmetric one-shoulder neckline
    • Single long balloon sleeve, tapered hem
    • Front ruched seam
    • Mini-length hem
    • Bodycon silhouette
    • Glitter knit fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4934

    Category Name: Night Out

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Friday Feels Mesh Mini Dress

    This mesh mini dress was made for Friday nights out! It features an on-trend sleeveless, square neck with pleat detail, a draped bust, sleek bungee spaghetti straps, ruched detailing, and an open back with cross straps. The mesh-lined fabric hugs your body like an hourglass and offers plenty of stretch. Complete the look in stiletto heels.

    Fit & Features

    • Sleeveless, square neck with pleat detail
    • Sleek bungee spaghetti straps
    • Draped bust, open-back with cross straps
    • Ruched detailing, bodycon silhouette
    • Mini-length hem
    • Mesh-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4274

    Category Name: Night Out

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet Darling Glitter Marabou Top

    Showcase your sweet side darling in this glitter crop top for the perfect statement look! The crop top features a strapless marabou trim neckline and a back zipper with hook-eye closure. Style the strapless top with high-rise jeans for a birthday dinner!

    Fit & Features

    • Strapless marabou trim neckline
    • Fitted crop hem
    • Back zipper and hook-eye closure
    • Glitter fabric, sewn-in lining
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06001-4599

    Category Name: Night Out

    Price: $6.97 $32.90

    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
  • Wrapped In Luxe Rhinestone Crop Top

    Wrap yourself with a luxe crop that elevates your basic outfits! The crop top features a crew neckline, a rhinestone lace-up front, short sleeves, and a cropped hem. The top is composed of a ribbed knit fabric that offers a relaxed fit with a moderate stretch. Complete look with high waist jeans.

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Rhinestone lace-up front
    • Cropped hem
    • Ribbed knit fabric
    • Relaxed fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3153

    Category Name: Night Out

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Don't Get Twisted Chain Fringe Drop Earrings

    Don't get it twisted, you'll steal the show in this pair of drop earrings! They feature rows of layered chains with a twisted accent. Wear them with an off-the-shoulder top and break hearts all night. 

    Fit & Features

    • Drop design
    • Layered chains
    • Twisted accent

     

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

    Style Number/Barcode: 07001-0881

    Category Name: Night Out

    Price: $4.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Oh La La Wool Beret
    Oh la la, this wool beret is oh so chic! It features a rounded classic floppy look, and is perfect for the fall season!

    Style Number/Barcode: 07302-0030

    Category Name: Night Out

    Price: $6.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Night Fall V-Neck Mini Dress

    This v-neck mini dress is meant to come out at night! Hit the town in this sultry dress featuring a sleeveless faux wrap bodice, spaghetti straps, and all-over ruching on the bodycon silhouette. Composed of sleek knit-lined fabric with a moderate stretch. Finish the look in saucy heels.

    Fit & Features

    • Sleeveless, faux wrap v-neck, spaghetti straps
    • Bodycon silhouette
    • All-over ruching
    • Mini-length hem
    • Sleek knit-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4360

    Category Name: Night Out

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pop The Bottle Rhinestone Trim Mini Dress

    Pop the bottle and celebrate in this glamorous bodycon mini dress! It features a sleeveless square neckline, spaghetti straps, a mini-length asymmetric hem with a faux wrap-front design, cascading rhinestone fringe for the prettiest shine, and a curve-hugging silhouette. The smooth double-lined knit fabric offers a moderate stretch. Style with rhinestone hoops and embellished heels.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Mini-length asymmetric hem, faux wrap-front design
    • Rhinestone fringe trim
    • Bodycon fit
    • Double-lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1927

    Category Name: Night Out

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Appeal Crepe and Lace Mini Dress

    Make a sweet appeal in a lace dress that stuns. The dress features a partially lined floral lace bodice, sheer long sleeves, a sweetheart neckline, and a crepe mini-length silhouette. Complete your night out look with a sleek pair of mules

    Fit & Features

    • Partially lined floral bodice
    • Sheer long sleeves
    • Sweetheart neckline
    • Crepe mini length silhouette
    • Form hugging fit

    Style Number/Barcode: 05101-0892

    Category Name: Night Out

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet And Stunning Ruched Mini Dress

    Look oh-so-sweet and stunning in this trendy ruched mini dress that is perf for date night. It features an off-the-shoulder sweetheart neckline, padded cups with ruching at the bust, long sheer fitted sleeves with ruched detailing, and a corset-designed bodice. The dress has a flattering high waist seam that leads to a skirt with an asymmetrical faux wrap design and a short, curve-hugging silhouette. Complete the outfit with strappy heels.

    Fit & Features

    • Off-the-shoulder sweetheart neckline
    • Padded cups, ruching at the bust
    • Long sheer fitted sleeves, ruching
    • Back zipper and hook and eye closure
    • Corset-designed bodice, high waist seam
    • Short skirt, asymmetrical faux wrap design, form-hugging fit
    • Sheer mesh and crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1227

    Category Name: Night Out

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Vic Victorian Stiletto Booties

    Vintage inspired but totally of the moment, these Victorian-style stilettos have appeal for the ages! Booties feature a pointed toe, short shaft, lace-up tie front, side zipper, and spindly stiletto heels. Boots are made from a faux suede material.

    Style Number/Barcode: 07403-0069

    Category Name: Night Out

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sultry Eye Candy Floral Velvet Mesh Bustier

    Be the sultry eye candy in this floral velvet mesh bustier! The cutout front and flexible boning add a touch of allure, while the crop hem allows for a flattering fit. Pair with the matching skirt.

    Fit & Features

    • Flocked floral velvet pattern, mesh-lined fabric
    • Sweetheart neckline, underwire bust
    • Cutout front design
    • Adjustable spaghetti straps with back hook closure
    • Back zipper and hook-eye closure
    • Flexible boning, crop hem
    • Runs true to size

     

    Shop The Matching Skirt: Sultry Eye Candy Floral Velvet Mesh Mini Skirt

    Style Number/Barcode: 06001-000102

    Category Name: Night Out

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wait Fur It Marabou Lucite Heels

    Draw all the attention to you the second you strut in wearing these marabou feather trim heels! They feature a square toe, thin lucite block heel, PVC toe strap, and an adjustable buckle ankle closure. Complete the look in a sassy club dress.

    Fit & Features

    • Square toe
    • Thin lucite block heel
    • PVC toe strap
    • Marabou feather trim
    • Adjustable ankle strap with buckle closure
    • Runs true to size

    Style Number/Barcode: 07401-3757

    Category Name: Night Out

    Price: $4.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glamorous Babe Rhinestone Fringe Earrings

    Hey babe! Glam up your look with these luxe statement earrings! They feature three rows of sparkly rhinestones with a dramatic cascading fringe design. Style these earrings with an embellished cuff.

    Fit & Features

    • Three rows of rhinestones
    • Long fringe design
    • Post-back closure


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

    Style Number/Barcode: 07001-1412

    Category Name: Night Out

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glamour Ensured Rhinestone Glitter Block Heels

    Glamour is ensured with these glitter block heels perfect for a sparkly evening! They feature a sleek square toe with a dainty rhinestone toe and adjustable ankle strap with buckle closure, a rhinestone embellished block heel, and a luxe fit cushioned breathable insole for comfort. Complete the look with a glam clutch purse.

    Fit & Features

    • 3" Block heel with rhinestones
    • Square toe
    • Rhinestone toe and adjustable ankle strap, buckle closure
    • Luxe fit breathable cushioned insole
    • Glitter material
    • Runs true to size

    Style Number/Barcode: 07401-4971

    Category Name: Night Out

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Go All Out Waist Cut Out Crepe Mini Dress

    Pull all the stops when you slip into this sultry dress! Add a trendy pair of earrings and slip into your heels for an entrancing ensemble! The dress features a plunging v-neckline, sexy waist cutouts with a crossbar design, and a mini length silhouette. 

    Fits & Features

    • Spaghetti straps
    • Plunging v neckline 
    • Square back, back zipper closure
    • Waist cutout with crossbar design 
    • Mini length silhouette 
    • Crepe fabric 
    • Form hugging fit, moderate stretch 

     

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05103-1702

    Category Name: Night Out

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Gorgeous Shimmer Corset Mini Dress

    This trendy corset mini dress has a gorgeous shimmer that will catch everyone's eye! The dress features a sleeveless square neckline, flexible boning for structure, a built-in no-slip strip, a corset-like bodice, a ruched body, and a mini-length silhouette. The dress is composed of a lurex glitter knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with chrome heels and an anklet.

    Fit & Features

    • Sleeveless square neckline
    • Flexible boning, no-slip strip
    • Corset-like bodice
    • Ruched body
    • Mini-length silhouette
    • Lurex glitter knit fabric, form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-3915

    Category Name: Night Out

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Major Moment Metallic Platform Heels

    Have a major moment in these bold metallic platform heels! They feature an open square-shaped toe, thin criss-cross straps across the foot, thin lace-up straps that wrap around the leg, a platform sole, and a block heel. Style with a glitzy glitter clutch.

    Fit & Features

    • Open square-shaped toe
    • Criss-cross straps across the foot
    • Strappy lace-up wrap-around design, tie closure
    • Platform sole
    • Block heel
    • Chrome sheen
    • Runs true to size

    Style Number/Barcode: 07401-4152

    Category Name: Night Out

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • A Girls Gotta Shine Knit Crop Top

    A girl's gotta shine and this crop top brings the sparkle! It features fitted long sleeves, a scoop neckline, a front cutout with rhinestone embellished safety pins, and a fitted hem on stretchy rib-knit fabric. Style with skinny jeans to complete the look! 

    Fit & Features

    • Fitted long sleeves
    • Scoop neckline
    • Front cutout, rhinestone embellished safety pins
    • Fitted crop hem
    • Rib-knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1502

    Category Name: Night Out

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Be Mine Sweetheart Tapered Jumpsuit

    A little utilitarian and a lot chic, this crepe jumpsuit guarantees all eyes on you. The suit features a strapless sweetheart neckline, a seamed, lightly padded bodice with elasticized zippered back and cutout detail above the waist, pockets at either hip and legs that are slightly fuller through thigh and taper gently towards hems. The jumpsuit is made of lightweight woven material with modest stretch. Complete look with heels

    Fit & Features

    • Strapless sweetheart neckline with padded bodice
    • Cutout detail above the waist
    • Pockets 
    • Skinny leg fit
    • Lightweight woven fabric
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 06502-0115

    Category Name: Night Out

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sent From Above Snake Print Bodysuit

    Yes, it's the truth, you are sent from above. That style is heaven sent! But ur not that innocent when you slip into something a little edgy like a snake print bodysuit, and high waist skirt!

    Fit & Features

    • Square neckline
    • Spaghetti bungee straps
    • Form fitting silhouette
    • Double snap closure | Thong bottom
    • Smooth faux leather like material | Moderate stretch
    • Neutral snake print pattern
    Model is 5'4" with 32" bust, 23" waist and 38" hips. She is wearing a size small.     

    Style Number/Barcode: 06001-2314

    Category Name: Night Out

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Irresistible Babe Faux Leather Crop Top

    Everyone loves themselves a bad girl! You'll be totally irresistible in this babe-status faux leather crop top featuring a sleeveless crew neckline, curved hem, and a back zipper closure on a crepe knit panel. Complete the look in the matching skirt and lace-up stilettos.

    Shop Matching Skirt: Irresistible Babe Faux Leather Mini Skirt

    Fit & Features

    • Sleeveless crew neckline
    • Curved cropped hem
    • Back zipper and hook-eye closure
    • Faux leather front fabric, crepe knit back
    • Lined, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-2023

    Category Name: Night Out

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Jazz Night Twist Front Crop Top

    Enter the room of the rhythm and blues! All eyes on you in this saucy crop top featuring a sleeveless, sweetheart neck, adjustable spaghetti straps, and a twisted bust, on pleated-lined fabric. Complete the look in the matching bottoms. 

    Shop Matching Bottoms: Jazz Night High Rise Pants

    Fit & Features

    • Sleeveless, sweetheart neck 
    • Adjustable spaghetti straps
    • Twisted bust
    • Cropped hem
    • Pleated-lined fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06001-4527

    Category Name: Night Out

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free